# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_[Tm(ButBenz)Na(THF)2]2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C82 H112 B2 N12 Na2 O4 S6' _chemical_formula_weight 1589.80 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' B B 0.0013 0.0007 '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' Na Na 0.0362 0.0249 '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' O O 0.0106 0.0060 '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 11.523(5) _cell_length_b 11.542(5) _cell_length_c 17.423(8) _cell_angle_alpha 88.111(7) _cell_angle_beta 83.839(7) _cell_angle_gamma 59.901(6) _cell_volume 1992.7(15) _cell_formula_units_Z 1 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 2497 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 24.16 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.242 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9488 _exptl_absorpt_correction_T_max 0.9809 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 8186 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1455 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 26.48 _reflns_number_total 8186 _reflns_number_gt 5188 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0439P)^2^+3.4521P] 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 8186 _refine_ls_number_parameters 500 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1378 _refine_ls_R_factor_gt 0.0802 _refine_ls_wR_factor_ref 0.1901 _refine_ls_wR_factor_gt 0.1650 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 Na Na 0.8892(2) 0.5492(2) 0.42044(13) 0.0331(6) Uani 1 1 d . . . B B 0.9614(6) 0.5098(7) 0.2345(3) 0.0223(12) Uani 1 1 d . . . H1 H 0.961(6) 0.513(6) 0.301(3) 0.027 Uiso 1 1 d . . . S1 S 0.82342(15) 0.78141(15) 0.32142(9) 0.0252(4) Uani 1 1 d . . . S2 S 0.79893(14) 0.39522(15) 0.32426(9) 0.0255(4) Uani 1 1 d . . . S3 S 1.21401(15) 0.36086(15) 0.31725(9) 0.0267(4) Uani 1 1 d . . . N11 N 0.8286(4) 0.6270(4) 0.2083(3) 0.0174(10) Uani 1 1 d . . . N12 N 0.6370(4) 0.8227(4) 0.2205(3) 0.0197(11) Uani 1 1 d . . . N21 N 0.9817(4) 0.3729(4) 0.2086(3) 0.0188(10) Uani 1 1 d . . . N22 N 0.9732(4) 0.1839(4) 0.2232(3) 0.0191(10) Uani 1 1 d . . . N31 N 1.0856(4) 0.5246(4) 0.2067(3) 0.0176(10) Uani 1 1 d . . . N32 N 1.2764(4) 0.5197(4) 0.2200(3) 0.0181(10) Uani 1 1 d . . . O1 O 0.9996(4) 0.3598(4) 0.5039(3) 0.0295(10) Uani 1 1 d . . . O2 O 0.6577(4) 0.6537(4) 0.4754(3) 0.0380(11) Uani 1 1 d . . . C11 C 0.7599(5) 0.7452(5) 0.2486(3) 0.0174(12) Uani 1 1 d . . . C12 C 0.7518(5) 0.6300(6) 0.1511(3) 0.0208(13) Uani 1 1 d . . . C13 C 0.7796(6) 0.5387(5) 0.0939(3) 0.0212(13) Uani 1 1 d . . . H13A H 0.8624 0.4561 0.0889 0.025 Uiso 1 1 calc R . . C14 C 0.6839(6) 0.5701(6) 0.0437(3) 0.0239(13) Uani 1 1 d . . . H14A H 0.7007 0.5078 0.0038 0.029 Uiso 1 1 calc R . . C15 C 0.5642(6) 0.6903(6) 0.0506(3) 0.0248(14) Uani 1 1 d . . . H15A H 0.5004 0.7092 0.0149 0.030 Uiso 1 1 calc R . . C16 C 0.5342(5) 0.7841(6) 0.1078(3) 0.0191(12) Uani 1 1 d . . . H16A H 0.4512 0.8666 0.1124 0.023 Uiso 1 1 calc R . . C17 C 0.6326(5) 0.7517(5) 0.1589(3) 0.0200(12) Uani 1 1 d . . . C18 C 0.5246(5) 0.9630(5) 0.2419(3) 0.0212(13) Uani 1 1 d . . . C19C C 0.5450(6) 1.0228(6) 0.3113(4) 0.0310(15) Uani 1 1 d . . . H19A H 0.5502 0.9679 0.3564 0.047 Uiso 1 1 calc R . . H19B H 0.4691 1.1140 0.3215 0.047 Uiso 1 1 calc R . . H19C H 0.6291 1.0253 0.3013 0.047 Uiso 1 1 calc R . . C19B C 0.3946(6) 0.9589(6) 0.2628(4) 0.0298(15) Uani 1 1 d . . . H19D H 0.4022 0.9083 0.3101 0.045 Uiso 1 1 calc R . . H19E H 0.3798 0.9154 0.2206 0.045 Uiso 1 1 calc R . . H19F H 0.3185 1.0505 0.2713 0.045 Uiso 1 1 calc R . . C19A C 0.5133(6) 1.0527(6) 0.1731(4) 0.0288(15) Uani 1 1 d . . . H19G H 0.5968 1.0562 0.1627 0.043 Uiso 1 1 calc R . . H19H H 0.4372 1.1433 0.1849 0.043 Uiso 1 1 calc R . . H19I H 0.4987 1.0161 0.1274 0.043 Uiso 1 1 calc R . . C21 C 0.9206(5) 0.3132(5) 0.2518(3) 0.0204(13) Uani 1 1 d . . . C22 C 1.0731(5) 0.2802(6) 0.1527(3) 0.0187(12) Uani 1 1 d . . . C23 C 1.1562(5) 0.2944(6) 0.0932(3) 0.0233(13) Uani 1 1 d . . . H23A H 1.1592 0.3750 0.0873 0.028 Uiso 1 1 calc R . . C24 C 1.2326(6) 0.1876(6) 0.0440(3) 0.0258(14) Uani 1 1 d . . . H24A H 1.2905 0.1941 0.0032 0.031 Uiso 1 1 calc R . . C25 C 1.2289(5) 0.0697(6) 0.0515(3) 0.0216(13) Uani 1 1 d . . . H25A H 1.2829 -0.0021 0.0154 0.026 Uiso 1 1 calc R . . C26 C 1.1490(5) 0.0552(6) 0.1098(3) 0.0234(13) Uani 1 1 d . . . H26A H 1.1477 -0.0263 0.1153 0.028 Uiso 1 1 calc R . . C27 C 1.0695(5) 0.1623(5) 0.1608(3) 0.0168(12) Uani 1 1 d . . . C28 C 0.9393(6) 0.0776(5) 0.2479(3) 0.0216(13) Uani 1 1 d . . . C29C C 0.8385(6) 0.1135(6) 0.3189(4) 0.0285(14) Uani 1 1 d . . . H29A H 0.8717 0.1371 0.3619 0.043 Uiso 1 1 calc R . . H29B H 0.8270 0.0366 0.3328 0.043 Uiso 1 1 calc R . . H29C H 0.7517 0.1899 0.3080 0.043 Uiso 1 1 calc R . . C29B C 1.0673(6) -0.0477(6) 0.2679(4) 0.0290(14) Uani 1 1 d . . . H29D H 1.0983 -0.0291 0.3137 0.044 Uiso 1 1 calc R . . H29E H 1.1376 -0.0738 0.2243 0.044 Uiso 1 1 calc R . . H29F H 1.0483 -0.1208 0.2785 0.044 Uiso 1 1 calc R . . C29A C 0.8780(6) 0.0518(6) 0.1811(4) 0.0265(14) Uani 1 1 d . . . H29G H 0.7930 0.1329 0.1725 0.040 Uiso 1 1 calc R . . H29H H 0.8610 -0.0220 0.1939 0.040 Uiso 1 1 calc R . . H29I H 0.9410 0.0281 0.1341 0.040 Uiso 1 1 calc R . . C31 C 1.1942(5) 0.4705(5) 0.2476(3) 0.0188(12) Uani 1 1 d . . . C32 C 1.0980(5) 0.6080(5) 0.1518(3) 0.0171(12) Uani 1 1 d . . . C33 C 1.0208(5) 0.6778(5) 0.0929(3) 0.0221(13) Uani 1 1 d . . . H33A H 0.9398 0.6779 0.0869 0.026 Uiso 1 1 calc R . . C34 C 1.0638(6) 0.7473(6) 0.0432(3) 0.0247(14) Uani 1 1 d . . . H34A H 1.0107 0.7976 0.0033 0.030 Uiso 1 1 calc R . . C35 C 1.1838(6) 0.7446(6) 0.0507(3) 0.0217(13) Uani 1 1 d . . . H35A H 1.2122 0.7927 0.0158 0.026 Uiso 1 1 calc R . . C36 C 1.2630(6) 0.6720(6) 0.1089(3) 0.0227(13) Uani 1 1 d . . . H36A H 1.3454 0.6696 0.1140 0.027 Uiso 1 1 calc R . . C37 C 1.2195(5) 0.6044(5) 0.1584(3) 0.0174(12) Uani 1 1 d . . . C38 C 1.4104(5) 0.4930(6) 0.2436(4) 0.0243(14) Uani 1 1 d . . . C39C C 1.3983(6) 0.6259(6) 0.2639(4) 0.0282(15) Uani 1 1 d . . . H39A H 1.3313 0.6674 0.3088 0.042 Uiso 1 1 calc R . . H39B H 1.3698 0.6855 0.2200 0.042 Uiso 1 1 calc R . . H39C H 1.4858 0.6106 0.2762 0.042 Uiso 1 1 calc R . . C39B C 1.5182(6) 0.4166(6) 0.1769(4) 0.0319(15) Uani 1 1 d . . . H39D H 1.6070 0.3927 0.1918 0.048 Uiso 1 1 calc R . . H39E H 1.4996 0.4731 0.1315 0.048 Uiso 1 1 calc R . . H39F H 1.5171 0.3349 0.1646 0.048 Uiso 1 1 calc R . . C39A C 1.4541(6) 0.4058(6) 0.3135(4) 0.0327(16) Uani 1 1 d . . . H39G H 1.3864 0.4495 0.3578 0.049 Uiso 1 1 calc R . . H39H H 1.5411 0.3927 0.3254 0.049 Uiso 1 1 calc R . . H39I H 1.4631 0.3187 0.3025 0.049 Uiso 1 1 calc R . . C41 C 1.0849(6) 0.2347(6) 0.4619(4) 0.0354(16) Uani 1 1 d . . . H41A H 1.1807 0.2103 0.4601 0.042 Uiso 1 1 calc R . . H41B H 1.0611 0.2421 0.4084 0.042 Uiso 1 1 calc R . . C42 C 1.0631(7) 0.1330(7) 0.5029(4) 0.0433(18) Uani 1 1 d . . . H42A H 1.1189 0.0970 0.5465 0.052 Uiso 1 1 calc R . . H42B H 1.0827 0.0583 0.4677 0.052 Uiso 1 1 calc R . . C43 C 0.9152(7) 0.2130(7) 0.5308(4) 0.0449(18) Uani 1 1 d . . . H43A H 0.8586 0.2230 0.4894 0.054 Uiso 1 1 calc R . . H43B H 0.8917 0.1714 0.5759 0.054 Uiso 1 1 calc R . . C44 C 0.9002(7) 0.3440(7) 0.5526(4) 0.0353(16) Uani 1 1 d . . . H44A H 0.8085 0.4179 0.5449 0.042 Uiso 1 1 calc R . . H44B H 0.9144 0.3449 0.6075 0.042 Uiso 1 1 calc R . . C51 C 0.5640(8) 0.6338(10) 0.4415(7) 0.093(4) Uani 1 1 d . . . H51A H 0.5860 0.5394 0.4460 0.111 Uiso 1 1 calc R . . H51B H 0.5642 0.6559 0.3861 0.111 Uiso 1 1 calc R . . C52 C 0.4297(8) 0.7249(9) 0.4842(6) 0.068(3) Uani 1 1 d . . . H52A H 0.3560 0.7496 0.4514 0.082 Uiso 1 1 calc R . . H52B H 0.4138 0.6830 0.5316 0.082 Uiso 1 1 calc R . . C53 C 0.4406(7) 0.8425(8) 0.5031(5) 0.058(2) Uani 1 1 d . . . H53A H 0.3868 0.8853 0.5526 0.070 Uiso 1 1 calc R . . H53B H 0.4090 0.9094 0.4619 0.070 Uiso 1 1 calc R . . C54 C 0.5889(6) 0.7862(6) 0.5088(4) 0.0376(16) Uani 1 1 d . . . H54A H 0.6207 0.8426 0.4805 0.045 Uiso 1 1 calc R . . H54B H 0.6061 0.7835 0.5635 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 Na 0.0374(14) 0.0338(14) 0.0320(13) 0.0014(11) -0.0065(11) -0.0201(12) B 0.012(3) 0.023(3) 0.025(3) 0.000(3) 0.000(3) -0.004(3) S1 0.0230(7) 0.0229(8) 0.0310(9) 0.0023(7) -0.0125(7) -0.0107(7) S2 0.0188(7) 0.0253(8) 0.0318(9) -0.0071(7) 0.0026(6) -0.0111(6) S3 0.0227(7) 0.0268(8) 0.0326(9) 0.0088(7) -0.0075(7) -0.0137(7) N11 0.011(2) 0.017(2) 0.025(3) 0.001(2) -0.0045(19) -0.0069(19) N12 0.014(2) 0.018(2) 0.024(3) -0.003(2) -0.005(2) -0.0037(19) N21 0.015(2) 0.017(2) 0.025(3) -0.002(2) -0.002(2) -0.007(2) N22 0.014(2) 0.014(2) 0.027(3) -0.002(2) -0.001(2) -0.0042(19) N31 0.011(2) 0.015(2) 0.024(3) 0.000(2) -0.0050(19) -0.0043(19) N32 0.010(2) 0.021(3) 0.021(3) 0.001(2) -0.0029(19) -0.006(2) O1 0.029(2) 0.027(2) 0.034(2) -0.0003(19) -0.004(2) -0.015(2) O2 0.029(2) 0.035(3) 0.046(3) -0.012(2) -0.002(2) -0.013(2) C11 0.016(3) 0.018(3) 0.019(3) 0.004(2) -0.005(2) -0.009(2) C12 0.021(3) 0.023(3) 0.017(3) 0.003(2) -0.001(2) -0.011(3) C13 0.017(3) 0.019(3) 0.022(3) -0.003(2) 0.001(2) -0.006(2) C14 0.025(3) 0.027(3) 0.017(3) -0.003(3) 0.000(2) -0.011(3) C15 0.021(3) 0.036(4) 0.022(3) -0.002(3) -0.004(3) -0.017(3) C16 0.012(3) 0.021(3) 0.020(3) -0.001(2) -0.001(2) -0.006(2) C17 0.018(3) 0.021(3) 0.023(3) -0.001(2) 0.002(2) -0.012(2) C18 0.009(3) 0.018(3) 0.026(3) -0.004(2) -0.003(2) 0.001(2) C19C 0.031(3) 0.023(3) 0.032(4) -0.012(3) -0.004(3) -0.009(3) C19B 0.020(3) 0.032(4) 0.032(4) -0.011(3) 0.002(3) -0.009(3) C19A 0.027(3) 0.018(3) 0.039(4) 0.001(3) -0.009(3) -0.009(3) C21 0.015(3) 0.021(3) 0.021(3) 0.003(2) -0.004(2) -0.005(2) C22 0.013(3) 0.024(3) 0.018(3) 0.004(2) -0.007(2) -0.008(2) C23 0.021(3) 0.028(3) 0.024(3) 0.007(3) -0.006(3) -0.015(3) C24 0.019(3) 0.038(4) 0.021(3) 0.006(3) -0.002(3) -0.016(3) C25 0.016(3) 0.025(3) 0.018(3) -0.003(2) -0.001(2) -0.006(3) C26 0.022(3) 0.022(3) 0.025(3) 0.001(3) -0.004(3) -0.010(3) C27 0.012(3) 0.014(3) 0.020(3) 0.005(2) -0.006(2) -0.003(2) C28 0.025(3) 0.018(3) 0.024(3) 0.002(2) -0.003(3) -0.013(3) C29C 0.026(3) 0.029(3) 0.037(4) 0.002(3) 0.000(3) -0.019(3) C29B 0.029(3) 0.025(3) 0.034(4) 0.007(3) -0.004(3) -0.014(3) C29A 0.021(3) 0.025(3) 0.034(4) -0.001(3) -0.004(3) -0.011(3) C31 0.010(3) 0.013(3) 0.030(3) -0.004(2) -0.001(2) -0.003(2) C32 0.015(3) 0.011(3) 0.020(3) -0.006(2) -0.002(2) -0.002(2) C33 0.019(3) 0.021(3) 0.024(3) 0.002(3) -0.008(2) -0.008(3) C34 0.023(3) 0.020(3) 0.026(3) 0.001(3) -0.007(3) -0.006(3) C35 0.030(3) 0.022(3) 0.013(3) 0.003(2) 0.000(2) -0.014(3) C36 0.023(3) 0.023(3) 0.023(3) -0.001(3) -0.007(3) -0.011(3) C37 0.015(3) 0.017(3) 0.015(3) -0.002(2) -0.001(2) -0.004(2) C38 0.013(3) 0.022(3) 0.036(4) 0.006(3) -0.012(3) -0.006(2) C39C 0.021(3) 0.026(3) 0.042(4) 0.003(3) -0.010(3) -0.014(3) C39B 0.018(3) 0.034(4) 0.042(4) -0.001(3) 0.005(3) -0.013(3) C39A 0.021(3) 0.042(4) 0.047(4) 0.012(3) -0.020(3) -0.022(3) C41 0.028(3) 0.029(4) 0.045(4) 0.001(3) -0.005(3) -0.012(3) C42 0.045(4) 0.031(4) 0.054(5) 0.000(3) -0.007(4) -0.018(3) C43 0.052(4) 0.056(5) 0.037(4) -0.002(4) 0.001(4) -0.036(4) C44 0.044(4) 0.040(4) 0.021(3) 0.001(3) -0.003(3) -0.021(3) C51 0.035(4) 0.097(7) 0.135(10) -0.076(7) -0.005(5) -0.022(5) C52 0.038(4) 0.081(7) 0.077(7) -0.030(5) 0.000(4) -0.023(5) C53 0.032(4) 0.063(6) 0.055(5) -0.016(4) -0.001(4) -0.006(4) C54 0.032(3) 0.038(4) 0.036(4) -0.002(3) -0.003(3) -0.012(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 Na H1 2.12(5) . ? Na O2 2.406(5) . ? Na O1 2.430(5) . ? Na O1 2.507(5) 2_766 ? Na S1 2.945(3) . ? Na S2 3.078(3) . ? Na S3 3.552(3) . ? Na Na 3.728(5) 2_766 ? B H1 1.16(5) . ? B N31 1.550(8) . ? B N21 1.552(9) . ? B N11 1.553(7) . ? S1 C11 1.691(5) . ? S2 C21 1.681(6) . ? S3 C31 1.673(6) . ? N11 C11 1.357(7) . ? N11 C12 1.391(7) . ? N12 C11 1.377(6) . ? N12 C17 1.392(7) . ? N12 C18 1.507(7) . ? N21 C21 1.369(7) . ? N21 C22 1.386(7) . ? N22 C21 1.386(7) . ? N22 C27 1.398(7) . ? N22 C28 1.501(7) . ? N31 C31 1.357(6) . ? N31 C32 1.381(7) . ? N32 C31 1.369(7) . ? N32 C37 1.406(7) . ? N32 C38 1.515(6) . ? O1 C44 1.435(8) . ? O1 C41 1.441(7) . ? O1 Na 2.508(5) 2_766 ? O2 C51 1.402(8) . ? O2 C54 1.432(8) . ? C12 C13 1.368(8) . ? C12 C17 1.384(7) . ? C13 C14 1.376(7) . ? C14 C15 1.378(8) . ? C15 C16 1.381(8) . ? C16 C17 1.410(7) . ? C18 C19C 1.509(8) . ? C18 C19B 1.527(8) . ? C18 C19A 1.531(8) . ? C22 C27 1.385(8) . ? C22 C23 1.397(8) . ? C23 C24 1.359(8) . ? C24 C25 1.384(8) . ? C25 C26 1.360(8) . ? C26 C27 1.386(8) . ? C28 C29C 1.515(8) . ? C28 C29B 1.525(7) . ? C28 C29A 1.534(8) . ? C32 C33 1.384(7) . ? C32 C37 1.398(7) . ? C33 C34 1.378(8) . ? C34 C35 1.388(8) . ? C35 C36 1.393(7) . ? C36 C37 1.363(8) . ? C38 C39A 1.514(8) . ? C38 C39C 1.520(8) . ? C38 C39B 1.526(9) . ? C41 C42 1.467(9) . ? C42 C43 1.505(10) . ? C43 C44 1.490(9) . ? C51 C52 1.492(11) . ? C52 C53 1.474(11) . ? C53 C54 1.508(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H1 Na O2 126.7(15) . . ? H1 Na O1 115.8(15) . . ? O2 Na O1 102.26(18) . . ? H1 Na O1 114.6(16) . 2_766 ? O2 Na O1 106.13(17) . 2_766 ? O1 Na O1 81.96(16) . 2_766 ? H1 Na S1 61.8(16) . . ? O2 Na S1 90.07(14) . . ? O1 Na S1 164.29(14) . . ? O1 Na S1 85.30(13) 2_766 . ? H1 Na S2 61.8(16) . . ? O2 Na S2 82.06(13) . . ? O1 Na S2 91.73(13) . . ? O1 Na S2 170.52(13) 2_766 . ? S1 Na S2 99.68(8) . . ? H1 Na S3 46.1(15) . . ? O2 Na S3 169.26(14) . . ? O1 Na S3 78.15(12) . . ? O1 Na S3 84.58(12) 2_766 . ? S1 Na S3 91.57(8) . . ? S2 Na S3 87.21(7) . . ? H1 Na Na 124.3(15) . 2_766 ? O2 Na Na 108.98(15) . 2_766 ? O1 Na Na 41.76(11) . 2_766 ? O1 Na Na 40.20(11) 2_766 2_766 ? S1 Na Na 124.92(12) . 2_766 ? S2 Na Na 133.09(12) . 2_766 ? S3 Na Na 78.62(8) . 2_766 ? H1 B N31 102(3) . . ? H1 B N21 109(3) . . ? N31 B N21 111.7(5) . . ? H1 B N11 111(3) . . ? N31 B N11 112.3(5) . . ? N21 B N11 110.7(5) . . ? C11 S1 Na 101.0(2) . . ? C21 S2 Na 108.0(2) . . ? C31 S3 Na 97.45(19) . . ? C11 N11 C12 108.4(4) . . ? C11 N11 B 121.0(4) . . ? C12 N11 B 130.1(5) . . ? C11 N12 C17 107.4(4) . . ? C11 N12 C18 131.2(4) . . ? C17 N12 C18 121.3(4) . . ? C21 N21 C22 107.5(4) . . ? C21 N21 B 120.7(5) . . ? C22 N21 B 130.8(5) . . ? C21 N22 C27 108.2(5) . . ? C21 N22 C28 130.4(5) . . ? C27 N22 C28 121.3(4) . . ? C31 N31 C32 109.3(4) . . ? C31 N31 B 120.1(4) . . ? C32 N31 B 129.4(4) . . ? C31 N32 C37 108.6(4) . . ? C31 N32 C38 130.9(5) . . ? C37 N32 C38 120.4(5) . . ? C44 O1 C41 106.8(5) . . ? C44 O1 Na 109.8(3) . . ? C41 O1 Na 113.3(4) . . ? C44 O1 Na 111.0(4) . 2_766 ? C41 O1 Na 117.7(3) . 2_766 ? Na O1 Na 98.04(16) . 2_766 ? C51 O2 C54 108.2(5) . . ? C51 O2 Na 120.6(4) . . ? C54 O2 Na 121.8(4) . . ? N11 C11 N12 109.0(4) . . ? N11 C11 S1 122.4(4) . . ? N12 C11 S1 128.6(4) . . ? C13 C12 C17 122.0(5) . . ? C13 C12 N11 130.7(5) . . ? C17 C12 N11 107.2(5) . . ? C12 C13 C14 118.0(5) . . ? C13 C14 C15 121.1(5) . . ? C14 C15 C16 121.9(5) . . ? C15 C16 C17 116.8(5) . . ? C12 C17 N12 107.9(5) . . ? C12 C17 C16 120.2(5) . . ? N12 C17 C16 131.9(5) . . ? N12 C18 C19C 113.9(4) . . ? N12 C18 C19B 108.2(5) . . ? C19C C18 C19B 106.3(5) . . ? N12 C18 C19A 108.5(5) . . ? C19C C18 C19A 108.3(5) . . ? C19B C18 C19A 111.7(5) . . ? N21 C21 N22 108.6(5) . . ? N21 C21 S2 122.1(4) . . ? N22 C21 S2 129.3(4) . . ? C27 C22 N21 109.3(5) . . ? C27 C22 C23 121.1(5) . . ? N21 C22 C23 129.5(5) . . ? C24 C23 C22 117.0(6) . . ? C23 C24 C25 122.2(6) . . ? C26 C25 C24 120.9(6) . . ? C25 C26 C27 118.3(5) . . ? C22 C27 C26 120.4(5) . . ? C22 C27 N22 106.3(5) . . ? C26 C27 N22 133.3(5) . . ? N22 C28 C29C 115.0(5) . . ? N22 C28 C29B 108.9(4) . . ? C29C C28 C29B 105.9(5) . . ? N22 C28 C29A 107.5(4) . . ? C29C C28 C29A 107.4(5) . . ? C29B C28 C29A 112.2(5) . . ? N31 C31 N32 108.2(5) . . ? N31 C31 S3 121.9(4) . . ? N32 C31 S3 129.8(4) . . ? N31 C32 C33 131.8(5) . . ? N31 C32 C37 107.7(4) . . ? C33 C32 C37 120.2(5) . . ? C34 C33 C32 118.6(5) . . ? C33 C34 C35 120.8(5) . . ? C34 C35 C36 120.6(6) . . ? C37 C36 C35 118.5(5) . . ? C36 C37 C32 121.2(5) . . ? C36 C37 N32 132.6(5) . . ? C32 C37 N32 106.2(5) . . ? C39A C38 N32 113.9(5) . . ? C39A C38 C39C 107.0(5) . . ? N32 C38 C39C 108.6(4) . . ? C39A C38 C39B 106.3(5) . . ? N32 C38 C39B 107.6(5) . . ? C39C C38 C39B 113.5(5) . . ? O1 C41 C42 107.1(6) . . ? C41 C42 C43 101.4(6) . . ? C44 C43 C42 101.9(6) . . ? O1 C44 C43 107.2(5) . . ? O2 C51 C52 106.2(6) . . ? C53 C52 C51 102.9(7) . . ? C52 C53 C54 104.2(6) . . ? O2 C54 C53 107.0(6) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.48 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.537 _refine_diff_density_min -0.521 _refine_diff_density_rms 0.098 _database_code_depnum_ccdc_archive 'CCDC 958384' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_tmks10(jhp-2-97-b) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H46 B K N6 O4 S3' _chemical_formula_weight 772.88 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Rhombohedral _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 15.7585(12) _cell_length_b 15.7585(12) _cell_length_c 52.744(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 11343.1(15) _cell_formula_units_Z 12 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 9646 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 30.58 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.85 _exptl_crystal_size_mid 0.78 _exptl_crystal_size_min 0.72 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.358 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4896 _exptl_absorpt_coefficient_mu 0.354 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7531 _exptl_absorpt_correction_T_max 0.7848 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 56765 _diffrn_reflns_av_R_equivalents 0.0605 _diffrn_reflns_av_sigmaI/netI 0.0410 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -75 _diffrn_reflns_limit_l_max 75 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 30.61 _reflns_number_total 7721 _reflns_number_gt 5441 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0689P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7721 _refine_ls_number_parameters 291 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0696 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1237 _refine_ls_wR_factor_gt 0.1149 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.016 0.490 0.370 21 0 ' ' 2 0.000 0.000 0.500 119 12 ' ' 3 0.016 0.510 0.630 21 0 ' ' 4 0.156 0.839 0.963 21 0 ' ' 5 0.172 0.349 0.703 21 0 ' ' 6 0.161 0.317 0.963 21 0 ' ' 7 0.177 0.828 0.703 21 0 ' ' 8 0.333 0.667 0.167 115 12 ' ' 9 0.317 0.156 0.037 21 0 ' ' 10 0.349 0.177 0.297 21 0 ' ' 11 0.490 0.506 0.630 21 0 ' ' 12 0.506 0.016 0.370 21 0 ' ' 13 0.494 0.984 0.630 21 0 ' ' 14 0.510 0.494 0.370 21 0 ' ' 15 0.667 0.333 0.833 115 12 ' ' 16 0.651 0.823 0.703 21 0 ' ' 17 0.682 0.843 0.963 21 0 ' ' 18 0.823 0.172 0.297 21 0 ' ' 19 0.839 0.682 0.037 21 0 ' ' 20 0.828 0.651 0.297 21 0 ' ' 21 0.843 0.161 0.037 21 0 ' ' _platon_squeeze_details ; The unit cell contains twelve acetone molecules which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; 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 B1 B -0.6667 -0.3333 -0.00154(5) 0.0170(5) Uani 1 3 d S . . H1 H -0.6667 -0.3333 0.0198(5) 0.020 Uiso 1 3 d S . . B2 B 0.0000 0.0000 0.17461(5) 0.0168(5) Uani 1 3 d S . . H2 H 0.0000 0.0000 0.1535(5) 0.020 Uiso 1 3 d S . . K1 K -0.6667 -0.3333 0.065166(11) 0.02788(14) Uani 1 3 d S . . K2 K 0.0000 0.0000 0.107253(10) 0.02601(13) Uani 1 3 d S . . N11 N -0.58404(9) -0.23120(9) -0.01026(2) 0.0162(2) Uani 1 1 d . . . N12 N -0.44748(9) -0.08836(9) -0.00648(2) 0.0187(2) Uani 1 1 d . . . N21 N -0.01884(9) 0.08330(9) 0.18312(2) 0.0170(2) Uani 1 1 d . . . N22 N -0.03286(9) 0.21515(9) 0.17724(2) 0.0202(3) Uani 1 1 d . . . O1 O -0.60263(11) -0.41507(11) 0.09922(3) 0.0462(4) Uani 1 1 d . . . O2 O -0.12276(10) -0.11704(10) 0.06894(2) 0.0368(3) Uani 1 1 d . . . S1 S -0.46233(3) -0.22180(3) 0.028051(7) 0.02197(10) Uani 1 1 d . . . S2 S 0.08563(3) 0.20023(3) 0.142969(7) 0.02410(10) Uani 1 1 d . . . C11 C -0.49958(10) -0.18060(10) 0.00330(3) 0.0175(3) Uani 1 1 d . . . C12 C -0.58493(11) -0.16906(10) -0.02899(3) 0.0176(3) Uani 1 1 d . . . C13 C -0.49915(11) -0.07847(11) -0.02651(3) 0.0184(3) Uani 1 1 d . . . C14 C -0.47786(12) 0.00154(11) -0.04167(3) 0.0231(3) Uani 1 1 d . . . H14A H -0.4197 0.0629 -0.0395 0.028 Uiso 1 1 calc R . . C15 C -0.54625(13) -0.01282(12) -0.06031(3) 0.0257(3) Uani 1 1 d . . . H15A H -0.5354 0.0403 -0.0709 0.031 Uiso 1 1 calc R . . C16 C -0.63038(12) -0.10370(12) -0.06368(3) 0.0248(3) Uani 1 1 d . . . H16A H -0.6746 -0.1114 -0.0769 0.030 Uiso 1 1 calc R . . C17 C -0.65149(11) -0.18348(11) -0.04824(3) 0.0213(3) Uani 1 1 d . . . H17A H -0.7089 -0.2453 -0.0507 0.026 Uiso 1 1 calc R . . C18 C -0.35156(11) -0.01279(11) 0.00207(3) 0.0250(3) Uani 1 1 d . . . H18A H -0.3462 -0.0187 0.0204 0.037 Uiso 1 1 calc R . . H18B H -0.3429 0.0518 -0.0019 0.037 Uiso 1 1 calc R . . H18C H -0.3008 -0.0205 -0.0066 0.037 Uiso 1 1 calc R . . C21 C 0.01016(11) 0.16435(11) 0.16823(3) 0.0188(3) Uani 1 1 d . . . C22 C -0.08050(11) 0.08444(11) 0.20204(3) 0.0180(3) Uani 1 1 d . . . C23 C -0.08987(11) 0.16680(11) 0.19825(3) 0.0195(3) Uani 1 1 d . . . C24 C -0.14819(12) 0.18868(12) 0.21338(3) 0.0251(3) Uani 1 1 d . . . H24A H -0.1544 0.2447 0.2104 0.030 Uiso 1 1 calc R . . C25 C -0.19719(12) 0.12438(13) 0.23322(3) 0.0283(3) Uani 1 1 d . . . H25A H -0.2388 0.1360 0.2439 0.034 Uiso 1 1 calc R . . C26 C -0.18619(12) 0.04339(12) 0.23760(3) 0.0268(3) Uani 1 1 d . . . H26A H -0.2195 0.0017 0.2515 0.032 Uiso 1 1 calc R . . C27 C -0.12803(12) 0.02150(11) 0.22222(3) 0.0227(3) Uani 1 1 d . . . H27A H -0.1210 -0.0341 0.2254 0.027 Uiso 1 1 calc R . . C28 C -0.02025(14) 0.30533(12) 0.16646(3) 0.0289(4) Uani 1 1 d . . . H28A H -0.0285 0.2983 0.1480 0.043 Uiso 1 1 calc R . . H28B H 0.0456 0.3593 0.1704 0.043 Uiso 1 1 calc R . . H28C H -0.0693 0.3194 0.1736 0.043 Uiso 1 1 calc R . . C110 C -0.51930(19) -0.4654(2) 0.12678(5) 0.0626(7) Uani 1 1 d . . . H11A H -0.5754 -0.5311 0.1239 0.094 Uiso 1 1 calc R . . H11B H -0.5188 -0.4464 0.1445 0.094 Uiso 1 1 calc R . . H11C H -0.4585 -0.4657 0.1231 0.094 Uiso 1 1 calc R . . C111 C -0.52718(16) -0.39331(16) 0.10959(4) 0.0431(5) Uani 1 1 d . . . C112 C -0.43615(18) -0.29900(19) 0.10422(6) 0.0636(7) Uani 1 1 d . . . H11D H -0.4516 -0.2588 0.0931 0.095 Uiso 1 1 calc R . . H11E H -0.3883 -0.3122 0.0959 0.095 Uiso 1 1 calc R . . H11F H -0.4086 -0.2640 0.1202 0.095 Uiso 1 1 calc R . . C210 C -0.17340(15) -0.07989(17) 0.03023(3) 0.0407(5) Uani 1 1 d . . . H21A H -0.2390 -0.1255 0.0237 0.061 Uiso 1 1 calc R . . H21B H -0.1259 -0.0955 0.0227 0.061 Uiso 1 1 calc R . . H21C H -0.1557 -0.0127 0.0257 0.061 Uiso 1 1 calc R . . C211 C -0.17269(12) -0.08906(12) 0.05850(3) 0.0276(3) Uani 1 1 d . . . C212 C -0.23673(14) -0.06092(16) 0.07281(3) 0.0390(4) Uani 1 1 d . . . H21D H -0.3028 -0.0948 0.0656 0.059 Uiso 1 1 calc R . . H21E H -0.2097 0.0101 0.0716 0.059 Uiso 1 1 calc R . . H21F H -0.2396 -0.0796 0.0907 0.059 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 B1 0.0147(8) 0.0147(8) 0.0216(12) 0.000 0.000 0.0074(4) B2 0.0154(8) 0.0154(8) 0.0197(12) 0.000 0.000 0.0077(4) K1 0.0306(2) 0.0306(2) 0.0225(3) 0.000 0.000 0.01530(10) K2 0.0294(2) 0.0294(2) 0.0192(2) 0.000 0.000 0.01471(10) N11 0.0147(6) 0.0138(6) 0.0194(5) 0.0005(4) 0.0003(4) 0.0067(5) N12 0.0159(6) 0.0152(6) 0.0230(6) -0.0005(4) 0.0000(4) 0.0063(5) N21 0.0162(6) 0.0164(6) 0.0192(5) 0.0006(4) 0.0008(4) 0.0086(5) N22 0.0211(6) 0.0173(6) 0.0239(6) 0.0006(5) -0.0001(5) 0.0109(5) O1 0.0426(9) 0.0429(9) 0.0563(9) -0.0048(7) -0.0161(7) 0.0238(7) O2 0.0369(7) 0.0329(7) 0.0401(7) -0.0001(5) -0.0104(6) 0.0172(6) S1 0.01826(19) 0.02074(19) 0.02670(19) 0.00053(14) -0.00427(13) 0.00958(15) S2 0.0238(2) 0.0213(2) 0.02504(18) 0.00479(14) 0.00554(14) 0.00965(16) C11 0.0151(7) 0.0160(7) 0.0224(6) -0.0013(5) 0.0009(5) 0.0084(6) C12 0.0183(7) 0.0151(7) 0.0207(6) 0.0000(5) 0.0019(5) 0.0094(6) C13 0.0175(7) 0.0172(7) 0.0204(6) -0.0015(5) 0.0010(5) 0.0086(6) C14 0.0239(8) 0.0155(7) 0.0273(7) 0.0012(5) 0.0039(6) 0.0080(6) C15 0.0310(9) 0.0222(8) 0.0263(7) 0.0050(6) 0.0039(6) 0.0150(7) C16 0.0274(8) 0.0262(8) 0.0228(7) 0.0019(6) -0.0020(6) 0.0149(7) C17 0.0203(7) 0.0193(7) 0.0229(7) -0.0009(5) -0.0016(5) 0.0088(6) C18 0.0173(7) 0.0183(7) 0.0322(8) -0.0013(6) -0.0024(6) 0.0036(6) C21 0.0172(7) 0.0170(7) 0.0212(6) 0.0006(5) -0.0016(5) 0.0077(6) C22 0.0157(7) 0.0182(7) 0.0207(6) -0.0022(5) -0.0018(5) 0.0089(6) C23 0.0180(7) 0.0188(7) 0.0224(7) -0.0020(5) -0.0022(5) 0.0097(6) C24 0.0245(8) 0.0251(8) 0.0299(8) -0.0057(6) -0.0022(6) 0.0155(7) C25 0.0237(8) 0.0325(9) 0.0301(8) -0.0068(7) 0.0034(6) 0.0151(7) C26 0.0253(8) 0.0262(8) 0.0255(7) 0.0006(6) 0.0062(6) 0.0103(7) C27 0.0237(8) 0.0216(8) 0.0235(7) 0.0002(6) 0.0017(6) 0.0119(6) C28 0.0346(9) 0.0215(8) 0.0340(8) 0.0023(6) -0.0030(7) 0.0167(7) C110 0.0552(15) 0.0688(17) 0.0577(14) 0.0194(12) -0.0056(11) 0.0265(14) C111 0.0403(12) 0.0451(12) 0.0437(11) -0.0014(9) -0.0098(9) 0.0211(10) C112 0.0428(14) 0.0480(15) 0.0949(19) 0.0062(13) -0.0138(13) 0.0189(12) C210 0.0354(10) 0.0627(14) 0.0270(8) -0.0014(8) -0.0018(7) 0.0268(10) C211 0.0234(8) 0.0235(8) 0.0289(8) -0.0025(6) -0.0054(6) 0.0065(7) C212 0.0342(10) 0.0479(12) 0.0342(9) -0.0085(8) -0.0026(7) 0.0200(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 B1 H1 1.12(3) . ? B1 N11 1.5498(14) 2_455 ? B1 N11 1.5498(14) . ? B1 N11 1.5498(14) 3_445 ? B2 H2 1.12(3) . ? B2 N21 1.5500(14) . ? B2 N21 1.5500(14) 3 ? B2 N21 1.5500(14) 2 ? K1 H1 2.39(3) . ? K1 O1 2.6839(14) 3_445 ? K1 O1 2.6839(14) 2_455 ? K1 O1 2.6838(14) . ? K1 S1 3.4103(5) 2_455 ? K1 S1 3.4103(5) 3_445 ? K1 S1 3.4103(5) . ? K2 H2 2.44(3) . ? K2 O2 2.7675(13) . ? K2 O2 2.7676(13) 2 ? K2 O2 2.7676(13) 3 ? K2 S2 3.3268(5) 3 ? K2 S2 3.3268(5) 2 ? K2 S2 3.3269(5) . ? N11 C11 1.3628(18) . ? N11 C12 1.3958(17) . ? N12 C11 1.3635(18) . ? N12 C13 1.3893(18) . ? N12 C18 1.4514(19) . ? N21 C21 1.3687(18) . ? N21 C22 1.3993(17) . ? N22 C21 1.3670(19) . ? N22 C23 1.3897(19) . ? N22 C28 1.4493(19) . ? O1 C111 1.193(2) . ? O2 C211 1.210(2) . ? S1 C11 1.6888(15) . ? S2 C21 1.6844(15) . ? C12 C17 1.394(2) . ? C12 C13 1.397(2) . ? C13 C14 1.385(2) . ? C14 C15 1.391(2) . ? C15 C16 1.393(2) . ? C16 C17 1.392(2) . ? C22 C27 1.391(2) . ? C22 C23 1.392(2) . ? C23 C24 1.385(2) . ? C24 C25 1.391(2) . ? C25 C26 1.391(2) . ? C26 C27 1.390(2) . ? C110 C111 1.507(3) . ? C111 C112 1.488(3) . ? C210 C211 1.499(2) . ? C211 C212 1.494(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 H1 B1 N11 107.27(11) . 2_455 ? H1 B1 N11 107.27(11) . . ? N11 B1 N11 111.58(10) 2_455 . ? H1 B1 N11 107.27(11) . 3_445 ? N11 B1 N11 111.58(10) 2_455 3_445 ? N11 B1 N11 111.58(10) . 3_445 ? H2 B2 N21 106.84(10) . . ? H2 B2 N21 106.84(10) . 3 ? N21 B2 N21 111.97(9) . 3 ? H2 B2 N21 106.84(10) . 2 ? N21 B2 N21 111.97(9) . 2 ? N21 B2 N21 111.97(9) 3 2 ? H1 K1 O1 132.01(3) . 3_445 ? H1 K1 O1 132.01(3) . 2_455 ? O1 K1 O1 80.10(5) 3_445 2_455 ? H1 K1 O1 132.01(3) . . ? O1 K1 O1 80.11(5) 3_445 . ? O1 K1 O1 80.11(5) 2_455 . ? H1 K1 S1 54.972(10) . 2_455 ? O1 K1 S1 91.01(3) 3_445 2_455 ? O1 K1 S1 98.44(3) 2_455 2_455 ? O1 K1 S1 171.12(4) . 2_455 ? H1 K1 S1 54.972(10) . 3_445 ? O1 K1 S1 98.44(3) 3_445 3_445 ? O1 K1 S1 171.12(4) 2_455 3_445 ? O1 K1 S1 91.01(3) . 3_445 ? S1 K1 S1 90.334(14) 2_455 3_445 ? H1 K1 S1 54.969(10) . . ? O1 K1 S1 171.12(4) 3_445 . ? O1 K1 S1 91.01(3) 2_455 . ? O1 K1 S1 98.44(3) . . ? S1 K1 S1 90.332(14) 2_455 . ? S1 K1 S1 90.333(14) 3_445 . ? H2 K2 O2 136.90(3) . . ? H2 K2 O2 136.90(3) . 2 ? O2 K2 O2 72.56(5) . 2 ? H2 K2 O2 136.90(3) . 3 ? O2 K2 O2 72.56(5) . 3 ? O2 K2 O2 72.56(5) 2 3 ? H2 K2 S2 55.514(10) . 3 ? O2 K2 S2 118.91(3) . 3 ? O2 K2 S2 83.94(3) 2 3 ? O2 K2 S2 149.59(3) 3 3 ? H2 K2 S2 55.514(10) . 2 ? O2 K2 S2 83.94(3) . 2 ? O2 K2 S2 149.59(3) 2 2 ? O2 K2 S2 118.91(3) 3 2 ? S2 K2 S2 91.096(15) 3 2 ? H2 K2 S2 55.512(10) . . ? O2 K2 S2 149.59(3) . . ? O2 K2 S2 118.91(3) 2 . ? O2 K2 S2 83.94(3) 3 . ? S2 K2 S2 91.094(15) 3 . ? S2 K2 S2 91.094(15) 2 . ? C11 N11 C12 108.08(12) . . ? C11 N11 B1 121.30(13) . . ? C12 N11 B1 129.84(12) . . ? C11 N12 C13 109.44(12) . . ? C11 N12 C18 125.60(12) . . ? C13 N12 C18 124.93(12) . . ? C21 N21 C22 107.89(12) . . ? C21 N21 B2 120.54(13) . . ? C22 N21 B2 130.23(12) . . ? C21 N22 C23 109.28(12) . . ? C21 N22 C28 124.95(13) . . ? C23 N22 C28 125.77(13) . . ? C111 O1 K1 136.80(15) . . ? C211 O2 K2 117.05(11) . . ? C11 S1 K1 102.81(5) . . ? C21 S2 K2 104.25(5) . . ? N12 C11 N11 108.46(12) . . ? N12 C11 S1 124.22(11) . . ? N11 C11 S1 127.32(11) . . ? C17 C12 N11 132.18(14) . . ? C17 C12 C13 119.95(13) . . ? N11 C12 C13 107.85(12) . . ? C14 C13 N12 130.72(14) . . ? C14 C13 C12 123.10(14) . . ? N12 C13 C12 106.16(12) . . ? C13 C14 C15 116.40(14) . . ? C14 C15 C16 121.27(14) . . ? C17 C16 C15 121.92(14) . . ? C16 C17 C12 117.28(14) . . ? N22 C21 N21 108.36(12) . . ? N22 C21 S2 123.51(11) . . ? N21 C21 S2 128.12(11) . . ? C27 C22 C23 120.29(14) . . ? C27 C22 N21 131.79(14) . . ? C23 C22 N21 107.92(12) . . ? C24 C23 N22 130.59(14) . . ? C24 C23 C22 122.85(14) . . ? N22 C23 C22 106.55(12) . . ? C23 C24 C25 116.60(15) . . ? C24 C25 C26 120.98(15) . . ? C27 C26 C25 122.09(15) . . ? C22 C27 C26 117.14(15) . . ? O1 C111 C112 121.6(2) . . ? O1 C111 C110 120.4(2) . . ? C112 C111 C110 117.78(19) . . ? O2 C211 C212 122.47(16) . . ? O2 C211 C210 121.71(17) . . ? C212 C211 C210 115.81(15) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 30.61 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.443 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.064 _database_code_depnum_ccdc_archive 'CCDC 958385' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_tlbus10_new _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H86 B2 N12 S6 Tl2' _chemical_formula_weight 1742.25 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' B B 0.0013 0.0007 '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' Tl Tl -2.8358 9.6688 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 17.793(4) _cell_length_b 17.793(4) _cell_length_c 20.084(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 5506(2) _cell_formula_units_Z 3 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3847 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 20.46 _exptl_crystal_description PLATE _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.576 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2610 _exptl_absorpt_coefficient_mu 4.605 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.7096 _exptl_absorpt_correction_T_max 0.8024 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 17413 _diffrn_reflns_av_R_equivalents 0.1773 _diffrn_reflns_av_sigmaI/netI 0.1045 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2132 _reflns_number_gt 1364 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0010P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2132 _refine_ls_number_parameters 146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0833 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.0790 _refine_ls_wR_factor_gt 0.0720 _refine_ls_goodness_of_fit_ref 0.974 _refine_ls_restrained_S_all 0.974 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tl Tl 0.3333 0.6667 0.99806(2) 0.0547(2) Uani 1 3 d S . . S S 0.19067(10) 0.63994(10) 0.91327(8) 0.0376(4) Uani 1 1 d . . . N1 N 0.2497(3) 0.5827(3) 0.8128(2) 0.0236(11) Uani 1 1 d . . . N2 N 0.1233(3) 0.4798(3) 0.8529(2) 0.0253(11) Uani 1 1 d . . . B B 0.3333 0.6667 0.7920(6) 0.029(3) Uani 1 3 d S . . H1 H 0.3333 0.6667 0.736(5) 0.035 Uiso 1 3 d S . . C1 C 0.1870(4) 0.5650(4) 0.8589(3) 0.0281(14) Uani 1 1 d . . . C2 C 0.2254(3) 0.5076(4) 0.7768(3) 0.0241(13) Uani 1 1 d . . . C3 C 0.2682(4) 0.4937(4) 0.7257(3) 0.0281(14) Uani 1 1 d . . . H3A H 0.3232 0.5388 0.7110 0.034 Uiso 1 1 calc R . . C4 C 0.2300(4) 0.4130(4) 0.6960(3) 0.0342(15) Uani 1 1 d . . . H4A H 0.2576 0.4023 0.6597 0.041 Uiso 1 1 calc R . . C5 C 0.1505(4) 0.3474(4) 0.7198(3) 0.0363(16) Uani 1 1 d . . . H5A H 0.1244 0.2921 0.6990 0.044 Uiso 1 1 calc R . . C6 C 0.1082(4) 0.3599(4) 0.7725(3) 0.0334(15) Uani 1 1 d . . . H6A H 0.0548 0.3139 0.7888 0.040 Uiso 1 1 calc R . . C7 C 0.1463(4) 0.4417(4) 0.8009(3) 0.0234(13) Uani 1 1 d . . . C8 C 0.0392(4) 0.4397(4) 0.8918(3) 0.0306(14) Uani 1 1 d . . . C9 C 0.0598(4) 0.4441(4) 0.9673(3) 0.0374(16) Uani 1 1 d . . . H9A H 0.0954 0.5049 0.9809 0.056 Uiso 1 1 calc R . . H9B H 0.0915 0.4132 0.9760 0.056 Uiso 1 1 calc R . . H9C H 0.0055 0.4170 0.9927 0.056 Uiso 1 1 calc R . . C10 C -0.0193(4) 0.3439(4) 0.8749(3) 0.0414(17) Uani 1 1 d . . . H10A H -0.0353 0.3381 0.8277 0.062 Uiso 1 1 calc R . . H10B H -0.0719 0.3197 0.9023 0.062 Uiso 1 1 calc R . . H10C H 0.0117 0.3124 0.8838 0.062 Uiso 1 1 calc R . . C11 C -0.0085(4) 0.4870(4) 0.8754(3) 0.0401(16) Uani 1 1 d . . . H11A H 0.0275 0.5484 0.8873 0.060 Uiso 1 1 calc R . . H11B H -0.0629 0.4616 0.9005 0.060 Uiso 1 1 calc R . . H11C H -0.0212 0.4820 0.8276 0.060 Uiso 1 1 calc R . . C20 C 0.2537(4) 0.5918(5) 1.1666(3) 0.0432(18) Uani 1 1 d . . . H20A H 0.1987 0.5402 1.1663 0.052 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 Tl 0.0672(3) 0.0672(3) 0.0298(3) 0.000 0.000 0.03358(14) S 0.0422(11) 0.0323(10) 0.0364(9) -0.0066(8) 0.0083(8) 0.0173(9) N1 0.023(3) 0.020(3) 0.025(2) -0.001(2) 0.003(2) 0.009(2) N2 0.023(3) 0.024(3) 0.028(3) -0.002(2) 0.003(2) 0.011(2) B 0.028(5) 0.028(5) 0.032(7) 0.000 0.000 0.014(2) C1 0.029(4) 0.025(4) 0.032(3) 0.003(3) -0.004(3) 0.014(3) C2 0.020(3) 0.030(4) 0.028(3) -0.003(3) -0.005(3) 0.017(3) C3 0.037(4) 0.030(4) 0.026(3) 0.005(3) -0.001(3) 0.023(3) C4 0.051(4) 0.042(4) 0.025(3) 0.006(3) 0.007(3) 0.036(4) C5 0.045(4) 0.026(4) 0.038(4) -0.003(3) -0.001(3) 0.019(3) C6 0.031(4) 0.032(4) 0.037(4) 0.001(3) 0.005(3) 0.015(3) C7 0.027(4) 0.026(4) 0.022(3) 0.001(3) 0.000(3) 0.018(3) C8 0.030(4) 0.032(4) 0.033(3) 0.005(3) 0.006(3) 0.018(3) C9 0.040(4) 0.039(4) 0.037(4) 0.010(3) 0.014(3) 0.023(3) C10 0.033(4) 0.040(4) 0.048(4) 0.006(3) 0.015(3) 0.016(3) C11 0.033(4) 0.053(4) 0.041(4) 0.006(3) 0.005(3) 0.027(4) C20 0.031(5) 0.044(6) 0.049(4) 0.002(3) -0.002(3) 0.014(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 Tl S 2.8918(18) 3_565 ? Tl S 2.8918(17) 2_665 ? Tl S 2.8919(18) . ? S C1 1.700(6) . ? N1 C1 1.361(6) . ? N1 C2 1.385(7) . ? N1 B 1.548(5) . ? N2 C1 1.371(7) . ? N2 C7 1.413(6) . ? N2 C8 1.513(6) . ? B H1 1.13(9) . ? B N1 1.548(5) 3_565 ? B N1 1.548(5) 2_665 ? C2 C3 1.373(7) . ? C2 C7 1.393(7) . ? C3 C4 1.378(8) . ? C4 C5 1.394(8) . ? C5 C6 1.379(8) . ? C6 C7 1.384(7) . ? C8 C11 1.501(7) . ? C8 C10 1.527(7) . ? C8 C9 1.552(8) . ? C20 C20 1.376(6) 15_557 ? C20 C20 1.376(6) 14_457 ? 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 S Tl S 88.84(5) 3_565 2_665 ? S Tl S 88.84(5) 3_565 . ? S Tl S 88.84(5) 2_665 . ? C1 S Tl 101.15(19) . . ? C1 N1 C2 107.9(4) . . ? C1 N1 B 133.5(5) . . ? C2 N1 B 118.5(5) . . ? C1 N2 C7 108.5(5) . . ? C1 N2 C8 123.5(4) . . ? C7 N2 C8 127.7(4) . . ? H1 B N1 105.7(5) . 3_565 ? H1 B N1 105.6(5) . . ? N1 B N1 113.0(4) 3_565 . ? H1 B N1 105.7(5) . 2_665 ? N1 B N1 113.0(4) 3_565 2_665 ? N1 B N1 113.0(4) . 2_665 ? N1 C1 N2 109.0(5) . . ? N1 C1 S 123.4(4) . . ? N2 C1 S 127.6(4) . . ? C3 C2 N1 129.1(5) . . ? C3 C2 C7 121.8(5) . . ? N1 C2 C7 109.2(5) . . ? C2 C3 C4 118.8(5) . . ? C3 C4 C5 119.3(5) . . ? C6 C5 C4 122.4(6) . . ? C5 C6 C7 117.8(6) . . ? C6 C7 C2 120.0(5) . . ? C6 C7 N2 134.6(5) . . ? C2 C7 N2 105.4(5) . . ? C11 C8 N2 109.0(4) . . ? C11 C8 C10 108.4(5) . . ? N2 C8 C10 111.9(5) . . ? C11 C8 C9 111.8(5) . . ? N2 C8 C9 109.2(4) . . ? C10 C8 C9 106.6(5) . . ? C20 C20 C20 119.999(18) 15_557 14_457 ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.784 _refine_diff_density_min -0.784 _refine_diff_density_rms 0.117 _database_code_depnum_ccdc_archive 'CCDC 958386' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_tmbzs10 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H22 B N6 S3 Tl' _chemical_formula_weight 705.84 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' B B 0.0013 0.0007 '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' Tl Tl -2.8358 9.6688 '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 9.3299(7) _cell_length_b 12.4112(10) _cell_length_c 21.2348(17) _cell_angle_alpha 90.00 _cell_angle_beta 94.2250(10) _cell_angle_gamma 90.00 _cell_volume 2452.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8318 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 28.54 _exptl_crystal_description PLATE _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.912 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 6.869 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.7252 _exptl_absorpt_correction_T_max 0.7707 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 39361 _diffrn_reflns_av_R_equivalents 0.1004 _diffrn_reflns_av_sigmaI/netI 0.0805 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 30.65 _reflns_number_total 7560 _reflns_number_gt 4961 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0268P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7560 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0869 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.0850 _refine_ls_wR_factor_gt 0.0727 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 Tl Tl 0.27144(2) 0.150025(16) 0.232249(9) 0.02579(6) Uani 1 1 d . . . B B 0.1278(6) 0.2963(4) 0.4051(3) 0.0175(11) Uani 1 1 d . . . H H 0.084(5) 0.318(4) 0.448(2) 0.021 Uiso 1 1 d . . . S1 S -0.02637(14) 0.19411(11) 0.26293(6) 0.0241(3) Uani 1 1 d . . . S2 S 0.31131(14) 0.38592(10) 0.28004(6) 0.0219(3) Uani 1 1 d . . . S3 S 0.36973(14) 0.10207(11) 0.36329(6) 0.0237(3) Uani 1 1 d . . . N11 N 0.0326(4) 0.3523(3) 0.35245(17) 0.0158(8) Uani 1 1 d . . . N12 N -0.0836(4) 0.4074(3) 0.26359(19) 0.0199(9) Uani 1 1 d . . . N21 N 0.2857(4) 0.3352(3) 0.40527(18) 0.0155(8) Uani 1 1 d . . . N22 N 0.4984(4) 0.3931(3) 0.38226(18) 0.0190(9) Uani 1 1 d . . . N31 N 0.1120(4) 0.1723(3) 0.40307(18) 0.0183(9) Uani 1 1 d . . . N32 N 0.1345(4) -0.0038(3) 0.39586(18) 0.0183(9) Uani 1 1 d . . . C11 C -0.0222(5) 0.3189(4) 0.2940(2) 0.0185(10) Uani 1 1 d . . . C12 C 0.0041(5) 0.4615(4) 0.3585(2) 0.0162(10) Uani 1 1 d . . . C13 C 0.0333(5) 0.5326(4) 0.4081(2) 0.0191(10) Uani 1 1 d . . . H13A H 0.0838 0.5101 0.4463 0.023 Uiso 1 1 calc R . . C14 C -0.0134(6) 0.6365(4) 0.3998(3) 0.0244(11) Uani 1 1 d . . . H14A H 0.0056 0.6867 0.4332 0.029 Uiso 1 1 calc R . . C15 C -0.0875(5) 0.6712(4) 0.3445(3) 0.0277(12) Uani 1 1 d . . . H15A H -0.1182 0.7441 0.3411 0.033 Uiso 1 1 calc R . . C16 C -0.1179(5) 0.6017(4) 0.2939(2) 0.0227(11) Uani 1 1 d . . . H16A H -0.1686 0.6246 0.2558 0.027 Uiso 1 1 calc R . . C17 C -0.0691(5) 0.4965(4) 0.3028(2) 0.0189(10) Uani 1 1 d . . . C18 C -0.1521(6) 0.4097(4) 0.2010(2) 0.0257(12) Uani 1 1 d . . . H18A H -0.1619 0.3360 0.1847 0.039 Uiso 1 1 calc R . . H18B H -0.0937 0.4522 0.1736 0.039 Uiso 1 1 calc R . . H18C H -0.2474 0.4425 0.2019 0.039 Uiso 1 1 calc R . . C21 C 0.3637(5) 0.3697(4) 0.3576(2) 0.0174(10) Uani 1 1 d . . . C22 C 0.3757(5) 0.3344(4) 0.4609(2) 0.0184(10) Uani 1 1 d . . . C23 C 0.3504(5) 0.3065(4) 0.5223(2) 0.0202(10) Uani 1 1 d . . . H23A H 0.2595 0.2802 0.5328 0.024 Uiso 1 1 calc R . . C24 C 0.4639(6) 0.3186(4) 0.5678(2) 0.0267(12) Uani 1 1 d . . . H24A H 0.4499 0.3000 0.6103 0.032 Uiso 1 1 calc R . . C25 C 0.5969(6) 0.3570(4) 0.5533(2) 0.0257(11) Uani 1 1 d . . . H25A H 0.6720 0.3646 0.5857 0.031 Uiso 1 1 calc R . . C26 C 0.6210(5) 0.3845(4) 0.4915(2) 0.0225(11) Uani 1 1 d . . . H26A H 0.7119 0.4109 0.4811 0.027 Uiso 1 1 calc R . . C27 C 0.5092(5) 0.3724(4) 0.4459(2) 0.0182(10) Uani 1 1 d . . . C28 C 0.6156(5) 0.4318(4) 0.3471(3) 0.0294(13) Uani 1 1 d . . . H28A H 0.5778 0.4809 0.3137 0.044 Uiso 1 1 calc R . . H28B H 0.6627 0.3705 0.3280 0.044 Uiso 1 1 calc R . . H28C H 0.6855 0.4700 0.3756 0.044 Uiso 1 1 calc R . . C31 C 0.2024(5) 0.0918(4) 0.3881(2) 0.0164(10) Uani 1 1 d . . . C32 C -0.0170(5) 0.1253(4) 0.4192(2) 0.0187(10) Uani 1 1 d . . . C33 C -0.1438(5) 0.1715(4) 0.4357(2) 0.0223(11) Uani 1 1 d . . . H33A H -0.1551 0.2475 0.4375 0.027 Uiso 1 1 calc R . . C34 C -0.2531(5) 0.1026(4) 0.4493(2) 0.0249(11) Uani 1 1 d . . . H34A H -0.3422 0.1319 0.4600 0.030 Uiso 1 1 calc R . . C35 C -0.2364(6) -0.0092(4) 0.4478(2) 0.0269(12) Uani 1 1 d . . . H35A H -0.3130 -0.0543 0.4586 0.032 Uiso 1 1 calc R . . C36 C -0.1106(6) -0.0550(4) 0.4308(2) 0.0249(11) Uani 1 1 d . . . H36A H -0.0986 -0.1309 0.4299 0.030 Uiso 1 1 calc R . . C37 C -0.0017(5) 0.0144(4) 0.4152(2) 0.0182(10) Uani 1 1 d . . . C38 C 0.1959(6) -0.1100(4) 0.3856(2) 0.0268(12) Uani 1 1 d . . . H38A H 0.2866 -0.1019 0.3656 0.040 Uiso 1 1 calc R . . H38B H 0.1285 -0.1524 0.3581 0.040 Uiso 1 1 calc R . . H38C H 0.2137 -0.1468 0.4262 0.040 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 Tl 0.02696(11) 0.02816(11) 0.02296(10) -0.00075(10) 0.00664(7) 0.00108(10) B 0.016(3) 0.015(3) 0.022(3) 0.002(2) 0.001(2) -0.001(2) S1 0.0233(7) 0.0244(7) 0.0246(7) -0.0069(5) 0.0016(5) -0.0034(5) S2 0.0249(7) 0.0236(6) 0.0174(6) 0.0029(5) 0.0029(5) -0.0018(5) S3 0.0203(6) 0.0230(7) 0.0286(7) 0.0004(5) 0.0067(5) 0.0023(5) N11 0.0130(18) 0.0175(19) 0.0171(19) -0.0006(17) 0.0030(15) -0.0027(17) N12 0.015(2) 0.023(2) 0.022(2) 0.0030(18) -0.0010(16) -0.0025(17) N21 0.0150(19) 0.015(2) 0.0167(19) 0.0035(16) 0.0013(15) 0.0012(16) N22 0.017(2) 0.025(2) 0.015(2) -0.0032(17) 0.0048(16) -0.0012(17) N31 0.016(2) 0.020(2) 0.020(2) 0.0030(16) 0.0021(16) -0.0008(16) N32 0.024(2) 0.014(2) 0.017(2) -0.0004(16) 0.0026(17) 0.0024(17) C11 0.012(2) 0.023(3) 0.021(3) 0.001(2) 0.0039(19) -0.0036(19) C12 0.012(2) 0.014(2) 0.024(3) 0.0006(19) 0.0017(19) -0.0018(18) C13 0.019(2) 0.021(3) 0.017(2) 0.004(2) 0.0002(19) 0.002(2) C14 0.028(3) 0.016(3) 0.030(3) -0.004(2) 0.004(2) -0.001(2) C15 0.022(3) 0.026(3) 0.035(3) 0.005(2) 0.004(2) 0.008(2) C16 0.016(3) 0.023(3) 0.029(3) 0.007(2) 0.000(2) 0.001(2) C17 0.011(2) 0.023(3) 0.022(3) 0.002(2) 0.0014(19) 0.001(2) C18 0.027(3) 0.031(3) 0.019(3) 0.003(2) -0.005(2) -0.003(2) C21 0.019(2) 0.016(3) 0.017(2) -0.0002(18) 0.0033(19) 0.0000(19) C22 0.019(2) 0.015(2) 0.021(2) -0.0004(19) 0.0001(19) 0.0005(19) C23 0.017(2) 0.018(2) 0.025(3) 0.003(2) -0.001(2) -0.001(2) C24 0.030(3) 0.029(3) 0.019(3) 0.002(2) -0.008(2) 0.002(2) C25 0.026(3) 0.023(3) 0.026(3) -0.004(2) -0.010(2) 0.003(2) C26 0.015(2) 0.026(3) 0.027(3) -0.003(2) 0.002(2) 0.001(2) C27 0.016(2) 0.017(3) 0.022(2) -0.0035(19) 0.0027(19) 0.0025(18) C28 0.019(3) 0.036(3) 0.034(3) -0.001(3) 0.010(2) -0.007(2) C31 0.021(3) 0.015(2) 0.013(2) -0.0032(18) 0.0035(19) 0.0043(19) C32 0.017(2) 0.025(3) 0.015(2) 0.0026(19) 0.0024(19) -0.006(2) C33 0.025(3) 0.021(3) 0.021(3) 0.001(2) 0.001(2) 0.002(2) C34 0.019(3) 0.031(3) 0.025(3) -0.003(2) 0.003(2) -0.003(2) C35 0.028(3) 0.037(3) 0.015(3) 0.003(2) -0.001(2) -0.014(2) C36 0.035(3) 0.022(3) 0.017(3) -0.003(2) 0.003(2) -0.010(2) C37 0.021(3) 0.019(2) 0.014(2) -0.0005(19) 0.0005(19) -0.005(2) C38 0.038(3) 0.015(2) 0.028(3) 0.000(2) 0.005(2) 0.001(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 Tl S3 2.9261(14) . ? Tl S1 2.9514(13) . ? Tl S2 3.1119(13) . ? B H 1.05(5) . ? B N11 1.541(7) . ? B N31 1.545(7) . ? B N21 1.550(6) . ? S1 C11 1.682(5) . ? S2 C21 1.695(5) . ? S3 C31 1.689(5) . ? N11 C11 1.372(6) . ? N11 C12 1.388(6) . ? N12 C11 1.377(6) . ? N12 C17 1.385(6) . ? N12 C18 1.432(6) . ? N21 C21 1.359(6) . ? N21 C22 1.399(6) . ? N22 C21 1.357(6) . ? N22 C27 1.373(6) . ? N22 C28 1.451(6) . ? N31 C31 1.361(6) . ? N31 C32 1.403(6) . ? N32 C31 1.360(6) . ? N32 C37 1.383(6) . ? N32 C38 1.460(6) . ? C12 C13 1.386(6) . ? C12 C17 1.391(6) . ? C13 C14 1.369(7) . ? C14 C15 1.387(7) . ? C15 C16 1.391(7) . ? C16 C17 1.391(7) . ? C22 C23 1.386(6) . ? C22 C27 1.390(6) . ? C23 C24 1.388(7) . ? C24 C25 1.386(7) . ? C25 C26 1.389(7) . ? C26 C27 1.379(7) . ? C32 C33 1.383(7) . ? C32 C37 1.386(7) . ? C33 C34 1.378(7) . ? C34 C35 1.397(7) . ? C35 C36 1.375(7) . ? C36 C37 1.391(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S3 Tl S1 93.55(4) . . ? S3 Tl S2 81.94(3) . . ? S1 Tl S2 81.11(3) . . ? H B N11 105(3) . . ? H B N31 104(3) . . ? N11 B N31 112.4(4) . . ? H B N21 110(3) . . ? N11 B N21 111.0(4) . . ? N31 B N21 113.5(4) . . ? C11 S1 Tl 105.21(16) . . ? C21 S2 Tl 102.96(16) . . ? C31 S3 Tl 94.59(16) . . ? C11 N11 C12 108.5(4) . . ? C11 N11 B 132.5(4) . . ? C12 N11 B 118.6(4) . . ? C11 N12 C17 109.7(4) . . ? C11 N12 C18 126.3(4) . . ? C17 N12 C18 124.0(4) . . ? C21 N21 C22 108.1(4) . . ? C21 N21 B 131.1(4) . . ? C22 N21 B 120.8(4) . . ? C21 N22 C27 109.8(4) . . ? C21 N22 C28 125.7(4) . . ? C27 N22 C28 124.5(4) . . ? C31 N31 C32 108.0(4) . . ? C31 N31 B 132.7(4) . . ? C32 N31 B 119.3(4) . . ? C31 N32 C37 109.9(4) . . ? C31 N32 C38 125.3(4) . . ? C37 N32 C38 124.8(4) . . ? N11 C11 N12 107.3(4) . . ? N11 C11 S1 129.0(4) . . ? N12 C11 S1 123.6(4) . . ? C13 C12 N11 131.5(4) . . ? C13 C12 C17 120.3(4) . . ? N11 C12 C17 108.2(4) . . ? C14 C13 C12 117.4(5) . . ? C13 C14 C15 122.4(5) . . ? C14 C15 C16 121.5(5) . . ? C17 C16 C15 115.5(5) . . ? N12 C17 C16 130.7(5) . . ? N12 C17 C12 106.3(4) . . ? C16 C17 C12 123.0(5) . . ? N22 C21 N21 108.1(4) . . ? N22 C21 S2 122.9(3) . . ? N21 C21 S2 129.0(4) . . ? C23 C22 C27 121.2(4) . . ? C23 C22 N21 131.5(4) . . ? C27 C22 N21 107.2(4) . . ? C22 C23 C24 116.9(5) . . ? C25 C24 C23 122.1(5) . . ? C24 C25 C26 120.4(5) . . ? C27 C26 C25 118.0(5) . . ? N22 C27 C26 131.9(4) . . ? N22 C27 C22 106.7(4) . . ? C26 C27 C22 121.3(5) . . ? N32 C31 N31 108.1(4) . . ? N32 C31 S3 123.6(3) . . ? N31 C31 S3 128.3(4) . . ? C33 C32 C37 121.4(4) . . ? C33 C32 N31 130.9(5) . . ? C37 C32 N31 107.7(4) . . ? C34 C33 C32 117.1(5) . . ? C33 C34 C35 121.7(5) . . ? C36 C35 C34 121.0(5) . . ? C35 C36 C37 117.3(5) . . ? N32 C37 C32 106.3(4) . . ? N32 C37 C36 132.3(5) . . ? C32 C37 C36 121.3(5) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.65 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.317 _refine_diff_density_min -0.957 _refine_diff_density_rms 0.195 _database_code_depnum_ccdc_archive 'CCDC 958387'