Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Mary F. Mahon' 'Kieran C. Molloy' 'Crina Crainic' 'Ionel Haiduc' 'Monica M. Venter' 'Vasile Bercean' 'Wilson, Paul J.' _publ_contact_author_name 'Dr Kieran Molloy' _publ_contact_author_address ; Dr kieran molloy chemistry university of bath claverton down bath BaNES BA2 7AY UNITED KINGDOM ; _publ_contact_author_email 'CHSKCM@BATH.AC.UK' _publ_section_title ; The Structural Chemistry of Organotin Derivatives of 5-mercapto-3-phenyl-1,3,4-thiadiazoline-2-thione: Supramolecular Structures Involving Intermolecular Sn×××S, N-H×××S or S×××S Interactions. ; data_k00kcm23 _database_code_CSD 168022 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H24 N6 S9 Sn' _chemical_formula_weight 851.76 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' 'S' 'S' 0.1246 0.1234 '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 P21/n 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 15.5450(2) _cell_length_b 8.61900(10) _cell_length_c 26.9590(5) _cell_angle_alpha 90.00 _cell_angle_beta 104.3780(10) _cell_angle_gamma 90.00 _cell_volume 3498.90(9) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Needle _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.617 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 1.298 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40036 _diffrn_reflns_av_R_equivalents 0.0602 _diffrn_reflns_av_sigmaI/netI 0.0548 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.59 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8001 _reflns_number_gt 6230 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (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^)+(0.0239P)^2^+1.4765P] 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 0.00079(11) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 8001 _refine_ls_number_parameters 368 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0553 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0710 _refine_ls_wR_factor_gt 0.0656 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.003 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.821470(11) 0.23098(2) 0.129874(7) 0.02239(7) Uani 1 1 d . . . S1 S 0.77416(4) 0.47037(8) 0.08032(3) 0.02669(16) Uani 1 1 d . . . S2 S 0.91548(4) 0.65799(7) 0.04407(3) 0.02539(16) Uani 1 1 d . . . S3 S 1.10895(5) 0.67460(8) 0.04440(3) 0.03387(18) Uani 1 1 d . . . S4 S 0.67056(4) 0.13340(8) 0.12436(3) 0.02745(16) Uani 1 1 d . . . S5 S 0.64100(4) -0.19447(8) 0.16108(3) 0.02872(17) Uani 1 1 d . . . S6 S 0.72683(5) -0.48518(8) 0.21064(3) 0.03281(18) Uani 1 1 d . . . S7 S 0.86981(4) 0.05300(8) 0.07116(3) 0.02470(15) Uani 1 1 d . A . S8 S 0.71042(4) 0.15442(8) -0.01289(3) 0.02979(17) Uani 1 1 d . A . S9 S 0.55318(5) 0.05138(9) -0.09476(3) 0.0440(2) Uani 1 1 d . . . N1 N 0.94510(13) 0.4055(2) 0.09560(8) 0.0227(5) Uani 1 1 d . . . N2 N 1.02510(13) 0.4539(2) 0.08661(8) 0.0237(5) Uani 1 1 d . . . N3 N 0.79365(14) -0.0717(2) 0.16941(8) 0.0240(5) Uani 1 1 d . . . N4 N 0.80705(14) -0.2181(2) 0.19096(8) 0.0235(5) Uani 1 1 d . . . N5 N 0.73541(14) -0.1248(3) 0.02073(9) 0.0301(5) Uani 1 1 d . A . N6 N 0.65914(14) -0.1213(2) -0.01927(9) 0.0319(6) Uani 1 1 d . . . C1 C 0.90895(17) 0.2502(3) 0.20409(11) 0.0299(6) Uani 1 1 d . . . H1A H 0.9141 0.3612 0.2139 0.036 Uiso 1 1 calc R . . H1B H 0.8819 0.1956 0.2288 0.036 Uiso 1 1 calc R . . C2 C 1.00102(19) 0.1863(4) 0.20920(12) 0.0399(7) Uani 1 1 d . . . H2A H 1.0321 0.2503 0.1886 0.048 Uiso 1 1 calc R . . H2B H 0.9966 0.0793 0.1954 0.048 Uiso 1 1 calc R . . C3 C 1.0547(2) 0.1847(5) 0.26443(14) 0.0559(10) Uani 1 1 d . . . H3A H 1.0515 0.2886 0.2795 0.067 Uiso 1 1 calc R . . H3B H 1.0276 0.1096 0.2838 0.067 Uiso 1 1 calc R . . C4 C 1.1508(3) 0.1424(7) 0.27084(18) 0.0989(17) Uani 1 1 d . . . H4A H 1.1814 0.1433 0.3073 0.148 Uiso 1 1 calc R . . H4B H 1.1788 0.2179 0.2526 0.148 Uiso 1 1 calc R . . H4C H 1.1549 0.0386 0.2568 0.148 Uiso 1 1 calc R . . C5 C 0.88217(16) 0.5014(3) 0.07507(10) 0.0208(5) Uani 1 1 d . . . C6 C 1.02450(17) 0.5880(3) 0.06018(10) 0.0249(6) Uani 1 1 d . . . C7 C 1.09861(16) 0.3471(3) 0.10189(10) 0.0251(6) Uani 1 1 d . . . C8 C 1.17502(18) 0.3921(4) 0.13703(12) 0.0387(7) Uani 1 1 d . . . H8 H 1.1809 0.4942 0.1507 0.046 Uiso 1 1 calc R . . C9 C 1.2430(2) 0.2852(4) 0.15191(13) 0.0476(9) Uani 1 1 d . . . H9 H 1.2962 0.3139 0.1761 0.057 Uiso 1 1 calc R . . C10 C 1.2339(2) 0.1372(4) 0.13186(13) 0.0445(8) Uani 1 1 d . . . H10 H 1.2809 0.0645 0.1424 0.053 Uiso 1 1 calc R . . C11 C 1.15774(19) 0.0945(3) 0.09689(12) 0.0380(7) Uani 1 1 d . . . H11 H 1.1519 -0.0077 0.0833 0.046 Uiso 1 1 calc R . . C12 C 1.08919(18) 0.2002(3) 0.08127(11) 0.0282(6) Uani 1 1 d . . . H12 H 1.0364 0.1716 0.0567 0.034 Uiso 1 1 calc R . . C13 C 0.70986(16) -0.0434(3) 0.15253(10) 0.0228(6) Uani 1 1 d . . . C14 C 0.73383(17) -0.3058(3) 0.19026(10) 0.0239(6) Uani 1 1 d . . . C15 C 0.89848(16) -0.2654(3) 0.20928(10) 0.0237(6) Uani 1 1 d . . . C16 C 0.95369(18) -0.2483(3) 0.17679(11) 0.0282(6) Uani 1 1 d . . . H16 H 0.9314 -0.2075 0.1433 0.034 Uiso 1 1 calc R . . C17 C 1.04197(18) -0.2913(3) 0.19332(12) 0.0345(7) Uani 1 1 d . . . H17 H 1.0808 -0.2792 0.1714 0.041 Uiso 1 1 calc R . . C18 C 1.07320(19) -0.3513(3) 0.24154(12) 0.0395(8) Uani 1 1 d . . . H18 H 1.1332 -0.3844 0.2524 0.047 Uiso 1 1 calc R . . C19 C 1.0183(2) -0.3640(4) 0.27436(12) 0.0431(8) Uani 1 1 d . . . H19 H 1.0413 -0.4024 0.3081 0.052 Uiso 1 1 calc R . . C20 C 0.92959(19) -0.3209(3) 0.25838(11) 0.0350(7) Uani 1 1 d . . . H20 H 0.8913 -0.3296 0.2808 0.042 Uiso 1 1 calc R . . C21 C 0.76887(16) 0.0132(3) 0.02807(10) 0.0227(6) Uani 1 1 d . . . C22 C 0.63514(17) 0.0158(3) -0.04382(11) 0.0282(6) Uani 1 1 d . A . C23 C 0.6163(4) -0.2597(7) -0.0343(3) 0.0352(7) Uani 0.33 1 d PG A 1 C24 C 0.5265(4) -0.2777(6) -0.0365(3) 0.0352(7) Uani 0.33 1 d PG A 1 H24 H 0.4954 -0.1982 -0.0238 0.042 Uiso 0.33 1 calc PR A 1 C25 C 0.4824(3) -0.4121(6) -0.0571(3) 0.0352(7) Uani 0.33 1 d PG A 1 H25 H 0.4211 -0.4244 -0.0586 0.042 Uiso 0.33 1 calc PR A 1 C26 C 0.5280(3) -0.5284(5) -0.0756(3) 0.0352(7) Uani 0.33 1 d PG A 1 H26 H 0.4978 -0.6202 -0.0898 0.042 Uiso 0.33 1 calc PR A 1 C27 C 0.6177(4) -0.5104(7) -0.0735(3) 0.0352(7) Uani 0.33 1 d PG A 1 H27 H 0.6488 -0.5899 -0.0861 0.042 Uiso 0.33 1 calc PR A 1 C28 C 0.6618(3) -0.3761(9) -0.0528(4) 0.0352(7) Uani 0.33 1 d PG A 1 H28 H 0.7231 -0.3638 -0.0513 0.042 Uiso 0.33 1 calc PR A 1 C23 C 0.6257(4) -0.2643(7) -0.0465(3) 0.0352(7) Uani 0.33 1 d PG A 2 C24 C 0.5344(4) -0.2874(6) -0.0615(2) 0.0352(7) Uani 0.33 1 d PG A 2 H24A H 0.4953 -0.2110 -0.0541 0.042 Uiso 0.33 1 calc PR A 2 C25 C 0.5003(3) -0.4224(6) -0.0872(2) 0.0352(7) Uani 0.33 1 d PG A 2 H25A H 0.4380 -0.4383 -0.0974 0.042 Uiso 0.33 1 calc PR A 2 C26 C 0.5576(3) -0.5343(5) -0.0979(2) 0.0352(7) Uani 0.33 1 d PG A 2 H26A H 0.5343 -0.6266 -0.1154 0.042 Uiso 0.33 1 calc PR A 2 C27 C 0.6489(3) -0.5111(7) -0.0829(3) 0.0352(7) Uani 0.33 1 d PG A 2 H27A H 0.6880 -0.5876 -0.0902 0.042 Uiso 0.33 1 calc PR A 2 C28 C 0.6829(3) -0.3761(8) -0.0572(3) 0.0352(7) Uani 0.33 1 d PG A 2 H28A H 0.7453 -0.3603 -0.0470 0.042 Uiso 0.33 1 calc PR A 2 C23 C 0.6069(4) -0.2658(7) -0.0266(3) 0.0352(7) Uani 0.33 1 d PG A 3 C24 C 0.5255(4) -0.2789(6) -0.0143(2) 0.0352(7) Uani 0.33 1 d PG A 3 H24B H 0.5054 -0.1981 0.0040 0.042 Uiso 0.33 1 calc PR A 3 C25 C 0.4735(3) -0.4104(6) -0.0287(2) 0.0352(7) Uani 0.33 1 d PG A 3 H25B H 0.4179 -0.4194 -0.0204 0.042 Uiso 0.33 1 calc PR A 3 C26 C 0.5029(3) -0.5286(6) -0.0555(2) 0.0352(7) Uani 0.33 1 d PG A 3 H26B H 0.4674 -0.6185 -0.0654 0.042 Uiso 0.33 1 calc PR A 3 C27 C 0.5843(4) -0.5155(7) -0.0678(3) 0.0352(7) Uani 0.33 1 d PG A 3 H27B H 0.6045 -0.5963 -0.0861 0.042 Uiso 0.33 1 calc PR A 3 C28 C 0.6363(3) -0.3840(8) -0.0533(3) 0.0352(7) Uani 0.33 1 d PG A 3 H28B H 0.6920 -0.3750 -0.0617 0.042 Uiso 0.33 1 calc PR A 3 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 0.02072(11) 0.02032(10) 0.02485(12) 0.00124(7) 0.00321(8) -0.00059(7) S1 0.0228(3) 0.0233(4) 0.0339(4) 0.0051(3) 0.0070(3) 0.0028(3) S2 0.0304(4) 0.0178(3) 0.0285(4) 0.0016(3) 0.0082(3) -0.0002(3) S3 0.0358(4) 0.0269(4) 0.0422(5) -0.0011(3) 0.0161(3) -0.0093(3) S4 0.0218(3) 0.0222(4) 0.0383(4) 0.0054(3) 0.0072(3) 0.0010(3) S5 0.0238(4) 0.0239(4) 0.0378(4) 0.0064(3) 0.0064(3) -0.0026(3) S6 0.0371(4) 0.0229(4) 0.0405(5) 0.0082(3) 0.0134(3) -0.0017(3) S7 0.0204(3) 0.0239(3) 0.0280(4) -0.0022(3) 0.0026(3) 0.0002(3) S8 0.0294(4) 0.0229(4) 0.0317(4) 0.0042(3) -0.0027(3) -0.0038(3) S9 0.0353(4) 0.0416(5) 0.0435(5) -0.0075(4) -0.0121(4) 0.0055(3) N1 0.0223(11) 0.0195(11) 0.0270(13) -0.0001(9) 0.0072(9) -0.0024(9) N2 0.0226(11) 0.0200(12) 0.0288(13) -0.0006(9) 0.0069(9) -0.0023(9) N3 0.0270(12) 0.0180(11) 0.0282(13) 0.0032(9) 0.0091(10) -0.0005(9) N4 0.0243(12) 0.0209(11) 0.0248(13) 0.0043(9) 0.0048(9) -0.0002(9) N5 0.0215(12) 0.0228(12) 0.0415(15) 0.0014(10) -0.0006(10) 0.0006(9) N6 0.0220(12) 0.0217(12) 0.0449(16) -0.0051(11) -0.0052(10) -0.0014(9) C1 0.0303(15) 0.0288(16) 0.0279(17) -0.0034(12) 0.0024(12) 0.0002(12) C2 0.0333(17) 0.0450(19) 0.0378(19) 0.0053(14) 0.0020(14) 0.0107(14) C3 0.0395(19) 0.064(2) 0.051(2) 0.0088(18) -0.0120(16) 0.0071(17) C4 0.052(3) 0.142(5) 0.085(4) 0.028(3) -0.017(2) 0.029(3) C5 0.0261(14) 0.0163(13) 0.0202(14) -0.0022(10) 0.0059(11) -0.0028(10) C6 0.0312(15) 0.0174(13) 0.0258(15) -0.0046(11) 0.0065(12) -0.0031(11) C7 0.0247(14) 0.0230(14) 0.0280(16) 0.0032(11) 0.0075(12) 0.0006(11) C8 0.0313(16) 0.0331(17) 0.046(2) -0.0065(14) -0.0012(14) 0.0030(13) C9 0.0308(17) 0.049(2) 0.054(2) -0.0011(17) -0.0058(15) 0.0064(15) C10 0.0359(18) 0.0401(19) 0.056(2) 0.0073(16) 0.0092(16) 0.0129(14) C11 0.0384(18) 0.0243(16) 0.054(2) -0.0012(14) 0.0172(15) 0.0034(13) C12 0.0267(15) 0.0238(15) 0.0359(18) -0.0022(12) 0.0108(12) -0.0043(11) C13 0.0238(14) 0.0208(14) 0.0250(15) -0.0013(11) 0.0083(11) -0.0025(10) C14 0.0252(14) 0.0236(14) 0.0244(15) -0.0008(11) 0.0090(11) -0.0010(11) C15 0.0236(14) 0.0170(13) 0.0287(16) -0.0009(11) 0.0032(12) -0.0001(10) C16 0.0302(15) 0.0301(16) 0.0223(15) -0.0015(12) 0.0026(12) 0.0048(11) C17 0.0274(16) 0.0392(17) 0.0378(19) -0.0063(14) 0.0099(13) 0.0018(13) C18 0.0267(16) 0.0403(19) 0.046(2) 0.0004(15) -0.0014(14) 0.0070(13) C19 0.0403(18) 0.048(2) 0.0328(19) 0.0113(15) -0.0060(14) 0.0014(15) C20 0.0372(17) 0.0374(17) 0.0292(18) 0.0084(13) 0.0060(13) -0.0021(13) C21 0.0214(13) 0.0233(14) 0.0240(15) -0.0024(11) 0.0071(11) -0.0008(11) C22 0.0246(14) 0.0239(15) 0.0340(17) -0.0042(12) 0.0035(12) 0.0002(11) C23 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C24 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C25 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C26 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C27 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C28 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C23 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C24 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C25 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C26 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C27 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C28 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C23 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C24 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C25 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C26 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C27 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) C28 0.0325(12) 0.0263(8) 0.0405(16) -0.0018(10) -0.0028(13) -0.0051(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 C1 2.128(3) . ? Sn1 S7 2.4523(7) . ? Sn1 S4 2.4616(6) . ? Sn1 S1 2.4687(7) . ? S1 C5 1.740(2) . ? S2 C5 1.733(2) . ? S2 C6 1.749(3) . ? S3 C6 1.655(3) . ? S4 C13 1.744(3) . ? S5 C13 1.737(3) . ? S5 C14 1.749(3) . ? S6 C14 1.653(3) . ? S7 C21 1.739(3) . ? S8 C22 1.734(3) . ? S8 C21 1.740(3) . ? S9 C22 1.654(3) . ? N1 C5 1.295(3) . ? N1 N2 1.389(3) . ? N2 C6 1.357(3) . ? N2 C7 1.445(3) . ? N3 C13 1.292(3) . ? N3 N4 1.384(3) . ? N4 C14 1.362(3) . ? N4 C15 1.443(3) . ? N5 C21 1.294(3) . ? N5 N6 1.391(3) . ? N6 C23 1.377(5) . ? N6 C22 1.361(3) . ? N6 C23 1.462(5) . ? N6 C23 1.473(5) . ? C1 C2 1.508(4) . ? C2 C3 1.516(4) . ? C3 C4 1.505(5) . ? C7 C12 1.376(4) . ? C7 C8 1.378(4) . ? C8 C9 1.384(4) . ? C9 C10 1.378(4) . ? C10 C11 1.368(4) . ? C11 C12 1.385(4) . ? C15 C20 1.377(4) . ? C15 C16 1.378(4) . ? C16 C17 1.384(4) . ? C17 C18 1.371(4) . ? C18 C19 1.377(4) . ? C19 C20 1.390(4) . ? C23 C24 1.3900 . ? C23 C28 1.3900 . ? C24 C25 1.3900 . ? C25 C26 1.3900 . ? C26 C27 1.3900 . ? C27 C28 1.3900 . ? C23 C24 1.3900 . ? C23 C28 1.3900 . ? C24 C25 1.3900 . ? C25 C26 1.3900 . ? C26 C27 1.3900 . ? C27 C28 1.3900 . ? C23 C24 1.3900 . ? C23 C28 1.3900 . ? C24 C25 1.3900 . ? C25 C26 1.3900 . ? C26 C27 1.3900 . ? C27 C28 1.3900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Sn1 S7 115.40(7) . . ? C1 Sn1 S4 117.41(8) . . ? S7 Sn1 S4 100.81(2) . . ? C1 Sn1 S1 118.59(8) . . ? S7 Sn1 S1 105.75(2) . . ? S4 Sn1 S1 95.83(2) . . ? C5 S1 Sn1 90.49(8) . . ? C5 S2 C6 89.93(12) . . ? C13 S4 Sn1 92.68(8) . . ? C13 S5 C14 90.23(12) . . ? C21 S7 Sn1 100.61(8) . . ? C22 S8 C21 90.41(12) . . ? C5 N1 N2 110.4(2) . . ? C6 N2 N1 117.3(2) . . ? C6 N2 C7 126.4(2) . . ? N1 N2 C7 115.97(19) . . ? C13 N3 N4 110.7(2) . . ? C14 N4 N3 117.5(2) . . ? C14 N4 C15 126.6(2) . . ? N3 N4 C15 115.74(19) . . ? C21 N5 N6 109.4(2) . . ? C23 N6 C22 123.7(4) . . ? C23 N6 N5 117.8(4) . . ? C22 N6 N5 118.3(2) . . ? C23 N6 C23 15.6(5) . . ? C22 N6 C23 117.9(4) . . ? N5 N6 C23 120.0(3) . . ? C23 N6 C23 10.9(5) . . ? C22 N6 C23 126.4(4) . . ? N5 N6 C23 114.9(4) . . ? C23 N6 C23 26.5(4) . . ? C2 C1 Sn1 115.34(19) . . ? C1 C2 C3 111.8(3) . . ? C4 C3 C2 113.8(3) . . ? N1 C5 S2 114.75(18) . . ? N1 C5 S1 120.59(19) . . ? S2 C5 S1 124.65(15) . . ? N2 C6 S3 128.1(2) . . ? N2 C6 S2 107.70(18) . . ? S3 C6 S2 124.21(16) . . ? C12 C7 C8 121.6(2) . . ? C12 C7 N2 118.3(2) . . ? C8 C7 N2 120.1(2) . . ? C7 C8 C9 118.5(3) . . ? C10 C9 C8 120.4(3) . . ? C11 C10 C9 120.3(3) . . ? C10 C11 C12 120.1(3) . . ? C7 C12 C11 119.0(3) . . ? N3 C13 S5 114.39(19) . . ? N3 C13 S4 122.10(19) . . ? S5 C13 S4 123.51(15) . . ? N4 C14 S6 129.6(2) . . ? N4 C14 S5 107.17(18) . . ? S6 C14 S5 123.20(15) . . ? C20 C15 C16 121.5(3) . . ? C20 C15 N4 120.5(2) . . ? C16 C15 N4 117.9(2) . . ? C15 C16 C17 119.4(3) . . ? C18 C17 C16 119.7(3) . . ? C17 C18 C19 120.6(3) . . ? C18 C19 C20 120.3(3) . . ? C15 C20 C19 118.4(3) . . ? N5 C21 S7 123.0(2) . . ? N5 C21 S8 114.79(19) . . ? S7 C21 S8 121.90(15) . . ? N6 C22 S9 128.8(2) . . ? N6 C22 S8 107.08(19) . . ? S9 C22 S8 124.10(16) . . ? N6 C23 C24 121.1(5) . . ? N6 C23 C28 118.5(4) . . ? C24 C23 C28 120.0 . . ? C23 C24 C25 120.0 . . ? C26 C25 C24 120.0 . . ? C25 C26 C27 120.0 . . ? C28 C27 C26 120.0 . . ? C27 C28 C23 120.0 . . ? C24 C23 C28 120.0 . . ? C24 C23 N6 118.5(4) . . ? C28 C23 N6 121.5(4) . . ? C23 C24 C25 120.0 . . ? C24 C25 C26 120.0 . . ? C27 C26 C25 120.0 . . ? C28 C27 C26 120.0 . . ? C27 C28 C23 120.0 . . ? C24 C23 C28 120.0 . . ? C24 C23 N6 122.8(4) . . ? C28 C23 N6 116.6(4) . . ? C23 C24 C25 120.0 . . ? C24 C25 C26 120.0 . . ? C27 C26 C25 120.0 . . ? C26 C27 C28 120.0 . . ? C27 C28 C23 120.0 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.408 _refine_diff_density_min -0.628 _refine_diff_density_rms 0.088 data_99kcm6 _database_code_CSD 168023 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H20 N4 S6 Sn' _chemical_formula_weight 723.53 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' 'S' 'S' 0.1246 0.1234 '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 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 11.9240(10) _cell_length_b 21.975(2) _cell_length_c 11.2550(10) _cell_angle_alpha 90.00 _cell_angle_beta 96.340(12) _cell_angle_gamma 90.00 _cell_volume 2931.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1448 _exptl_absorpt_coefficient_mu 1.326 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7774 _exptl_absorpt_correction_T_max 0.7774 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'scintillation counter' _diffrn_measurement_method 'Enraf(Nonius CAD4 4(circle diffractometer' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2760 _diffrn_reflns_av_R_equivalents 0.0121 _diffrn_reflns_av_sigmaI/netI 0.0189 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.54 _diffrn_reflns_theta_max 24.97 _reflns_number_total 2572 _reflns_number_gt 2502 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (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^)+(0.0636P)^2^+72.7872P] 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 0.0012(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2572 _refine_ls_number_parameters 149 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0533 _refine_ls_R_factor_gt 0.0523 _refine_ls_wR_factor_ref 0.1687 _refine_ls_wR_factor_gt 0.1682 _refine_ls_goodness_of_fit_ref 1.221 _refine_ls_restrained_S_all 1.221 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.5000 0.71174(3) 0.2500 0.0145(3) Uani 1 2 d S . . S1 S 0.35784(15) 0.79237(8) 0.20194(17) 0.0216(4) Uani 1 1 d . A . S2 S 0.10876(15) 0.76611(9) 0.13211(17) 0.0215(4) Uani 1 1 d . A . S3 S -0.06689(15) 0.66956(9) 0.07111(18) 0.0257(5) Uani 1 1 d . . . N1 N 0.2614(5) 0.6841(3) 0.1642(5) 0.0182(13) Uani 1 1 d . A . N2 N 0.1590(5) 0.6545(3) 0.1320(5) 0.0176(12) Uani 1 1 d . . . C1 C 0.2462(6) 0.7416(4) 0.1667(6) 0.0200(15) Uani 1 1 d . . . C2 C 0.0665(6) 0.6900(3) 0.1109(6) 0.0184(15) Uani 1 1 d . A . C3 C 0.5395(6) 0.6619(3) 0.0992(6) 0.0190(15) Uani 1 1 d . . . C4 C 0.4763(7) 0.6115(4) 0.0616(7) 0.0269(17) Uani 1 1 d . . . H4 H 0.4176 0.5982 0.1060 0.032 Uiso 1 1 calc R . . C5 C 0.4977(8) 0.5800(5) -0.0409(10) 0.050(3) Uani 1 1 d . . . H5 H 0.4535 0.5456 -0.0673 0.059 Uiso 1 1 calc R . . C6 C 0.5858(8) 0.5999(6) -0.1044(9) 0.052(3) Uani 1 1 d . . . H6 H 0.6014 0.5790 -0.1746 0.062 Uiso 1 1 calc R . . C7 C 0.6489(6) 0.6491(4) -0.0655(7) 0.0288(18) Uani 1 1 d . . . H7 H 0.7088 0.6620 -0.1086 0.035 Uiso 1 1 calc R . . C8 C 0.6272(6) 0.6804(4) 0.0349(7) 0.0211(16) Uani 1 1 d . . . H8 H 0.6720 0.7147 0.0607 0.025 Uiso 1 1 calc R . . C9 C 0.1559(10) 0.5870(3) 0.1235(9) 0.0240(14) Uani 0.50 1 d PG A 1 C10 C 0.1999(9) 0.5580(4) 0.0292(8) 0.0240(14) Uani 0.50 1 d PG A 1 H10 H 0.2288 0.5814 -0.0316 0.029 Uiso 0.50 1 calc PR A 1 C11 C 0.2016(8) 0.4948(4) 0.0238(7) 0.0240(14) Uani 0.50 1 d PG A 1 H11 H 0.2316 0.4750 -0.0407 0.029 Uiso 0.50 1 calc PR A 1 C12 C 0.1593(9) 0.4607(3) 0.1128(9) 0.0240(14) Uani 0.50 1 d PG A 1 H12 H 0.1605 0.4175 0.1091 0.029 Uiso 0.50 1 calc PR A 1 C13 C 0.1153(9) 0.4897(4) 0.2072(8) 0.0240(14) Uani 0.50 1 d PG A 1 H13 H 0.0865 0.4663 0.2680 0.029 Uiso 0.50 1 calc PR A 1 C14 C 0.1136(9) 0.5529(4) 0.2125(7) 0.0240(14) Uani 0.50 1 d PG A 1 H14 H 0.0836 0.5727 0.2770 0.029 Uiso 0.50 1 calc PR A 1 C901 C 0.1597(9) 0.5933(3) 0.1396(8) 0.0221(14) Uani 0.50 1 d PG A 2 C902 C 0.1086(8) 0.5592(4) 0.0447(7) 0.0221(14) Uani 0.50 1 d PG A 2 H902 H 0.0770 0.5789 -0.0264 0.027 Uiso 0.50 1 calc PR A 2 C903 C 0.1037(8) 0.4962(4) 0.0537(7) 0.0221(14) Uani 0.50 1 d PG A 2 H903 H 0.0687 0.4728 -0.0112 0.027 Uiso 0.50 1 calc PR A 2 C904 C 0.1499(9) 0.4673(3) 0.1576(8) 0.0221(14) Uani 0.50 1 d PG A 2 H904 H 0.1466 0.4242 0.1638 0.027 Uiso 0.50 1 calc PR A 2 C905 C 0.2011(8) 0.5014(4) 0.2525(7) 0.0221(14) Uani 0.50 1 d PG A 2 H905 H 0.2327 0.4817 0.3236 0.027 Uiso 0.50 1 calc PR A 2 C906 C 0.2060(8) 0.5645(4) 0.2435(7) 0.0221(14) Uani 0.50 1 d PG A 2 H906 H 0.2409 0.5878 0.3084 0.027 Uiso 0.50 1 calc PR A 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 Sn1 0.0121(4) 0.0158(4) 0.0157(4) 0.000 0.0021(2) 0.000 S1 0.0159(9) 0.0209(9) 0.0276(10) 0.0002(7) 0.0006(7) 0.0008(7) S2 0.0163(9) 0.0211(10) 0.0259(9) -0.0021(7) -0.0032(7) 0.0026(7) S3 0.0155(9) 0.0296(11) 0.0308(11) 0.0025(8) -0.0031(8) -0.0012(7) N1 0.011(3) 0.021(3) 0.023(3) 0.007(2) 0.000(2) -0.001(2) N2 0.011(3) 0.020(3) 0.021(3) 0.003(2) 0.002(2) 0.004(2) C1 0.018(3) 0.026(4) 0.017(3) 0.007(3) 0.003(3) 0.005(3) C2 0.018(4) 0.021(4) 0.016(3) 0.001(3) 0.000(3) 0.001(3) C3 0.017(3) 0.025(4) 0.014(3) 0.001(3) -0.004(3) 0.007(3) C4 0.020(4) 0.027(4) 0.036(4) -0.011(3) 0.010(3) -0.006(3) C5 0.027(5) 0.054(6) 0.070(7) -0.038(6) 0.018(5) -0.016(4) C6 0.032(5) 0.091(9) 0.037(5) -0.031(6) 0.017(4) -0.012(5) C7 0.014(4) 0.051(5) 0.022(4) -0.001(4) 0.005(3) 0.002(4) C8 0.014(3) 0.025(4) 0.023(4) 0.006(3) -0.003(3) 0.003(3) C9 0.023(3) 0.024(3) 0.023(3) -0.004(3) 0.000(3) -0.003(3) C10 0.023(3) 0.024(3) 0.023(3) -0.004(3) 0.000(3) -0.003(3) C11 0.023(3) 0.024(3) 0.023(3) -0.004(3) 0.000(3) -0.003(3) C12 0.023(3) 0.024(3) 0.023(3) -0.004(3) 0.000(3) -0.003(3) C13 0.023(3) 0.024(3) 0.023(3) -0.004(3) 0.000(3) -0.003(3) C14 0.023(3) 0.024(3) 0.023(3) -0.004(3) 0.000(3) -0.003(3) C901 0.019(3) 0.025(3) 0.023(3) 0.000(2) 0.004(2) 0.009(3) C902 0.019(3) 0.025(3) 0.023(3) 0.000(2) 0.004(2) 0.009(3) C903 0.019(3) 0.025(3) 0.023(3) 0.000(2) 0.004(2) 0.009(3) C904 0.019(3) 0.025(3) 0.023(3) 0.000(2) 0.004(2) 0.009(3) C905 0.019(3) 0.025(3) 0.023(3) 0.000(2) 0.004(2) 0.009(3) C906 0.019(3) 0.025(3) 0.023(3) 0.000(2) 0.004(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 Sn1 C3 2.116(7) . ? Sn1 C3 2.116(7) 2_655 ? Sn1 S1 2.4704(19) 2_655 ? Sn1 S1 2.4704(19) . ? S1 C1 1.748(8) . ? S2 C1 1.728(7) . ? S2 C2 1.756(8) . ? S3 C2 1.666(7) . ? N1 C1 1.278(10) . ? N1 N2 1.395(8) . ? N2 C2 1.350(9) . ? N2 C901 1.347(9) . ? N2 C9 1.486(9) . ? C3 C4 1.380(11) . ? C3 C8 1.396(10) . ? C4 C5 1.394(12) . ? C5 C6 1.404(14) . ? C6 C7 1.361(14) . ? C7 C8 1.371(11) . ? C9 C10 1.3900 . ? C9 C14 1.3900 . ? C10 C11 1.3900 . ? C11 C12 1.3900 . ? C12 C13 1.3900 . ? C13 C14 1.3900 . ? C901 C902 1.3900 . ? C901 C906 1.3900 . ? C902 C903 1.3900 . ? C903 C904 1.3900 . ? C904 C905 1.3900 . ? C905 C906 1.3900 . ? 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 Sn1 C3 117.7(4) . 2_655 ? C3 Sn1 S1 109.8(2) . 2_655 ? C3 Sn1 S1 113.81(19) 2_655 2_655 ? C3 Sn1 S1 113.81(19) . . ? C3 Sn1 S1 109.8(2) 2_655 . ? S1 Sn1 S1 88.35(9) 2_655 . ? C1 S1 Sn1 94.5(3) . . ? C1 S2 C2 89.1(4) . . ? C1 N1 N2 110.1(6) . . ? C2 N2 C901 125.9(7) . . ? C2 N2 N1 116.8(6) . . ? C901 N2 N1 116.7(7) . . ? C2 N2 C9 123.4(7) . . ? C901 N2 C9 7.3(6) . . ? N1 N2 C9 119.7(7) . . ? N1 C1 S2 115.9(6) . . ? N1 C1 S1 122.0(6) . . ? S2 C1 S1 122.1(4) . . ? N2 C2 S3 129.0(6) . . ? N2 C2 S2 108.0(5) . . ? S3 C2 S2 123.0(4) . . ? C4 C3 C8 119.3(7) . . ? C4 C3 Sn1 119.9(5) . . ? C8 C3 Sn1 120.8(6) . . ? C5 C4 C3 120.6(8) . . ? C4 C5 C6 118.8(9) . . ? C7 C6 C5 120.1(8) . . ? C6 C7 C8 121.0(8) . . ? C7 C8 C3 120.1(7) . . ? C10 C9 C14 120.0 . . ? C10 C9 N2 119.9(6) . . ? C14 C9 N2 120.1(6) . . ? C9 C10 C11 120.0 . . ? C12 C11 C10 120.0 . . ? C13 C12 C11 120.0 . . ? C14 C13 C12 120.0 . . ? C13 C14 C9 120.0 . . ? N2 C901 C902 119.4(7) . . ? N2 C901 C906 120.5(7) . . ? C902 C901 C906 120.0 . . ? C903 C902 C901 120.0 . . ? C902 C903 C904 120.0 . . ? C903 C904 C905 120.0 . . ? C906 C905 C904 120.0 . . ? C905 C906 C901 120.0 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.210 _refine_diff_density_min -0.833 _refine_diff_density_rms 0.148 data_k00kcm16 _database_code_CSD 168024 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H28 N4 S6 Sn' _chemical_formula_weight 683.55 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' 'S' 'S' 0.1246 0.1234 '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 P21/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 7.1380(2) _cell_length_b 22.9540(6) _cell_length_c 17.7060(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.8900(13) _cell_angle_gamma 90.00 _cell_volume 2890.49(13) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour 'Pale Yellow' _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.571 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1384 _exptl_absorpt_coefficient_mu 1.339 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28076 _diffrn_reflns_av_R_equivalents 0.0496 _diffrn_reflns_av_sigmaI/netI 0.0547 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.52 _diffrn_reflns_theta_max 30.03 _reflns_number_total 8603 _reflns_number_gt 6040 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (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^)+(0.1167P)^2^+0.5518P] 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 none _refine_ls_number_reflns 8603 _refine_ls_number_parameters 358 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0707 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.1446 _refine_ls_wR_factor_gt 0.1188 _refine_ls_goodness_of_fit_ref 0.802 _refine_ls_restrained_S_all 0.802 _refine_ls_shift/su_max 0.883 _refine_ls_shift/su_mean 0.002 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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.60191(4) 0.2500 0.240991(14) 0.02608(10) Uani 1 2 d S . . Sn2 Sn 0.95212(4) 0.7500 0.265520(14) 0.02662(10) Uani 1 2 d S . . S1 S 0.45123(13) 0.32573(3) 0.31561(4) 0.0354(2) Uani 1 1 d . . . S2 S 0.43620(11) 0.45215(4) 0.26420(4) 0.02961(17) Uani 1 1 d . . . S3 S 0.57426(12) 0.54081(3) 0.15647(4) 0.03422(19) Uani 1 1 d . . . S4 S 1.10289(13) 0.67337(3) 0.19175(5) 0.0385(2) Uani 1 1 d . . . S5 S 1.08693(11) 0.54627(3) 0.23745(4) 0.02836(17) Uani 1 1 d . . . S6 S 0.93437(12) 0.45872(3) 0.34286(4) 0.03226(18) Uani 1 1 d . . . N1 N 0.6375(4) 0.37387(10) 0.20682(13) 0.0282(5) Uani 1 1 d . . . N2 N 0.6621(4) 0.42540(10) 0.16853(13) 0.0275(5) Uani 1 1 d . . . N3 N 0.8995(4) 0.62689(11) 0.29704(13) 0.0293(5) Uani 1 1 d . . . N4 N 0.8636(3) 0.57479(10) 0.33304(13) 0.0264(5) Uani 1 1 d . . . C1 C 0.5211(4) 0.38179(12) 0.25835(16) 0.0281(6) Uani 1 1 d . . . C2 C 0.5695(4) 0.47339(13) 0.19033(15) 0.0267(6) Uani 1 1 d . . . C3 C 0.7948(4) 0.42438(13) 0.11145(16) 0.0291(6) Uani 1 1 d . . . C4 C 0.7339(5) 0.43404(16) 0.03638(18) 0.0422(8) Uani 1 1 d . . . H4 H 0.6057 0.4425 0.0218 0.051 Uiso 1 1 calc R . . C5 C 0.8643(6) 0.43107(18) -0.01742(19) 0.0521(10) Uani 1 1 d . . . H5 H 0.8248 0.4373 -0.0694 0.063 Uiso 1 1 calc R . . C6 C 1.0492(6) 0.41916(16) 0.0039(2) 0.0472(9) Uani 1 1 d . . . H6 H 1.1370 0.4174 -0.0335 0.057 Uiso 1 1 calc R . . C7 C 1.1095(5) 0.40963(17) 0.0791(2) 0.0441(9) Uani 1 1 d . . . H7 H 1.2382 0.4015 0.0935 0.053 Uiso 1 1 calc R . . C8 C 0.9803(5) 0.41199(15) 0.13369(18) 0.0364(7) Uani 1 1 d . . . H8 H 1.0194 0.4051 0.1856 0.044 Uiso 1 1 calc R . . C9 C 0.4602(6) 0.2500 0.1303(2) 0.0299(9) Uani 1 2 d S . . H9A H 0.4993 0.2848 0.1026 0.036 Uiso 0.50 1 calc PR . . H9B H 0.4993 0.2152 0.1026 0.036 Uiso 0.50 1 calc PR . . C10 C 0.2474(6) 0.2500 0.1302(2) 0.0364(10) Uani 1 2 d S . . H10A H 0.2083 0.2848 0.1579 0.044 Uiso 0.50 1 calc PR . . H10B H 0.2083 0.2152 0.1579 0.044 Uiso 0.50 1 calc PR . . C11 C 0.1457(7) 0.2500 0.0511(2) 0.0414(11) Uani 1 2 d S . . H11A H 0.1848 0.2848 0.0234 0.050 Uiso 0.50 1 calc PR . . H11B H 0.1848 0.2152 0.0234 0.050 Uiso 0.50 1 calc PR . . C12 C -0.0669(8) 0.2500 0.0508(3) 0.0583(15) Uani 1 2 d S . . H12A H -0.1233 0.2500 -0.0017 0.087 Uiso 1 2 calc SR . . H12B H -0.1074 0.2849 0.0769 0.087 Uiso 0.50 1 calc PR . . H12C H -0.1074 0.2151 0.0769 0.087 Uiso 0.50 1 calc PR . . C13 C 1.0169(4) 0.61808(12) 0.24576(16) 0.0274(6) Uani 1 1 d . . . C14 C 0.9496(4) 0.52620(12) 0.31020(15) 0.0254(6) Uani 1 1 d . . . C15 C 0.7273(4) 0.57679(12) 0.38876(15) 0.0264(6) Uani 1 1 d . . . C16 C 0.7839(5) 0.56728(15) 0.46437(18) 0.0360(7) Uani 1 1 d . . . H16 H 0.9119 0.5593 0.4801 0.043 Uiso 1 1 calc R . . C17 C 0.6500(5) 0.56966(18) 0.51686(17) 0.0444(9) Uani 1 1 d . . . H17 H 0.6864 0.5634 0.5691 0.053 Uiso 1 1 calc R . . C18 C 0.4641(5) 0.58111(16) 0.49343(19) 0.0415(8) Uani 1 1 d . . . H18 H 0.3732 0.5824 0.5296 0.050 Uiso 1 1 calc R . . C19 C 0.4098(5) 0.59072(16) 0.41791(19) 0.0404(8) Uani 1 1 d . . . H19 H 0.2818 0.5988 0.4022 0.048 Uiso 1 1 calc R . . C20 C 0.5416(5) 0.58865(15) 0.36466(17) 0.0350(7) Uani 1 1 d . . . H20 H 0.5050 0.5953 0.3125 0.042 Uiso 1 1 calc R . . C21 C 1.1026(6) 0.7500 0.3752(2) 0.0289(9) Uani 1 2 d S . . H21A H 1.0668 0.7849 0.4036 0.035 Uiso 0.50 1 calc PR . . H21B H 1.0668 0.7151 0.4036 0.035 Uiso 0.50 1 calc PR . . C22 C 1.3163(6) 0.7500 0.3702(2) 0.0328(10) Uani 1 2 d S . . H22A H 1.3514 0.7152 0.3416 0.039 Uiso 0.50 1 calc PR . . H22B H 1.3514 0.7848 0.3416 0.039 Uiso 0.50 1 calc PR . . C23 C 1.4270(6) 0.7500 0.4478(3) 0.0360(10) Uani 1 2 d S . . H23A H 1.3924 0.7151 0.4764 0.043 Uiso 0.50 1 calc PR . . H23B H 1.3924 0.7849 0.4764 0.043 Uiso 0.50 1 calc PR . . C24 C 1.6412(7) 0.7500 0.4415(3) 0.0552(14) Uani 1 2 d S . . H24A H 1.7069 0.7500 0.4924 0.083 Uiso 1 2 calc SR . . H24B H 1.6764 0.7849 0.4140 0.083 Uiso 0.50 1 calc PR . . H24C H 1.6764 0.7151 0.4140 0.083 Uiso 0.50 1 calc PR . . C25 C 0.6672(7) 0.7500 0.2214(2) 0.0440(12) Uani 1 2 d S . . H25A H 0.5923 0.7251 0.2532 0.053 Uiso 0.50 1 calc PR . . H25B H 0.6162 0.7901 0.2221 0.053 Uiso 0.50 1 calc PR . . C26 C 0.6523(10) 0.7263(3) 0.1379(4) 0.0481(18) Uani 0.50 1 d P . . H26A H 0.7673 0.7372 0.1137 0.058 Uiso 0.50 1 calc PR . . H26B H 0.6450 0.6832 0.1390 0.058 Uiso 0.50 1 calc PR . . C27 C 0.4823(7) 0.7500 0.0911(3) 0.0447(12) Uani 1 2 d S . . H27A H 0.3686 0.7414 0.1175 0.054 Uiso 0.50 1 calc PR . . H27B H 0.4695 0.7294 0.0418 0.054 Uiso 0.50 1 calc PR . . C28 C 0.4904(11) 0.8151(3) 0.0766(4) 0.0463(18) Uani 0.50 1 d P . . H28A H 0.3752 0.8274 0.0468 0.069 Uiso 0.50 1 calc PR . . H28B H 0.5994 0.8239 0.0484 0.069 Uiso 0.50 1 calc PR . . H28C H 0.5020 0.8359 0.1250 0.069 Uiso 0.50 1 calc PR . . C29 C 0.8990(7) 0.2500 0.2676(3) 0.0436(12) Uani 1 2 d S . . H29A H 0.9438 0.2092 0.2699 0.052 Uiso 0.50 1 calc PR . . H29B H 0.9590 0.2696 0.2261 0.052 Uiso 0.50 1 calc PR . . C30 C 0.9641(10) 0.2806(3) 0.3436(3) 0.0464(17) Uani 0.50 1 d P . . H30A H 1.1031 0.2827 0.3487 0.056 Uiso 0.50 1 calc PR . . H30B H 0.9151 0.3210 0.3424 0.056 Uiso 0.50 1 calc PR . . C31 C 0.8996(7) 0.2500 0.4113(3) 0.0402(11) Uani 1 2 d S . . H31A H 0.7605 0.2511 0.4082 0.048 Uiso 1 2 calc SR . . H31B H 0.9466 0.2717 0.4574 0.048 Uiso 0.50 1 calc PR . . C32 C 0.9635(12) 0.1863(3) 0.4202(4) 0.052(2) Uani 0.50 1 d P . . H32A H 0.9134 0.1695 0.4652 0.078 Uiso 0.50 1 calc PR . . H32B H 1.1012 0.1847 0.4259 0.078 Uiso 0.50 1 calc PR . . H32C H 0.9167 0.1642 0.3752 0.078 Uiso 0.50 1 calc PR . . 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 0.02764(17) 0.02990(18) 0.02180(15) 0.000 0.00854(11) 0.000 Sn2 0.02931(18) 0.03034(18) 0.02119(15) 0.000 0.00793(11) 0.000 S1 0.0480(5) 0.0283(4) 0.0329(4) 0.0004(3) 0.0204(3) 0.0014(3) S2 0.0309(4) 0.0279(4) 0.0308(4) 0.0006(3) 0.0078(3) 0.0053(3) S3 0.0424(5) 0.0284(4) 0.0322(4) 0.0049(3) 0.0047(3) 0.0054(3) S4 0.0557(6) 0.0275(4) 0.0360(4) -0.0023(3) 0.0260(4) -0.0040(4) S5 0.0297(4) 0.0265(4) 0.0299(4) -0.0011(3) 0.0081(3) 0.0024(3) S6 0.0397(5) 0.0251(4) 0.0321(4) 0.0036(3) 0.0036(3) 0.0013(3) N1 0.0356(14) 0.0224(12) 0.0273(12) 0.0001(10) 0.0068(10) 0.0006(10) N2 0.0360(15) 0.0247(13) 0.0224(11) -0.0007(9) 0.0069(10) 0.0012(10) N3 0.0358(15) 0.0258(13) 0.0275(12) -0.0003(10) 0.0095(10) -0.0014(11) N4 0.0297(13) 0.0249(12) 0.0251(11) 0.0008(10) 0.0052(9) -0.0026(10) C1 0.0314(16) 0.0249(15) 0.0284(14) -0.0004(11) 0.0050(12) 0.0027(12) C2 0.0308(16) 0.0273(15) 0.0217(13) 0.0019(11) 0.0003(11) 0.0005(12) C3 0.0367(17) 0.0285(16) 0.0231(13) -0.0024(11) 0.0084(12) -0.0024(12) C4 0.053(2) 0.045(2) 0.0294(16) 0.0010(15) 0.0068(15) 0.0062(17) C5 0.075(3) 0.056(3) 0.0275(17) 0.0040(16) 0.0179(18) 0.010(2) C6 0.058(3) 0.046(2) 0.0414(19) -0.0038(16) 0.0268(18) -0.0006(18) C7 0.0363(19) 0.053(2) 0.0454(19) -0.0065(17) 0.0152(15) -0.0033(16) C8 0.0345(18) 0.0433(19) 0.0320(16) -0.0048(14) 0.0071(13) -0.0063(14) C9 0.031(2) 0.036(2) 0.0233(19) 0.000 0.0068(16) 0.000 C10 0.031(2) 0.052(3) 0.027(2) 0.000 0.0060(18) 0.000 C11 0.036(3) 0.062(3) 0.026(2) 0.000 0.0002(18) 0.000 C12 0.040(3) 0.083(4) 0.050(3) 0.000 -0.006(2) 0.000 C13 0.0316(16) 0.0242(15) 0.0272(13) -0.0018(11) 0.0063(12) -0.0015(12) C14 0.0262(15) 0.0274(15) 0.0223(13) -0.0011(11) -0.0004(11) 0.0002(11) C15 0.0323(16) 0.0257(15) 0.0222(13) -0.0019(11) 0.0075(11) -0.0046(12) C16 0.0361(18) 0.0426(19) 0.0295(15) 0.0039(14) 0.0043(13) 0.0023(14) C17 0.056(2) 0.056(2) 0.0236(15) 0.0049(15) 0.0121(15) 0.0028(17) C18 0.044(2) 0.044(2) 0.0395(18) -0.0054(15) 0.0227(16) -0.0040(16) C19 0.0326(18) 0.049(2) 0.0407(18) -0.0066(16) 0.0099(14) -0.0039(15) C20 0.0342(18) 0.0425(19) 0.0287(15) -0.0039(13) 0.0053(13) -0.0017(14) C21 0.028(2) 0.036(2) 0.0232(19) 0.000 0.0055(16) 0.000 C22 0.028(2) 0.043(3) 0.028(2) 0.000 0.0054(17) 0.000 C23 0.032(2) 0.040(3) 0.035(2) 0.000 0.0017(19) 0.000 C24 0.030(3) 0.070(4) 0.064(3) 0.000 -0.002(2) 0.000 C25 0.034(3) 0.066(4) 0.032(2) 0.000 0.0017(19) 0.000 C26 0.036(4) 0.058(5) 0.048(4) -0.017(3) -0.009(3) 0.010(3) C27 0.040(3) 0.056(3) 0.038(3) 0.000 0.000(2) 0.000 C28 0.052(5) 0.043(4) 0.046(4) 0.002(3) 0.016(3) 0.005(3) C29 0.029(3) 0.068(4) 0.036(2) 0.000 0.0111(19) 0.000 C30 0.033(4) 0.059(4) 0.047(4) 0.001(3) 0.000(3) -0.011(3) C31 0.034(3) 0.051(3) 0.034(2) 0.000 -0.0053(19) 0.000 C32 0.069(6) 0.051(5) 0.038(4) 0.005(3) 0.015(4) 0.002(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 Sn1 C9 2.128(4) . ? Sn1 C29 2.133(5) . ? Sn1 S1 2.4832(7) . ? Sn1 S1 2.4832(7) 4_565 ? Sn2 C25 2.116(5) . ? Sn2 C21 2.138(4) . ? Sn2 S4 2.4894(8) 4_575 ? Sn2 S4 2.4894(8) . ? S1 C1 1.737(3) . ? S2 C1 1.731(3) . ? S2 C2 1.751(3) . ? S3 C2 1.661(3) . ? S4 C13 1.732(3) . ? S5 C13 1.732(3) . ? S5 C14 1.746(3) . ? S6 C14 1.660(3) . ? N1 C1 1.298(4) . ? N1 N2 1.382(3) . ? N2 C2 1.357(4) . ? N2 C3 1.443(3) . ? N3 C13 1.303(4) . ? N3 N4 1.389(3) . ? N4 C14 1.352(4) . ? N4 C15 1.444(3) . ? C3 C8 1.378(5) . ? C3 C4 1.381(4) . ? C4 C5 1.389(5) . ? C5 C6 1.369(6) . ? C6 C7 1.382(5) . ? C7 C8 1.392(4) . ? C9 C10 1.519(6) . ? C10 C11 1.522(6) . ? C11 C12 1.517(7) . ? C15 C16 1.382(4) . ? C15 C20 1.384(4) . ? C16 C17 1.390(4) . ? C17 C18 1.381(5) . ? C18 C19 1.378(5) . ? C19 C20 1.389(4) . ? C21 C22 1.536(6) . ? C22 C23 1.525(6) . ? C23 C24 1.543(7) . ? C25 C26 1.570(7) . ? C26 C27 1.512(8) . ? C27 C28 1.518(7) . ? C29 C30 1.554(7) . ? C30 C31 1.495(7) . ? C31 C32 1.535(8) . ? 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 C9 Sn1 C29 126.10(16) . . ? C9 Sn1 S1 107.26(8) . . ? C29 Sn1 S1 110.49(8) . . ? C9 Sn1 S1 107.26(8) . 4_565 ? C29 Sn1 S1 110.49(8) . 4_565 ? S1 Sn1 S1 88.86(4) . 4_565 ? C25 Sn2 C21 136.73(16) . . ? C25 Sn2 S4 104.55(8) . 4_575 ? C21 Sn2 S4 105.70(8) . 4_575 ? C25 Sn2 S4 104.55(8) . . ? C21 Sn2 S4 105.70(8) . . ? S4 Sn2 S4 89.91(4) 4_575 . ? C1 S1 Sn1 92.81(10) . . ? C1 S2 C2 89.98(14) . . ? C13 S4 Sn2 92.22(10) . . ? C13 S5 C14 90.25(13) . . ? C1 N1 N2 109.9(2) . . ? C2 N2 N1 118.0(2) . . ? C2 N2 C3 125.2(2) . . ? N1 N2 C3 116.6(2) . . ? C13 N3 N4 109.9(2) . . ? C14 N4 N3 117.8(2) . . ? C14 N4 C15 125.5(2) . . ? N3 N4 C15 116.6(2) . . ? N1 C1 S2 114.9(2) . . ? N1 C1 S1 122.6(2) . . ? S2 C1 S1 122.45(16) . . ? N2 C2 S3 128.9(2) . . ? N2 C2 S2 107.2(2) . . ? S3 C2 S2 123.92(17) . . ? C8 C3 C4 121.6(3) . . ? C8 C3 N2 118.4(3) . . ? C4 C3 N2 120.0(3) . . ? C3 C4 C5 118.6(4) . . ? C6 C5 C4 120.5(3) . . ? C5 C6 C7 120.7(3) . . ? C6 C7 C8 119.5(3) . . ? C3 C8 C7 119.1(3) . . ? C10 C9 Sn1 113.5(3) . . ? C9 C10 C11 113.6(3) . . ? C12 C11 C10 113.7(4) . . ? N3 C13 S5 114.5(2) . . ? N3 C13 S4 123.4(2) . . ? S5 C13 S4 122.14(16) . . ? N4 C14 S6 128.4(2) . . ? N4 C14 S5 107.5(2) . . ? S6 C14 S5 124.11(17) . . ? C16 C15 C20 121.5(3) . . ? C16 C15 N4 119.9(3) . . ? C20 C15 N4 118.6(3) . . ? C15 C16 C17 118.7(3) . . ? C18 C17 C16 120.3(3) . . ? C19 C18 C17 120.4(3) . . ? C18 C19 C20 120.2(3) . . ? C15 C20 C19 118.9(3) . . ? C22 C21 Sn2 111.8(3) . . ? C23 C22 C21 112.9(3) . . ? C22 C23 C24 112.0(4) . . ? C26 C25 Sn2 109.5(4) . . ? C27 C26 C25 112.2(5) . . ? C26 C27 C28 114.0(5) . . ? C30 C29 Sn1 114.2(3) . . ? C31 C30 C29 113.1(5) . . ? C30 C31 C32 114.9(5) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 2.046 _refine_diff_density_min -1.009 _refine_diff_density_rms 0.100 data_k00kcm10 _database_code_CSD 168025 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point -999.0 _chemical_formula_moiety ? _chemical_formula_sum 'C11 H14 N2 S3 Sn' _chemical_formula_weight 389.11 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' 'S' 'S' 0.1246 0.1234 '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 6.5200(3) _cell_length_b 7.5280(3) _cell_length_c 15.3790(5) _cell_angle_alpha 94.574(3) _cell_angle_beta 95.404(3) _cell_angle_gamma 94.757(3) _cell_volume 745.97(5) _cell_formula_units_Z 2 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 2.113 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.6202 _exptl_absorpt_correction_T_max 0.8165 _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10800 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0376 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 27.53 _reflns_number_total 3393 _reflns_number_gt 3226 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (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^)+(0.1000P)^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 SHELXL _refine_ls_extinction_coef 0.023(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3393 _refine_ls_number_parameters 158 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.1196 _refine_ls_wR_factor_gt 0.1157 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.02703(3) 0.23694(2) 0.162640(11) 0.02549(15) Uani 1 1 d . . . S1 S 0.22273(16) 0.45315(13) 0.07433(5) 0.0383(2) Uani 1 1 d . . . S2 S 0.59276(13) 0.71775(11) 0.13318(5) 0.0276(2) Uani 1 1 d . . . S3 S 0.83346(13) 0.94885(11) 0.28402(5) 0.0297(2) Uani 1 1 d . . . N1 N 0.3655(4) 0.5749(4) 0.24072(17) 0.0267(5) Uani 1 1 d . . . N2 N 0.5144(4) 0.6954(3) 0.28829(16) 0.0227(5) Uani 1 1 d . . . C1 C -0.0967(5) 0.4028(5) 0.2599(2) 0.0336(7) Uani 1 1 d . . . H1A H -0.0404 0.3762 0.3183 0.050 Uiso 1 1 calc R . . H1B H -0.2477 0.3797 0.2542 0.050 Uiso 1 1 calc R . . H1C H -0.0589 0.5288 0.2520 0.050 Uiso 1 1 calc R . . C2 C 0.2791(6) 0.0874(5) 0.2003(2) 0.0380(8) Uani 1 1 d . . . H2A H 0.4085 0.1498 0.1866 0.057 Uiso 1 1 calc R . . H2B H 0.2589 -0.0316 0.1683 0.057 Uiso 1 1 calc R . . H2C H 0.2860 0.0752 0.2635 0.057 Uiso 1 1 calc R . . C3 C -0.1913(6) 0.1295(5) 0.0554(2) 0.0410(9) Uani 1 1 d . . . H3A H -0.3319 0.1404 0.0714 0.062 Uiso 1 1 calc R . . H3B H -0.1723 0.0030 0.0414 0.062 Uiso 1 1 calc R . . H3C H -0.1699 0.1956 0.0041 0.062 Uiso 1 1 calc R . . C4 C 0.3855(5) 0.5741(4) 0.15764(19) 0.0278(6) Uani 1 1 d . . . C5 C 0.6481(5) 0.7895(4) 0.24388(19) 0.0241(6) Uani 1 1 d . . . C6 C 0.5011(5) 0.7215(4) 0.38128(18) 0.0242(6) Uani 1 1 d . . . C7 C 0.6686(5) 0.6948(4) 0.4388(2) 0.0293(6) Uani 1 1 d . . . H7 H 0.7932 0.6603 0.4179 0.035 Uiso 1 1 calc R . . C8 C 0.6507(6) 0.7197(5) 0.5291(2) 0.0384(8) Uani 1 1 d . . . H8 H 0.7638 0.7015 0.5701 0.046 Uiso 1 1 calc R . . C9 C 0.4675(7) 0.7711(5) 0.5585(2) 0.0402(8) Uani 1 1 d . . . H9 H 0.4569 0.7893 0.6197 0.048 Uiso 1 1 calc R . . C10 C 0.2995(6) 0.7964(5) 0.4994(2) 0.0360(7) Uani 1 1 d . . . H10 H 0.1748 0.8317 0.5200 0.043 Uiso 1 1 calc R . . C11 C 0.3160(5) 0.7693(4) 0.4095(2) 0.0293(7) Uani 1 1 d . . . H11 H 0.2018 0.7835 0.3683 0.035 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.02376(19) 0.02808(19) 0.02388(18) 0.00101(10) -0.00032(10) 0.00234(11) S1 0.0469(5) 0.0426(5) 0.0207(4) 0.0032(3) -0.0032(3) -0.0166(4) S2 0.0300(4) 0.0305(4) 0.0220(4) 0.0027(3) 0.0057(3) -0.0033(3) S3 0.0265(4) 0.0327(4) 0.0281(4) 0.0037(3) 0.0004(3) -0.0066(3) N1 0.0249(13) 0.0284(13) 0.0252(12) 0.0016(9) 0.0006(10) -0.0041(10) N2 0.0193(12) 0.0261(12) 0.0224(11) 0.0018(9) 0.0030(9) 0.0005(10) C1 0.0315(17) 0.0315(16) 0.0383(17) 0.0003(13) 0.0045(14) 0.0079(13) C2 0.0276(16) 0.0453(19) 0.0441(18) 0.0081(15) 0.0066(14) 0.0142(15) C3 0.041(2) 0.047(2) 0.0305(16) 0.0052(14) -0.0055(14) -0.0168(16) C4 0.0326(17) 0.0263(14) 0.0246(13) 0.0056(11) 0.0033(12) -0.0009(12) C5 0.0230(14) 0.0262(14) 0.0233(13) 0.0017(11) 0.0032(11) 0.0024(11) C6 0.0277(15) 0.0235(13) 0.0215(13) 0.0008(10) 0.0044(11) 0.0017(11) C7 0.0277(16) 0.0334(16) 0.0265(14) 0.0050(12) -0.0011(12) 0.0027(13) C8 0.044(2) 0.0440(19) 0.0250(15) 0.0064(13) -0.0049(14) -0.0016(16) C9 0.052(2) 0.0422(19) 0.0251(15) 0.0019(13) 0.0075(15) -0.0096(17) C10 0.0400(19) 0.0358(17) 0.0334(17) -0.0002(13) 0.0137(14) 0.0016(14) C11 0.0265(16) 0.0339(16) 0.0283(15) 0.0033(12) 0.0061(12) 0.0029(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 C1 2.132(3) . ? Sn1 C3 2.134(3) . ? Sn1 C2 2.130(3) . ? Sn1 S1 2.5409(9) . ? S1 C4 1.730(3) . ? S2 C5 1.739(3) . ? S2 C4 1.748(3) . ? S3 C5 1.668(3) . ? N1 C4 1.296(4) . ? N1 N2 1.384(3) . ? N2 C5 1.347(4) . ? N2 C6 1.440(4) . ? C6 C7 1.378(4) . ? C6 C11 1.386(4) . ? C7 C8 1.403(4) . ? C8 C9 1.390(5) . ? C9 C10 1.392(6) . ? C10 C11 1.397(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Sn1 C3 114.68(16) . . ? C1 Sn1 C2 119.28(14) . . ? C3 Sn1 C2 118.73(16) . . ? C1 Sn1 S1 104.92(10) . . ? C3 Sn1 S1 95.01(10) . . ? C2 Sn1 S1 97.24(11) . . ? C4 S1 Sn1 100.10(10) . . ? C5 S2 C4 90.07(15) . . ? C4 N1 N2 110.3(2) . . ? C5 N2 N1 118.1(2) . . ? C5 N2 C6 125.1(3) . . ? N1 N2 C6 116.6(2) . . ? N1 C4 S1 125.7(2) . . ? N1 C4 S2 113.9(2) . . ? S1 C4 S2 120.41(17) . . ? N2 C5 S3 127.9(2) . . ? N2 C5 S2 107.6(2) . . ? S3 C5 S2 124.44(18) . . ? C7 C6 C11 122.3(3) . . ? C7 C6 N2 119.7(3) . . ? C11 C6 N2 118.0(3) . . ? C6 C7 C8 118.4(3) . . ? C9 C8 C7 120.0(3) . . ? C10 C9 C8 120.8(3) . . ? C9 C10 C11 119.3(3) . . ? C6 C11 C10 119.1(3) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.611 _refine_diff_density_min -1.047 _refine_diff_density_rms 0.185 data_k00kcm17 _database_code_CSD 168026 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H18 N3 S3 Sn' _chemical_formula_weight 467.20 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' 'S' 'S' 0.1246 0.1234 '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 9.5700(3) _cell_length_b 9.6900(3) _cell_length_c 12.5000(4) _cell_angle_alpha 105.2220(18) _cell_angle_beta 96.477(2) _cell_angle_gamma 119.3620(16) _cell_volume 933.74(5) _cell_formula_units_Z 2 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.662 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 466 _exptl_absorpt_coefficient_mu 1.705 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12587 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0565 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.63 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4265 _reflns_number_gt 3677 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (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^)+(0.0081P)^2^+0.4083P] 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 0.0039(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4265 _refine_ls_number_parameters 212 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0407 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0589 _refine_ls_wR_factor_gt 0.0550 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.13873(2) 0.30273(2) 0.374821(14) 0.02073(8) Uani 1 1 d . . . S1 S 0.35939(8) 0.35391(9) 0.54981(6) 0.02456(16) Uani 1 1 d . . . S2 S 0.36626(8) 0.38139(8) 0.79672(5) 0.02462(15) Uani 1 1 d . . . S3 S 0.16777(10) 0.31739(11) 0.96833(6) 0.03750(19) Uani 1 1 d . . . N1 N 0.1086(2) 0.3051(3) 0.64638(17) 0.0206(5) Uani 1 1 d . . . N2 N 0.0684(2) 0.2989(3) 0.75030(17) 0.0206(5) Uani 1 1 d . . . N3 N -0.0924(3) 0.2306(3) 0.19813(19) 0.0271(5) Uani 1 1 d . . . C1 C 0.1881(3) 0.5532(3) 0.4374(2) 0.0305(6) Uani 1 1 d . . . H1A H 0.0828 0.5481 0.4202 0.046 Uiso 1 1 calc R . . H1B H 0.2637 0.6217 0.3995 0.046 Uiso 1 1 calc R . . H1C H 0.2404 0.6052 0.5212 0.046 Uiso 1 1 calc R . . C2 C -0.0762(3) 0.0891(3) 0.3839(2) 0.0255(6) Uani 1 1 d . . . H2A H -0.1513 0.1228 0.4102 0.038 Uiso 1 1 calc R . . H2B H -0.0415 0.0477 0.4385 0.038 Uiso 1 1 calc R . . H2C H -0.1346 -0.0015 0.3071 0.038 Uiso 1 1 calc R . . C3 C 0.2576(3) 0.2451(3) 0.2512(2) 0.0285(6) Uani 1 1 d . . . H3A H 0.1942 0.1218 0.2087 0.043 Uiso 1 1 calc R . . H3B H 0.3719 0.2843 0.2914 0.043 Uiso 1 1 calc R . . H3C H 0.2614 0.3027 0.1968 0.043 Uiso 1 1 calc R . . C4 C 0.2613(3) 0.3436(3) 0.6577(2) 0.0196(5) Uani 1 1 d . . . C5 C 0.1856(3) 0.3301(3) 0.8401(2) 0.0231(6) Uani 1 1 d . . . C6 C -0.1047(3) 0.2373(3) 0.7451(2) 0.0224(6) Uani 1 1 d . . . C7 C -0.1431(3) 0.3283(4) 0.8281(2) 0.0287(6) Uani 1 1 d . . . H7 H -0.0571 0.4306 0.8891 0.034 Uiso 1 1 calc R . . C8 C -0.3105(4) 0.2663(4) 0.8200(3) 0.0368(7) Uani 1 1 d . . . H8 H -0.3399 0.3259 0.8766 0.044 Uiso 1 1 calc R . . C9 C -0.4347(4) 0.1188(4) 0.7302(3) 0.0395(7) Uani 1 1 d . . . H9 H -0.5489 0.0777 0.7254 0.047 Uiso 1 1 calc R . . C10 C -0.3941(3) 0.0310(4) 0.6478(3) 0.0334(7) Uani 1 1 d . . . H10 H -0.4801 -0.0700 0.5859 0.040 Uiso 1 1 calc R . . C11 C -0.2280(3) 0.0900(3) 0.6552(2) 0.0262(6) Uani 1 1 d . . . H11 H -0.1991 0.0296 0.5988 0.031 Uiso 1 1 calc R . . C12 C -0.1985(4) 0.2801(4) 0.2096(3) 0.0439(8) Uani 1 1 d . . . H12 H -0.1634 0.3798 0.2736 0.053 Uiso 1 1 calc R . . C13 C -0.3564(4) 0.1961(4) 0.1347(3) 0.0478(9) Uani 1 1 d . . . H13 H -0.4258 0.2391 0.1479 0.057 Uiso 1 1 calc R . . C14 C -0.4143(3) 0.0499(3) 0.0407(2) 0.0270(6) Uani 1 1 d . . . C15 C -0.3037(4) -0.0013(5) 0.0278(3) 0.0498(9) Uani 1 1 d . . . H15 H -0.3356 -0.1011 -0.0351 0.060 Uiso 1 1 calc R . . C16 C -0.1468(4) 0.0921(5) 0.1061(3) 0.0476(9) Uani 1 1 d . . . H16 H -0.0728 0.0549 0.0934 0.057 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.01919(11) 0.01899(11) 0.02005(12) 0.00689(8) 0.00507(8) 0.00787(8) S1 0.0177(3) 0.0323(4) 0.0207(4) 0.0097(3) 0.0052(3) 0.0116(3) S2 0.0204(3) 0.0298(4) 0.0187(3) 0.0065(3) 0.0000(3) 0.0124(3) S3 0.0433(4) 0.0542(5) 0.0190(4) 0.0161(4) 0.0088(3) 0.0280(4) N1 0.0214(11) 0.0239(12) 0.0166(11) 0.0084(9) 0.0052(9) 0.0121(10) N2 0.0214(11) 0.0247(12) 0.0152(11) 0.0067(9) 0.0054(9) 0.0125(9) N3 0.0253(12) 0.0272(13) 0.0254(13) 0.0110(11) 0.0028(10) 0.0120(10) C1 0.0286(14) 0.0211(14) 0.0333(16) 0.0069(13) -0.0003(13) 0.0109(12) C2 0.0217(13) 0.0210(14) 0.0249(15) 0.0095(12) 0.0028(11) 0.0055(11) C3 0.0249(14) 0.0332(16) 0.0227(15) 0.0084(13) 0.0069(12) 0.0135(13) C4 0.0191(13) 0.0169(13) 0.0188(13) 0.0062(11) 0.0023(10) 0.0078(11) C5 0.0232(13) 0.0217(14) 0.0198(14) 0.0050(11) 0.0027(11) 0.0110(11) C6 0.0222(13) 0.0274(15) 0.0213(14) 0.0113(12) 0.0084(11) 0.0143(12) C7 0.0264(14) 0.0320(16) 0.0222(15) 0.0051(12) 0.0063(12) 0.0145(13) C8 0.0350(16) 0.0464(19) 0.0366(18) 0.0140(15) 0.0179(15) 0.0265(15) C9 0.0215(15) 0.0442(19) 0.051(2) 0.0184(17) 0.0131(15) 0.0158(14) C10 0.0250(15) 0.0285(16) 0.0345(17) 0.0073(13) 0.0022(13) 0.0094(13) C11 0.0274(14) 0.0240(15) 0.0238(15) 0.0069(12) 0.0058(12) 0.0128(12) C12 0.0397(18) 0.0212(16) 0.055(2) 0.0003(15) -0.0081(16) 0.0166(14) C13 0.0314(16) 0.0264(17) 0.067(2) -0.0021(16) -0.0150(16) 0.0180(14) C14 0.0232(14) 0.0336(16) 0.0250(15) 0.0160(13) 0.0044(12) 0.0140(13) C15 0.0347(17) 0.075(2) 0.0225(17) -0.0113(16) -0.0015(14) 0.0340(18) C16 0.0327(17) 0.074(2) 0.0274(17) -0.0025(17) 0.0017(14) 0.0346(17) _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 C2 2.128(2) . ? Sn1 C1 2.126(3) . ? Sn1 C3 2.136(2) . ? Sn1 S1 2.6174(7) . ? S1 C4 1.725(2) . ? S2 C5 1.744(3) . ? S2 C4 1.753(2) . ? S3 C5 1.661(3) . ? N1 C4 1.298(3) . ? N1 N2 1.404(3) . ? N2 C5 1.347(3) . ? N2 C6 1.446(3) . ? N3 C12 1.324(3) . ? N3 C16 1.329(4) . ? C6 C11 1.378(4) . ? C6 C7 1.383(3) . ? C7 C8 1.388(4) . ? C8 C9 1.380(4) . ? C9 C10 1.375(4) . ? C10 C11 1.382(4) . ? C12 C13 1.378(4) . ? C13 C14 1.381(4) . ? C14 C15 1.380(4) . ? C14 C14 1.487(5) 2_455 ? C15 C16 1.379(4) . ? 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 C2 Sn1 C1 122.82(11) . . ? C2 Sn1 C3 115.59(10) . . ? C1 Sn1 C3 118.54(11) . . ? C2 Sn1 S1 98.51(7) . . ? C1 Sn1 S1 95.31(8) . . ? C3 Sn1 S1 93.52(7) . . ? C4 S1 Sn1 103.34(8) . . ? C5 S2 C4 90.55(12) . . ? C4 N1 N2 109.9(2) . . ? C5 N2 N1 118.33(19) . . ? C5 N2 C6 125.8(2) . . ? N1 N2 C6 115.40(19) . . ? C12 N3 C16 115.3(2) . . ? N1 C4 S1 125.82(19) . . ? N1 C4 S2 113.81(18) . . ? S1 C4 S2 120.35(14) . . ? N2 C5 S3 128.47(19) . . ? N2 C5 S2 107.28(17) . . ? S3 C5 S2 124.21(15) . . ? C11 C6 C7 121.6(2) . . ? C11 C6 N2 118.7(2) . . ? C7 C6 N2 119.8(2) . . ? C8 C7 C6 118.3(3) . . ? C9 C8 C7 120.5(3) . . ? C10 C9 C8 120.4(3) . . ? C9 C10 C11 119.9(3) . . ? C6 C11 C10 119.4(2) . . ? N3 C12 C13 124.2(3) . . ? C12 C13 C14 120.4(3) . . ? C13 C14 C15 115.6(2) . . ? C13 C14 C14 122.8(3) . 2_455 ? C15 C14 C14 121.5(3) . 2_455 ? C16 C15 C14 120.1(3) . . ? N3 C16 C15 124.3(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.417 _refine_diff_density_min -0.509 _refine_diff_density_rms 0.103 data_k00kcm18 _database_code_CSD 168027 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point -999.0 _chemical_formula_moiety ? _chemical_formula_sum 'C21 H26 N6 S3 Sn' _chemical_formula_weight 577.35 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' 'S' 'S' 0.1246 0.1234 '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 P21/n 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 14.7340(3) _cell_length_b 10.6880(2) _cell_length_c 15.9380(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.9610(11) _cell_angle_gamma 90.00 _cell_volume 2496.30(8) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Needle _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1168 _exptl_absorpt_coefficient_mu 1.295 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 1.022 _exptl_absorpt_correction_T_max 0.971 _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31482 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0367 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.37 _diffrn_reflns_theta_max 27.51 _reflns_number_total 5723 _reflns_number_gt 4975 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (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^)+(0.0831P)^2^+7.9328P] 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 0.0011(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5723 _refine_ls_number_parameters 300 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0320 _refine_ls_R_factor_gt 0.0241 _refine_ls_wR_factor_ref 0.0790 _refine_ls_wR_factor_gt 0.0679 _refine_ls_goodness_of_fit_ref 0.574 _refine_ls_restrained_S_all 0.574 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.741936(10) 0.588729(13) 0.008305(9) 0.02029(7) Uani 1 1 d . . . S1 S 1.19878(5) 0.93495(7) -0.15482(4) 0.03396(15) Uani 1 1 d . . . S2 S 1.13666(4) 0.96653(6) 0.01949(4) 0.02653(13) Uani 1 1 d . . . S3 S 1.19057(4) 0.98223(6) 0.20694(4) 0.02601(13) Uani 1 1 d . . . N1 N 0.58869(14) 0.59732(18) -0.05110(13) 0.0249(4) Uani 1 1 d . . . N2 N 0.34097(15) 0.6761(2) -0.19344(15) 0.0345(5) Uani 1 1 d D . . H2A H 0.327(2) 0.631(3) -0.2396(15) 0.039(8) Uiso 1 1 d D . . H2B H 0.308(2) 0.743(2) -0.181(2) 0.050(10) Uiso 1 1 d D . . N3 N 0.89389(14) 0.60760(18) 0.06847(13) 0.0239(4) Uani 1 1 d . . . N4 N 1.13842(16) 0.6763(2) 0.21643(17) 0.0404(6) Uani 1 1 d D . . H4A H 1.1714(18) 0.614(2) 0.2371(18) 0.029(7) Uiso 1 1 d D . . H4B H 1.154(2) 0.755(2) 0.229(2) 0.057(10) Uiso 1 1 d D . . N5 N 1.30275(14) 0.92471(18) -0.00619(12) 0.0245(4) Uani 1 1 d . . . N6 N 1.29667(13) 0.93057(18) 0.08050(12) 0.0217(4) Uani 1 1 d . . . C1 C 0.75356(16) 0.3925(2) -0.00984(16) 0.0291(5) Uani 1 1 d . . . H1A H 0.7786 0.3533 0.0432 0.044 Uiso 1 1 calc R . . H1B H 0.7943 0.3765 -0.0535 0.044 Uiso 1 1 calc R . . H1C H 0.6932 0.3574 -0.0276 0.044 Uiso 1 1 calc R . . C2 C 0.77057(17) 0.7124(2) -0.09053(15) 0.0284(5) Uani 1 1 d . . . H2A' H 0.7295 0.7847 -0.0917 0.043 Uiso 1 1 calc R . . H2B' H 0.7614 0.6684 -0.1447 0.043 Uiso 1 1 calc R . . H2C H 0.8340 0.7410 -0.0807 0.043 Uiso 1 1 calc R . . C3 C 0.70490(17) 0.6607(3) 0.12439(15) 0.0321(5) Uani 1 1 d . . . H3A H 0.6426 0.6343 0.1321 0.048 Uiso 1 1 calc R . . H3B H 0.7079 0.7523 0.1236 0.048 Uiso 1 1 calc R . . H3C H 0.7471 0.6286 0.1710 0.048 Uiso 1 1 calc R . . C4 C 0.55912(16) 0.5307(2) -0.12033(14) 0.0244(5) Uani 1 1 d . . . H4 H 0.5963 0.4640 -0.1362 0.029 Uiso 1 1 calc R . . C5 C 0.47860(16) 0.5532(2) -0.16949(15) 0.0260(5) Uani 1 1 d . . . H5 H 0.4616 0.5031 -0.2178 0.031 Uiso 1 1 calc R . . C6 C 0.42146(15) 0.6511(2) -0.14785(14) 0.0250(5) Uani 1 1 d . . . C7 C 0.45198(16) 0.7204(2) -0.07525(15) 0.0279(5) Uani 1 1 d . . . H7 H 0.4162 0.7873 -0.0573 0.033 Uiso 1 1 calc R . . C8 C 0.53347(16) 0.6907(2) -0.03074(15) 0.0277(5) Uani 1 1 d . . . H8 H 0.5525 0.7391 0.0179 0.033 Uiso 1 1 calc R . . C9 C 0.95363(16) 0.5156(2) 0.09094(15) 0.0261(5) Uani 1 1 d . . . H9 H 0.9381 0.4329 0.0729 0.031 Uiso 1 1 calc R . . C10 C 1.03558(16) 0.5340(2) 0.13828(16) 0.0285(5) Uani 1 1 d . . . H10 H 1.0755 0.4654 0.1514 0.034 Uiso 1 1 calc R . . C11 C 1.06030(15) 0.6541(2) 0.16731(15) 0.0255(5) Uani 1 1 d . . . C12 C 0.99931(16) 0.7513(2) 0.14252(15) 0.0268(5) Uani 1 1 d . . . H12 H 1.0135 0.8352 0.1585 0.032 Uiso 1 1 calc R . . C13 C 0.91922(16) 0.7237(2) 0.09515(15) 0.0271(5) Uani 1 1 d . . . H13 H 0.8785 0.7907 0.0799 0.032 Uiso 1 1 calc R . . C14 C 1.22259(16) 0.9408(2) -0.04792(15) 0.0245(5) Uani 1 1 d . . . C15 C 1.21563(15) 0.9565(2) 0.10775(14) 0.0213(4) Uani 1 1 d . . . C16 C 1.38010(16) 0.9006(2) 0.13277(14) 0.0227(5) Uani 1 1 d . . . C17 C 1.45927(17) 0.9647(2) 0.11970(16) 0.0308(5) Uani 1 1 d . . . H17 H 1.4577 1.0314 0.0802 0.037 Uiso 1 1 calc R . . C18 C 1.54095(18) 0.9300(3) 0.16525(19) 0.0377(6) Uani 1 1 d . . . H18 H 1.5957 0.9729 0.1568 0.045 Uiso 1 1 calc R . . C19 C 1.54260(18) 0.8327(3) 0.22303(16) 0.0351(6) Uani 1 1 d . . . H19 H 1.5985 0.8093 0.2541 0.042 Uiso 1 1 calc R . . C20 C 1.46342(18) 0.7698(2) 0.23552(15) 0.0320(5) Uani 1 1 d . . . H20 H 1.4651 0.7033 0.2752 0.038 Uiso 1 1 calc R . . C21 C 1.38091(16) 0.8033(2) 0.19033(14) 0.0258(5) Uani 1 1 d . . . H21 H 1.3262 0.7601 0.1988 0.031 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.02155(10) 0.02090(10) 0.01804(10) -0.00058(5) 0.00017(6) -0.00197(5) S1 0.0411(4) 0.0404(3) 0.0192(3) 0.0009(2) -0.0027(2) 0.0061(3) S2 0.0235(3) 0.0312(3) 0.0242(3) 0.0001(2) -0.0008(2) 0.0024(2) S3 0.0277(3) 0.0288(3) 0.0222(3) -0.0026(2) 0.0056(2) -0.0018(2) N1 0.0226(10) 0.0263(10) 0.0254(10) -0.0051(7) -0.0001(8) -0.0007(8) N2 0.0272(11) 0.0428(13) 0.0315(11) -0.0053(10) -0.0065(9) 0.0057(10) N3 0.0233(10) 0.0241(9) 0.0232(10) 0.0017(7) -0.0022(8) -0.0009(8) N4 0.0318(12) 0.0344(12) 0.0506(14) 0.0109(11) -0.0176(10) -0.0039(10) N5 0.0292(11) 0.0268(10) 0.0175(9) 0.0007(7) 0.0022(8) 0.0020(8) N6 0.0231(9) 0.0238(9) 0.0182(9) 0.0006(7) 0.0017(7) 0.0016(7) C1 0.0292(13) 0.0217(11) 0.0357(14) 0.0002(9) 0.0006(11) -0.0033(9) C2 0.0328(13) 0.0269(11) 0.0245(11) 0.0048(9) -0.0021(9) -0.0052(10) C3 0.0325(13) 0.0429(14) 0.0210(11) -0.0070(10) 0.0034(9) -0.0025(11) C4 0.0236(11) 0.0257(11) 0.0237(11) -0.0020(9) 0.0022(9) 0.0007(9) C5 0.0251(11) 0.0291(11) 0.0232(11) -0.0049(9) -0.0003(9) -0.0011(10) C6 0.0221(11) 0.0297(12) 0.0233(11) 0.0039(9) 0.0035(9) -0.0013(9) C7 0.0266(12) 0.0272(11) 0.0300(12) -0.0036(9) 0.0041(9) 0.0010(9) C8 0.0259(11) 0.0292(12) 0.0275(12) -0.0076(9) -0.0002(9) -0.0017(9) C9 0.0271(12) 0.0230(11) 0.0279(12) 0.0012(9) 0.0011(9) -0.0007(9) C10 0.0254(12) 0.0237(11) 0.0356(13) 0.0077(10) -0.0007(10) 0.0033(9) C11 0.0198(10) 0.0311(12) 0.0249(11) 0.0058(9) -0.0013(9) -0.0043(9) C12 0.0249(11) 0.0226(11) 0.0321(12) -0.0016(9) -0.0016(9) -0.0040(9) C13 0.0238(11) 0.0222(11) 0.0338(12) 0.0005(9) -0.0032(9) 0.0021(9) C14 0.0286(12) 0.0206(10) 0.0243(11) 0.0007(9) 0.0030(9) 0.0026(9) C15 0.0237(11) 0.0169(10) 0.0232(11) -0.0003(8) 0.0020(8) -0.0015(8) C16 0.0231(11) 0.0241(11) 0.0204(11) -0.0037(8) 0.0002(9) 0.0023(8) C17 0.0284(12) 0.0318(13) 0.0321(13) 0.0011(10) 0.0031(10) -0.0037(10) C18 0.0215(12) 0.0511(16) 0.0402(15) -0.0102(12) 0.0027(11) -0.0037(11) C19 0.0286(12) 0.0473(15) 0.0279(12) -0.0099(11) -0.0037(10) 0.0126(11) C20 0.0388(14) 0.0321(12) 0.0241(11) -0.0033(10) -0.0022(10) 0.0107(11) C21 0.0283(12) 0.0252(11) 0.0238(11) -0.0029(9) 0.0012(9) 0.0009(9) _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 C3 2.127(2) . ? Sn1 C1 2.126(3) . ? Sn1 C2 2.132(2) . ? Sn1 N3 2.351(2) . ? Sn1 N1 2.358(2) . ? S1 C14 1.705(2) . ? S2 C15 1.733(2) . ? S2 C14 1.765(2) . ? S3 C15 1.683(2) . ? N1 C4 1.347(3) . ? N1 C8 1.348(3) . ? N2 C6 1.352(3) . ? N3 C9 1.343(3) . ? N3 C13 1.351(3) . ? N4 C11 1.344(3) . ? N5 C14 1.305(3) . ? N5 N6 1.395(3) . ? N6 C15 1.341(3) . ? N6 C16 1.447(3) . ? C4 C5 1.373(3) . ? C5 C6 1.408(3) . ? C6 C7 1.408(3) . ? C7 C8 1.367(3) . ? C9 C10 1.370(3) . ? C10 C11 1.400(4) . ? C11 C12 1.403(3) . ? C12 C13 1.365(3) . ? C16 C21 1.386(3) . ? C16 C17 1.387(3) . ? C17 C18 1.390(4) . ? C18 C19 1.387(4) . ? C19 C20 1.379(4) . ? C20 C21 1.394(3) . ? 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 Sn1 C1 120.44(10) . . ? C3 Sn1 C2 120.46(10) . . ? C1 Sn1 C2 119.09(10) . . ? C3 Sn1 N3 86.20(8) . . ? C1 Sn1 N3 93.06(8) . . ? C2 Sn1 N3 89.71(8) . . ? C3 Sn1 N1 90.79(8) . . ? C1 Sn1 N1 94.08(8) . . ? C2 Sn1 N1 86.21(8) . . ? N3 Sn1 N1 172.83(7) . . ? C15 S2 C14 91.20(11) . . ? C4 N1 C8 115.9(2) . . ? C4 N1 Sn1 121.55(15) . . ? C8 N1 Sn1 120.59(15) . . ? C9 N3 C13 115.9(2) . . ? C9 N3 Sn1 128.01(16) . . ? C13 N3 Sn1 115.30(15) . . ? C14 N5 N6 110.55(19) . . ? C15 N6 N5 118.73(19) . . ? C15 N6 C16 126.22(19) . . ? N5 N6 C16 114.96(18) . . ? N1 C4 C5 124.2(2) . . ? C4 C5 C6 119.6(2) . . ? N2 C6 C5 121.9(2) . . ? N2 C6 C7 121.7(2) . . ? C5 C6 C7 116.4(2) . . ? C8 C7 C6 119.5(2) . . ? N1 C8 C7 124.5(2) . . ? N3 C9 C10 123.9(2) . . ? C9 C10 C11 119.9(2) . . ? N4 C11 C10 122.2(2) . . ? N4 C11 C12 121.2(2) . . ? C10 C11 C12 116.7(2) . . ? C13 C12 C11 119.2(2) . . ? N3 C13 C12 124.5(2) . . ? N5 C14 S1 125.87(18) . . ? N5 C14 S2 112.25(17) . . ? S1 C14 S2 121.86(14) . . ? N6 C15 S3 128.86(18) . . ? N6 C15 S2 107.17(16) . . ? S3 C15 S2 123.93(14) . . ? C21 C16 C17 121.4(2) . . ? C21 C16 N6 119.7(2) . . ? C17 C16 N6 118.8(2) . . ? C16 C17 C18 119.1(2) . . ? C19 C18 C17 120.1(3) . . ? C20 C19 C18 120.3(2) . . ? C19 C20 C21 120.4(2) . . ? C16 C21 C20 118.8(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.448 _refine_diff_density_min -0.516 _refine_diff_density_rms 0.069