Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Ed Marshall' 'Sophie H. Dale' 'Mark Elsegood' 'Vernon C. Gibson' 'Nonsee Nimitsiriwat' 'A. White' _publ_contact_author_name 'Edward Marshall' _publ_contact_author_address ; Department of Chemistry Imperial College London South Kensington Campus London SW7 2AZ UNITED KINGDOM ; _publ_contact_author_email E.MARSHALL@IMPERIAL.AC.UK _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Tert-butylamidinate tin(II) complexes: high activity, single-site initiators for the controlled production of polylactide ; data_Compound_1 _database_code_depnum_ccdc_archive 'CCDC 645832' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H74 N4 Sn' _chemical_formula_weight 873.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 21.8742(6) _cell_length_b 10.9039(3) _cell_length_c 20.8390(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.598(2) _cell_angle_gamma 90.00 _cell_volume 4926.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 4.0027 _cell_measurement_theta_max 32.5573 _exptl_crystal_description prisms _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.178 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1856 _exptl_absorpt_coefficient_mu 0.555 _exptl_absorpt_correction_type 'numeric analytical' _exptl_absorpt_correction_T_min 0.88829 _exptl_absorpt_correction_T_max 0.92165 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 15.9863 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44774 _diffrn_reflns_av_R_equivalents 0.0319 _diffrn_reflns_av_sigmaI/netI 0.0252 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 4.18 _diffrn_reflns_theta_max 32.62 _reflns_number_total 16674 _reflns_number_gt 15788 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0649P)^2^+8.4270P] 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 16674 _refine_ls_number_parameters 517 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0801 _refine_ls_R_factor_gt 0.0758 _refine_ls_wR_factor_ref 0.1758 _refine_ls_wR_factor_gt 0.1729 _refine_ls_goodness_of_fit_ref 1.236 _refine_ls_restrained_S_all 1.236 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn Sn 0.5000 0.56710(2) 0.2500 0.02482(7) Uani 1 2 d S . . N1 N 0.43846(10) 0.6948(2) 0.29194(11) 0.0242(4) Uani 1 1 d . . . N2 N 0.40243(10) 0.6385(2) 0.19115(11) 0.0245(4) Uani 1 1 d . . . C3 C 0.38942(12) 0.6840(2) 0.24616(13) 0.0240(5) Uani 1 1 d . . . C4 C 0.32495(14) 0.7154(4) 0.25809(16) 0.0388(7) Uani 1 1 d . . . H4A H 0.3078 0.7777 0.2269 0.058 Uiso 1 1 calc R . . H4B H 0.3258 0.7474 0.3021 0.058 Uiso 1 1 calc R . . H4C H 0.2992 0.6416 0.2530 0.058 Uiso 1 1 calc R . . C5 C 0.43213(12) 0.7316(3) 0.35635(13) 0.0259(5) Uani 1 1 d . . . C6 C 0.41973(13) 0.6433(3) 0.40192(14) 0.0312(6) Uani 1 1 d . . . C7 C 0.41652(16) 0.6825(4) 0.46575(15) 0.0405(8) Uani 1 1 d . . . H7A H 0.4088 0.6241 0.4975 0.049 Uiso 1 1 calc R . . C8 C 0.42450(17) 0.8045(4) 0.48296(16) 0.0443(8) Uani 1 1 d . . . H8A H 0.4229 0.8292 0.5264 0.053 Uiso 1 1 calc R . . C9 C 0.43474(16) 0.8896(4) 0.43716(18) 0.0421(8) Uani 1 1 d . . . H9A H 0.4389 0.9735 0.4494 0.051 Uiso 1 1 calc R . . C10 C 0.43923(14) 0.8570(3) 0.37313(15) 0.0332(6) Uani 1 1 d . . . C11 C 0.40940(17) 0.5095(3) 0.38451(17) 0.0393(7) Uani 1 1 d . . . H11A H 0.4063 0.5034 0.3363 0.047 Uiso 1 1 calc R . . C12 C 0.4647(3) 0.4318(4) 0.4126(3) 0.0652(13) Uani 1 1 d . . . H12A H 0.5025 0.4665 0.3994 0.098 Uiso 1 1 calc R . . H12B H 0.4593 0.3476 0.3963 0.098 Uiso 1 1 calc R . . H12C H 0.4679 0.4314 0.4599 0.098 Uiso 1 1 calc R . . C13 C 0.3493(3) 0.4591(5) 0.4036(3) 0.0700(14) Uani 1 1 d . . . H13A H 0.3148 0.5108 0.3849 0.105 Uiso 1 1 calc R . . H13B H 0.3515 0.4590 0.4509 0.105 Uiso 1 1 calc R . . H13C H 0.3429 0.3751 0.3873 0.105 Uiso 1 1 calc R . . C14 C 0.44872(18) 0.9542(3) 0.32348(18) 0.0412(7) Uani 1 1 d . . . H14A H 0.4600 0.9117 0.2842 0.049 Uiso 1 1 calc R . . C15 C 0.4991(2) 1.0455(4) 0.3457(3) 0.0617(13) Uani 1 1 d . . . H15A H 0.5379 1.0017 0.3587 0.093 Uiso 1 1 calc R . . H15B H 0.4878 1.0920 0.3826 0.093 Uiso 1 1 calc R . . H15C H 0.5042 1.1019 0.3102 0.093 Uiso 1 1 calc R . . C16 C 0.3887(3) 1.0249(7) 0.3035(4) 0.097(3) Uani 1 1 d . . . H16A H 0.3955 1.0874 0.2714 0.145 Uiso 1 1 calc R . . H16B H 0.3756 1.0646 0.3416 0.145 Uiso 1 1 calc R . . H16C H 0.3566 0.9679 0.2847 0.145 Uiso 1 1 calc R . . C17 C 0.35399(12) 0.6129(3) 0.14017(13) 0.0244(5) Uani 1 1 d . . . C18 C 0.33718(13) 0.7026(3) 0.09255(13) 0.0259(5) Uani 1 1 d . . . C19 C 0.28856(14) 0.6781(3) 0.04357(14) 0.0327(6) Uani 1 1 d . . . H19A H 0.2763 0.7388 0.0118 0.039 Uiso 1 1 calc R . . C20 C 0.25808(15) 0.5665(3) 0.04079(16) 0.0376(7) Uani 1 1 d . . . H20A H 0.2250 0.5512 0.0074 0.045 Uiso 1 1 calc R . . C21 C 0.27575(16) 0.4783(3) 0.08622(17) 0.0393(7) Uani 1 1 d . . . H21A H 0.2550 0.4016 0.0835 0.047 Uiso 1 1 calc R . . C22 C 0.32334(14) 0.4982(3) 0.13626(15) 0.0319(6) Uani 1 1 d . . . C23 C 0.37168(14) 0.8226(3) 0.09167(16) 0.0317(6) Uani 1 1 d . . . H23A H 0.4028 0.8255 0.1314 0.038 Uiso 1 1 calc R . . C24 C 0.3299(2) 0.9339(4) 0.0932(3) 0.0624(13) Uani 1 1 d . . . H24A H 0.3081 0.9292 0.1312 0.094 Uiso 1 1 calc R . . H24B H 0.3000 0.9354 0.0538 0.094 Uiso 1 1 calc R . . H24C H 0.3549 1.0088 0.0954 0.094 Uiso 1 1 calc R . . C25 C 0.4065(2) 0.8266(5) 0.0331(2) 0.0573(11) Uani 1 1 d . . . H25A H 0.4330 0.7541 0.0332 0.086 Uiso 1 1 calc R . . H25B H 0.4320 0.9008 0.0350 0.086 Uiso 1 1 calc R . . H25C H 0.3770 0.8275 -0.0066 0.086 Uiso 1 1 calc R . . C26 C 0.34231(18) 0.3971(3) 0.18500(19) 0.0424(8) Uani 1 1 d . . . H26A H 0.3736 0.4321 0.2195 0.051 Uiso 1 1 calc R . . C27 C 0.3725(4) 0.2924(5) 0.1534(3) 0.086(2) Uani 1 1 d . . . H27A H 0.4070 0.3240 0.1327 0.129 Uiso 1 1 calc R . . H27B H 0.3423 0.2538 0.1207 0.129 Uiso 1 1 calc R . . H27C H 0.3878 0.2317 0.1863 0.129 Uiso 1 1 calc R . . C28 C 0.2885(3) 0.3502(6) 0.2176(3) 0.0800(18) Uani 1 1 d . . . H28A H 0.3029 0.2854 0.2485 0.120 Uiso 1 1 calc R . . H28B H 0.2565 0.3173 0.1847 0.120 Uiso 1 1 calc R . . H28C H 0.2713 0.4179 0.2405 0.120 Uiso 1 1 calc R . . Sn' Sn 1.0000 0.17777(3) 0.7500 0.03078(8) Uani 1 2 d S . . N1' N 0.98103(11) 0.0512(2) 0.82810(11) 0.0291(5) Uani 1 1 d . . . N2' N 1.07993(11) 0.1041(2) 0.82999(11) 0.0273(4) Uani 1 1 d . . . C3' C 1.03729(13) 0.0613(3) 0.86290(13) 0.0270(5) Uani 1 1 d . . . C4' C 1.04908(16) 0.0332(4) 0.93404(15) 0.0438(8) Uani 1 1 d . . . H4'1 H 1.0868 -0.0159 0.9432 0.066 Uiso 1 1 calc R . . H4'2 H 1.0141 -0.0129 0.9468 0.066 Uiso 1 1 calc R . . H4'3 H 1.0540 0.1100 0.9586 0.066 Uiso 1 1 calc R . . C5' C 0.92920(13) 0.0098(3) 0.85726(14) 0.0306(6) Uani 1 1 d . . . C6' C 0.89020(14) 0.0958(4) 0.88155(17) 0.0379(7) Uani 1 1 d . . . C7' C 0.84050(17) 0.0525(4) 0.9115(2) 0.0485(9) Uani 1 1 d . . . H7'A H 0.8132 0.1095 0.9273 0.058 Uiso 1 1 calc R . . C8' C 0.83074(18) -0.0717(4) 0.9183(2) 0.0520(10) Uani 1 1 d . . . H8'A H 0.7980 -0.0996 0.9402 0.062 Uiso 1 1 calc R . . C9' C 0.86849(17) -0.1555(4) 0.8932(2) 0.0458(8) Uani 1 1 d . . . H9'A H 0.8607 -0.2406 0.8974 0.055 Uiso 1 1 calc R . . C10' C 0.91795(15) -0.1177(3) 0.86175(16) 0.0376(7) Uani 1 1 d . . . C11' C 0.89879(17) 0.2331(4) 0.8756(2) 0.0448(8) Uani 1 1 d . . . H11B H 0.9382 0.2467 0.8572 0.054 Uiso 1 1 calc R . . C12' C 0.8472(3) 0.2894(5) 0.8287(3) 0.0689(13) Uani 1 1 d . . . H12D H 0.8441 0.2465 0.7871 0.103 Uiso 1 1 calc R . . H12E H 0.8561 0.3763 0.8223 0.103 Uiso 1 1 calc R . . H12F H 0.8081 0.2818 0.8466 0.103 Uiso 1 1 calc R . . C13' C 0.9043(3) 0.2991(5) 0.9409(3) 0.0701(14) Uani 1 1 d . . . H13D H 0.9377 0.2621 0.9707 0.105 Uiso 1 1 calc R . . H13E H 0.8654 0.2915 0.9591 0.105 Uiso 1 1 calc R . . H13F H 0.9134 0.3860 0.9349 0.105 Uiso 1 1 calc R . . C14' C 0.9581(2) -0.2114(4) 0.8341(2) 0.0490(9) Uani 1 1 d . . . H14B H 0.9868 -0.1660 0.8090 0.059 Uiso 1 1 calc R . . C15' C 0.9226(3) -0.3013(5) 0.7888(3) 0.0740(15) Uani 1 1 d . . . H15D H 0.8972 -0.2566 0.7542 0.111 Uiso 1 1 calc R . . H15E H 0.8960 -0.3512 0.8127 0.111 Uiso 1 1 calc R . . H15F H 0.9515 -0.3548 0.7698 0.111 Uiso 1 1 calc R . . C16' C 0.9975(4) -0.2819(8) 0.8876(4) 0.115(3) Uani 1 1 d . . . H16D H 1.0230 -0.3419 0.8683 0.172 Uiso 1 1 calc R . . H16E H 0.9706 -0.3247 0.9144 0.172 Uiso 1 1 calc R . . H16F H 1.0241 -0.2246 0.9146 0.172 Uiso 1 1 calc R . . C17' C 1.13969(13) 0.1344(3) 0.86225(14) 0.0284(5) Uani 1 1 d . . . C18' C 1.18695(15) 0.0473(3) 0.86448(17) 0.0365(6) Uani 1 1 d . . . C19' C 1.24549(17) 0.0769(4) 0.8967(2) 0.0499(9) Uani 1 1 d . . . H19B H 1.2777 0.0179 0.8988 0.060 Uiso 1 1 calc R . . C20' C 1.25718(18) 0.1894(5) 0.9252(2) 0.0558(11) Uani 1 1 d . . . H20B H 1.2970 0.2077 0.9472 0.067 Uiso 1 1 calc R . . C21' C 1.2106(2) 0.2759(4) 0.9218(2) 0.0519(10) Uani 1 1 d . . . H21B H 1.2190 0.3540 0.9412 0.062 Uiso 1 1 calc R . . C22' C 1.15151(17) 0.2508(3) 0.89042(17) 0.0387(7) Uani 1 1 d . . . C23' C 1.17675(18) -0.0754(4) 0.8308(2) 0.0487(9) Uani 1 1 d . . . H23B H 1.1314 -0.0856 0.8173 0.058 Uiso 1 1 calc R . . C24' C 1.1989(4) -0.1828(5) 0.8746(4) 0.099(2) Uani 1 1 d . . . H24D H 1.1779 -0.1810 0.9134 0.148 Uiso 1 1 calc R . . H24E H 1.2435 -0.1764 0.8873 0.148 Uiso 1 1 calc R . . H24F H 1.1894 -0.2600 0.8513 0.148 Uiso 1 1 calc R . . C25' C 1.2086(2) -0.0747(5) 0.7693(3) 0.0680(15) Uani 1 1 d . . . H25D H 1.1935 -0.0050 0.7420 0.102 Uiso 1 1 calc R . . H25E H 1.1992 -0.1513 0.7453 0.102 Uiso 1 1 calc R . . H25F H 1.2533 -0.0675 0.7813 0.102 Uiso 1 1 calc R . . C26' C 1.1023(2) 0.3494(4) 0.8867(2) 0.0542(11) Uani 1 1 d . . . H26B H 1.0628 0.3126 0.8654 0.065 Uiso 1 1 calc R . . C27' C 1.1182(5) 0.4535(6) 0.8453(4) 0.132(4) Uani 1 1 d . . . H27D H 1.1254 0.4221 0.8028 0.198 Uiso 1 1 calc R . . H27E H 1.1556 0.4941 0.8661 0.198 Uiso 1 1 calc R . . H27F H 1.0841 0.5124 0.8398 0.198 Uiso 1 1 calc R . . C28' C 1.0909(2) 0.3968(5) 0.9530(3) 0.0645(13) Uani 1 1 d . . . H28D H 1.0588 0.4600 0.9476 0.097 Uiso 1 1 calc R . . H28E H 1.1291 0.4319 0.9754 0.097 Uiso 1 1 calc R . . H28F H 1.0775 0.3289 0.9786 0.097 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 Sn 0.02385(12) 0.02312(12) 0.02804(13) 0.000 0.00547(9) 0.000 N1 0.0207(9) 0.0291(10) 0.0226(10) 0.0004(8) 0.0021(7) 0.0006(8) N2 0.0242(10) 0.0269(10) 0.0225(9) -0.0006(8) 0.0027(8) -0.0009(8) C3 0.0221(11) 0.0267(12) 0.0227(11) 0.0008(9) 0.0010(9) -0.0004(9) C4 0.0230(12) 0.061(2) 0.0316(14) -0.0075(14) 0.0027(10) 0.0069(13) C5 0.0206(10) 0.0343(13) 0.0224(11) -0.0032(10) 0.0011(8) 0.0040(9) C6 0.0256(12) 0.0428(16) 0.0260(12) 0.0039(11) 0.0062(10) 0.0091(11) C7 0.0368(16) 0.062(2) 0.0230(13) 0.0026(13) 0.0051(11) 0.0117(15) C8 0.0386(17) 0.067(2) 0.0275(14) -0.0142(15) 0.0034(12) 0.0068(16) C9 0.0380(16) 0.0495(19) 0.0392(17) -0.0175(15) 0.0065(13) -0.0001(14) C10 0.0272(13) 0.0386(15) 0.0340(14) -0.0076(12) 0.0043(11) 0.0002(11) C11 0.0486(18) 0.0382(16) 0.0328(15) 0.0059(13) 0.0123(13) 0.0032(14) C12 0.084(4) 0.051(2) 0.060(3) 0.008(2) 0.005(2) 0.025(2) C13 0.074(3) 0.061(3) 0.082(4) 0.004(3) 0.040(3) -0.011(2) C14 0.0449(18) 0.0370(16) 0.0426(18) -0.0054(14) 0.0089(14) -0.0074(14) C15 0.046(2) 0.0378(19) 0.097(4) 0.009(2) -0.005(2) -0.0058(16) C16 0.060(3) 0.104(5) 0.115(5) 0.065(4) -0.030(3) -0.014(3) C17 0.0231(11) 0.0264(12) 0.0235(11) -0.0024(9) 0.0025(9) -0.0024(9) C18 0.0256(11) 0.0301(12) 0.0215(11) 0.0000(9) 0.0020(9) -0.0003(10) C19 0.0319(14) 0.0412(16) 0.0235(12) -0.0026(11) -0.0016(10) 0.0016(11) C20 0.0311(14) 0.0484(19) 0.0310(14) -0.0129(13) -0.0040(11) -0.0045(12) C21 0.0403(16) 0.0365(16) 0.0406(16) -0.0119(13) 0.0043(13) -0.0131(13) C22 0.0299(13) 0.0299(13) 0.0358(14) -0.0018(11) 0.0044(11) -0.0074(11) C23 0.0291(13) 0.0288(13) 0.0358(15) 0.0055(11) -0.0010(11) -0.0026(10) C24 0.047(2) 0.0329(19) 0.106(4) -0.001(2) 0.007(2) 0.0019(15) C25 0.058(2) 0.064(3) 0.053(2) 0.0066(19) 0.0174(19) -0.021(2) C26 0.0458(18) 0.0309(15) 0.0492(19) 0.0095(14) 0.0011(15) -0.0130(13) C27 0.122(5) 0.050(3) 0.091(4) 0.020(3) 0.030(4) 0.031(3) C28 0.072(3) 0.086(4) 0.085(4) 0.037(3) 0.021(3) -0.022(3) Sn' 0.03485(15) 0.03073(14) 0.02520(13) 0.000 -0.00187(10) 0.000 N1' 0.0249(10) 0.0396(13) 0.0221(10) -0.0008(9) 0.0008(8) 0.0023(9) N2' 0.0269(10) 0.0321(11) 0.0227(10) -0.0012(9) 0.0022(8) 0.0004(9) C3' 0.0261(12) 0.0344(14) 0.0199(11) 0.0006(9) 0.0006(9) 0.0043(10) C4' 0.0332(15) 0.073(3) 0.0235(13) 0.0091(15) -0.0029(11) -0.0079(16) C5' 0.0237(12) 0.0438(16) 0.0234(11) -0.0015(11) -0.0003(9) 0.0013(11) C6' 0.0258(13) 0.0513(19) 0.0366(15) -0.0064(14) 0.0038(11) 0.0020(13) C7' 0.0312(16) 0.067(3) 0.049(2) -0.0083(18) 0.0119(14) 0.0002(16) C8' 0.0355(17) 0.074(3) 0.049(2) 0.0050(19) 0.0133(15) -0.0088(17) C9' 0.0344(16) 0.056(2) 0.0466(19) 0.0092(17) 0.0044(14) -0.0040(15) C10' 0.0308(14) 0.0459(18) 0.0352(15) 0.0057(13) 0.0008(12) 0.0024(13) C11' 0.0330(16) 0.049(2) 0.054(2) -0.0142(16) 0.0132(14) 0.0000(14) C12' 0.085(4) 0.054(3) 0.064(3) -0.001(2) -0.004(3) 0.002(3) C13' 0.065(3) 0.071(3) 0.073(3) -0.029(3) 0.005(2) 0.002(2) C14' 0.049(2) 0.0408(19) 0.059(2) 0.0044(17) 0.0131(18) 0.0030(16) C15' 0.076(4) 0.062(3) 0.081(4) -0.020(3) 0.000(3) 0.014(3) C16' 0.110(5) 0.116(6) 0.105(5) -0.022(4) -0.037(4) 0.073(5) C17' 0.0257(12) 0.0320(13) 0.0277(12) -0.0011(10) 0.0039(10) -0.0007(10) C18' 0.0273(13) 0.0423(17) 0.0397(16) -0.0049(13) 0.0032(12) 0.0007(12) C19' 0.0262(15) 0.065(3) 0.057(2) -0.0101(19) -0.0004(14) 0.0032(15) C20' 0.0276(16) 0.078(3) 0.061(2) -0.014(2) -0.0001(15) -0.0135(17) C21' 0.049(2) 0.050(2) 0.054(2) -0.0125(18) -0.0008(17) -0.0177(17) C22' 0.0422(17) 0.0363(16) 0.0363(15) -0.0061(13) 0.0000(13) -0.0029(13) C23' 0.0394(18) 0.0397(18) 0.063(2) -0.0126(16) -0.0093(17) 0.0103(14) C24' 0.130(6) 0.042(3) 0.113(6) 0.008(3) -0.022(5) 0.012(3) C25' 0.055(3) 0.083(4) 0.062(3) -0.034(3) -0.004(2) 0.012(2) C26' 0.068(3) 0.0413(19) 0.048(2) -0.0166(17) -0.0114(19) 0.0125(18) C27' 0.242(11) 0.068(4) 0.100(5) 0.031(4) 0.077(7) 0.078(6) C28' 0.053(2) 0.068(3) 0.072(3) -0.026(3) 0.007(2) 0.005(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 Sn N1 2.197(2) 2_655 ? Sn N1 2.197(2) . ? Sn N2 2.444(2) 2_655 ? Sn N2 2.444(2) . ? N1 C3 1.343(3) . ? N1 C5 1.425(3) . ? N2 C3 1.314(3) . ? N2 C17 1.425(3) . ? C3 C4 1.504(4) . ? C5 C6 1.404(4) . ? C5 C10 1.414(4) . ? C6 C7 1.408(4) . ? C6 C11 1.514(5) . ? C7 C8 1.383(6) . ? C8 C9 1.371(6) . ? C9 C10 1.397(4) . ? C10 C14 1.514(5) . ? C11 C13 1.526(6) . ? C11 C12 1.529(6) . ? C14 C15 1.512(5) . ? C14 C16 1.532(7) . ? C17 C18 1.407(4) . ? C17 C22 1.416(4) . ? C18 C19 1.399(4) . ? C18 C23 1.512(4) . ? C19 C20 1.385(5) . ? C20 C21 1.368(5) . ? C21 C22 1.390(5) . ? C22 C26 1.519(5) . ? C23 C24 1.521(5) . ? C23 C25 1.523(5) . ? C26 C27 1.513(7) . ? C26 C28 1.523(6) . ? Sn' N1' 2.215(3) 2_756 ? Sn' N1' 2.215(3) . ? Sn' N2' 2.389(2) . ? Sn' N2' 2.389(2) 2_756 ? N1' C3' 1.348(4) . ? N1' C5' 1.428(4) . ? N2' C3' 1.315(4) . ? N2' C17' 1.427(4) . ? C3' C4' 1.502(4) . ? C5' C6' 1.406(4) . ? C5' C10' 1.418(5) . ? C6' C7' 1.405(5) . ? C6' C11' 1.517(6) . ? C7' C8' 1.381(6) . ? C8' C9' 1.379(6) . ? C9' C10' 1.399(5) . ? C10' C14' 1.510(5) . ? C11' C12' 1.521(7) . ? C11' C13' 1.531(6) . ? C14' C15' 1.505(7) . ? C14' C16' 1.524(7) . ? C17' C18' 1.400(4) . ? C17' C22' 1.407(4) . ? C18' C19' 1.403(5) . ? C18' C23' 1.514(5) . ? C19' C20' 1.372(6) . ? C20' C21' 1.383(7) . ? C21' C22' 1.397(5) . ? C22' C26' 1.517(5) . ? C23' C24' 1.523(7) . ? C23' C25' 1.538(7) . ? C26' C27' 1.494(9) . ? C26' C28' 1.527(6) . ? 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 N1 Sn N1 101.33(12) 2_655 . ? N1 Sn N2 57.13(8) 2_655 2_655 ? N1 Sn N2 97.98(8) . 2_655 ? N1 Sn N2 97.98(8) 2_655 . ? N1 Sn N2 57.13(8) . . ? N2 Sn N2 142.84(11) 2_655 . ? C3 N1 C5 121.7(2) . . ? C3 N1 Sn 97.80(17) . . ? C5 N1 Sn 133.96(18) . . ? C3 N2 C17 119.9(2) . . ? C3 N2 Sn 87.59(16) . . ? C17 N2 Sn 145.61(18) . . ? N2 C3 N1 114.1(2) . . ? N2 C3 C4 123.1(2) . . ? N1 C3 C4 122.8(2) . . ? C6 C5 C10 121.4(3) . . ? C6 C5 N1 119.7(3) . . ? C10 C5 N1 119.0(3) . . ? C5 C6 C7 118.0(3) . . ? C5 C6 C11 122.4(3) . . ? C7 C6 C11 119.6(3) . . ? C8 C7 C6 121.1(3) . . ? C9 C8 C7 119.8(3) . . ? C8 C9 C10 122.1(3) . . ? C9 C10 C5 117.6(3) . . ? C9 C10 C14 120.5(3) . . ? C5 C10 C14 121.8(3) . . ? C6 C11 C13 113.0(3) . . ? C6 C11 C12 110.9(3) . . ? C13 C11 C12 111.5(4) . . ? C15 C14 C10 114.3(3) . . ? C15 C14 C16 108.4(4) . . ? C10 C14 C16 110.4(3) . . ? C18 C17 C22 119.7(3) . . ? C18 C17 N2 119.2(2) . . ? C22 C17 N2 121.0(3) . . ? C19 C18 C17 119.0(3) . . ? C19 C18 C23 119.3(3) . . ? C17 C18 C23 121.7(2) . . ? C20 C19 C18 120.9(3) . . ? C21 C20 C19 119.9(3) . . ? C20 C21 C22 121.7(3) . . ? C21 C22 C17 118.9(3) . . ? C21 C22 C26 120.0(3) . . ? C17 C22 C26 121.1(3) . . ? C18 C23 C24 112.8(3) . . ? C18 C23 C25 109.8(3) . . ? C24 C23 C25 111.0(4) . . ? C27 C26 C22 110.6(4) . . ? C27 C26 C28 110.4(4) . . ? C22 C26 C28 112.5(4) . . ? N1' Sn' N1' 102.89(13) 2_756 . ? N1' Sn' N2' 96.45(9) 2_756 . ? N1' Sn' N2' 57.92(9) . . ? N1' Sn' N2' 57.92(9) 2_756 2_756 ? N1' Sn' N2' 96.45(9) . 2_756 ? N2' Sn' N2' 140.74(12) . 2_756 ? C3' N1' C5' 121.1(2) . . ? C3' N1' Sn' 95.63(18) . . ? C5' N1' Sn' 138.23(19) . . ? C3' N2' C17' 120.3(2) . . ? C3' N2' Sn' 88.81(17) . . ? C17' N2' Sn' 142.3(2) . . ? N2' C3' N1' 114.1(2) . . ? N2' C3' C4' 123.1(3) . . ? N1' C3' C4' 122.7(3) . . ? C6' C5' C10' 120.8(3) . . ? C6' C5' N1' 119.7(3) . . ? C10' C5' N1' 119.5(3) . . ? C7' C6' C5' 118.6(4) . . ? C7' C6' C11' 118.7(3) . . ? C5' C6' C11' 122.8(3) . . ? C8' C7' C6' 120.9(4) . . ? C9' C8' C7' 120.1(4) . . ? C8' C9' C10' 121.5(4) . . ? C9' C10' C5' 118.1(3) . . ? C9' C10' C14' 120.3(4) . . ? C5' C10' C14' 121.6(3) . . ? C6' C11' C12' 111.2(3) . . ? C6' C11' C13' 112.8(4) . . ? C12' C11' C13' 110.2(4) . . ? C15' C14' C10' 113.7(4) . . ? C15' C14' C16' 109.0(5) . . ? C10' C14' C16' 111.3(4) . . ? C18' C17' C22' 120.2(3) . . ? C18' C17' N2' 119.0(3) . . ? C22' C17' N2' 120.7(3) . . ? C17' C18' C19' 118.9(3) . . ? C17' C18' C23' 121.4(3) . . ? C19' C18' C23' 119.7(3) . . ? C20' C19' C18' 121.3(4) . . ? C19' C20' C21' 119.6(3) . . ? C20' C21' C22' 121.3(4) . . ? C21' C22' C17' 118.7(3) . . ? C21' C22' C26' 119.5(3) . . ? C17' C22' C26' 121.9(3) . . ? C18' C23' C24' 112.7(4) . . ? C18' C23' C25' 109.1(4) . . ? C24' C23' C25' 111.1(5) . . ? C27' C26' C22' 110.5(5) . . ? C27' C26' C28' 110.1(5) . . ? C22' C26' C28' 113.1(4) . . ? _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 32.62 _diffrn_measured_fraction_theta_full 0.926 _refine_diff_density_max 1.376 _refine_diff_density_min -0.929 _refine_diff_density_rms 0.107 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 645833' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H43 Cl N2 Sn' _chemical_formula_weight 573.79 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' Cl Cl 0.1484 0.1585 '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 P2(1)/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 9.5201(4) _cell_length_b 16.9282(6) _cell_length_c 17.8114(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.911(2) _cell_angle_gamma 90.00 _cell_volume 2870.09(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 15486 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 28.94 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1192 _exptl_absorpt_coefficient_mu 1.002 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.614 _exptl_absorpt_correction_T_max 0.873 _exptl_absorpt_process_details 'SADABS v2.03, Sheldrick, G.M., (2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 25276 _diffrn_reflns_av_R_equivalents 0.0165 _diffrn_reflns_av_sigmaI/netI 0.0160 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 29.00 _reflns_number_total 6978 _reflns_number_gt 6069 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _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^)+(0.0214P)^2^+2.0266P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6978 _refine_ls_number_parameters 309 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0303 _refine_ls_R_factor_gt 0.0237 _refine_ls_wR_factor_ref 0.0583 _refine_ls_wR_factor_gt 0.0541 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.706559(12) 0.696834(7) 0.224507(7) 0.03042(4) Uani 1 1 d . . . Cl1 Cl 0.62710(7) 0.71214(3) 0.09511(3) 0.05365(15) Uani 1 1 d . . . N1 N 0.51213(13) 0.63981(7) 0.26226(7) 0.0203(2) Uani 1 1 d . . . N2 N 0.68706(13) 0.56672(8) 0.22501(7) 0.0223(3) Uani 1 1 d . . . C1 C 0.55819(15) 0.56548(9) 0.25380(8) 0.0189(3) Uani 1 1 d . . . C2 C 0.46933(16) 0.49066(9) 0.26620(9) 0.0226(3) Uani 1 1 d . . . C3 C 0.3912(3) 0.47520(15) 0.19182(13) 0.0567(7) Uani 1 1 d . . . H3A H 0.3340 0.4274 0.1963 0.085 Uiso 1 1 calc R . . H3B H 0.4594 0.4681 0.1517 0.085 Uiso 1 1 calc R . . H3C H 0.3303 0.5203 0.1798 0.085 Uiso 1 1 calc R . . C4 C 0.5561(2) 0.41745(11) 0.28544(16) 0.0505(6) Uani 1 1 d . . . H4A H 0.6120 0.4273 0.3312 0.076 Uiso 1 1 calc R . . H4B H 0.6189 0.4055 0.2439 0.076 Uiso 1 1 calc R . . H4C H 0.4932 0.3725 0.2936 0.076 Uiso 1 1 calc R . . C5 C 0.3605(2) 0.49983(12) 0.32726(13) 0.0501(6) Uani 1 1 d . . . H5A H 0.2949 0.5422 0.3134 0.075 Uiso 1 1 calc R . . H5B H 0.4078 0.5130 0.3749 0.075 Uiso 1 1 calc R . . H5C H 0.3087 0.4502 0.3328 0.075 Uiso 1 1 calc R . . C6 C 0.39610(16) 0.67184(9) 0.30195(9) 0.0217(3) Uani 1 1 d . . . C7 C 0.27648(16) 0.69801(9) 0.26197(9) 0.0235(3) Uani 1 1 d . . . C8 C 0.17191(18) 0.73723(10) 0.30173(11) 0.0310(4) Uani 1 1 d . . . H8 H 0.0903 0.7553 0.2756 0.037 Uiso 1 1 calc R . . C9 C 0.1844(2) 0.75029(11) 0.37804(11) 0.0370(4) Uani 1 1 d . . . H9 H 0.1123 0.7774 0.4038 0.044 Uiso 1 1 calc R . . C10 C 0.3019(2) 0.72384(11) 0.41691(10) 0.0360(4) Uani 1 1 d . . . H10 H 0.3095 0.7325 0.4695 0.043 Uiso 1 1 calc R . . C11 C 0.40955(19) 0.68459(9) 0.38013(9) 0.0278(3) Uani 1 1 d . . . C12 C 0.26026(17) 0.68663(10) 0.17783(9) 0.0274(3) Uani 1 1 d . . . H12 H 0.3373 0.6508 0.1613 0.033 Uiso 1 1 calc R . . C13 C 0.2778(2) 0.76574(12) 0.13714(11) 0.0430(5) Uani 1 1 d . . . H13A H 0.1999 0.8009 0.1498 0.065 Uiso 1 1 calc R . . H13B H 0.2778 0.7568 0.0828 0.065 Uiso 1 1 calc R . . H13C H 0.3669 0.7901 0.1528 0.065 Uiso 1 1 calc R . . C14 C 0.1198(2) 0.64775(15) 0.15597(13) 0.0502(6) Uani 1 1 d . . . H14A H 0.1092 0.5983 0.1839 0.075 Uiso 1 1 calc R . . H14B H 0.1180 0.6366 0.1020 0.075 Uiso 1 1 calc R . . H14C H 0.0425 0.6836 0.1680 0.075 Uiso 1 1 calc R . . C15 C 0.5394(2) 0.65778(11) 0.42384(10) 0.0362(4) Uani 1 1 d . . . H15 H 0.5863 0.6159 0.3936 0.043 Uiso 1 1 calc R . . C16 C 0.6440(2) 0.72609(14) 0.43374(12) 0.0470(5) Uani 1 1 d . . . H16A H 0.6633 0.7496 0.3847 0.071 Uiso 1 1 calc R . . H16B H 0.7318 0.7061 0.4561 0.071 Uiso 1 1 calc R . . H16C H 0.6040 0.7662 0.4667 0.071 Uiso 1 1 calc R . . C17 C 0.5059(3) 0.62198(14) 0.50056(12) 0.0534(6) Uani 1 1 d . . . H17A H 0.5920 0.6004 0.5234 0.080 Uiso 1 1 calc R . . H17B H 0.4367 0.5796 0.4941 0.080 Uiso 1 1 calc R . . H17C H 0.4677 0.6630 0.5332 0.080 Uiso 1 1 calc R . . C18 C 0.78803(16) 0.50560(9) 0.21309(9) 0.0241(3) Uani 1 1 d . . . C19 C 0.80915(17) 0.47660(10) 0.14014(10) 0.0275(3) Uani 1 1 d . . . C20 C 0.91901(18) 0.42320(11) 0.12931(11) 0.0341(4) Uani 1 1 d . . . H20 H 0.9354 0.4036 0.0803 0.041 Uiso 1 1 calc R . . C21 C 1.00428(18) 0.39826(11) 0.18809(12) 0.0384(4) Uani 1 1 d . . . H21 H 1.0777 0.3615 0.1796 0.046 Uiso 1 1 calc R . . C22 C 0.98197(18) 0.42724(11) 0.25933(12) 0.0352(4) Uani 1 1 d . . . H22 H 1.0409 0.4098 0.2996 0.042 Uiso 1 1 calc R . . C23 C 0.87540(17) 0.48135(10) 0.27383(10) 0.0279(3) Uani 1 1 d . . . C24 C 0.71779(18) 0.50057(11) 0.07314(10) 0.0308(4) Uani 1 1 d . . . H24 H 0.6406 0.5351 0.0918 0.037 Uiso 1 1 calc R . . C25 C 0.8013(2) 0.54778(14) 0.01579(12) 0.0462(5) Uani 1 1 d . . . H25A H 0.8456 0.5933 0.0406 0.069 Uiso 1 1 calc R . . H25B H 0.7379 0.5663 -0.0244 0.069 Uiso 1 1 calc R . . H25C H 0.8740 0.5140 -0.0056 0.069 Uiso 1 1 calc R . . C26 C 0.6503(2) 0.42799(13) 0.03497(13) 0.0474(5) Uani 1 1 d . . . H26A H 0.7238 0.3951 0.0131 0.071 Uiso 1 1 calc R . . H26B H 0.5850 0.4455 -0.0048 0.071 Uiso 1 1 calc R . . H26C H 0.5991 0.3972 0.0723 0.071 Uiso 1 1 calc R . . C27 C 0.85791(19) 0.51313(11) 0.35275(10) 0.0329(4) Uani 1 1 d . . . H27 H 0.7591 0.5325 0.3568 0.039 Uiso 1 1 calc R . . C28 C 0.9556(2) 0.58371(13) 0.36690(13) 0.0453(5) Uani 1 1 d . . . H28A H 1.0535 0.5667 0.3627 0.068 Uiso 1 1 calc R . . H28B H 0.9402 0.6046 0.4174 0.068 Uiso 1 1 calc R . . H28C H 0.9356 0.6250 0.3297 0.068 Uiso 1 1 calc R . . C29 C 0.8813(3) 0.45046(14) 0.41414(12) 0.0485(5) Uani 1 1 d . . . H29A H 0.8249 0.4035 0.4023 0.073 Uiso 1 1 calc R . . H29B H 0.8530 0.4719 0.4627 0.073 Uiso 1 1 calc R . . H29C H 0.9809 0.4360 0.4166 0.073 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 0.02691(6) 0.02209(6) 0.04246(8) 0.00298(5) 0.00597(5) -0.00473(4) Cl1 0.0778(4) 0.0473(3) 0.0364(3) 0.0179(2) 0.0186(3) 0.0145(3) N1 0.0212(6) 0.0191(6) 0.0206(6) 0.0007(5) 0.0005(5) -0.0001(5) N2 0.0206(6) 0.0207(6) 0.0257(7) 0.0013(5) 0.0013(5) 0.0003(5) C1 0.0205(7) 0.0197(7) 0.0163(7) 0.0013(5) -0.0025(5) -0.0006(5) C2 0.0223(7) 0.0195(7) 0.0262(8) 0.0010(6) 0.0014(6) -0.0015(6) C3 0.0709(16) 0.0546(14) 0.0441(12) 0.0101(10) -0.0206(11) -0.0394(12) C4 0.0291(9) 0.0228(9) 0.0996(19) 0.0168(10) 0.0043(10) -0.0018(7) C5 0.0601(13) 0.0258(9) 0.0655(14) -0.0032(9) 0.0374(11) -0.0111(9) C6 0.0271(8) 0.0164(7) 0.0216(7) 0.0003(6) 0.0035(6) -0.0003(6) C7 0.0245(8) 0.0184(7) 0.0275(8) 0.0006(6) 0.0022(6) 0.0004(6) C8 0.0288(8) 0.0237(8) 0.0406(10) -0.0004(7) 0.0061(7) 0.0034(6) C9 0.0433(10) 0.0279(9) 0.0404(10) -0.0049(8) 0.0187(8) 0.0040(8) C10 0.0545(12) 0.0285(9) 0.0253(9) -0.0041(7) 0.0112(8) 0.0007(8) C11 0.0394(9) 0.0217(8) 0.0223(8) -0.0001(6) 0.0021(7) 0.0000(7) C12 0.0251(8) 0.0298(9) 0.0272(8) -0.0028(6) -0.0041(6) 0.0049(6) C13 0.0610(13) 0.0374(11) 0.0305(10) 0.0048(8) -0.0049(9) 0.0147(9) C14 0.0285(10) 0.0693(15) 0.0525(13) -0.0215(11) -0.0061(9) -0.0016(10) C15 0.0543(12) 0.0323(9) 0.0217(8) -0.0019(7) -0.0077(8) 0.0055(8) C16 0.0560(13) 0.0530(13) 0.0317(10) -0.0007(9) -0.0135(9) -0.0047(10) C17 0.0885(18) 0.0423(12) 0.0291(10) 0.0072(9) -0.0114(11) -0.0009(11) C18 0.0174(7) 0.0218(7) 0.0332(9) 0.0010(6) 0.0017(6) 0.0000(6) C19 0.0211(7) 0.0267(8) 0.0348(9) 0.0001(7) 0.0035(6) 0.0002(6) C20 0.0263(8) 0.0331(9) 0.0430(10) -0.0056(8) 0.0064(7) 0.0030(7) C21 0.0235(8) 0.0321(10) 0.0596(13) -0.0044(9) 0.0011(8) 0.0071(7) C22 0.0230(8) 0.0335(10) 0.0488(11) 0.0028(8) -0.0078(8) 0.0031(7) C23 0.0207(7) 0.0260(8) 0.0370(9) 0.0028(7) -0.0025(6) -0.0015(6) C24 0.0268(8) 0.0361(9) 0.0297(9) -0.0030(7) 0.0035(7) 0.0060(7) C25 0.0410(11) 0.0609(14) 0.0371(11) 0.0075(10) 0.0097(9) 0.0093(10) C26 0.0401(11) 0.0500(13) 0.0519(13) -0.0180(10) -0.0091(9) 0.0076(9) C27 0.0275(8) 0.0344(9) 0.0364(10) 0.0024(7) -0.0074(7) 0.0018(7) C28 0.0442(11) 0.0408(11) 0.0505(12) -0.0059(9) -0.0116(9) -0.0051(9) C29 0.0567(13) 0.0486(13) 0.0400(11) 0.0087(9) -0.0120(10) 0.0019(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 N1 2.2022(13) . ? Sn1 N2 2.2104(13) . ? Sn1 Cl1 2.4282(6) . ? N1 C1 1.3418(19) . ? N1 C6 1.4279(19) . ? N2 C1 1.3374(19) . ? N2 C18 1.430(2) . ? C1 C2 1.541(2) . ? C2 C5 1.522(2) . ? C2 C4 1.525(2) . ? C2 C3 1.532(3) . ? C6 C7 1.405(2) . ? C6 C11 1.413(2) . ? C7 C8 1.398(2) . ? C7 C12 1.516(2) . ? C8 C9 1.380(3) . ? C9 C10 1.381(3) . ? C10 C11 1.394(2) . ? C11 C15 1.520(3) . ? C12 C13 1.533(3) . ? C12 C14 1.535(3) . ? C15 C17 1.533(3) . ? C15 C16 1.535(3) . ? C18 C19 1.406(2) . ? C18 C23 1.415(2) . ? C19 C20 1.398(2) . ? C19 C24 1.521(2) . ? C20 C21 1.381(3) . ? C21 C22 1.380(3) . ? C22 C23 1.394(2) . ? C23 C27 1.517(3) . ? C24 C25 1.530(3) . ? C24 C26 1.540(3) . ? C27 C28 1.533(3) . ? C27 C29 1.537(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 N1 Sn1 N2 59.40(5) . . ? N1 Sn1 Cl1 94.93(4) . . ? N2 Sn1 Cl1 94.89(4) . . ? C1 N1 C6 131.95(13) . . ? C1 N1 Sn1 95.68(9) . . ? C6 N1 Sn1 130.19(10) . . ? C1 N2 C18 131.93(13) . . ? C1 N2 Sn1 95.44(9) . . ? C18 N2 Sn1 131.57(10) . . ? N2 C1 N1 109.37(13) . . ? N2 C1 C2 125.23(13) . . ? N1 C1 C2 125.00(13) . . ? C5 C2 C4 107.15(16) . . ? C5 C2 C3 107.99(17) . . ? C4 C2 C3 108.02(18) . . ? C5 C2 C1 113.59(14) . . ? C4 C2 C1 113.78(13) . . ? C3 C2 C1 106.05(13) . . ? C7 C6 C11 120.75(15) . . ? C7 C6 N1 119.73(13) . . ? C11 C6 N1 119.16(14) . . ? C8 C7 C6 118.09(15) . . ? C8 C7 C12 119.91(15) . . ? C6 C7 C12 121.98(14) . . ? C9 C8 C7 121.59(17) . . ? C8 C9 C10 119.88(16) . . ? C9 C10 C11 120.99(17) . . ? C10 C11 C6 118.70(16) . . ? C10 C11 C15 120.00(16) . . ? C6 C11 C15 121.29(15) . . ? C7 C12 C13 110.25(14) . . ? C7 C12 C14 112.32(15) . . ? C13 C12 C14 110.83(17) . . ? C11 C15 C17 113.29(18) . . ? C11 C15 C16 110.80(16) . . ? C17 C15 C16 109.84(16) . . ? C19 C18 C23 120.94(15) . . ? C19 C18 N2 119.73(14) . . ? C23 C18 N2 118.99(15) . . ? C20 C19 C18 118.13(16) . . ? C20 C19 C24 118.95(16) . . ? C18 C19 C24 122.92(14) . . ? C21 C20 C19 121.68(18) . . ? C22 C21 C20 119.43(17) . . ? C21 C22 C23 121.81(17) . . ? C22 C23 C18 118.01(17) . . ? C22 C23 C27 119.72(16) . . ? C18 C23 C27 122.26(15) . . ? C19 C24 C25 111.50(15) . . ? C19 C24 C26 111.29(16) . . ? C25 C24 C26 109.86(17) . . ? C23 C27 C28 110.71(16) . . ? C23 C27 C29 113.43(16) . . ? C28 C27 C29 109.90(16) . . ? 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 N2 Sn1 N1 C1 2.00(8) . . . . ? Cl1 Sn1 N1 C1 94.77(8) . . . . ? N2 Sn1 N1 C6 166.45(15) . . . . ? Cl1 Sn1 N1 C6 -100.77(13) . . . . ? N1 Sn1 N2 C1 -2.00(8) . . . . ? Cl1 Sn1 N2 C1 -94.84(9) . . . . ? N1 Sn1 N2 C18 -171.02(15) . . . . ? Cl1 Sn1 N2 C18 96.14(13) . . . . ? C18 N2 C1 N1 171.96(15) . . . . ? Sn1 N2 C1 N1 3.00(12) . . . . ? C18 N2 C1 C2 -15.0(3) . . . . ? Sn1 N2 C1 C2 176.09(12) . . . . ? C6 N1 C1 N2 -167.04(15) . . . . ? Sn1 N1 C1 N2 -3.01(12) . . . . ? C6 N1 C1 C2 19.9(2) . . . . ? Sn1 N1 C1 C2 -176.12(12) . . . . ? N2 C1 C2 C5 155.41(17) . . . . ? N1 C1 C2 C5 -32.5(2) . . . . ? N2 C1 C2 C4 32.5(2) . . . . ? N1 C1 C2 C4 -155.51(17) . . . . ? N2 C1 C2 C3 -86.1(2) . . . . ? N1 C1 C2 C3 85.9(2) . . . . ? C1 N1 C6 C7 -105.35(19) . . . . ? Sn1 N1 C6 C7 95.66(16) . . . . ? C1 N1 C6 C11 81.5(2) . . . . ? Sn1 N1 C6 C11 -77.54(17) . . . . ? C11 C6 C7 C8 0.3(2) . . . . ? N1 C6 C7 C8 -172.79(14) . . . . ? C11 C6 C7 C12 178.79(15) . . . . ? N1 C6 C7 C12 5.7(2) . . . . ? C6 C7 C8 C9 0.0(2) . . . . ? C12 C7 C8 C9 -178.51(16) . . . . ? C7 C8 C9 C10 -0.5(3) . . . . ? C8 C9 C10 C11 0.6(3) . . . . ? C9 C10 C11 C6 -0.3(3) . . . . ? C9 C10 C11 C15 178.53(17) . . . . ? C7 C6 C11 C10 -0.1(2) . . . . ? N1 C6 C11 C10 172.99(15) . . . . ? C7 C6 C11 C15 -178.99(15) . . . . ? N1 C6 C11 C15 -5.9(2) . . . . ? C8 C7 C12 C13 71.1(2) . . . . ? C6 C7 C12 C13 -107.41(18) . . . . ? C8 C7 C12 C14 -53.1(2) . . . . ? C6 C7 C12 C14 128.45(17) . . . . ? C10 C11 C15 C17 41.8(2) . . . . ? C6 C11 C15 C17 -139.39(17) . . . . ? C10 C11 C15 C16 -82.2(2) . . . . ? C6 C11 C15 C16 96.64(19) . . . . ? C1 N2 C18 C19 104.6(2) . . . . ? Sn1 N2 C18 C19 -90.15(17) . . . . ? C1 N2 C18 C23 -82.1(2) . . . . ? Sn1 N2 C18 C23 83.18(18) . . . . ? C23 C18 C19 C20 -0.1(2) . . . . ? N2 C18 C19 C20 173.14(15) . . . . ? C23 C18 C19 C24 179.73(15) . . . . ? N2 C18 C19 C24 -7.1(2) . . . . ? C18 C19 C20 C21 0.8(3) . . . . ? C24 C19 C20 C21 -179.02(17) . . . . ? C19 C20 C21 C22 -0.7(3) . . . . ? C20 C21 C22 C23 -0.1(3) . . . . ? C21 C22 C23 C18 0.8(3) . . . . ? C21 C22 C23 C27 -178.28(17) . . . . ? C19 C18 C23 C22 -0.7(2) . . . . ? N2 C18 C23 C22 -173.93(15) . . . . ? C19 C18 C23 C27 178.34(15) . . . . ? N2 C18 C23 C27 5.1(2) . . . . ? C20 C19 C24 C25 -66.1(2) . . . . ? C18 C19 C24 C25 114.10(19) . . . . ? C20 C19 C24 C26 56.9(2) . . . . ? C18 C19 C24 C26 -122.84(18) . . . . ? C22 C23 C27 C28 84.8(2) . . . . ? C18 C23 C27 C28 -94.25(19) . . . . ? C22 C23 C27 C29 -39.3(2) . . . . ? C18 C23 C27 C29 141.66(17) . . . . ? _diffrn_measured_fraction_theta_max 0.915 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.717 _refine_diff_density_min -0.617 _refine_diff_density_rms 0.058 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 645834' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H50 N2 O Sn' _chemical_formula_sum 'C32 H50 N2 O Sn' _chemical_formula_weight 597.43 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' O O 0.0106 0.0060 '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 orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 18.3898(5) _cell_length_b 17.9716(4) _cell_length_c 19.1257(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6320.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 27448 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 28.84 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.256 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2512 _exptl_absorpt_coefficient_mu 0.833 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.691 _exptl_absorpt_correction_T_max 0.892 _exptl_absorpt_process_details 'SADABS, v2.03 (Sheldrick, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 53703 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0136 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 29.08 _reflns_number_total 7878 _reflns_number_gt 6329 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _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^)+(0.0214P)^2^+6.6377P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7878 _refine_ls_number_parameters 338 _refine_ls_number_restraints 99 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0249 _refine_ls_wR_factor_ref 0.0656 _refine_ls_wR_factor_gt 0.0562 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.214325(7) 0.834377(7) 0.056860(6) 0.02196(4) Uani 1 1 d . . . N1 N 0.22071(8) 0.95310(8) 0.02771(8) 0.0220(3) Uani 1 1 d . . . N2 N 0.32125(8) 0.89014(8) 0.04353(8) 0.0201(3) Uani 1 1 d . . . C1 C 0.29319(9) 0.95543(9) 0.02216(9) 0.0187(3) Uani 1 1 d . . . C2 C 0.33918(10) 1.02334(10) 0.00032(10) 0.0237(4) Uani 1 1 d U . . C3 C 0.38528(15) 1.04586(14) 0.06322(14) 0.0470(6) Uani 1 1 d U . . H3A H 0.3535 1.0555 0.1034 0.071 Uiso 1 1 calc R . . H3B H 0.4128 1.0910 0.0520 0.071 Uiso 1 1 calc R . . H3C H 0.4191 1.0055 0.0747 0.071 Uiso 1 1 calc R . . C4 C 0.38953(14) 1.00473(13) -0.06069(14) 0.0458(6) Uani 1 1 d U . . H4A H 0.4167 1.0493 -0.0743 0.069 Uiso 1 1 calc R . . H4B H 0.3605 0.9873 -0.1004 0.069 Uiso 1 1 calc R . . H4C H 0.4236 0.9656 -0.0465 0.069 Uiso 1 1 calc R . . C5 C 0.29372(12) 1.09133(12) -0.02160(13) 0.0366(5) Uani 1 1 d U . . H5A H 0.2627 1.1068 0.0175 0.055 Uiso 1 1 calc R . . H5B H 0.2632 1.0782 -0.0618 0.055 Uiso 1 1 calc R . . H5C H 0.3263 1.1323 -0.0344 0.055 Uiso 1 1 calc R . . C6 C 0.16486(9) 1.00118(10) 0.00285(10) 0.0216(3) Uani 1 1 d . . . C7 C 0.13158(10) 1.05139(10) 0.04965(10) 0.0250(4) Uani 1 1 d . . . C8 C 0.07126(11) 1.09187(11) 0.02610(12) 0.0311(4) Uani 1 1 d . . . H8 H 0.0485 1.1264 0.0567 0.037 Uiso 1 1 calc R . . C9 C 0.04430(11) 1.08256(12) -0.04062(12) 0.0340(5) Uani 1 1 d . . . H9 H 0.0030 1.1101 -0.0554 0.041 Uiso 1 1 calc R . . C10 C 0.07728(11) 1.03326(11) -0.08586(11) 0.0312(4) Uani 1 1 d . . . H10 H 0.0585 1.0275 -0.1318 0.037 Uiso 1 1 calc R . . C11 C 0.13794(10) 0.99151(11) -0.06532(10) 0.0257(4) Uani 1 1 d . . . C12 C 0.15868(11) 1.06123(12) 0.12407(11) 0.0304(4) Uani 1 1 d U . . H12 H 0.2066 1.0353 0.1280 0.037 Uiso 1 1 calc R . . C13 C 0.10652(13) 1.02491(13) 0.17609(12) 0.0400(5) Uani 1 1 d U . . H13A H 0.0592 1.0499 0.1738 0.060 Uiso 1 1 calc R . . H13B H 0.1263 1.0294 0.2235 0.060 Uiso 1 1 calc R . . H13C H 0.1006 0.9722 0.1643 0.060 Uiso 1 1 calc R . . C14 C 0.17033(16) 1.14330(14) 0.14315(14) 0.0509(6) Uani 1 1 d U . . H14A H 0.2024 1.1665 0.1085 0.076 Uiso 1 1 calc R . . H14B H 0.1927 1.1467 0.1896 0.076 Uiso 1 1 calc R . . H14C H 0.1234 1.1691 0.1435 0.076 Uiso 1 1 calc R . . C15 C 0.17124(12) 0.93606(12) -0.11665(10) 0.0321(4) Uani 1 1 d U . . H15 H 0.2113 0.9093 -0.0917 0.039 Uiso 1 1 calc R . . C16 C 0.11603(16) 0.87792(14) -0.14011(15) 0.0538(7) Uani 1 1 d U . . H16A H 0.0939 0.8546 -0.0990 0.081 Uiso 1 1 calc R . . H16B H 0.1406 0.8399 -0.1682 0.081 Uiso 1 1 calc R . . H16C H 0.0781 0.9019 -0.1682 0.081 Uiso 1 1 calc R . . C17 C 0.20446(14) 0.97380(16) -0.18055(13) 0.0490(6) Uani 1 1 d U . . H17A H 0.2282 0.9364 -0.2100 0.074 Uiso 1 1 calc R . . H17B H 0.2404 1.0107 -0.1654 0.074 Uiso 1 1 calc R . . H17C H 0.1661 0.9986 -0.2074 0.074 Uiso 1 1 calc R . . C18 C 0.39258(9) 0.85999(9) 0.04138(9) 0.0196(3) Uani 1 1 d . . . C19 C 0.43466(10) 0.85737(10) 0.10305(9) 0.0216(3) Uani 1 1 d . . . C20 C 0.50098(10) 0.81943(11) 0.10154(11) 0.0272(4) Uani 1 1 d . . . H20 H 0.5297 0.8173 0.1428 0.033 Uiso 1 1 calc R . . C21 C 0.52581(10) 0.78483(11) 0.04136(11) 0.0280(4) Uani 1 1 d . . . H21 H 0.5714 0.7600 0.0412 0.034 Uiso 1 1 calc R . . C22 C 0.48365(10) 0.78675(10) -0.01854(10) 0.0265(4) Uani 1 1 d . . . H22 H 0.5007 0.7627 -0.0596 0.032 Uiso 1 1 calc R . . C23 C 0.41679(10) 0.82320(10) -0.01998(10) 0.0226(4) Uani 1 1 d . . . C24 C 0.40936(10) 0.89255(11) 0.17126(10) 0.0251(4) Uani 1 1 d U . . H24 H 0.3653 0.9234 0.1611 0.030 Uiso 1 1 calc R . . C25 C 0.38798(12) 0.83223(12) 0.22401(11) 0.0351(5) Uani 1 1 d U . . H25A H 0.3469 0.8035 0.2056 0.053 Uiso 1 1 calc R . . H25B H 0.3739 0.8556 0.2683 0.053 Uiso 1 1 calc R . . H25C H 0.4294 0.7990 0.2319 0.053 Uiso 1 1 calc R . . C26 C 0.46775(12) 0.94351(13) 0.20300(11) 0.0350(5) Uani 1 1 d U . . H26A H 0.4476 0.9694 0.2437 0.052 Uiso 1 1 calc R . . H26B H 0.4832 0.9801 0.1680 0.052 Uiso 1 1 calc R . . H26C H 0.5097 0.9135 0.2175 0.052 Uiso 1 1 calc R . . C27 C 0.37057(11) 0.81988(11) -0.08597(10) 0.0301(4) Uani 1 1 d U . . H27 H 0.3327 0.8596 -0.0825 0.036 Uiso 1 1 calc R . . C28 C 0.33128(13) 0.74479(14) -0.09074(13) 0.0424(5) Uani 1 1 d U . . H28A H 0.3672 0.7048 -0.0957 0.064 Uiso 1 1 calc R . . H28B H 0.2989 0.7448 -0.1314 0.064 Uiso 1 1 calc R . . H28C H 0.3027 0.7367 -0.0482 0.064 Uiso 1 1 calc R . . C29 C 0.41490(15) 0.83421(15) -0.15291(11) 0.0456(6) Uani 1 1 d U . . H29A H 0.4414 0.8813 -0.1483 0.068 Uiso 1 1 calc R . . H29B H 0.3820 0.8370 -0.1931 0.068 Uiso 1 1 calc R . . H29C H 0.4496 0.7935 -0.1599 0.068 Uiso 1 1 calc R . . O1 O 0.20765(8) 0.85669(8) 0.15941(7) 0.0325(3) Uani 1 1 d . . . C30 C 0.18014(11) 0.80515(12) 0.20944(11) 0.0309(4) Uani 1 1 d U . . H30 H 0.2132 0.7609 0.2107 0.037 Uiso 1 1 calc R . . C31 C 0.10366(13) 0.77865(16) 0.19127(13) 0.0470(6) Uani 1 1 d U . . H31A H 0.0715 0.8218 0.1858 0.070 Uiso 1 1 calc R . . H31B H 0.0853 0.7467 0.2289 0.070 Uiso 1 1 calc R . . H31C H 0.1050 0.7504 0.1475 0.070 Uiso 1 1 calc R . . C32 C 0.18168(12) 0.84232(13) 0.28033(11) 0.0356(5) Uani 1 1 d U . . H32A H 0.2313 0.8587 0.2908 0.053 Uiso 1 1 calc R . . H32B H 0.1656 0.8069 0.3161 0.053 Uiso 1 1 calc R . . H32C H 0.1491 0.8855 0.2800 0.053 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 0.02143(7) 0.02028(7) 0.02418(7) 0.00143(5) -0.00071(5) -0.00366(5) N1 0.0197(7) 0.0219(7) 0.0244(8) 0.0039(6) 0.0001(6) 0.0011(6) N2 0.0183(7) 0.0205(7) 0.0216(7) 0.0009(6) 0.0001(6) -0.0003(6) C1 0.0204(8) 0.0194(8) 0.0164(8) -0.0005(6) 0.0008(6) -0.0002(6) C2 0.0221(9) 0.0206(8) 0.0284(9) 0.0038(7) 0.0012(7) -0.0023(7) C3 0.0500(14) 0.0358(12) 0.0553(15) 0.0108(11) -0.0170(12) -0.0175(11) C4 0.0460(13) 0.0312(11) 0.0603(15) 0.0082(11) 0.0258(12) 0.0014(10) C5 0.0324(11) 0.0261(10) 0.0514(14) 0.0085(9) 0.0036(9) -0.0020(8) C6 0.0175(8) 0.0192(8) 0.0282(9) 0.0037(7) 0.0003(7) 0.0002(6) C7 0.0222(9) 0.0226(9) 0.0303(10) 0.0019(7) 0.0032(7) -0.0012(7) C8 0.0263(10) 0.0257(9) 0.0413(12) 0.0017(9) 0.0049(9) 0.0056(8) C9 0.0253(10) 0.0318(11) 0.0448(12) 0.0080(9) -0.0019(9) 0.0075(8) C10 0.0288(10) 0.0323(10) 0.0324(11) 0.0068(8) -0.0063(8) 0.0020(8) C11 0.0240(9) 0.0249(9) 0.0282(10) 0.0035(7) 0.0001(7) 0.0008(7) C12 0.0282(10) 0.0330(10) 0.0301(10) -0.0059(8) 0.0026(8) 0.0016(8) C13 0.0468(13) 0.0413(12) 0.0320(11) 0.0013(9) 0.0052(10) -0.0015(10) C14 0.0664(17) 0.0429(13) 0.0434(14) -0.0118(11) 0.0062(12) -0.0153(12) C15 0.0350(11) 0.0353(11) 0.0262(10) -0.0003(8) -0.0030(8) 0.0077(9) C16 0.0681(18) 0.0361(13) 0.0572(16) -0.0111(12) 0.0157(14) -0.0103(12) C17 0.0498(15) 0.0579(16) 0.0393(13) -0.0066(11) 0.0143(11) -0.0058(12) C18 0.0174(8) 0.0168(7) 0.0246(9) 0.0021(6) 0.0008(6) 0.0006(6) C19 0.0196(8) 0.0216(8) 0.0236(9) 0.0024(7) 0.0000(7) -0.0020(7) C20 0.0220(9) 0.0298(10) 0.0300(10) 0.0056(8) -0.0041(8) -0.0003(7) C21 0.0192(9) 0.0233(9) 0.0415(11) 0.0039(8) 0.0024(8) 0.0040(7) C22 0.0273(9) 0.0212(9) 0.0310(10) -0.0022(7) 0.0053(8) 0.0017(7) C23 0.0243(9) 0.0203(8) 0.0231(9) 0.0000(7) 0.0015(7) 0.0004(7) C24 0.0237(9) 0.0315(10) 0.0201(9) 0.0009(7) -0.0009(7) -0.0016(7) C25 0.0346(11) 0.0424(12) 0.0284(10) 0.0091(9) 0.0038(9) -0.0012(9) C26 0.0346(11) 0.0439(12) 0.0264(10) -0.0064(9) -0.0009(8) -0.0068(9) C27 0.0333(10) 0.0334(10) 0.0236(9) -0.0057(8) -0.0030(8) 0.0069(8) C28 0.0396(12) 0.0443(13) 0.0431(13) -0.0175(10) -0.0085(10) -0.0018(10) C29 0.0571(15) 0.0559(15) 0.0238(11) -0.0027(10) 0.0041(10) 0.0107(12) O1 0.0376(8) 0.0347(7) 0.0254(7) 0.0032(6) 0.0063(6) -0.0102(6) C30 0.0288(10) 0.0339(10) 0.0299(10) 0.0073(8) 0.0051(8) -0.0027(8) C31 0.0399(13) 0.0622(16) 0.0388(13) 0.0080(11) 0.0015(10) -0.0201(12) C32 0.0300(10) 0.0478(13) 0.0289(10) 0.0052(9) 0.0029(8) 0.0001(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 O1 2.0056(14) . ? Sn1 N1 2.2085(15) . ? Sn1 N2 2.2216(15) . ? N1 C1 1.338(2) . ? N1 C6 1.424(2) . ? N2 C1 1.345(2) . ? N2 C18 1.420(2) . ? C1 C2 1.543(2) . ? C2 C3 1.526(3) . ? C2 C4 1.527(3) . ? C2 C5 1.539(3) . ? C6 C11 1.405(3) . ? C6 C7 1.411(3) . ? C7 C8 1.401(3) . ? C7 C12 1.518(3) . ? C8 C9 1.379(3) . ? C9 C10 1.379(3) . ? C10 C11 1.401(3) . ? C11 C15 1.527(3) . ? C12 C13 1.528(3) . ? C12 C14 1.534(3) . ? C15 C16 1.525(3) . ? C15 C17 1.525(3) . ? C18 C19 1.411(2) . ? C18 C23 1.419(2) . ? C19 C20 1.398(3) . ? C19 C24 1.522(3) . ? C20 C21 1.386(3) . ? C21 C22 1.384(3) . ? C22 C23 1.393(3) . ? C23 C27 1.523(3) . ? C24 C25 1.532(3) . ? C24 C26 1.536(3) . ? C27 C28 1.533(3) . ? C27 C29 1.540(3) . ? O1 C30 1.425(2) . ? C30 C32 1.512(3) . ? C30 C31 1.525(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 O1 Sn1 N1 93.27(6) . . ? O1 Sn1 N2 94.37(5) . . ? N1 Sn1 N2 59.21(5) . . ? C1 N1 C6 132.32(15) . . ? C1 N1 Sn1 95.93(11) . . ? C6 N1 Sn1 129.20(11) . . ? C1 N2 C18 132.72(15) . . ? C1 N2 Sn1 95.09(11) . . ? C18 N2 Sn1 130.46(11) . . ? N1 C1 N2 109.32(15) . . ? N1 C1 C2 126.34(16) . . ? N2 C1 C2 124.19(15) . . ? C3 C2 C4 108.89(19) . . ? C3 C2 C5 107.81(18) . . ? C4 C2 C5 107.17(17) . . ? C3 C2 C1 107.51(16) . . ? C4 C2 C1 111.48(16) . . ? C5 C2 C1 113.84(15) . . ? C11 C6 C7 120.99(17) . . ? C11 C6 N1 119.26(16) . . ? C7 C6 N1 119.29(17) . . ? C8 C7 C6 118.14(18) . . ? C8 C7 C12 120.05(18) . . ? C6 C7 C12 121.80(17) . . ? C9 C8 C7 121.27(19) . . ? C10 C9 C8 120.03(19) . . ? C9 C10 C11 121.23(19) . . ? C10 C11 C6 118.33(18) . . ? C10 C11 C15 119.25(18) . . ? C6 C11 C15 122.40(17) . . ? C7 C12 C13 110.76(17) . . ? C7 C12 C14 112.37(19) . . ? C13 C12 C14 110.08(18) . . ? C16 C15 C17 109.61(19) . . ? C16 C15 C11 111.68(18) . . ? C17 C15 C11 112.68(18) . . ? C19 C18 C23 120.24(16) . . ? C19 C18 N2 119.67(16) . . ? C23 C18 N2 119.46(16) . . ? C20 C19 C18 118.52(17) . . ? C20 C19 C24 119.14(17) . . ? C18 C19 C24 122.32(16) . . ? C21 C20 C19 121.58(18) . . ? C22 C21 C20 119.46(17) . . ? C21 C22 C23 121.50(18) . . ? C22 C23 C18 118.67(17) . . ? C22 C23 C27 119.37(17) . . ? C18 C23 C27 121.92(16) . . ? C19 C24 C25 110.41(16) . . ? C19 C24 C26 111.88(16) . . ? C25 C24 C26 109.93(17) . . ? C23 C27 C28 110.30(17) . . ? C23 C27 C29 112.77(18) . . ? C28 C27 C29 110.32(18) . . ? C30 O1 Sn1 123.27(13) . . ? O1 C30 C32 107.97(17) . . ? O1 C30 C31 112.17(18) . . ? C32 C30 C31 111.08(18) . . ? 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 O1 Sn1 N1 C1 97.32(11) . . . . ? N2 Sn1 N1 C1 4.18(10) . . . . ? O1 Sn1 N1 C6 -99.30(16) . . . . ? N2 Sn1 N1 C6 167.56(18) . . . . ? O1 Sn1 N2 C1 -95.35(11) . . . . ? N1 Sn1 N2 C1 -4.15(10) . . . . ? O1 Sn1 N2 C18 98.47(15) . . . . ? N1 Sn1 N2 C18 -170.33(17) . . . . ? C6 N1 C1 N2 -168.84(18) . . . . ? Sn1 N1 C1 N2 -6.28(15) . . . . ? C6 N1 C1 C2 15.5(3) . . . . ? Sn1 N1 C1 C2 178.08(15) . . . . ? C18 N2 C1 N1 171.92(17) . . . . ? Sn1 N2 C1 N1 6.24(15) . . . . ? C18 N2 C1 C2 -12.3(3) . . . . ? Sn1 N2 C1 C2 -178.02(15) . . . . ? N1 C1 C2 C3 114.7(2) . . . . ? N2 C1 C2 C3 -60.3(2) . . . . ? N1 C1 C2 C4 -126.0(2) . . . . ? N2 C1 C2 C4 58.9(2) . . . . ? N1 C1 C2 C5 -4.7(3) . . . . ? N2 C1 C2 C5 -179.68(17) . . . . ? C1 N1 C6 C11 85.7(3) . . . . ? Sn1 N1 C6 C11 -71.6(2) . . . . ? C1 N1 C6 C7 -101.9(2) . . . . ? Sn1 N1 C6 C7 100.70(19) . . . . ? C11 C6 C7 C8 -0.5(3) . . . . ? N1 C6 C7 C8 -172.73(16) . . . . ? C11 C6 C7 C12 178.47(17) . . . . ? N1 C6 C7 C12 6.3(3) . . . . ? C6 C7 C8 C9 0.8(3) . . . . ? C12 C7 C8 C9 -178.24(19) . . . . ? C7 C8 C9 C10 -0.7(3) . . . . ? C8 C9 C10 C11 0.4(3) . . . . ? C9 C10 C11 C6 -0.2(3) . . . . ? C9 C10 C11 C15 178.31(19) . . . . ? C7 C6 C11 C10 0.2(3) . . . . ? N1 C6 C11 C10 172.46(17) . . . . ? C7 C6 C11 C15 -178.21(18) . . . . ? N1 C6 C11 C15 -6.0(3) . . . . ? C8 C7 C12 C13 72.5(2) . . . . ? C6 C7 C12 C13 -106.5(2) . . . . ? C8 C7 C12 C14 -51.1(3) . . . . ? C6 C7 C12 C14 129.9(2) . . . . ? C10 C11 C15 C16 -58.3(3) . . . . ? C6 C11 C15 C16 120.2(2) . . . . ? C10 C11 C15 C17 65.6(3) . . . . ? C6 C11 C15 C17 -115.9(2) . . . . ? C1 N2 C18 C19 104.3(2) . . . . ? Sn1 N2 C18 C19 -94.61(18) . . . . ? C1 N2 C18 C23 -84.8(2) . . . . ? Sn1 N2 C18 C23 76.3(2) . . . . ? C23 C18 C19 C20 1.5(3) . . . . ? N2 C18 C19 C20 172.36(16) . . . . ? C23 C18 C19 C24 -176.86(16) . . . . ? N2 C18 C19 C24 -6.0(3) . . . . ? C18 C19 C20 C21 0.0(3) . . . . ? C24 C19 C20 C21 178.42(17) . . . . ? C19 C20 C21 C22 -1.0(3) . . . . ? C20 C21 C22 C23 0.4(3) . . . . ? C21 C22 C23 C18 1.0(3) . . . . ? C21 C22 C23 C27 -176.51(18) . . . . ? C19 C18 C23 C22 -2.0(3) . . . . ? N2 C18 C23 C22 -172.90(16) . . . . ? C19 C18 C23 C27 175.47(17) . . . . ? N2 C18 C23 C27 4.6(3) . . . . ? C20 C19 C24 C25 -70.2(2) . . . . ? C18 C19 C24 C25 108.1(2) . . . . ? C20 C19 C24 C26 52.6(2) . . . . ? C18 C19 C24 C26 -129.07(19) . . . . ? C22 C23 C27 C28 78.2(2) . . . . ? C18 C23 C27 C28 -99.3(2) . . . . ? C22 C23 C27 C29 -45.6(2) . . . . ? C18 C23 C27 C29 136.91(19) . . . . ? N1 Sn1 O1 C30 160.20(15) . . . . ? N2 Sn1 O1 C30 -140.46(15) . . . . ? Sn1 O1 C30 C32 -178.45(13) . . . . ? Sn1 O1 C30 C31 -55.7(2) . . . . ? _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.755 _refine_diff_density_min -0.325 _refine_diff_density_rms 0.064 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 645835' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H49 N3 Sn' _chemical_formula_weight 582.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0495(9) _cell_length_b 11.0334(10) _cell_length_c 15.5989(14) _cell_angle_alpha 99.131(2) _cell_angle_beta 107.283(2) _cell_angle_gamma 106.213(2) _cell_volume 1529.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8995 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 28.70 _exptl_crystal_description column _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 0.857 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.659 _exptl_absorpt_correction_T_max 0.935 _exptl_absorpt_process_details 'SADABS, v2.03 Sheldrick, G.M. (2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 13187 _diffrn_reflns_av_R_equivalents 0.0214 _diffrn_reflns_av_sigmaI/netI 0.0349 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.87 _reflns_number_total 6970 _reflns_number_gt 6286 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _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^)+(0.0365P)^2^+0.4090P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6970 _refine_ls_number_parameters 329 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0331 _refine_ls_R_factor_gt 0.0280 _refine_ls_wR_factor_ref 0.0704 _refine_ls_wR_factor_gt 0.0679 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn -0.177516(14) 0.154532(13) 0.136129(9) 0.02013(5) Uani 1 1 d . . . N1 N 0.05384(17) 0.16974(16) 0.22298(11) 0.0187(3) Uani 1 1 d . . . N2 N -0.12165(17) 0.13528(15) 0.28229(11) 0.0174(3) Uani 1 1 d . . . C1 C 0.0193(2) 0.14054(17) 0.29504(13) 0.0167(4) Uani 1 1 d . . . C2 C 0.1252(2) 0.1283(2) 0.38516(14) 0.0203(4) Uani 1 1 d . . . C3 C 0.1286(2) 0.2289(2) 0.46730(15) 0.0293(5) Uani 1 1 d . . . H3A H 0.0304 0.2050 0.4726 0.044 Uiso 1 1 calc R . . H3B H 0.1550 0.3161 0.4565 0.044 Uiso 1 1 calc R . . H3C H 0.2024 0.2294 0.5250 0.044 Uiso 1 1 calc R . . C4 C 0.0722(2) -0.0089(2) 0.40032(15) 0.0265(4) Uani 1 1 d . . . H4A H 0.1402 -0.0116 0.4593 0.040 Uiso 1 1 calc R . . H4B H 0.0707 -0.0741 0.3490 0.040 Uiso 1 1 calc R . . H4C H -0.0280 -0.0285 0.4023 0.040 Uiso 1 1 calc R . . C5 C 0.2866(2) 0.1586(2) 0.38926(15) 0.0288(5) Uani 1 1 d . . . H5A H 0.3501 0.1614 0.4514 0.043 Uiso 1 1 calc R . . H5B H 0.3214 0.2435 0.3763 0.043 Uiso 1 1 calc R . . H5C H 0.2909 0.0903 0.3427 0.043 Uiso 1 1 calc R . . C6 C 0.1775(2) 0.1675(2) 0.19573(13) 0.0199(4) Uani 1 1 d . . . C7 C 0.2713(2) 0.2853(2) 0.19098(15) 0.0255(4) Uani 1 1 d . . . C8 C 0.3845(2) 0.2820(2) 0.15701(16) 0.0314(5) Uani 1 1 d . . . H8 H 0.4489 0.3613 0.1539 0.038 Uiso 1 1 calc R . . C9 C 0.4043(2) 0.1658(3) 0.12787(16) 0.0332(5) Uani 1 1 d . . . H9 H 0.4827 0.1654 0.1058 0.040 Uiso 1 1 calc R . . C10 C 0.3093(2) 0.0498(2) 0.13094(15) 0.0283(5) Uani 1 1 d . . . H10 H 0.3233 -0.0300 0.1106 0.034 Uiso 1 1 calc R . . C11 C 0.1935(2) 0.0476(2) 0.16328(14) 0.0219(4) Uani 1 1 d . . . C12 C 0.2527(3) 0.4146(2) 0.2214(2) 0.0390(6) Uani 1 1 d . . . H12 H 0.1576 0.3953 0.2336 0.047 Uiso 1 1 calc R . . C13 C 0.2402(4) 0.4880(3) 0.1466(3) 0.0647(9) Uani 1 1 d . . . H13A H 0.3297 0.5045 0.1306 0.097 Uiso 1 1 calc R . . H13B H 0.2298 0.5715 0.1697 0.097 Uiso 1 1 calc R . . H13C H 0.1529 0.4354 0.0911 0.097 Uiso 1 1 calc R . . C14 C 0.3784(4) 0.5024(3) 0.3124(2) 0.0593(8) Uani 1 1 d . . . H14A H 0.4736 0.5222 0.3031 0.089 Uiso 1 1 calc R . . H14B H 0.3809 0.4569 0.3617 0.089 Uiso 1 1 calc R . . H14C H 0.3608 0.5841 0.3305 0.089 Uiso 1 1 calc R . . C15 C 0.0855(2) -0.0830(2) 0.15904(15) 0.0241(4) Uani 1 1 d . . . H15 H 0.0353 -0.0656 0.2038 0.029 Uiso 1 1 calc R . . C16 C -0.0351(3) -0.1438(2) 0.06209(16) 0.0351(5) Uani 1 1 d . . . H16A H -0.0881 -0.0834 0.0464 0.053 Uiso 1 1 calc R . . H16B H -0.1053 -0.2263 0.0615 0.053 Uiso 1 1 calc R . . H16C H 0.0108 -0.1607 0.0163 0.053 Uiso 1 1 calc R . . C17 C 0.1617(3) -0.1800(3) 0.1878(2) 0.0435(6) Uani 1 1 d . . . H17A H 0.2043 -0.2054 0.1419 0.065 Uiso 1 1 calc R . . H17B H 0.0888 -0.2579 0.1909 0.065 Uiso 1 1 calc R . . H17C H 0.2409 -0.1389 0.2490 0.065 Uiso 1 1 calc R . . C18 C -0.2223(2) 0.07449(19) 0.32392(13) 0.0188(4) Uani 1 1 d . . . C19 C -0.2600(2) 0.1521(2) 0.38765(13) 0.0210(4) Uani 1 1 d . . . C20 C -0.3706(2) 0.0907(2) 0.41900(15) 0.0269(4) Uani 1 1 d . . . H20 H -0.3958 0.1424 0.4622 0.032 Uiso 1 1 calc R . . C21 C -0.4445(2) -0.0425(2) 0.38932(16) 0.0305(5) Uani 1 1 d . . . H21 H -0.5189 -0.0820 0.4123 0.037 Uiso 1 1 calc R . . C22 C -0.4095(2) -0.1183(2) 0.32567(15) 0.0277(4) Uani 1 1 d . . . H22 H -0.4604 -0.2103 0.3052 0.033 Uiso 1 1 calc R . . C23 C -0.3005(2) -0.0619(2) 0.29105(14) 0.0218(4) Uani 1 1 d . . . C24 C -0.1923(2) 0.3003(2) 0.41828(15) 0.0259(4) Uani 1 1 d . . . H24 H -0.1034 0.3268 0.3999 0.031 Uiso 1 1 calc R . . C25 C -0.3039(3) 0.3588(2) 0.36738(18) 0.0377(6) Uani 1 1 d . . . H25A H -0.3297 0.3281 0.3001 0.057 Uiso 1 1 calc R . . H25B H -0.2596 0.4545 0.3869 0.057 Uiso 1 1 calc R . . H25C H -0.3937 0.3314 0.3826 0.057 Uiso 1 1 calc R . . C26 C -0.1414(3) 0.3561(3) 0.52402(17) 0.0391(6) Uani 1 1 d . . . H26A H -0.2283 0.3395 0.5428 0.059 Uiso 1 1 calc R . . H26B H -0.0884 0.4507 0.5406 0.059 Uiso 1 1 calc R . . H26C H -0.0751 0.3139 0.5561 0.059 Uiso 1 1 calc R . . C27 C -0.2793(2) -0.1496(2) 0.21428(15) 0.0266(4) Uani 1 1 d . . . H27 H -0.1906 -0.0975 0.2027 0.032 Uiso 1 1 calc R . . C28 C -0.4145(3) -0.1910(2) 0.12376(17) 0.0371(5) Uani 1 1 d . . . H28A H -0.5026 -0.2447 0.1327 0.056 Uiso 1 1 calc R . . H28B H -0.3964 -0.2418 0.0737 0.056 Uiso 1 1 calc R . . H28C H -0.4307 -0.1129 0.1072 0.056 Uiso 1 1 calc R . . C29 C -0.2517(3) -0.2722(2) 0.2394(2) 0.0395(6) Uani 1 1 d . . . H29A H -0.1702 -0.2460 0.2995 0.059 Uiso 1 1 calc R . . H29B H -0.2253 -0.3179 0.1913 0.059 Uiso 1 1 calc R . . H29C H -0.3420 -0.3305 0.2433 0.059 Uiso 1 1 calc R . . N3 N -0.1517(2) 0.34857(18) 0.16110(12) 0.0274(4) Uani 1 1 d . . . C30 C -0.2273(3) 0.3956(3) 0.08596(19) 0.0451(6) Uani 1 1 d . . . H30A H -0.2979 0.4308 0.1032 0.068 Uiso 1 1 calc R . . H30B H -0.2809 0.3231 0.0294 0.068 Uiso 1 1 calc R . . H30C H -0.1543 0.4646 0.0745 0.068 Uiso 1 1 calc R . . C31 C -0.0682(3) 0.4520(2) 0.24573(16) 0.0303(5) Uani 1 1 d . . . H31A H 0.0041 0.5217 0.2343 0.045 Uiso 1 1 calc R . . H31B H -0.0159 0.4172 0.2940 0.045 Uiso 1 1 calc R . . H31C H -0.1361 0.4873 0.2664 0.045 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 0.01737(7) 0.02449(8) 0.01780(8) 0.00528(5) 0.00541(5) 0.00731(5) N1 0.0139(7) 0.0240(8) 0.0222(8) 0.0099(7) 0.0083(6) 0.0085(6) N2 0.0138(7) 0.0205(8) 0.0187(8) 0.0061(6) 0.0071(6) 0.0052(6) C1 0.0155(8) 0.0161(8) 0.0189(9) 0.0046(7) 0.0068(7) 0.0051(7) C2 0.0149(9) 0.0275(10) 0.0211(9) 0.0099(8) 0.0073(7) 0.0086(8) C3 0.0242(10) 0.0385(12) 0.0214(10) 0.0038(9) 0.0035(8) 0.0127(9) C4 0.0226(10) 0.0342(11) 0.0277(11) 0.0172(9) 0.0099(8) 0.0118(9) C5 0.0165(9) 0.0443(13) 0.0274(11) 0.0161(10) 0.0066(8) 0.0111(9) C6 0.0143(9) 0.0282(10) 0.0213(9) 0.0113(8) 0.0083(7) 0.0088(8) C7 0.0190(9) 0.0300(11) 0.0336(11) 0.0156(9) 0.0135(9) 0.0094(8) C8 0.0209(10) 0.0416(13) 0.0376(13) 0.0189(11) 0.0172(9) 0.0077(9) C9 0.0214(10) 0.0556(15) 0.0284(11) 0.0122(11) 0.0155(9) 0.0143(10) C10 0.0231(10) 0.0403(12) 0.0257(11) 0.0061(9) 0.0114(9) 0.0156(9) C11 0.0185(9) 0.0296(10) 0.0202(9) 0.0087(8) 0.0074(8) 0.0103(8) C12 0.0315(12) 0.0270(11) 0.0724(19) 0.0226(12) 0.0323(13) 0.0110(10) C13 0.075(2) 0.0422(16) 0.080(2) 0.0320(16) 0.0179(19) 0.0254(16) C14 0.089(2) 0.0350(14) 0.064(2) 0.0120(14) 0.0401(19) 0.0244(16) C15 0.0241(10) 0.0260(10) 0.0266(10) 0.0080(8) 0.0117(8) 0.0121(9) C16 0.0312(12) 0.0336(12) 0.0316(12) 0.0026(10) 0.0089(10) 0.0041(10) C17 0.0392(14) 0.0366(13) 0.0624(18) 0.0216(13) 0.0176(13) 0.0208(12) C18 0.0117(8) 0.0280(10) 0.0190(9) 0.0093(8) 0.0065(7) 0.0073(7) C19 0.0144(9) 0.0307(10) 0.0190(9) 0.0071(8) 0.0058(7) 0.0096(8) C20 0.0189(10) 0.0445(13) 0.0232(10) 0.0119(9) 0.0112(8) 0.0141(9) C21 0.0179(10) 0.0468(13) 0.0333(12) 0.0202(10) 0.0146(9) 0.0095(9) C22 0.0180(10) 0.0312(11) 0.0332(12) 0.0137(9) 0.0098(9) 0.0038(8) C23 0.0153(9) 0.0272(10) 0.0230(10) 0.0089(8) 0.0067(8) 0.0062(8) C24 0.0218(10) 0.0330(11) 0.0241(10) 0.0039(9) 0.0104(8) 0.0109(9) C25 0.0309(12) 0.0372(13) 0.0483(15) 0.0109(12) 0.0134(11) 0.0179(11) C26 0.0382(13) 0.0446(14) 0.0290(12) -0.0033(11) 0.0142(11) 0.0110(11) C27 0.0225(10) 0.0216(10) 0.0319(11) 0.0048(9) 0.0114(9) 0.0013(8) C28 0.0315(12) 0.0348(12) 0.0329(13) 0.0024(10) 0.0085(10) 0.0005(10) C29 0.0409(14) 0.0244(11) 0.0536(16) 0.0081(11) 0.0202(12) 0.0096(10) N3 0.0308(9) 0.0289(9) 0.0249(9) 0.0116(8) 0.0063(8) 0.0152(8) C30 0.0486(16) 0.0431(14) 0.0420(15) 0.0203(12) 0.0034(12) 0.0223(13) C31 0.0345(12) 0.0258(11) 0.0335(12) 0.0090(9) 0.0141(10) 0.0124(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 N3 2.0414(18) . ? Sn1 N2 2.2401(16) . ? Sn1 N1 2.2600(15) . ? N1 C1 1.331(2) . ? N1 C6 1.433(2) . ? N2 C1 1.354(2) . ? N2 C18 1.430(2) . ? C1 C2 1.542(3) . ? C2 C4 1.540(3) . ? C2 C5 1.541(3) . ? C2 C3 1.541(3) . ? C6 C7 1.405(3) . ? C6 C11 1.409(3) . ? C7 C8 1.396(3) . ? C7 C12 1.511(3) . ? C8 C9 1.379(3) . ? C9 C10 1.384(3) . ? C10 C11 1.395(3) . ? C11 C15 1.521(3) . ? C12 C13 1.518(4) . ? C12 C14 1.538(4) . ? C15 C17 1.529(3) . ? C15 C16 1.530(3) . ? C18 C19 1.414(3) . ? C18 C23 1.414(3) . ? C19 C20 1.393(3) . ? C19 C24 1.517(3) . ? C20 C21 1.377(3) . ? C21 C22 1.385(3) . ? C22 C23 1.399(3) . ? C23 C27 1.521(3) . ? C24 C25 1.531(3) . ? C24 C26 1.537(3) . ? C27 C28 1.535(3) . ? C27 C29 1.540(3) . ? N3 C31 1.441(3) . ? N3 C30 1.451(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 N3 Sn1 N2 99.36(6) . . ? N3 Sn1 N1 99.42(7) . . ? N2 Sn1 N1 58.38(6) . . ? C1 N2 C18 130.57(16) . . ? C1 N2 Sn1 95.77(11) . . ? C18 N2 Sn1 127.32(12) . . ? C1 N1 C6 131.64(16) . . ? C1 N1 Sn1 95.53(11) . . ? C6 N1 Sn1 129.90(12) . . ? N1 C1 N2 109.66(16) . . ? N1 C1 C2 126.54(16) . . ? N2 C1 C2 123.51(16) . . ? C4 C2 C5 107.68(16) . . ? C4 C2 C3 108.39(17) . . ? C5 C2 C3 107.02(17) . . ? C4 C2 C1 112.01(16) . . ? C5 C2 C1 113.88(16) . . ? C3 C2 C1 107.64(16) . . ? C7 C6 C11 120.59(18) . . ? C7 C6 N1 118.48(18) . . ? C11 C6 N1 120.46(17) . . ? C8 C7 C6 118.7(2) . . ? C8 C7 C12 119.48(19) . . ? C6 C7 C12 121.78(18) . . ? C9 C8 C7 121.2(2) . . ? C8 C9 C10 119.65(19) . . ? C9 C10 C11 121.4(2) . . ? C10 C11 C6 118.35(19) . . ? C10 C11 C15 119.48(19) . . ? C6 C11 C15 122.13(17) . . ? C7 C12 C13 112.4(2) . . ? C7 C12 C14 112.1(2) . . ? C13 C12 C14 109.9(2) . . ? C11 C15 C17 113.20(18) . . ? C11 C15 C16 110.80(18) . . ? C17 C15 C16 110.29(19) . . ? C19 C18 C23 119.68(17) . . ? C19 C18 N2 120.12(17) . . ? C23 C18 N2 119.55(17) . . ? C20 C19 C18 118.68(19) . . ? C20 C19 C24 118.55(18) . . ? C18 C19 C24 122.64(17) . . ? C21 C20 C19 122.0(2) . . ? C20 C21 C22 119.34(19) . . ? C21 C22 C23 121.1(2) . . ? C22 C23 C18 119.08(19) . . ? C22 C23 C27 117.88(18) . . ? C18 C23 C27 122.90(17) . . ? C19 C24 C25 109.61(18) . . ? C19 C24 C26 113.02(19) . . ? C25 C24 C26 110.02(19) . . ? C23 C27 C28 110.20(18) . . ? C23 C27 C29 113.43(19) . . ? C28 C27 C29 109.54(19) . . ? C31 N3 C30 111.86(19) . . ? C31 N3 Sn1 129.53(14) . . ? C30 N3 Sn1 118.61(16) . . ? 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 N3 Sn1 N2 C1 -100.34(12) . . . . ? N1 Sn1 N2 C1 -4.98(10) . . . . ? N3 Sn1 N2 C18 105.63(16) . . . . ? N1 Sn1 N2 C18 -159.01(17) . . . . ? N3 Sn1 N1 C1 100.30(12) . . . . ? N2 Sn1 N1 C1 5.06(10) . . . . ? N3 Sn1 N1 C6 -97.66(17) . . . . ? N2 Sn1 N1 C6 167.10(18) . . . . ? C6 N1 C1 N2 -169.12(19) . . . . ? Sn1 N1 C1 N2 -7.58(16) . . . . ? C6 N1 C1 C2 17.0(3) . . . . ? Sn1 N1 C1 C2 178.51(16) . . . . ? C18 N2 C1 N1 160.37(18) . . . . ? Sn1 N2 C1 N1 7.65(16) . . . . ? C18 N2 C1 C2 -25.5(3) . . . . ? Sn1 N2 C1 C2 -178.22(15) . . . . ? N1 C1 C2 C4 -120.3(2) . . . . ? N2 C1 C2 C4 66.5(2) . . . . ? N1 C1 C2 C5 2.2(3) . . . . ? N2 C1 C2 C5 -170.97(18) . . . . ? N1 C1 C2 C3 120.6(2) . . . . ? N2 C1 C2 C3 -52.5(2) . . . . ? C1 N1 C6 C7 -118.4(2) . . . . ? Sn1 N1 C6 C7 85.8(2) . . . . ? C1 N1 C6 C11 69.5(3) . . . . ? Sn1 N1 C6 C11 -86.3(2) . . . . ? C11 C6 C7 C8 -2.6(3) . . . . ? N1 C6 C7 C8 -174.68(19) . . . . ? C11 C6 C7 C12 177.3(2) . . . . ? N1 C6 C7 C12 5.2(3) . . . . ? C6 C7 C8 C9 0.4(3) . . . . ? C12 C7 C8 C9 -179.5(2) . . . . ? C7 C8 C9 C10 1.0(3) . . . . ? C8 C9 C10 C11 -0.2(3) . . . . ? C9 C10 C11 C6 -1.9(3) . . . . ? C9 C10 C11 C15 175.8(2) . . . . ? C7 C6 C11 C10 3.3(3) . . . . ? N1 C6 C11 C10 175.22(18) . . . . ? C7 C6 C11 C15 -174.31(19) . . . . ? N1 C6 C11 C15 -2.4(3) . . . . ? C8 C7 C12 C13 53.2(3) . . . . ? C6 C7 C12 C13 -126.7(2) . . . . ? C8 C7 C12 C14 -71.1(3) . . . . ? C6 C7 C12 C14 109.0(2) . . . . ? C10 C11 C15 C17 42.1(3) . . . . ? C6 C11 C15 C17 -140.4(2) . . . . ? C10 C11 C15 C16 -82.4(2) . . . . ? C6 C11 C15 C16 95.1(2) . . . . ? C1 N2 C18 C19 110.0(2) . . . . ? Sn1 N2 C18 C19 -105.04(18) . . . . ? C1 N2 C18 C23 -79.3(3) . . . . ? Sn1 N2 C18 C23 65.7(2) . . . . ? C23 C18 C19 C20 2.2(3) . . . . ? N2 C18 C19 C20 172.93(17) . . . . ? C23 C18 C19 C24 -173.55(18) . . . . ? N2 C18 C19 C24 -2.9(3) . . . . ? C18 C19 C20 C21 -0.5(3) . . . . ? C24 C19 C20 C21 175.49(19) . . . . ? C19 C20 C21 C22 -0.6(3) . . . . ? C20 C21 C22 C23 0.0(3) . . . . ? C21 C22 C23 C18 1.8(3) . . . . ? C21 C22 C23 C27 -174.0(2) . . . . ? C19 C18 C23 C22 -2.9(3) . . . . ? N2 C18 C23 C22 -173.62(17) . . . . ? C19 C18 C23 C27 172.67(18) . . . . ? N2 C18 C23 C27 1.9(3) . . . . ? C20 C19 C24 C25 -73.0(2) . . . . ? C18 C19 C24 C25 102.8(2) . . . . ? C20 C19 C24 C26 50.2(3) . . . . ? C18 C19 C24 C26 -134.1(2) . . . . ? C22 C23 C27 C28 69.0(2) . . . . ? C18 C23 C27 C28 -106.6(2) . . . . ? C22 C23 C27 C29 -54.2(3) . . . . ? C18 C23 C27 C29 130.2(2) . . . . ? N2 Sn1 N3 C31 21.5(2) . . . . ? N1 Sn1 N3 C31 -37.8(2) . . . . ? N2 Sn1 N3 C30 -157.44(18) . . . . ? N1 Sn1 N3 C30 143.31(18) . . . . ? _diffrn_measured_fraction_theta_max 0.867 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.060 _refine_diff_density_min -1.175 _refine_diff_density_rms 0.072 #===END