# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 #=============================================================================== _audit_creation_date 07-18-2007 # 1. SUBMISSION DETAILS _publ_contact_author_name 'Pascal Le Floch' _publ_contact_author_address ;Laboratoire DCPH Ecole Polytechnique Route de Saclay F91128 Palaiseau France ; _publ_contact_author_email LEFLOCH@POLY.POLYTECHNIQUE.FR _publ_contact_author_phone 330169334572 _publ_contact_author_fax 330169333990 _publ_contact_letter ; Please consider this CIF submission for publication as a new structure paper in Journal of the American Chemical Society. The figures, chemical structure diagram (scheme), Transfert of Copyright Agreement form and structure factors will be sent on receipt of your acknowledgement letter ; #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Synthesis of a Stable Radical Anion via the One Electron Reduction of a 1,1-Bis-phosphinosulfide Alkene Derivative ; loop_ _publ_author_name _publ_author_footnote 'T. Cantat' a 'F. Biaso' b 'A. Momin' a 'L. Ricard' a 'M. Geoffroy' b 'N. Mezailles' a ; P.Le Floch ; a _publ_author_address ; a)Laboratoire Heteroelements et Coordination, CNRS UMR 7653, DCPH Ecole Polytechnique, F-91128 Palaiseau Cedex France b)Department of Physical Chemistry, University of Geneva, 30 Quai Ernest Ansermet, 1211 Geneva 4, Switzerland ; #=============================================================================== _publ_section_exptl_prep ;All structures were solved using SIR97 (Altomare et al.) and refined with SHELXL97 (Sheldrick). Figures were drawn with Platon (Spek, 1990). ; _publ_section_references ;Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993) J. Appl. Cryst. 26, 343-350. Sheldrick, G.M. SHELXL97. Program for crystal structure refinement. University of G\\"ottingen, Germany, 1997. Sluis, P. v.d., Spek, A.L. (1990). Acta Cryst. A46, 194-201. Spek, A.L. (1990). Acta Cryst. A46, C-34. ; #=============================================================================== # If more than one structure is reported, sections 5-10 should be filled in # per structure. For each data set, replace the ? in the data_? line below # by a unique identifier. #=============================================================================== data_tc800 _database_code_depnum_ccdc_archive 'CCDC 654637' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C84 H80 K2 O4 P4 S4' _chemical_formula_sum 'C84 H80 K2 O4 P4 S4' _chemical_formula_weight 1483.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K .2009 .2494 '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 11.6860(10) _cell_length_b 12.0260(10) _cell_length_c 15.2520(10) _cell_angle_alpha 86.2020(10) _cell_angle_beta 78.7400(10) _cell_angle_gamma 62.4110(10) _cell_volume 1862.4(3) _cell_formula_units_Z 1 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 5834 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 778 _exptl_absorpt_coefficient_mu 0.377 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9217 _exptl_absorpt_correction_T_max 0.9492 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20754 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0460 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8448 _reflns_number_gt 6206 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0706P)^2^+0.2679P] 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 8448 _refine_ls_number_parameters 442 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0669 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1273 _refine_ls_wR_factor_gt 0.1156 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 K1 K 0.38572(4) 0.67177(4) 0.91065(3) 0.03997(14) Uani 1 1 d . . . S1 S 0.67436(5) 0.48981(5) 0.93827(4) 0.03470(14) Uani 1 1 d . . . S2 S 0.48440(5) 0.45867(5) 0.76632(4) 0.03468(14) Uani 1 1 d . . . P1 P 0.80553(5) 0.46168(5) 0.82665(4) 0.02914(13) Uani 1 1 d . . . P2 P 0.67008(5) 0.32945(5) 0.76160(4) 0.02901(13) Uani 1 1 d . . . O1 O 0.33441(15) 0.82591(14) 0.76753(11) 0.0462(4) Uani 1 1 d . . . O2 O 0.13289(15) 0.77396(14) 0.87076(11) 0.0453(4) Uani 1 1 d . . . C1 C 0.80009(18) 0.36974(18) 0.74452(14) 0.0302(4) Uani 1 1 d . . . C2 C 0.88769(18) 0.34646(18) 0.65666(14) 0.0315(4) Uani 1 1 d . . . C3 C 0.78296(18) 0.61610(18) 0.78580(14) 0.0322(4) Uani 1 1 d . . . C4 C 0.8024(2) 0.6436(2) 0.69633(16) 0.0400(5) Uani 1 1 d . . . H4 H 0.8318 0.5794 0.6521 0.048 Uiso 1 1 calc R . . C5 C 0.7796(2) 0.7640(2) 0.67015(17) 0.0457(6) Uani 1 1 d . . . H5 H 0.7923 0.7817 0.6084 0.055 Uiso 1 1 calc R . . C6 C 0.7385(2) 0.8577(2) 0.73384(17) 0.0476(6) Uani 1 1 d . . . H6 H 0.7204 0.9406 0.7162 0.057 Uiso 1 1 calc R . . C7 C 0.7240(3) 0.8300(2) 0.82292(18) 0.0552(7) Uani 1 1 d . . . H7 H 0.6982 0.8935 0.8670 0.066 Uiso 1 1 calc R . . C8 C 0.7467(3) 0.7097(2) 0.84899(17) 0.0500(6) Uani 1 1 d . . . H8 H 0.7373 0.6914 0.9108 0.060 Uiso 1 1 calc R . . C9 C 0.96872(18) 0.39518(18) 0.85597(14) 0.0324(4) Uani 1 1 d . . . C10 C 1.0664(2) 0.4228(2) 0.80969(16) 0.0392(5) Uani 1 1 d . . . H10 H 1.0490 0.4806 0.7625 0.047 Uiso 1 1 calc R . . C11 C 1.1913(2) 0.3647(2) 0.83303(18) 0.0471(6) Uani 1 1 d . . . H11 H 1.2593 0.3820 0.8010 0.056 Uiso 1 1 calc R . . C12 C 1.2151(2) 0.2826(2) 0.90220(18) 0.0523(6) Uani 1 1 d . . . H12 H 1.2999 0.2432 0.9176 0.063 Uiso 1 1 calc R . . C13 C 1.1178(2) 0.2570(2) 0.94938(17) 0.0479(6) Uani 1 1 d . . . H13 H 1.1347 0.2015 0.9979 0.058 Uiso 1 1 calc R . . C14 C 0.9945(2) 0.3124(2) 0.92587(16) 0.0394(5) Uani 1 1 d . . . H14 H 0.9275 0.2935 0.9578 0.047 Uiso 1 1 calc R . . C15 C 0.67719(18) 0.23015(18) 0.85980(14) 0.0306(4) Uani 1 1 d . . . C16 C 0.79486(19) 0.15374(19) 0.88876(15) 0.0354(5) Uani 1 1 d . . . H16 H 0.8731 0.1570 0.8602 0.042 Uiso 1 1 calc R . . C17 C 0.7993(2) 0.0731(2) 0.95863(15) 0.0400(5) Uani 1 1 d . . . H17 H 0.8802 0.0220 0.9778 0.048 Uiso 1 1 calc R . . C18 C 0.6866(2) 0.0666(2) 1.00070(16) 0.0391(5) Uani 1 1 d . . . H18 H 0.6896 0.0108 1.0483 0.047 Uiso 1 1 calc R . . C19 C 0.5699(2) 0.1421(2) 0.97263(16) 0.0425(5) Uani 1 1 d . . . H19 H 0.4919 0.1384 1.0014 0.051 Uiso 1 1 calc R . . C20 C 0.5650(2) 0.2230(2) 0.90312(15) 0.0385(5) Uani 1 1 d . . . H20 H 0.4835 0.2744 0.8847 0.046 Uiso 1 1 calc R . . C21 C 0.71588(19) 0.21347(18) 0.67229(14) 0.0308(4) Uani 1 1 d . . . C22 C 0.6264(2) 0.2254(2) 0.62010(15) 0.0392(5) Uani 1 1 d . . . H22 H 0.5406 0.2941 0.6305 0.047 Uiso 1 1 calc R . . C23 C 0.6621(2) 0.1371(2) 0.55252(16) 0.0451(6) Uani 1 1 d . . . H23 H 0.6002 0.1459 0.5170 0.054 Uiso 1 1 calc R . . C24 C 0.7867(2) 0.0366(2) 0.53658(16) 0.0434(5) Uani 1 1 d . . . H24 H 0.8108 -0.0230 0.4899 0.052 Uiso 1 1 calc R . . C25 C 0.8756(2) 0.0235(2) 0.58903(15) 0.0393(5) Uani 1 1 d . . . H25 H 0.9612 -0.0457 0.5787 0.047 Uiso 1 1 calc R . . C26 C 0.84066(19) 0.11079(18) 0.65667(15) 0.0344(5) Uani 1 1 d . . . H26 H 0.9023 0.1006 0.6928 0.041 Uiso 1 1 calc R . . C27 C 1.03106(18) 0.28398(18) 0.64974(14) 0.0310(4) Uani 1 1 d . . . C28 C 1.1134(2) 0.3177(2) 0.58669(15) 0.0376(5) Uani 1 1 d . . . H28 H 1.0761 0.3833 0.5469 0.045 Uiso 1 1 calc R . . C29 C 1.2490(2) 0.2565(2) 0.58144(17) 0.0476(6) Uani 1 1 d . . . H29 H 1.3030 0.2806 0.5380 0.057 Uiso 1 1 calc R . . C30 C 1.3059(2) 0.1612(2) 0.63872(18) 0.0497(6) Uani 1 1 d . . . H30 H 1.3985 0.1197 0.6346 0.060 Uiso 1 1 calc R . . C31 C 1.2269(2) 0.1269(2) 0.70199(17) 0.0421(5) Uani 1 1 d . . . H31 H 1.2653 0.0616 0.7418 0.050 Uiso 1 1 calc R . . C32 C 1.09149(19) 0.18758(19) 0.70762(15) 0.0345(5) Uani 1 1 d . . . H32 H 1.0384 0.1633 0.7518 0.041 Uiso 1 1 calc R . . C33 C 0.83400(19) 0.38114(18) 0.57520(14) 0.0318(4) Uani 1 1 d . . . C34 C 0.70505(19) 0.47543(19) 0.57541(15) 0.0364(5) Uani 1 1 d . . . H34 H 0.6529 0.5192 0.6299 0.044 Uiso 1 1 calc R . . C35 C 0.6517(2) 0.5064(2) 0.49851(16) 0.0416(5) Uani 1 1 d . . . H35 H 0.5635 0.5692 0.5012 0.050 Uiso 1 1 calc R . . C36 C 0.7260(2) 0.4464(2) 0.41794(17) 0.0481(6) Uani 1 1 d . . . H36 H 0.6902 0.4693 0.3649 0.058 Uiso 1 1 calc R . . C37 C 0.8528(2) 0.3531(2) 0.41539(16) 0.0473(6) Uani 1 1 d . . . H37 H 0.9038 0.3106 0.3602 0.057 Uiso 1 1 calc R . . C38 C 0.9067(2) 0.3203(2) 0.49177(15) 0.0387(5) Uani 1 1 d . . . H38 H 0.9944 0.2557 0.4882 0.046 Uiso 1 1 calc R . . C39 C 0.4503(3) 0.7959(3) 0.7017(2) 0.0696(9) Uani 1 1 d . . . H39A H 0.4334 0.8635 0.6588 0.083 Uiso 1 1 calc R . . H39B H 0.4752 0.7172 0.6703 0.083 Uiso 1 1 calc R . . H39C H 0.5218 0.7863 0.7309 0.083 Uiso 1 1 calc R . . C40 C 0.2289(2) 0.8325(2) 0.73048(17) 0.0490(6) Uani 1 1 d . . . H40A H 0.2537 0.7505 0.7025 0.059 Uiso 1 1 calc R . . H40B H 0.2074 0.8969 0.6841 0.059 Uiso 1 1 calc R . . C41 C 0.1131(2) 0.8660(2) 0.80432(18) 0.0485(6) Uani 1 1 d . . . H41A H 0.0918 0.9465 0.8328 0.058 Uiso 1 1 calc R . . H41B H 0.0365 0.8786 0.7786 0.058 Uiso 1 1 calc R . . C42 C 0.1177(2) 0.6708(2) 0.84502(18) 0.0520(6) Uani 1 1 d . . . H42A H 0.1718 0.6381 0.7860 0.062 Uiso 1 1 calc R . . H42B H 0.0252 0.6986 0.8426 0.062 Uiso 1 1 calc R . . H42C H 0.1455 0.6046 0.8888 0.062 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 K1 0.0379(2) 0.0346(2) 0.0392(3) 0.0001(2) -0.0077(2) -0.0095(2) S1 0.0296(2) 0.0376(3) 0.0332(3) -0.0017(2) -0.0014(2) -0.0137(2) S2 0.0251(2) 0.0328(3) 0.0412(3) -0.0013(2) -0.0073(2) -0.0085(2) P1 0.0261(2) 0.0294(3) 0.0309(3) -0.0001(2) -0.0048(2) -0.0119(2) P2 0.0246(2) 0.0279(3) 0.0323(3) -0.0007(2) -0.0053(2) -0.0101(2) O1 0.0400(8) 0.0431(9) 0.0481(10) 0.0082(7) -0.0060(7) -0.0147(7) O2 0.0454(9) 0.0451(9) 0.0455(10) 0.0022(7) -0.0085(7) -0.0211(7) C1 0.0273(9) 0.0296(10) 0.0325(12) -0.0011(8) -0.0057(8) -0.0119(8) C2 0.0290(9) 0.0297(10) 0.0328(12) -0.0005(8) -0.0040(8) -0.0115(8) C3 0.0287(9) 0.0316(10) 0.0359(12) 0.0009(9) -0.0071(8) -0.0132(8) C4 0.0465(12) 0.0372(11) 0.0364(13) -0.0012(9) -0.0019(10) -0.0213(10) C5 0.0528(13) 0.0439(13) 0.0416(14) 0.0031(10) 0.0000(11) -0.0268(11) C6 0.0525(14) 0.0357(12) 0.0531(16) 0.0049(11) -0.0016(11) -0.0225(11) C7 0.0793(18) 0.0387(13) 0.0480(16) -0.0083(11) -0.0027(13) -0.0298(13) C8 0.0756(17) 0.0398(13) 0.0353(14) -0.0007(10) -0.0089(12) -0.0275(12) C9 0.0287(9) 0.0329(10) 0.0349(12) -0.0025(9) -0.0067(8) -0.0129(8) C10 0.0349(11) 0.0379(11) 0.0458(14) -0.0008(10) -0.0075(9) -0.0172(9) C11 0.0320(11) 0.0503(13) 0.0632(17) -0.0025(12) -0.0075(10) -0.0225(10) C12 0.0341(12) 0.0611(16) 0.0622(18) 0.0065(13) -0.0203(11) -0.0187(11) C13 0.0385(12) 0.0524(14) 0.0472(15) 0.0100(11) -0.0159(10) -0.0142(11) C14 0.0338(10) 0.0416(12) 0.0412(14) -0.0014(10) -0.0084(9) -0.0151(10) C15 0.0287(9) 0.0284(10) 0.0335(12) -0.0031(8) -0.0045(8) -0.0122(8) C16 0.0289(10) 0.0326(10) 0.0400(13) 0.0017(9) -0.0033(9) -0.0117(9) C17 0.0372(11) 0.0361(11) 0.0412(14) 0.0022(10) -0.0094(9) -0.0116(9) C18 0.0450(12) 0.0323(11) 0.0368(13) 0.0021(9) -0.0046(10) -0.0163(10) C19 0.0380(11) 0.0440(12) 0.0465(15) 0.0032(10) -0.0020(10) -0.0221(10) C20 0.0315(10) 0.0424(12) 0.0431(14) 0.0022(10) -0.0066(9) -0.0185(9) C21 0.0337(10) 0.0279(10) 0.0322(12) -0.0007(8) -0.0030(8) -0.0165(8) C22 0.0384(11) 0.0387(11) 0.0402(13) -0.0005(10) -0.0088(9) -0.0167(10) C23 0.0510(13) 0.0477(13) 0.0390(14) -0.0023(11) -0.0129(11) -0.0226(11) C24 0.0609(14) 0.0401(12) 0.0317(13) -0.0048(10) -0.0010(10) -0.0276(11) C25 0.0398(11) 0.0333(11) 0.0398(13) -0.0045(9) 0.0030(10) -0.0158(9) C26 0.0335(10) 0.0296(10) 0.0396(13) 0.0012(9) -0.0054(9) -0.0147(9) C27 0.0285(9) 0.0299(10) 0.0335(12) -0.0049(8) -0.0025(8) -0.0131(8) C28 0.0367(11) 0.0385(11) 0.0388(13) 0.0018(9) -0.0042(9) -0.0194(9) C29 0.0379(12) 0.0541(14) 0.0518(16) -0.0001(12) 0.0027(11) -0.0259(11) C30 0.0275(10) 0.0499(14) 0.0662(18) 0.0017(12) -0.0048(11) -0.0147(10) C31 0.0321(10) 0.0347(11) 0.0548(16) -0.0004(10) -0.0082(10) -0.0113(9) C32 0.0294(10) 0.0316(10) 0.0399(13) -0.0004(9) -0.0023(9) -0.0132(9) C33 0.0327(10) 0.0296(10) 0.0331(12) -0.0005(8) -0.0038(8) -0.0152(8) C34 0.0334(10) 0.0344(11) 0.0379(13) 0.0025(9) -0.0049(9) -0.0136(9) C35 0.0392(11) 0.0394(12) 0.0466(14) 0.0094(10) -0.0133(10) -0.0175(10) C36 0.0566(14) 0.0498(14) 0.0428(15) 0.0062(11) -0.0206(11) -0.0249(12) C37 0.0527(14) 0.0498(14) 0.0346(14) -0.0068(11) -0.0094(10) -0.0182(12) C38 0.0392(11) 0.0358(11) 0.0366(13) -0.0041(9) -0.0058(9) -0.0135(9) C39 0.0459(14) 0.0523(16) 0.084(2) 0.0099(15) 0.0122(14) -0.0105(13) C40 0.0591(15) 0.0445(13) 0.0439(15) 0.0054(11) -0.0136(12) -0.0232(12) C41 0.0399(12) 0.0415(13) 0.0572(17) 0.0077(11) -0.0157(11) -0.0113(10) C42 0.0523(14) 0.0538(15) 0.0506(16) -0.0030(12) -0.0027(12) -0.0272(12) _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 K1 O1 2.7398(17) . ? K1 O2 2.8017(16) . ? K1 S1 3.1012(8) 2_667 ? K1 S2 3.1244(7) . ? K1 S1 3.1526(7) . ? K1 C18 3.177(2) 2_667 ? K1 C19 3.227(2) 2_667 ? K1 C17 3.323(2) 2_667 ? K1 C20 3.434(2) 2_667 ? K1 C42 3.475(3) . ? K1 C39 3.525(3) . ? K1 C16 3.528(2) 2_667 ? S1 P1 1.9847(7) . ? S1 K1 3.1013(8) 2_667 ? S2 P2 1.9897(7) . ? P1 C1 1.754(2) . ? P1 C9 1.830(2) . ? P1 C3 1.834(2) . ? P2 C1 1.767(2) . ? P2 C21 1.834(2) . ? P2 C15 1.843(2) . ? O1 C40 1.422(3) . ? O1 C39 1.426(3) . ? O2 C41 1.418(3) . ? O2 C42 1.422(3) . ? C1 C2 1.473(3) . ? C2 C33 1.451(3) . ? C2 C27 1.469(3) . ? C3 C4 1.383(3) . ? C3 C8 1.385(3) . ? C4 C5 1.390(3) . ? C5 C6 1.380(3) . ? C6 C7 1.374(4) . ? C7 C8 1.390(3) . ? C9 C10 1.385(3) . ? C9 C14 1.388(3) . ? C10 C11 1.404(3) . ? C11 C12 1.373(4) . ? C12 C13 1.372(3) . ? C13 C14 1.389(3) . ? C15 C20 1.387(3) . ? C15 C16 1.394(3) . ? C16 C17 1.384(3) . ? C16 K1 3.528(2) 2_667 ? C17 C18 1.382(3) . ? C17 K1 3.323(2) 2_667 ? C18 C19 1.378(3) . ? C18 K1 3.177(2) 2_667 ? C19 C20 1.382(3) . ? C19 K1 3.227(2) 2_667 ? C20 K1 3.434(2) 2_667 ? C21 C22 1.385(3) . ? C21 C26 1.394(3) . ? C22 C23 1.390(3) . ? C23 C24 1.382(3) . ? C24 C25 1.379(3) . ? C25 C26 1.384(3) . ? C27 C28 1.401(3) . ? C27 C32 1.404(3) . ? C28 C29 1.391(3) . ? C29 C30 1.381(4) . ? C30 C31 1.380(3) . ? C31 C32 1.389(3) . ? C33 C34 1.404(3) . ? C33 C38 1.415(3) . ? C34 C35 1.384(3) . ? C35 C36 1.380(3) . ? C36 C37 1.378(3) . ? C37 C38 1.380(3) . ? C40 C41 1.491(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 K1 O2 62.22(5) . . ? O1 K1 S1 154.69(4) . 2_667 ? O2 K1 S1 92.88(4) . 2_667 ? O1 K1 S2 83.75(4) . . ? O2 K1 S2 89.98(4) . . ? S1 K1 S2 92.33(2) 2_667 . ? O1 K1 S1 122.29(4) . . ? O2 K1 S1 164.67(4) . . ? S1 K1 S1 80.570(18) 2_667 . ? S2 K1 S1 76.552(17) . . ? O1 K1 C18 78.73(6) . 2_667 ? O2 K1 C18 89.62(5) . 2_667 ? S1 K1 C18 107.28(5) 2_667 2_667 ? S2 K1 C18 160.38(5) . 2_667 ? S1 K1 C18 105.53(4) . 2_667 ? O1 K1 C19 94.92(6) . 2_667 ? O2 K1 C19 113.92(5) . 2_667 ? S1 K1 C19 99.81(5) 2_667 2_667 ? S2 K1 C19 152.31(4) . 2_667 ? S1 K1 C19 81.00(4) . 2_667 ? C18 K1 C19 24.82(6) 2_667 2_667 ? O1 K1 C17 87.40(5) . 2_667 ? O2 K1 C17 73.39(5) . 2_667 ? S1 K1 C17 89.65(4) 2_667 2_667 ? S2 K1 C17 163.33(4) . 2_667 ? S1 K1 C17 120.07(4) . 2_667 ? C18 K1 C17 24.42(5) 2_667 2_667 ? C19 K1 C17 42.56(5) 2_667 2_667 ? O1 K1 C20 118.36(5) . 2_667 ? O2 K1 C20 119.97(5) . 2_667 ? S1 K1 C20 76.71(4) 2_667 2_667 ? S2 K1 C20 148.16(4) . 2_667 ? S1 K1 C20 72.22(4) . 2_667 ? C18 K1 C20 42.32(6) 2_667 2_667 ? C19 K1 C20 23.68(5) 2_667 2_667 ? C17 K1 C20 48.10(5) 2_667 2_667 ? O1 K1 C42 73.61(6) . . ? O2 K1 C42 23.16(5) . . ? S1 K1 C42 81.49(5) 2_667 . ? S2 K1 C42 70.49(4) . . ? S1 K1 C42 141.53(4) . . ? C18 K1 C42 112.22(6) 2_667 . ? C19 K1 C42 135.69(6) 2_667 . ? C17 K1 C42 93.48(6) 2_667 . ? C20 K1 C42 135.00(6) 2_667 . ? O1 K1 C39 22.10(5) . . ? O2 K1 C39 82.08(6) . . ? S1 K1 C39 164.28(6) 2_667 . ? S2 K1 C39 72.87(5) . . ? S1 K1 C39 100.52(5) . . ? C18 K1 C39 87.65(7) 2_667 . ? C19 K1 C39 95.83(7) 2_667 . ? C17 K1 C39 103.02(6) 2_667 . ? C20 K1 C39 118.70(7) 2_667 . ? C42 K1 C39 88.39(7) . . ? O1 K1 C16 109.99(5) . 2_667 ? O2 K1 C16 81.09(5) . 2_667 ? S1 K1 C16 67.27(4) 2_667 2_667 ? S2 K1 C16 157.06(4) . 2_667 ? S1 K1 C16 108.61(4) . 2_667 ? C18 K1 C16 41.54(5) 2_667 2_667 ? C19 K1 C16 47.83(5) 2_667 2_667 ? C17 K1 C16 23.07(5) 2_667 2_667 ? C20 K1 C16 40.02(5) 2_667 2_667 ? C42 K1 C16 95.19(6) . 2_667 ? C39 K1 C16 126.01(6) . 2_667 ? P1 S1 K1 137.26(3) . 2_667 ? P1 S1 K1 112.10(3) . . ? K1 S1 K1 99.430(18) 2_667 . ? P2 S2 K1 113.99(3) . . ? C1 P1 C9 111.74(9) . . ? C1 P1 C3 112.14(10) . . ? C9 P1 C3 101.97(9) . . ? C1 P1 S1 114.31(7) . . ? C9 P1 S1 108.40(7) . . ? C3 P1 S1 107.48(7) . . ? C1 P2 C21 104.66(9) . . ? C1 P2 C15 110.78(9) . . ? C21 P2 C15 99.81(9) . . ? C1 P2 S2 121.73(7) . . ? C21 P2 S2 109.24(7) . . ? C15 P2 S2 108.33(6) . . ? C40 O1 C39 112.4(2) . . ? C40 O1 K1 113.44(13) . . ? C39 O1 K1 111.63(15) . . ? C41 O2 C42 112.89(19) . . ? C41 O2 K1 112.19(12) . . ? C42 O2 K1 106.06(13) . . ? C2 C1 P1 120.07(14) . . ? C2 C1 P2 120.31(15) . . ? P1 C1 P2 118.70(11) . . ? C33 C2 C27 118.78(18) . . ? C33 C2 C1 120.57(17) . . ? C27 C2 C1 120.62(18) . . ? C4 C3 C8 118.4(2) . . ? C4 C3 P1 124.08(16) . . ? C8 C3 P1 117.51(17) . . ? C3 C4 C5 120.9(2) . . ? C6 C5 C4 120.0(2) . . ? C7 C6 C5 119.4(2) . . ? C6 C7 C8 120.5(2) . . ? C3 C8 C7 120.6(2) . . ? C10 C9 C14 119.73(19) . . ? C10 C9 P1 122.21(17) . . ? C14 C9 P1 118.05(15) . . ? C9 C10 C11 119.5(2) . . ? C12 C11 C10 119.9(2) . . ? C13 C12 C11 120.8(2) . . ? C12 C13 C14 119.8(2) . . ? C9 C14 C13 120.3(2) . . ? C20 C15 C16 118.00(19) . . ? C20 C15 P2 119.85(15) . . ? C16 C15 P2 121.98(15) . . ? C17 C16 C15 120.88(19) . . ? C17 C16 K1 70.16(12) . 2_667 ? C15 C16 K1 81.47(12) . 2_667 ? C18 C17 C16 120.4(2) . . ? C18 C17 K1 71.86(12) . 2_667 ? C16 C17 K1 86.78(13) . 2_667 ? C19 C18 C17 119.1(2) . . ? C19 C18 K1 79.62(13) . 2_667 ? C17 C18 K1 83.72(13) . 2_667 ? C18 C19 C20 120.7(2) . . ? C18 C19 K1 75.55(13) . 2_667 ? C20 C19 K1 86.58(14) . 2_667 ? C19 C20 C15 120.9(2) . . ? C19 C20 K1 69.74(13) . 2_667 ? C15 C20 K1 85.25(13) . 2_667 ? C22 C21 C26 118.87(19) . . ? C22 C21 P2 120.55(15) . . ? C26 C21 P2 120.57(16) . . ? C21 C22 C23 120.1(2) . . ? C24 C23 C22 120.6(2) . . ? C25 C24 C23 119.5(2) . . ? C24 C25 C26 120.3(2) . . ? C25 C26 C21 120.6(2) . . ? C28 C27 C32 116.97(18) . . ? C28 C27 C2 122.28(19) . . ? C32 C27 C2 120.74(18) . . ? C29 C28 C27 121.0(2) . . ? C30 C29 C28 120.8(2) . . ? C31 C30 C29 119.4(2) . . ? C30 C31 C32 120.1(2) . . ? C31 C32 C27 121.7(2) . . ? C34 C33 C38 116.2(2) . . ? C34 C33 C2 121.54(18) . . ? C38 C33 C2 122.22(18) . . ? C35 C34 C33 121.9(2) . . ? C36 C35 C34 120.4(2) . . ? C37 C36 C35 119.2(2) . . ? C36 C37 C38 121.0(2) . . ? C37 C38 C33 121.3(2) . . ? O1 C39 K1 46.27(12) . . ? O1 C40 C41 108.0(2) . . ? O2 C41 C40 113.61(18) . . ? O2 C42 K1 50.79(11) . . ? _diffrn_measured_fraction_theta_max .988 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full .988 _refine_diff_density_max .438 _refine_diff_density_min -.379 _refine_diff_density_rms .055