# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _publ_section_title ;1,3-Digermacyclobutanes with exocyclic C=P and C=P=S double bonds ; _publ_contact_author_name 'Jean Escudie' _publ_contact_author_email ESCUDIE@CHIMIE.UPS-TLSE.FR loop_ _publ_author_name J.Escudie 'Heinz Gornitzka' 'Gabriela Nemes' 'Petronela Maria Petrar' 'H. Ranaivonjatovo' ; I.Silaghi-Dumitrescu ; # Attachment 'CIF__1,3-digermacyclobutanes.cif' data_3a _database_code_depnum_ccdc_archive 'CCDC 649323' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H94 Ge2 P2' _chemical_formula_weight 950.41 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.039(3) _cell_length_b 10.8738(11) _cell_length_c 17.1736(17) _cell_angle_alpha 90.00 _cell_angle_beta 115.321(2) _cell_angle_gamma 90.00 _cell_volume 5577.0(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9104 _cell_measurement_theta_min 2.220 _cell_measurement_theta_max 26.388 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.132 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2048 _exptl_absorpt_coefficient_mu 1.166 _exptl_absorpt_correction_type semi-empirical _exptl_absorpt_correction_T_min 0.749303 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS (Bruker-AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 CCD detector' _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 16226 _diffrn_reflns_av_R_equivalents 0.0595 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 41 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 26.43 _reflns_number_total 5722 _reflns_number_gt 4741 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0641P)^2^+0.2981P] 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 5722 _refine_ls_number_parameters 354 _refine_ls_number_restraints 90 _refine_ls_R_factor_all 0.0435 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0997 _refine_ls_wR_factor_gt 0.0945 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.032 _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 Ge1 Ge 0.0000 0.78423(3) 0.2500 0.02088(10) Uani 1 2 d S . . Ge2 Ge 0.0000 0.51560(3) 0.2500 0.02201(10) Uani 1 2 d S . . P1 P 0.098928(17) 0.60606(6) 0.31349(4) 0.03378(15) Uani 1 1 d . . . C1 C 0.04547(7) 0.64989(17) 0.27727(13) 0.0229(4) Uani 1 1 d . . . C2 C 0.00735(7) 0.8880(2) 0.35232(13) 0.0281(4) Uani 1 1 d . . . C3 C 0.05236(8) 0.9534(2) 0.38863(15) 0.0387(5) Uani 1 1 d . . . H3A H 0.0576 0.9920 0.4437 0.058 Uiso 1 1 calc R . . H3B H 0.0523 1.0166 0.3479 0.058 Uiso 1 1 calc R . . H3C H 0.0762 0.8936 0.3977 0.058 Uiso 1 1 calc R . . C4 C -0.03058(9) 0.9830(2) 0.32562(17) 0.0427(6) Uani 1 1 d . . . H4A H -0.0595 0.9415 0.2952 0.064 Uiso 1 1 calc R . . H4B H -0.0267 1.0442 0.2875 0.064 Uiso 1 1 calc R . . H4C H -0.0298 1.0240 0.3771 0.064 Uiso 1 1 calc R . . C5 C 0.00541(8) 0.8049(2) 0.42209(15) 0.0364(5) Uani 1 1 d . . . H5A H 0.0313 0.7496 0.4434 0.055 Uiso 1 1 calc R . . H5B H -0.0222 0.7562 0.3980 0.055 Uiso 1 1 calc R . . H5C H 0.0058 0.8554 0.4697 0.055 Uiso 1 1 calc R . . C6 C 0.00865(7) 0.4100(2) 0.35224(13) 0.0297(4) Uani 1 1 d . . . C7 C 0.02900(10) 0.4866(2) 0.43449(16) 0.0477(7) Uani 1 1 d . . . H7A H 0.0341 0.4343 0.4843 0.072 Uiso 1 1 calc R . . H7B H 0.0084 0.5533 0.4314 0.072 Uiso 1 1 calc R . . H7C H 0.0576 0.5215 0.4406 0.072 Uiso 1 1 calc R . . C8 C -0.03564(9) 0.3577(2) 0.34422(18) 0.0476(7) Uani 1 1 d . . . H8A H -0.0484 0.3042 0.2935 0.071 Uiso 1 1 calc R . . H8B H -0.0565 0.4252 0.3381 0.071 Uiso 1 1 calc R . . H8C H -0.0306 0.3099 0.3960 0.071 Uiso 1 1 calc R . . C9 C 0.04151(10) 0.3053(3) 0.36154(17) 0.0485(6) Uani 1 1 d . . . H9A H 0.0466 0.2568 0.4130 0.073 Uiso 1 1 calc R . . H9B H 0.0700 0.3398 0.3670 0.073 Uiso 1 1 calc R . . H9C H 0.0290 0.2523 0.3105 0.073 Uiso 1 1 calc R . . C10 C 0.13727(6) 0.7407(2) 0.33721(14) 0.0308(5) Uani 1 1 d . . . C11 C 0.14380(7) 0.8025(2) 0.27054(14) 0.0353(5) Uani 1 1 d . A . C12 C 0.15813(7) 0.9242(2) 0.28373(15) 0.0370(5) Uani 1 1 d . . . H12 H 0.1610 0.9665 0.2380 0.044 Uiso 1 1 calc R . . C13 C 0.16840(7) 0.9869(2) 0.36014(15) 0.0328(5) Uani 1 1 d . B . C14 C 0.17063(7) 0.9160(2) 0.42873(14) 0.0363(5) Uani 1 1 d . . . H14 H 0.1822 0.9529 0.4842 0.044 Uiso 1 1 calc R . . C15 C 0.15692(7) 0.7932(2) 0.42124(14) 0.0336(5) Uani 1 1 d . C . C16 C 0.14287(10) 0.7418(3) 0.18789(18) 0.0570(8) Uani 1 1 d U . . C17 C 0.11536(12) 0.8320(4) 0.1044(2) 0.0470(11) Uani 0.721(6) 1 d PU A 1 H17A H 0.1143 0.7934 0.0520 0.071 Uiso 0.721(6) 1 calc PR A 1 H17B H 0.1307 0.9115 0.1132 0.071 Uiso 0.721(6) 1 calc PR A 1 H17C H 0.0848 0.8446 0.0984 0.071 Uiso 0.721(6) 1 calc PR A 1 C18 C 0.11918(18) 0.6207(5) 0.1604(3) 0.0544(12) Uani 0.721(6) 1 d PU A 1 H18A H 0.1208 0.5930 0.1075 0.082 Uiso 0.721(6) 1 calc PR A 1 H18B H 0.0877 0.6303 0.1497 0.082 Uiso 0.721(6) 1 calc PR A 1 H18C H 0.1335 0.5597 0.2060 0.082 Uiso 0.721(6) 1 calc PR A 1 C19 C 0.1891(2) 0.7358(8) 0.1972(5) 0.067(2) Uani 0.721(6) 1 d PU A 1 H19A H 0.2061 0.6766 0.2424 0.100 Uiso 0.721(6) 1 calc PR A 1 H19B H 0.2030 0.8172 0.2128 0.100 Uiso 0.721(6) 1 calc PR A 1 H19C H 0.1891 0.7096 0.1426 0.100 Uiso 0.721(6) 1 calc PR A 1 C17' C 0.1079(4) 0.6886(16) 0.1300(8) 0.069(4) Uani 0.279(6) 1 d PU A 2 H17D H 0.1173 0.6196 0.1049 0.103 Uiso 0.279(6) 1 calc PR A 2 H17E H 0.0911 0.7479 0.0847 0.103 Uiso 0.279(6) 1 calc PR A 2 H17F H 0.0888 0.6582 0.1566 0.103 Uiso 0.279(6) 1 calc PR A 2 C18' C 0.1767(4) 0.5933(12) 0.2384(7) 0.067(3) Uani 0.279(6) 1 d PU A 2 H18D H 0.1565 0.5300 0.2420 0.101 Uiso 0.279(6) 1 calc PR A 2 H18E H 0.1997 0.6115 0.2963 0.101 Uiso 0.279(6) 1 calc PR A 2 H18F H 0.1910 0.5635 0.2024 0.101 Uiso 0.279(6) 1 calc PR A 2 C19' C 0.1814(7) 0.785(2) 0.1684(15) 0.070(5) Uani 0.279(6) 1 d PU A 2 H19D H 0.1891 0.7196 0.1375 0.105 Uiso 0.279(6) 1 calc PR A 2 H19E H 0.2075 0.8029 0.2225 0.105 Uiso 0.279(6) 1 calc PR A 2 H19F H 0.1725 0.8589 0.1327 0.105 Uiso 0.279(6) 1 calc PR A 2 C20 C 0.17818(8) 1.1245(2) 0.36658(18) 0.0416(6) Uani 1 1 d U . . C21 C 0.21959(13) 1.1502(3) 0.3516(4) 0.0587(11) Uani 0.892(8) 1 d PU B 1 H21A H 0.2267 1.2381 0.3598 0.088 Uiso 0.892(8) 1 calc PR B 1 H21B H 0.2138 1.1266 0.2927 0.088 Uiso 0.892(8) 1 calc PR B 1 H21C H 0.2449 1.1026 0.3926 0.088 Uiso 0.892(8) 1 calc PR B 1 C22 C 0.13802(12) 1.1904(4) 0.2964(3) 0.0689(13) Uani 0.892(8) 1 d PU B 1 H22A H 0.1116 1.1798 0.3077 0.103 Uiso 0.892(8) 1 calc PR B 1 H22B H 0.1321 1.1552 0.2400 0.103 Uiso 0.892(8) 1 calc PR B 1 H22C H 0.1447 1.2782 0.2966 0.103 Uiso 0.892(8) 1 calc PR B 1 C23 C 0.1845(2) 1.1786(4) 0.4524(3) 0.0847(18) Uani 0.892(8) 1 d PU B 1 H23A H 0.1889 1.2677 0.4519 0.127 Uiso 0.892(8) 1 calc PR B 1 H23B H 0.2108 1.1413 0.4987 0.127 Uiso 0.892(8) 1 calc PR B 1 H23C H 0.1579 1.1619 0.4622 0.127 Uiso 0.892(8) 1 calc PR B 1 C21' C 0.2307(10) 1.142(2) 0.412(3) 0.062(10) Uani 0.108(8) 1 d PU B 2 H21D H 0.2379 1.2296 0.4108 0.093 Uiso 0.108(8) 1 calc PR B 2 H21E H 0.2444 1.0946 0.3808 0.093 Uiso 0.108(8) 1 calc PR B 2 H21F H 0.2424 1.1138 0.4715 0.093 Uiso 0.108(8) 1 calc PR B 2 C22' C 0.161(2) 1.188(4) 0.271(3) 0.105(15) Uani 0.108(8) 1 d PU B 2 H22D H 0.1279 1.1910 0.2439 0.157 Uiso 0.108(8) 1 calc PR B 2 H22E H 0.1711 1.1392 0.2351 0.157 Uiso 0.108(8) 1 calc PR B 2 H22F H 0.1727 1.2717 0.2769 0.157 Uiso 0.108(8) 1 calc PR B 2 C23' C 0.1483(15) 1.184(3) 0.404(3) 0.082(11) Uani 0.108(8) 1 d PU B 2 H23D H 0.1615 1.1708 0.4667 0.122 Uiso 0.108(8) 1 calc PR B 2 H23E H 0.1184 1.1464 0.3780 0.122 Uiso 0.108(8) 1 calc PR B 2 H23F H 0.1458 1.2723 0.3921 0.122 Uiso 0.108(8) 1 calc PR B 2 C24 C 0.16777(8) 0.7213(3) 0.50571(15) 0.0451(6) Uani 1 1 d U . . C25 C 0.2133(6) 0.751(2) 0.5696(15) 0.073(5) Uani 0.38(3) 1 d PU C 1 H25A H 0.2167 0.8405 0.5760 0.110 Uiso 0.38(3) 1 calc PR C 1 H25B H 0.2351 0.7184 0.5502 0.110 Uiso 0.38(3) 1 calc PR C 1 H25C H 0.2185 0.7141 0.6251 0.110 Uiso 0.38(3) 1 calc PR C 1 C26 C 0.1350(10) 0.730(3) 0.539(2) 0.115(9) Uani 0.38(3) 1 d PU C 1 H26A H 0.1050 0.7272 0.4907 0.172 Uiso 0.38(3) 1 calc PR C 1 H26B H 0.1387 0.8082 0.5696 0.172 Uiso 0.38(3) 1 calc PR C 1 H26C H 0.1385 0.6616 0.5780 0.172 Uiso 0.38(3) 1 calc PR C 1 C27 C 0.1736(10) 0.5768(19) 0.4887(16) 0.112(7) Uani 0.38(3) 1 d PU C 1 H27A H 0.1845 0.5319 0.5434 0.168 Uiso 0.38(3) 1 calc PR C 1 H27B H 0.1952 0.5684 0.4639 0.168 Uiso 0.38(3) 1 calc PR C 1 H27C H 0.1447 0.5430 0.4486 0.168 Uiso 0.38(3) 1 calc PR C 1 C25' C 0.2032(7) 0.795(2) 0.5869(8) 0.105(6) Uani 0.62(3) 1 d PU C 2 H25D H 0.1885 0.8659 0.5988 0.158 Uiso 0.62(3) 1 calc PR C 2 H25E H 0.2280 0.8228 0.5745 0.158 Uiso 0.62(3) 1 calc PR C 2 H25F H 0.2148 0.7404 0.6373 0.158 Uiso 0.62(3) 1 calc PR C 2 C26' C 0.1271(4) 0.7131(11) 0.5270(9) 0.052(2) Uani 0.62(3) 1 d PU C 2 H26D H 0.1354 0.6678 0.5810 0.078 Uiso 0.62(3) 1 calc PR C 2 H26E H 0.1026 0.6701 0.4804 0.078 Uiso 0.62(3) 1 calc PR C 2 H26F H 0.1173 0.7962 0.5332 0.078 Uiso 0.62(3) 1 calc PR C 2 C27' C 0.1860(6) 0.5972(17) 0.5044(11) 0.107(5) Uani 0.62(3) 1 d PU C 2 H27D H 0.1924 0.5550 0.5588 0.161 Uiso 0.62(3) 1 calc PR C 2 H27E H 0.2138 0.6049 0.4970 0.161 Uiso 0.62(3) 1 calc PR C 2 H27F H 0.1641 0.5496 0.4565 0.161 Uiso 0.62(3) 1 calc PR C 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ge1 0.01936(15) 0.01730(17) 0.02398(16) 0.000 0.00735(12) 0.000 Ge2 0.01979(16) 0.01747(17) 0.02462(16) 0.000 0.00553(12) 0.000 P1 0.0203(3) 0.0313(3) 0.0431(3) 0.0034(3) 0.0072(2) 0.0022(2) C1 0.0219(9) 0.0219(11) 0.0236(9) -0.0013(7) 0.0083(8) -0.0013(8) C2 0.0295(10) 0.0205(10) 0.0302(11) -0.0045(8) 0.0090(9) 0.0011(9) C3 0.0402(12) 0.0316(12) 0.0374(12) -0.0071(10) 0.0101(10) -0.0070(11) C4 0.0438(14) 0.0361(14) 0.0452(14) -0.0050(10) 0.0161(12) 0.0132(11) C5 0.0414(13) 0.0376(13) 0.0321(11) -0.0023(10) 0.0175(10) -0.0003(11) C6 0.0335(11) 0.0212(10) 0.0287(10) 0.0043(8) 0.0080(9) 0.0017(9) C7 0.0671(18) 0.0439(15) 0.0346(13) -0.0013(11) 0.0242(13) -0.0074(13) C8 0.0460(15) 0.0435(15) 0.0490(15) 0.0180(12) 0.0162(12) -0.0067(12) C9 0.0591(17) 0.0376(14) 0.0420(14) 0.0109(11) 0.0151(12) 0.0203(13) C10 0.0177(9) 0.0347(12) 0.0380(12) -0.0015(10) 0.0100(9) 0.0032(9) C11 0.0281(11) 0.0450(14) 0.0336(12) -0.0091(10) 0.0138(9) -0.0082(10) C12 0.0307(11) 0.0468(15) 0.0349(12) -0.0009(10) 0.0153(10) -0.0090(10) C13 0.0191(10) 0.0406(13) 0.0384(12) -0.0050(10) 0.0120(9) -0.0042(9) C14 0.0249(10) 0.0497(15) 0.0302(11) -0.0101(10) 0.0078(9) -0.0064(10) C15 0.0185(10) 0.0478(14) 0.0310(11) 0.0030(10) 0.0072(9) 0.0000(9) C16 0.0547(16) 0.078(2) 0.0500(16) -0.0306(15) 0.0331(14) -0.0272(15) C17 0.043(2) 0.068(3) 0.0296(17) -0.0063(16) 0.0155(15) -0.0104(17) C18 0.060(3) 0.055(3) 0.048(3) -0.019(2) 0.023(2) -0.003(2) C19 0.035(2) 0.105(7) 0.062(5) -0.035(3) 0.023(3) 0.000(3) C17' 0.047(6) 0.114(13) 0.047(7) -0.031(7) 0.022(5) -0.015(6) C18' 0.067(7) 0.075(7) 0.067(7) -0.022(5) 0.035(6) 0.002(6) C19' 0.071(12) 0.084(13) 0.079(15) -0.023(8) 0.056(11) -0.006(9) C20 0.0328(12) 0.0369(14) 0.0546(15) -0.0070(11) 0.0182(11) -0.0075(10) C21 0.0377(19) 0.047(2) 0.095(3) 0.000(2) 0.031(2) -0.0094(15) C22 0.047(2) 0.045(2) 0.105(3) -0.002(2) 0.022(2) 0.0040(17) C23 0.130(5) 0.056(2) 0.087(3) -0.035(2) 0.064(3) -0.034(3) C21' 0.049(9) 0.020(13) 0.10(3) -0.001(15) 0.019(13) -0.019(11) C22' 0.16(4) 0.045(18) 0.066(16) 0.017(15) 0.013(16) 0.02(3) C23' 0.075(19) 0.048(18) 0.11(3) -0.020(18) 0.03(2) 0.025(17) C24 0.0300(12) 0.0619(18) 0.0315(12) 0.0106(11) 0.0017(10) -0.0047(12) C25 0.049(6) 0.096(11) 0.039(10) 0.030(6) -0.015(5) -0.020(6) C26 0.058(10) 0.21(2) 0.084(17) 0.075(14) 0.037(11) 0.039(13) C27 0.175(18) 0.054(6) 0.047(8) 0.026(5) -0.010(9) 0.018(8) C25' 0.088(9) 0.164(12) 0.027(4) 0.014(5) -0.011(4) -0.074(9) C26' 0.041(4) 0.073(5) 0.036(3) 0.019(3) 0.011(3) -0.004(3) C27' 0.131(9) 0.127(9) 0.058(7) 0.042(6) 0.035(7) 0.090(8) _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 Ge1 C1 2.0020(19) . ? Ge1 C1 2.0020(19) 2 ? Ge1 C2 2.014(2) . ? Ge1 C2 2.014(2) 2 ? Ge1 Ge2 2.9210(5) . ? Ge2 C1 2.0016(19) . ? Ge2 C1 2.0016(19) 2 ? Ge2 C6 2.014(2) 2 ? Ge2 C6 2.014(2) . ? P1 C1 1.671(2) . ? P1 C10 1.863(2) . ? C2 C3 1.521(3) . ? C2 C5 1.524(3) . ? C2 C4 1.535(3) . ? C6 C8 1.520(3) . ? C6 C7 1.526(3) . ? C6 C9 1.533(3) . ? C10 C11 1.422(3) . ? C10 C15 1.424(3) . ? C11 C12 1.390(4) . ? C11 C16 1.554(3) . ? C12 C13 1.386(3) . ? C13 C14 1.383(3) . ? C13 C20 1.525(3) . ? C14 C15 1.399(4) . ? C15 C24 1.549(3) . ? C16 C17' 1.294(12) . ? C16 C19 1.468(8) . ? C16 C18 1.501(6) . ? C16 C19' 1.52(2) . ? C16 C17 1.653(5) . ? C16 C18' 1.945(13) . ? C20 C23 1.517(5) . ? C20 C21 1.522(4) . ? C20 C23' 1.54(3) . ? C20 C22 1.536(5) . ? C20 C21' 1.58(3) . ? C20 C22' 1.64(4) . ? C24 C26 1.42(3) . ? C24 C25 1.469(19) . ? C24 C27' 1.482(14) . ? C24 C26' 1.540(13) . ? C24 C25' 1.599(12) . ? C24 C27 1.62(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ge1 C1 86.29(11) . 2 ? C1 Ge1 C2 113.98(8) . . ? C1 Ge1 C2 114.29(8) 2 . ? C1 Ge1 C2 114.29(8) . 2 ? C1 Ge1 C2 113.98(8) 2 2 ? C2 Ge1 C2 111.85(13) . 2 ? C1 Ge1 Ge2 43.14(6) . . ? C1 Ge1 Ge2 43.14(6) 2 . ? C2 Ge1 Ge2 124.08(6) . . ? C2 Ge1 Ge2 124.08(6) 2 . ? C1 Ge2 C1 86.31(11) . 2 ? C1 Ge2 C6 115.63(8) . 2 ? C1 Ge2 C6 113.56(8) 2 2 ? C1 Ge2 C6 113.56(8) . . ? C1 Ge2 C6 115.63(8) 2 . ? C6 Ge2 C6 110.44(12) 2 . ? C1 Ge2 Ge1 43.15(6) . . ? C1 Ge2 Ge1 43.15(6) 2 . ? C6 Ge2 Ge1 124.78(6) 2 . ? C6 Ge2 Ge1 124.78(6) . . ? C1 P1 C10 111.64(10) . . ? P1 C1 Ge2 116.55(10) . . ? P1 C1 Ge1 149.63(12) . . ? Ge2 C1 Ge1 93.70(8) . . ? C3 C2 C5 108.50(18) . . ? C3 C2 C4 109.75(19) . . ? C5 C2 C4 109.31(19) . . ? C3 C2 Ge1 110.59(14) . . ? C5 C2 Ge1 108.90(15) . . ? C4 C2 Ge1 109.76(14) . . ? C8 C6 C7 108.3(2) . . ? C8 C6 C9 110.1(2) . . ? C7 C6 C9 107.3(2) . . ? C8 C6 Ge2 111.23(15) . . ? C7 C6 Ge2 109.73(15) . . ? C9 C6 Ge2 110.15(15) . . ? C11 C10 C15 117.8(2) . . ? C11 C10 P1 121.25(16) . . ? C15 C10 P1 120.60(16) . . ? C12 C11 C10 118.5(2) . . ? C12 C11 C16 115.2(2) . . ? C10 C11 C16 125.7(2) . . ? C13 C12 C11 123.4(2) . . ? C14 C13 C12 115.7(2) . . ? C14 C13 C20 123.6(2) . . ? C12 C13 C20 120.7(2) . . ? C13 C14 C15 123.8(2) . . ? C14 C15 C10 117.7(2) . . ? C14 C15 C24 117.4(2) . . ? C10 C15 C24 124.7(2) . . ? C17' C16 C19 127.5(7) . . ? C17' C16 C18 36.1(8) . . ? C19 C16 C18 111.9(5) . . ? C17' C16 C19' 121.6(11) . . ? C19 C16 C19' 26.8(7) . . ? C18 C16 C19' 124.9(10) . . ? C17' C16 C11 123.6(6) . . ? C19 C16 C11 107.8(4) . . ? C18 C16 C11 117.7(3) . . ? C19' C16 C11 112.3(10) . . ? C17' C16 C17 67.6(8) . . ? C19 C16 C17 106.3(4) . . ? C18 C16 C17 103.2(3) . . ? C19' C16 C17 80.1(8) . . ? C11 C16 C17 109.2(3) . . ? C17' C16 C18' 97.2(9) . . ? C19 C16 C18' 62.7(5) . . ? C18 C16 C18' 62.3(4) . . ? C19' C16 C18' 88.6(8) . . ? C11 C16 C18' 99.4(4) . . ? C17 C16 C18' 151.4(4) . . ? C23 C20 C21 109.5(3) . . ? C23 C20 C13 112.8(3) . . ? C21 C20 C13 110.2(2) . . ? C23 C20 C23' 43.4(17) . . ? C21 C20 C23' 141.3(16) . . ? C13 C20 C23' 106.8(16) . . ? C23 C20 C22 107.2(3) . . ? C21 C20 C22 108.6(3) . . ? C13 C20 C22 108.4(2) . . ? C23' C20 C22 68.8(17) . . ? C23 C20 C21' 79.1(17) . . ? C21 C20 C21' 35.2(17) . . ? C13 C20 C21' 108.1(10) . . ? C23' C20 C21' 121(2) . . ? C22 C20 C21' 136.6(13) . . ? C23 C20 C22' 130.7(16) . . ? C21 C20 C22' 73(3) . . ? C13 C20 C22' 111.5(16) . . ? C23' C20 C22' 103(3) . . ? C22 C20 C22' 37(2) . . ? C21' C20 C22' 106(3) . . ? C26 C24 C25 113.5(14) . . ? C26 C24 C27' 116.9(15) . . ? C25 C24 C27' 85.3(11) . . ? C26 C24 C26' 11.2(18) . . ? C25 C24 C26' 123.7(11) . . ? C27' C24 C26' 110.7(9) . . ? C26 C24 C15 115.2(13) . . ? C25 C24 C15 109.9(9) . . ? C27' C24 C15 112.2(6) . . ? C26' C24 C15 112.1(5) . . ? C26 C24 C25' 91.0(13) . . ? C25 C24 C25' 26.5(9) . . ? C27' C24 C25' 108.5(8) . . ? C26' C24 C25' 102.1(9) . . ? C15 C24 C25' 110.8(6) . . ? C26 C24 C27 107.9(17) . . ? C25 C24 C27 100.7(12) . . ? C27' C24 C27 15.5(15) . . ? C26' C24 C27 99.8(12) . . ? C15 C24 C27 108.5(9) . . ? C25' C24 C27 122.7(11) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.43 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.584 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.066 #===END data_3b _database_code_depnum_ccdc_archive 'CCDC 649324' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H104 Ge2 O1 P2' _chemical_formula_weight 1024.54 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 '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 Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 35.416(2) _cell_length_b 10.6099(7) _cell_length_c 16.2868(11) _cell_angle_alpha 90.00 _cell_angle_beta 101.1090(10) _cell_angle_gamma 90.00 _cell_volume 6005.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3923 _cell_measurement_theta_min 2.316 _cell_measurement_theta_max 25.714 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.133 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2216 _exptl_absorpt_coefficient_mu 1.089 _exptl_absorpt_correction_type semi-empirical _exptl_absorpt_correction_T_min 0.730951 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS (Bruker-AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 CCD detector' _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 14909 _diffrn_reflns_av_R_equivalents 0.0577 _diffrn_reflns_av_sigmaI/netI 0.0674 _diffrn_reflns_limit_h_min -41 _diffrn_reflns_limit_h_max 41 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 5.10 _diffrn_reflns_theta_max 24.71 _reflns_number_total 5077 _reflns_number_gt 3606 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0391P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5077 _refine_ls_number_parameters 345 _refine_ls_number_restraints 88 _refine_ls_R_factor_all 0.0726 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_ref 0.0847 _refine_ls_wR_factor_gt 0.0748 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.996 _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 C1 C 0.28208(8) 0.2960(3) 0.05307(17) 0.0217(7) Uani 1 1 d . . . Ge1 Ge 0.225393(9) 0.31465(3) 0.048794(19) 0.02104(10) Uani 1 1 d . . . C2 C 0.20687(8) 0.2434(3) 0.14876(18) 0.0261(7) Uani 1 1 d . . . C3 C 0.21630(10) 0.3328(3) 0.22287(19) 0.0396(9) Uani 1 1 d . . . H3A H 0.2092 0.2934 0.2722 0.059 Uiso 1 1 calc R . . H3B H 0.2018 0.4114 0.2099 0.059 Uiso 1 1 calc R . . H3C H 0.2439 0.3512 0.2343 0.059 Uiso 1 1 calc R . . C4 C 0.16327(9) 0.2199(3) 0.1273(2) 0.0368(8) Uani 1 1 d . . . H4A H 0.1571 0.1674 0.0770 0.055 Uiso 1 1 calc R . . H4B H 0.1498 0.3007 0.1171 0.055 Uiso 1 1 calc R . . H4C H 0.1551 0.1767 0.1741 0.055 Uiso 1 1 calc R . . C5 C 0.22650(9) 0.1185(3) 0.1747(2) 0.0339(8) Uani 1 1 d . . . H5A H 0.2544 0.1313 0.1897 0.051 Uiso 1 1 calc R . . H5B H 0.2207 0.0587 0.1281 0.051 Uiso 1 1 calc R . . H5C H 0.2171 0.0847 0.2230 0.051 Uiso 1 1 calc R . . C6 C 0.20744(9) 0.4938(3) 0.02580(19) 0.0268(7) Uani 1 1 d . . . C7 C 0.22864(9) 0.5841(3) 0.0930(2) 0.0364(8) Uani 1 1 d . . . H7A H 0.2208 0.6710 0.0781 0.055 Uiso 1 1 calc R . . H7B H 0.2565 0.5759 0.0964 0.055 Uiso 1 1 calc R . . H7C H 0.2222 0.5630 0.1473 0.055 Uiso 1 1 calc R . . C8 C 0.21603(10) 0.5358(3) -0.0587(2) 0.0370(8) Uani 1 1 d . . . H8A H 0.2055 0.4738 -0.1017 0.055 Uiso 1 1 calc R . . H8B H 0.2439 0.5424 -0.0547 0.055 Uiso 1 1 calc R . . H8C H 0.2041 0.6181 -0.0737 0.055 Uiso 1 1 calc R . . C9 C 0.16412(9) 0.5014(3) 0.0227(2) 0.0338(8) Uani 1 1 d . . . H9A H 0.1548 0.5852 0.0032 0.051 Uiso 1 1 calc R . . H9B H 0.1588 0.4865 0.0787 0.051 Uiso 1 1 calc R . . H9C H 0.1510 0.4373 -0.0159 0.051 Uiso 1 1 calc R . . P1 P 0.31169(2) 0.37110(8) 0.12925(5) 0.0269(2) Uani 1 1 d . . . C10 C 0.36269(8) 0.3463(3) 0.11729(18) 0.0240(7) Uani 1 1 d . . . C11 C 0.38385(8) 0.2362(3) 0.14622(19) 0.0274(7) Uani 1 1 d . . . C12 C 0.41508(8) 0.2046(3) 0.10915(19) 0.0292(7) Uani 1 1 d . . . H12 H 0.4283 0.1280 0.1255 0.035 Uiso 1 1 calc R . . C13 C 0.42783(9) 0.2785(3) 0.0501(2) 0.0304(8) Uani 1 1 d . A . C14 C 0.41169(9) 0.3980(3) 0.03734(19) 0.0281(7) Uani 1 1 d . . . H14 H 0.4225 0.4562 0.0041 0.034 Uiso 1 1 calc R . . C15 C 0.38033(8) 0.4360(3) 0.07112(19) 0.0265(7) Uani 1 1 d . . . C16 C 0.38000(9) 0.1588(3) 0.2251(2) 0.0368(8) Uani 1 1 d . . . C17 C 0.34558(10) 0.1913(4) 0.2643(2) 0.0525(10) Uani 1 1 d . . . H17A H 0.3219 0.1646 0.2268 0.079 Uiso 1 1 calc R . . H17B H 0.3448 0.2826 0.2732 0.079 Uiso 1 1 calc R . . H17C H 0.3479 0.1478 0.3181 0.079 Uiso 1 1 calc R . . C18 C 0.37990(11) 0.0158(3) 0.2098(2) 0.0506(10) Uani 1 1 d . . . H18A H 0.3794 -0.0286 0.2624 0.076 Uiso 1 1 calc R . . H18B H 0.4031 -0.0079 0.1891 0.076 Uiso 1 1 calc R . . H18C H 0.3571 -0.0072 0.1682 0.076 Uiso 1 1 calc R . . C19 C 0.41624(10) 0.1922(4) 0.2908(2) 0.0530(10) Uani 1 1 d . . . H19A H 0.4164 0.2828 0.3025 0.079 Uiso 1 1 calc R . . H19B H 0.4393 0.1698 0.2690 0.079 Uiso 1 1 calc R . . H19C H 0.4160 0.1451 0.3424 0.079 Uiso 1 1 calc R . . C20 C 0.45911(10) 0.2329(3) 0.0041(2) 0.0396(9) Uani 1 1 d DU . . C21 C 0.44602(16) 0.1096(5) -0.0404(4) 0.0687(19) Uani 0.853(8) 1 d PDU A 1 H21A H 0.4220 0.1236 -0.0806 0.103 Uiso 0.853(8) 1 calc PR A 1 H21B H 0.4418 0.0465 0.0008 0.103 Uiso 0.853(8) 1 calc PR A 1 H21C H 0.4659 0.0795 -0.0701 0.103 Uiso 0.853(8) 1 calc PR A 1 C22 C 0.49654(13) 0.2133(8) 0.0643(4) 0.082(3) Uani 0.853(8) 1 d PDU A 1 H22A H 0.5162 0.1843 0.0336 0.124 Uiso 0.853(8) 1 calc PR A 1 H22B H 0.4931 0.1499 0.1059 0.124 Uiso 0.853(8) 1 calc PR A 1 H22C H 0.5048 0.2930 0.0925 0.124 Uiso 0.853(8) 1 calc PR A 1 C23 C 0.4666(2) 0.3270(6) -0.0624(4) 0.092(3) Uani 0.853(8) 1 d PDU A 1 H23A H 0.4426 0.3425 -0.1025 0.137 Uiso 0.853(8) 1 calc PR A 1 H23B H 0.4859 0.2924 -0.0920 0.137 Uiso 0.853(8) 1 calc PR A 1 H23C H 0.4760 0.4065 -0.0354 0.137 Uiso 0.853(8) 1 calc PR A 1 C21' C 0.4790(9) 0.115(3) 0.049(2) 0.086(11) Uani 0.147(8) 1 d PDU A 2 H21D H 0.4883 0.1347 0.1086 0.129 Uiso 0.147(8) 1 calc PR A 2 H21E H 0.5008 0.0906 0.0237 0.129 Uiso 0.147(8) 1 calc PR A 2 H21F H 0.4606 0.0454 0.0445 0.129 Uiso 0.147(8) 1 calc PR A 2 C22' C 0.4911(6) 0.332(2) 0.015(2) 0.059(9) Uani 0.147(8) 1 d PDU A 2 H22D H 0.4985 0.3542 0.0742 0.088 Uiso 0.147(8) 1 calc PR A 2 H22E H 0.4818 0.4070 -0.0177 0.088 Uiso 0.147(8) 1 calc PR A 2 H22F H 0.5134 0.2973 -0.0049 0.088 Uiso 0.147(8) 1 calc PR A 2 C23' C 0.4428(8) 0.208(4) -0.0858(13) 0.097(13) Uani 0.147(8) 1 d PDU A 2 H23D H 0.4633 0.1799 -0.1141 0.146 Uiso 0.147(8) 1 calc PR A 2 H23E H 0.4313 0.2856 -0.1122 0.146 Uiso 0.147(8) 1 calc PR A 2 H23F H 0.4230 0.1425 -0.0902 0.146 Uiso 0.147(8) 1 calc PR A 2 C24 C 0.36835(9) 0.5769(3) 0.0616(2) 0.0368(8) Uani 1 1 d . . . C25 C 0.36246(12) 0.6298(3) 0.1461(2) 0.0536(11) Uani 1 1 d . . . H25A H 0.3412 0.5852 0.1638 0.080 Uiso 1 1 calc R . . H25B H 0.3564 0.7199 0.1402 0.080 Uiso 1 1 calc R . . H25C H 0.3860 0.6180 0.1881 0.080 Uiso 1 1 calc R . . C26 C 0.40033(11) 0.6587(3) 0.0355(3) 0.0582(12) Uani 1 1 d . . . H26A H 0.4246 0.6454 0.0751 0.087 Uiso 1 1 calc R . . H26B H 0.3931 0.7479 0.0358 0.087 Uiso 1 1 calc R . . H26C H 0.4035 0.6347 -0.0208 0.087 Uiso 1 1 calc R . . C27 C 0.33192(10) 0.5961(3) -0.0054(2) 0.0471(10) Uani 1 1 d . . . H27A H 0.3371 0.5713 -0.0602 0.071 Uiso 1 1 calc R . . H27B H 0.3244 0.6851 -0.0070 0.071 Uiso 1 1 calc R . . H27C H 0.3111 0.5442 0.0080 0.071 Uiso 1 1 calc R . . O1 O 0.0000 0.1858(5) 0.2500 0.0695(11) Uani 1 2 d SDU . . C28 C 0.0074(5) 0.4060(8) 0.259(2) 0.071(4) Uani 0.50 1 d PDU B -1 H28A H -0.0160 0.4095 0.2153 0.107 Uiso 0.50 1 calc PR B -1 H28B H 0.0275 0.4577 0.2414 0.107 Uiso 0.50 1 calc PR B -1 H28C H 0.0019 0.4381 0.3114 0.107 Uiso 0.50 1 calc PR B -1 C29 C 0.0188(2) 0.2941(8) 0.2682(6) 0.065(2) Uani 0.50 1 d PDU B -1 H29A H 0.0302 0.2875 0.3285 0.078 Uiso 0.50 1 calc PR B -1 H29B H 0.0407 0.2892 0.2386 0.078 Uiso 0.50 1 calc PR B -1 C30 C 0.0145(3) 0.0697(9) 0.2669(7) 0.072(3) Uani 0.50 1 d PDU B -1 H30A H 0.0407 0.0839 0.2558 0.087 Uiso 0.50 1 calc PR B -1 H30B H 0.0181 0.0718 0.3287 0.087 Uiso 0.50 1 calc PR B -1 C31 C 0.0125(5) -0.0377(9) 0.2569(19) 0.111(7) Uani 0.50 1 d PDU B -1 H31A H -0.0139 -0.0608 0.2316 0.166 Uiso 0.50 1 calc PR B -1 H31B H 0.0200 -0.0805 0.3109 0.166 Uiso 0.50 1 calc PR B -1 H31C H 0.0299 -0.0633 0.2197 0.166 Uiso 0.50 1 calc PR B -1 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 C1 0.0239(15) 0.0188(16) 0.0235(16) 0.0006(13) 0.0070(13) 0.0036(13) Ge1 0.02184(17) 0.02211(17) 0.01885(17) -0.00091(16) 0.00309(12) 0.00458(15) C2 0.0271(16) 0.0336(17) 0.0187(16) -0.0021(14) 0.0066(13) 0.0007(14) C3 0.051(2) 0.046(2) 0.0243(18) -0.0053(16) 0.0136(16) -0.0009(17) C4 0.0323(18) 0.047(2) 0.0336(19) 0.0055(16) 0.0116(15) 0.0014(15) C5 0.0351(19) 0.0371(19) 0.0287(19) 0.0066(16) 0.0046(15) 0.0006(16) C6 0.0281(17) 0.0239(17) 0.0276(17) -0.0031(14) 0.0030(14) 0.0096(14) C7 0.036(2) 0.0274(18) 0.043(2) -0.0053(16) 0.0009(17) 0.0074(15) C8 0.042(2) 0.0302(19) 0.039(2) 0.0062(16) 0.0082(17) 0.0090(16) C9 0.0316(18) 0.0291(18) 0.040(2) -0.0023(16) 0.0063(16) 0.0112(15) P1 0.0232(4) 0.0316(5) 0.0254(5) -0.0059(4) 0.0037(4) 0.0022(4) C10 0.0209(15) 0.0310(18) 0.0194(16) -0.0050(13) 0.0025(13) 0.0008(13) C11 0.0226(16) 0.0303(18) 0.0274(18) 0.0001(15) 0.0000(14) -0.0040(14) C12 0.0250(16) 0.0248(18) 0.0359(19) 0.0011(15) 0.0009(14) 0.0027(14) C13 0.0236(17) 0.0335(19) 0.0332(19) -0.0027(15) 0.0030(15) 0.0012(14) C14 0.0270(17) 0.0288(18) 0.0281(18) 0.0009(14) 0.0042(14) -0.0019(14) C15 0.0235(16) 0.0265(17) 0.0282(18) -0.0033(14) 0.0022(14) 0.0027(14) C16 0.0308(18) 0.046(2) 0.0318(19) 0.0097(16) 0.0011(15) 0.0002(16) C17 0.046(2) 0.075(3) 0.038(2) 0.026(2) 0.0105(17) 0.004(2) C18 0.051(2) 0.041(2) 0.056(2) 0.0213(19) -0.001(2) -0.0017(18) C19 0.042(2) 0.078(3) 0.034(2) 0.012(2) -0.0061(17) -0.008(2) C20 0.0354(19) 0.041(2) 0.047(2) -0.0027(17) 0.0181(17) 0.0047(16) C21 0.061(3) 0.074(4) 0.081(4) -0.036(3) 0.039(3) -0.005(3) C22 0.030(3) 0.141(7) 0.076(4) -0.027(4) 0.008(3) 0.022(3) C23 0.115(6) 0.085(4) 0.100(5) 0.022(4) 0.085(5) 0.035(4) C21' 0.06(2) 0.059(16) 0.17(3) 0.024(18) 0.079(19) 0.037(14) C22' 0.032(13) 0.075(16) 0.08(2) 0.012(16) 0.042(14) -0.002(10) C23' 0.047(17) 0.19(4) 0.069(12) -0.058(18) 0.041(13) -0.002(19) C24 0.0330(19) 0.0255(18) 0.051(2) 0.0005(16) 0.0052(17) 0.0035(15) C25 0.066(3) 0.033(2) 0.060(3) -0.017(2) 0.009(2) -0.0010(19) C26 0.051(2) 0.027(2) 0.098(3) 0.009(2) 0.018(2) -0.0049(17) C27 0.043(2) 0.0266(19) 0.068(3) 0.0115(18) 0.002(2) 0.0071(16) O1 0.088(3) 0.066(3) 0.059(3) 0.000 0.026(2) 0.000 C28 0.050(13) 0.082(5) 0.084(12) -0.005(9) 0.019(13) -0.019(6) C29 0.071(6) 0.066(5) 0.064(6) 0.007(5) 0.026(5) 0.003(4) C30 0.078(8) 0.078(5) 0.059(7) 0.016(6) 0.009(6) 0.010(5) C31 0.16(2) 0.088(6) 0.075(9) 0.007(10) -0.012(15) 0.035(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 C1 P1 1.665(3) . ? C1 Ge1 2.005(3) . ? C1 Ge1 2.008(3) 7 ? Ge1 C1 2.008(3) 7 ? Ge1 C2 2.016(3) . ? Ge1 C6 2.016(3) . ? Ge1 Ge1 2.9178(6) 7 ? C2 C5 1.519(4) . ? C2 C3 1.521(4) . ? C2 C4 1.536(4) . ? C6 C9 1.527(4) . ? C6 C8 1.532(4) . ? C6 C7 1.537(4) . ? P1 C10 1.872(3) . ? C10 C11 1.419(4) . ? C10 C15 1.430(4) . ? C11 C12 1.399(4) . ? C11 C16 1.553(4) . ? C12 C13 1.382(4) . ? C13 C14 1.390(4) . ? C13 C20 1.530(5) . ? C14 C15 1.391(4) . ? C15 C24 1.554(4) . ? C16 C17 1.520(5) . ? C16 C18 1.538(5) . ? C16 C19 1.545(4) . ? C20 C23' 1.490(17) . ? C20 C22 1.504(5) . ? C20 C21 1.523(6) . ? C20 C22' 1.528(15) . ? C20 C23 1.534(6) . ? C20 C21' 1.551(16) . ? C24 C27 1.535(4) . ? C24 C25 1.536(5) . ? C24 C26 1.550(5) . ? O1 C29 1.332(8) 2 ? O1 C29 1.332(8) . ? O1 C30 1.342(8) 2 ? O1 C30 1.342(8) . ? C28 C29 1.254(9) . ? C30 C31 1.152(10) . ? 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 P1 C1 Ge1 117.46(15) . . ? P1 C1 Ge1 149.24(17) . 7 ? Ge1 C1 Ge1 93.29(11) . 7 ? C1 Ge1 C1 86.71(11) . 7 ? C1 Ge1 C2 114.48(12) . . ? C1 Ge1 C2 115.89(12) 7 . ? C1 Ge1 C6 112.17(12) . . ? C1 Ge1 C6 114.26(11) 7 . ? C2 Ge1 C6 111.30(12) . . ? C1 Ge1 Ge1 43.39(8) . 7 ? C1 Ge1 Ge1 43.32(8) 7 7 ? C2 Ge1 Ge1 125.82(9) . 7 ? C6 Ge1 Ge1 122.83(9) . 7 ? C5 C2 C3 107.8(2) . . ? C5 C2 C4 107.9(3) . . ? C3 C2 C4 109.8(3) . . ? C5 C2 Ge1 110.4(2) . . ? C3 C2 Ge1 110.6(2) . . ? C4 C2 Ge1 110.3(2) . . ? C9 C6 C8 109.1(3) . . ? C9 C6 C7 109.9(3) . . ? C8 C6 C7 107.7(3) . . ? C9 C6 Ge1 109.6(2) . . ? C8 C6 Ge1 109.3(2) . . ? C7 C6 Ge1 111.2(2) . . ? C1 P1 C10 109.68(13) . . ? C11 C10 C15 117.8(3) . . ? C11 C10 P1 122.7(2) . . ? C15 C10 P1 119.3(2) . . ? C12 C11 C10 117.7(3) . . ? C12 C11 C16 115.7(3) . . ? C10 C11 C16 125.8(3) . . ? C13 C12 C11 123.8(3) . . ? C12 C13 C14 116.1(3) . . ? C12 C13 C20 121.7(3) . . ? C14 C13 C20 122.1(3) . . ? C13 C14 C15 122.8(3) . . ? C14 C15 C10 118.6(3) . . ? C14 C15 C24 117.6(3) . . ? C10 C15 C24 123.7(3) . . ? C17 C16 C18 108.4(3) . . ? C17 C16 C19 106.5(3) . . ? C18 C16 C19 108.3(3) . . ? C17 C16 C11 115.7(3) . . ? C18 C16 C11 112.7(3) . . ? C19 C16 C11 104.9(3) . . ? C23' C20 C22 138.0(12) . . ? C23' C20 C21 49.9(17) . . ? C22 C20 C21 109.9(4) . . ? C23' C20 C22' 111.9(17) . . ? C22 C20 C22' 58.6(11) . . ? C21 C20 C22' 142.6(10) . . ? C23' C20 C13 110.9(11) . . ? C22 C20 C13 110.8(3) . . ? C21 C20 C13 108.8(3) . . ? C22' C20 C13 108.5(10) . . ? C23' C20 C23 60.5(17) . . ? C22 C20 C23 107.5(4) . . ? C21 C20 C23 107.5(4) . . ? C22' C20 C23 53.8(12) . . ? C13 C20 C23 112.3(3) . . ? C23' C20 C21' 112.3(19) . . ? C22 C20 C21' 46.8(14) . . ? C21 C20 C21' 66.6(15) . . ? C22' C20 C21' 103.8(16) . . ? C13 C20 C21' 109.1(11) . . ? C23 C20 C21' 137.5(11) . . ? C27 C24 C25 110.4(3) . . ? C27 C24 C26 106.8(3) . . ? C25 C24 C26 105.9(3) . . ? C27 C24 C15 112.0(3) . . ? C25 C24 C15 110.1(3) . . ? C26 C24 C15 111.5(3) . . ? C29 O1 C29 60.8(8) 2 . ? C29 O1 C30 126.2(5) 2 2 ? C29 O1 C30 172.8(6) . 2 ? C29 O1 C30 172.8(6) 2 . ? C29 O1 C30 126.2(5) . . ? C30 O1 C30 46.9(8) 2 . ? C28 C29 O1 130.9(9) . . ? C31 C30 O1 150.3(11) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 24.71 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.386 _refine_diff_density_min -0.290 _refine_diff_density_rms 0.062 #===END data_5a _database_code_depnum_ccdc_archive 'CCDC 649325' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H94 Ge2 P2 S2' _chemical_formula_weight 1014.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.160(3) _cell_length_b 11.3364(10) _cell_length_c 17.1891(15) _cell_angle_alpha 90.00 _cell_angle_beta 118.224(2) _cell_angle_gamma 90.00 _cell_volume 5693.4(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7326 _cell_measurement_theta_min 2.373 _cell_measurement_theta_max 26.399 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.184 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 1.217 _exptl_absorpt_correction_type semi-empirical _exptl_absorpt_correction_T_min 0.731643 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS (Bruker-AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 CCD detector' _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 13514 _diffrn_reflns_av_R_equivalents 0.0227 _diffrn_reflns_av_sigmaI/netI 0.0289 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 26.40 _reflns_number_total 5717 _reflns_number_gt 4776 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0415P)^2^+3.7027P] 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 5717 _refine_ls_number_parameters 287 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0394 _refine_ls_R_factor_gt 0.0290 _refine_ls_wR_factor_ref 0.0768 _refine_ls_wR_factor_gt 0.0715 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 Ge1 Ge 0.0000 0.73539(2) 0.2500 0.01989(8) Uani 1 2 d S . . Ge2 Ge 0.0000 0.99746(2) 0.2500 0.02055(8) Uani 1 2 d S . . P1 P 0.101941(16) 0.88430(4) 0.33056(3) 0.02424(12) Uani 1 1 d . . . S1 S 0.133478(19) 1.03391(5) 0.36867(4) 0.04239(16) Uani 1 1 d . . . C1 C 0.04584(6) 0.86555(15) 0.28359(12) 0.0209(4) Uani 1 1 d . . . C2 C 0.00518(7) 0.63407(16) 0.35096(13) 0.0261(4) Uani 1 1 d . . . C3 C 0.00054(8) 0.7123(2) 0.41841(14) 0.0353(5) Uani 1 1 d . . . H3A H 0.0005 0.6631 0.4652 0.053 Uiso 1 1 calc R . . H3B H -0.0282 0.7567 0.3893 0.053 Uiso 1 1 calc R . . H3C H 0.0263 0.7675 0.4441 0.053 Uiso 1 1 calc R . . C4 C 0.05139(7) 0.57110(19) 0.39732(14) 0.0329(5) Uani 1 1 d . . . H4A H 0.0761 0.6291 0.4148 0.049 Uiso 1 1 calc R . . H4B H 0.0536 0.5135 0.3570 0.049 Uiso 1 1 calc R . . H4C H 0.0541 0.5304 0.4499 0.049 Uiso 1 1 calc R . . C5 C -0.03297(7) 0.54126(19) 0.31690(15) 0.0368(5) Uani 1 1 d . . . H5A H -0.0333 0.5010 0.3671 0.055 Uiso 1 1 calc R . . H5B H -0.0275 0.4836 0.2805 0.055 Uiso 1 1 calc R . . H5C H -0.0625 0.5799 0.2814 0.055 Uiso 1 1 calc R . . C6 C 0.00694(7) 1.09821(17) 0.35238(13) 0.0267(4) Uani 1 1 d . . . C7 C 0.02924(8) 1.0264(2) 0.43650(14) 0.0393(5) Uani 1 1 d . . . H7A H 0.0326 1.0751 0.4863 0.059 Uiso 1 1 calc R . . H7B H 0.0595 0.9998 0.4467 0.059 Uiso 1 1 calc R . . H7C H 0.0101 0.9577 0.4310 0.059 Uiso 1 1 calc R . . C8 C 0.03751(9) 1.2066(2) 0.36525(16) 0.0464(6) Uani 1 1 d . . . H8A H 0.0405 1.2525 0.4160 0.070 Uiso 1 1 calc R . . H8B H 0.0236 1.2559 0.3121 0.070 Uiso 1 1 calc R . . H8C H 0.0679 1.1805 0.3758 0.070 Uiso 1 1 calc R . . C9 C -0.03993(8) 1.1403(2) 0.33772(16) 0.0427(6) Uani 1 1 d . . . H9A H -0.0596 1.0719 0.3296 0.064 Uiso 1 1 calc R . . H9B H -0.0539 1.1902 0.2850 0.064 Uiso 1 1 calc R . . H9C H -0.0363 1.1856 0.3892 0.064 Uiso 1 1 calc R . . C10 C 0.13804(6) 0.75496(16) 0.35032(12) 0.0236(4) Uani 1 1 d . . . C11 C 0.15586(6) 0.69445(17) 0.43315(12) 0.0232(4) Uani 1 1 d . . . C12 C 0.16982(6) 0.57757(17) 0.43521(12) 0.0246(4) Uani 1 1 d . . . H12 H 0.1793 0.5340 0.4882 0.030 Uiso 1 1 calc R . . C13 C 0.17062(6) 0.52202(17) 0.36470(13) 0.0250(4) Uani 1 1 d . . . C14 C 0.16120(6) 0.59014(18) 0.29148(13) 0.0267(4) Uani 1 1 d . . . H14 H 0.1658 0.5564 0.2458 0.032 Uiso 1 1 calc R . . C15 C 0.14520(6) 0.70618(17) 0.28103(12) 0.0250(4) Uani 1 1 d . . . C16 C 0.16712(7) 0.75108(17) 0.52374(13) 0.0268(4) Uani 1 1 d . . . C17 C 0.17991(9) 0.6584(2) 0.59686(14) 0.0388(5) Uani 1 1 d . . . H17A H 0.1871 0.6979 0.6526 0.058 Uiso 1 1 calc R . . H17B H 0.2067 0.6138 0.6035 0.058 Uiso 1 1 calc R . . H17C H 0.1541 0.6044 0.5811 0.058 Uiso 1 1 calc R . . C18 C 0.20982(7) 0.8284(2) 0.54940(15) 0.0385(5) Uani 1 1 d . . . H18A H 0.2188 0.8656 0.6067 0.058 Uiso 1 1 calc R . . H18B H 0.2028 0.8896 0.5045 0.058 Uiso 1 1 calc R . . H18C H 0.2350 0.7791 0.5532 0.058 Uiso 1 1 calc R . . C19 C 0.12960(7) 0.8265(2) 0.52761(14) 0.0372(5) Uani 1 1 d . . . H19A H 0.1011 0.7809 0.5045 0.056 Uiso 1 1 calc R . . H19B H 0.1245 0.8977 0.4918 0.056 Uiso 1 1 calc R . . H19C H 0.1392 0.8489 0.5890 0.056 Uiso 1 1 calc R . . C20 C 0.18192(7) 0.39029(17) 0.36558(14) 0.0301(4) Uani 1 1 d . . . C21 C 0.18920(9) 0.3288(2) 0.45027(16) 0.0429(6) Uani 1 1 d . . . H21A H 0.2153 0.3647 0.5010 0.064 Uiso 1 1 calc R . . H21B H 0.1953 0.2449 0.4471 0.064 Uiso 1 1 calc R . . H21C H 0.1616 0.3373 0.4571 0.064 Uiso 1 1 calc R . . C22 C 0.22559(8) 0.37645(19) 0.35636(17) 0.0400(5) Uani 1 1 d . . . H22A H 0.2214 0.4160 0.3023 0.060 Uiso 1 1 calc R . . H22B H 0.2317 0.2925 0.3533 0.060 Uiso 1 1 calc R . . H22C H 0.2515 0.4121 0.4076 0.060 Uiso 1 1 calc R . . C23 C 0.14182(8) 0.3311(2) 0.28671(16) 0.0415(6) Uani 1 1 d . . . H23A H 0.1141 0.3381 0.2931 0.062 Uiso 1 1 calc R . . H23B H 0.1488 0.2475 0.2847 0.062 Uiso 1 1 calc R . . H23C H 0.1369 0.3698 0.2320 0.062 Uiso 1 1 calc R . . C24 C 0.14380(7) 0.7709(2) 0.19987(14) 0.0356(5) Uani 1 1 d . . . C25 C 0.11794(8) 0.8873(2) 0.17146(16) 0.0415(6) Uani 1 1 d . . . H25A H 0.1316 0.9441 0.2200 0.062 Uiso 1 1 calc R . . H25B H 0.0858 0.8744 0.1561 0.062 Uiso 1 1 calc R . . H25C H 0.1198 0.9182 0.1200 0.062 Uiso 1 1 calc R . . C26 C 0.12352(10) 0.6909(3) 0.11675(16) 0.0573(8) Uani 1 1 d . . . H26A H 0.0936 0.6613 0.1060 0.086 Uiso 1 1 calc R . . H26B H 0.1442 0.6243 0.1262 0.086 Uiso 1 1 calc R . . H26C H 0.1201 0.7366 0.0656 0.086 Uiso 1 1 calc R . . C27 C 0.19374(9) 0.7975(4) 0.2254(2) 0.0805(12) Uani 1 1 d . . . H27A H 0.1953 0.8345 0.1754 0.121 Uiso 1 1 calc R . . H27B H 0.2113 0.7238 0.2410 0.121 Uiso 1 1 calc R . . H27C H 0.2066 0.8511 0.2761 0.121 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 Ge1 0.01850(14) 0.01503(13) 0.02386(15) 0.000 0.00814(11) 0.000 Ge2 0.01938(14) 0.01473(13) 0.02161(14) 0.000 0.00481(11) 0.000 P1 0.0188(2) 0.0186(2) 0.0275(3) 0.00381(19) 0.0046(2) -0.00169(18) S1 0.0328(3) 0.0225(2) 0.0505(3) 0.0049(2) 0.0022(3) -0.0093(2) C1 0.0193(9) 0.0184(8) 0.0223(9) 0.0018(7) 0.0077(7) -0.0002(7) C2 0.0233(9) 0.0222(9) 0.0319(10) 0.0057(8) 0.0123(8) 0.0006(8) C3 0.0368(12) 0.0375(12) 0.0351(11) 0.0060(9) 0.0199(10) 0.0034(10) C4 0.0279(10) 0.0282(10) 0.0376(11) 0.0083(9) 0.0115(9) 0.0050(9) C5 0.0295(11) 0.0317(11) 0.0464(13) 0.0076(10) 0.0157(10) -0.0049(9) C6 0.0260(10) 0.0216(9) 0.0266(10) -0.0044(8) 0.0076(8) -0.0010(8) C7 0.0478(14) 0.0399(12) 0.0307(11) 0.0007(10) 0.0191(10) 0.0107(11) C8 0.0596(16) 0.0333(12) 0.0417(13) -0.0155(10) 0.0202(12) -0.0192(11) C9 0.0346(12) 0.0420(13) 0.0414(13) -0.0174(11) 0.0097(10) 0.0073(10) C10 0.0144(8) 0.0233(9) 0.0275(10) 0.0037(7) 0.0053(7) -0.0018(7) C11 0.0170(9) 0.0243(9) 0.0256(9) 0.0024(8) 0.0080(7) -0.0011(7) C12 0.0213(9) 0.0260(9) 0.0244(9) 0.0047(8) 0.0091(8) 0.0014(7) C13 0.0190(9) 0.0244(9) 0.0299(10) 0.0012(8) 0.0101(8) -0.0005(7) C14 0.0219(9) 0.0316(10) 0.0265(10) -0.0008(8) 0.0112(8) -0.0008(8) C15 0.0165(9) 0.0315(10) 0.0231(9) 0.0047(8) 0.0063(7) -0.0022(8) C16 0.0230(9) 0.0277(10) 0.0247(10) 0.0005(8) 0.0073(8) 0.0006(8) C17 0.0522(14) 0.0367(12) 0.0267(11) 0.0036(9) 0.0181(10) 0.0047(10) C18 0.0306(11) 0.0429(12) 0.0321(11) -0.0031(10) 0.0067(9) -0.0088(10) C19 0.0329(12) 0.0406(12) 0.0336(11) -0.0085(10) 0.0121(9) 0.0063(10) C20 0.0310(11) 0.0235(9) 0.0358(11) -0.0008(8) 0.0159(9) 0.0001(8) C21 0.0569(15) 0.0248(11) 0.0477(14) 0.0080(10) 0.0252(12) 0.0080(10) C22 0.0360(12) 0.0317(11) 0.0553(14) -0.0025(10) 0.0240(11) 0.0045(9) C23 0.0409(13) 0.0298(11) 0.0493(14) -0.0059(10) 0.0177(11) -0.0085(10) C24 0.0260(11) 0.0487(13) 0.0314(11) 0.0169(10) 0.0130(9) 0.0041(9) C25 0.0395(13) 0.0452(13) 0.0371(12) 0.0200(10) 0.0158(10) 0.0005(10) C26 0.0730(19) 0.0699(18) 0.0337(13) 0.0155(13) 0.0291(13) 0.0260(16) C27 0.0284(13) 0.129(3) 0.084(2) 0.069(2) 0.0261(14) 0.0080(16) _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 Ge1 C1 1.9977(18) . ? Ge1 C1 1.9977(18) 2 ? Ge1 C2 2.0195(19) 2 ? Ge1 C2 2.0195(19) . ? Ge2 C1 2.0124(18) 2 ? Ge2 C1 2.0124(18) . ? Ge2 C6 2.0176(19) . ? Ge2 C6 2.0176(19) 2 ? P1 C1 1.6545(18) . ? P1 C10 1.8202(19) . ? P1 S1 1.9369(7) . ? C2 C3 1.524(3) . ? C2 C4 1.529(3) . ? C2 C5 1.533(3) . ? C6 C7 1.513(3) . ? C6 C9 1.528(3) . ? C6 C8 1.541(3) . ? C10 C15 1.431(3) . ? C10 C11 1.432(3) . ? C11 C12 1.398(3) . ? C11 C16 1.558(3) . ? C12 C13 1.377(3) . ? C13 C14 1.381(3) . ? C13 C20 1.538(3) . ? C14 C15 1.398(3) . ? C15 C24 1.557(3) . ? C16 C17 1.536(3) . ? C16 C19 1.536(3) . ? C16 C18 1.542(3) . ? C20 C21 1.527(3) . ? C20 C23 1.534(3) . ? C20 C22 1.538(3) . ? C24 C25 1.522(3) . ? C24 C27 1.529(3) . ? C24 C26 1.552(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ge1 C1 84.77(10) . 2 ? C1 Ge1 C2 114.35(8) . 2 ? C1 Ge1 C2 115.33(7) 2 2 ? C1 Ge1 C2 115.33(7) . . ? C1 Ge1 C2 114.35(8) 2 . ? C2 Ge1 C2 110.67(11) 2 . ? C1 Ge2 C1 84.01(10) 2 . ? C1 Ge2 C6 115.47(8) 2 . ? C1 Ge2 C6 114.28(7) . . ? C1 Ge2 C6 114.28(7) 2 2 ? C1 Ge2 C6 115.47(8) . 2 ? C6 Ge2 C6 111.05(11) . 2 ? C1 P1 C10 118.42(9) . . ? C1 P1 S1 125.46(7) . . ? C10 P1 S1 116.11(6) . . ? P1 C1 Ge1 139.66(10) . . ? P1 C1 Ge2 124.54(10) . . ? Ge1 C1 Ge2 95.61(8) . . ? C3 C2 C4 108.18(17) . . ? C3 C2 C5 109.16(18) . . ? C4 C2 C5 108.74(16) . . ? C3 C2 Ge1 108.92(13) . . ? C4 C2 Ge1 111.75(14) . . ? C5 C2 Ge1 110.04(14) . . ? C7 C6 C9 108.94(19) . . ? C7 C6 C8 107.51(18) . . ? C9 C6 C8 108.87(18) . . ? C7 C6 Ge2 109.36(13) . . ? C9 C6 Ge2 110.18(13) . . ? C8 C6 Ge2 111.89(15) . . ? C15 C10 C11 119.30(17) . . ? C15 C10 P1 120.61(14) . . ? C11 C10 P1 119.81(15) . . ? C12 C11 C10 117.07(17) . . ? C12 C11 C16 116.44(16) . . ? C10 C11 C16 125.98(17) . . ? C13 C12 C11 123.71(18) . . ? C12 C13 C14 117.14(18) . . ? C12 C13 C20 122.77(18) . . ? C14 C13 C20 120.08(18) . . ? C13 C14 C15 123.51(19) . . ? C14 C15 C10 117.32(17) . . ? C14 C15 C24 114.04(18) . . ? C10 C15 C24 128.09(18) . . ? C17 C16 C19 105.13(18) . . ? C17 C16 C18 107.09(17) . . ? C19 C16 C18 108.93(17) . . ? C17 C16 C11 112.26(16) . . ? C19 C16 C11 117.15(16) . . ? C18 C16 C11 105.88(16) . . ? C21 C20 C23 108.85(19) . . ? C21 C20 C22 108.65(18) . . ? C23 C20 C22 109.23(19) . . ? C21 C20 C13 112.38(18) . . ? C23 C20 C13 108.12(17) . . ? C22 C20 C13 109.57(17) . . ? C25 C24 C27 106.9(2) . . ? C25 C24 C26 106.15(18) . . ? C27 C24 C26 108.5(2) . . ? C25 C24 C15 117.99(19) . . ? C27 C24 C15 105.45(17) . . ? C26 C24 C15 111.45(19) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.636 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.062 #===END data_5b _database_code_depnum_ccdc_archive 'CCDC 649326' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C62 H110 Ge2 O2 P2 S2' _chemical_formula_weight 1158.74 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 '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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Ibam loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-x+1, y+1, -z+1/2' 'x+1, -y+1, -z+1/2' '-x, -y, -z' 'x, y, -z' 'x-1/2, -y-1/2, z' '-x-1/2, y-1/2, z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' 'x, -y, z+1/2' '-x, y, z+1/2' _cell_length_a 20.440(3) _cell_length_b 16.670(2) _cell_length_c 19.133(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6519.2(15) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2464 _cell_measurement_theta_min 2.444 _cell_measurement_theta_max 24.246 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.181 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2496 _exptl_absorpt_coefficient_mu 1.073 _exptl_absorpt_correction_type semi-empirical _exptl_absorpt_correction_T_min 0.617438 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS (Bruker-AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 CCD detector' _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 14548 _diffrn_reflns_av_R_equivalents 0.1131 _diffrn_reflns_av_sigmaI/netI 0.0757 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 5.11 _diffrn_reflns_theta_max 23.53 _reflns_number_total 2491 _reflns_number_gt 1673 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0611P)^2^+3.6280P] 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 2491 _refine_ls_number_parameters 273 _refine_ls_number_restraints 260 _refine_ls_R_factor_all 0.0940 _refine_ls_R_factor_gt 0.0504 _refine_ls_wR_factor_ref 0.1217 _refine_ls_wR_factor_gt 0.1037 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.016 _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 Ge1 Ge 0.44634(3) 0.05942(4) 0.0000 0.0236(2) Uani 1 2 d S . . P1 P 0.58680(7) 0.14477(10) 0.0000 0.0237(4) Uani 1 2 d S . . S1 S 0.54866(9) 0.25113(10) 0.0000 0.0428(5) Uani 1 2 d S A . C1 C 0.5446(3) 0.0603(4) 0.0000 0.0232(13) Uani 1 2 d S . . C2 C 0.4087(9) 0.0967(7) 0.0971(10) 0.028(4) Uani 0.487(19) 1 d PDU A 1 C3 C 0.3363(11) 0.0727(17) 0.1031(18) 0.051(8) Uani 0.487(19) 1 d PDU A 1 H3A H 0.3319 0.0149 0.0950 0.076 Uiso 0.487(19) 1 calc PR A 1 H3B H 0.3107 0.1020 0.0682 0.076 Uiso 0.487(19) 1 calc PR A 1 H3C H 0.3202 0.0858 0.1500 0.076 Uiso 0.487(19) 1 calc PR A 1 C4 C 0.4159(7) 0.1869(6) 0.1089(8) 0.046(4) Uani 0.487(19) 1 d PDU A 1 H4A H 0.3883 0.2034 0.1482 0.070 Uiso 0.487(19) 1 calc PR A 1 H4B H 0.4024 0.2157 0.0666 0.070 Uiso 0.487(19) 1 calc PR A 1 H4C H 0.4617 0.1995 0.1194 0.070 Uiso 0.487(19) 1 calc PR A 1 C5 C 0.4461(6) 0.0525(9) 0.1551(6) 0.043(3) Uani 0.487(19) 1 d PDU A 1 H5A H 0.4838 0.0848 0.1697 0.064 Uiso 0.487(19) 1 calc PR A 1 H5B H 0.4613 0.0006 0.1375 0.064 Uiso 0.487(19) 1 calc PR A 1 H5C H 0.4170 0.0440 0.1952 0.064 Uiso 0.487(19) 1 calc PR A 1 C2' C 0.3996(10) 0.1087(8) 0.0765(10) 0.036(4) Uani 0.513(19) 1 d PDU A 2 C3' C 0.3361(10) 0.0607(13) 0.0879(15) 0.033(4) Uani 0.513(19) 1 d PDU A 2 H3'1 H 0.3455 0.0032 0.0846 0.050 Uiso 0.513(19) 1 calc PR A 2 H3'2 H 0.3040 0.0755 0.0520 0.050 Uiso 0.513(19) 1 calc PR A 2 H3'3 H 0.3182 0.0729 0.1342 0.050 Uiso 0.513(19) 1 calc PR A 2 C4' C 0.4397(7) 0.1046(12) 0.1434(7) 0.057(5) Uani 0.513(19) 1 d PDU A 2 H4'1 H 0.4105 0.1082 0.1839 0.086 Uiso 0.513(19) 1 calc PR A 2 H4'2 H 0.4709 0.1492 0.1444 0.086 Uiso 0.513(19) 1 calc PR A 2 H4'3 H 0.4636 0.0536 0.1449 0.086 Uiso 0.513(19) 1 calc PR A 2 C5' C 0.3793(7) 0.1972(6) 0.0656(9) 0.059(5) Uani 0.513(19) 1 d PDU A 2 H5'1 H 0.3599 0.2181 0.1087 0.089 Uiso 0.513(19) 1 calc PR A 2 H5'2 H 0.3473 0.2006 0.0276 0.089 Uiso 0.513(19) 1 calc PR A 2 H5'3 H 0.4180 0.2291 0.0535 0.089 Uiso 0.513(19) 1 calc PR A 2 C6 C 0.6760(3) 0.1387(3) 0.0000 0.0220(14) Uani 1 2 d S . . C7 C 0.7108(2) 0.1316(3) 0.0644(3) 0.0301(11) Uani 1 1 d . . . C8 C 0.7733(2) 0.0975(3) 0.0614(3) 0.0376(13) Uani 1 1 d . A . H8 H 0.7964 0.0894 0.1040 0.045 Uiso 1 1 calc R . . C10 C 0.6891(2) 0.1705(3) 0.1341(3) 0.0381(13) Uani 1 1 d . A . C11 C 0.6200(3) 0.1509(3) 0.1599(3) 0.0506(15) Uani 1 1 d . . . H11A H 0.5881 0.1670 0.1243 0.076 Uiso 1 1 calc R A . H11B H 0.6114 0.1801 0.2034 0.076 Uiso 1 1 calc R . . H11C H 0.6164 0.0931 0.1683 0.076 Uiso 1 1 calc R . . C12 C 0.6935(3) 0.2618(3) 0.1229(3) 0.0531(15) Uani 1 1 d . . . H12A H 0.7370 0.2755 0.1047 0.080 Uiso 1 1 calc R A . H12B H 0.6864 0.2893 0.1675 0.080 Uiso 1 1 calc R . . H12C H 0.6600 0.2785 0.0893 0.080 Uiso 1 1 calc R . . C13 C 0.7356(3) 0.1482(4) 0.1953(3) 0.073(2) Uani 1 1 d . . . H13A H 0.7378 0.0897 0.1998 0.109 Uiso 1 1 calc R A . H13B H 0.7189 0.1713 0.2388 0.109 Uiso 1 1 calc R . . H13C H 0.7794 0.1694 0.1858 0.109 Uiso 1 1 calc R . . C9 C 0.8028(3) 0.0751(4) 0.0000 0.0371(18) Uani 1 2 d SDU . . C14 C 0.8685(3) 0.0293(4) 0.0000 0.054(2) Uani 1 2 d SDU . . C15 C 0.9234(6) 0.0887(8) 0.0142(15) 0.051(7) Uani 0.369(15) 1 d PDU . -1 H15A H 0.9354 0.1159 -0.0294 0.077 Uiso 0.369(15) 1 calc PR . -1 H15B H 0.9616 0.0600 0.0326 0.077 Uiso 0.369(15) 1 calc PR . -1 H15C H 0.9088 0.1284 0.0485 0.077 Uiso 0.369(15) 1 calc PR . -1 C16 C 0.8814(10) -0.0101(13) -0.0728(9) 0.065(5) Uani 0.369(15) 1 d PDU . -1 H16A H 0.8411 -0.0352 -0.0898 0.097 Uiso 0.369(15) 1 calc PR . -1 H16B H 0.9157 -0.0508 -0.0683 0.097 Uiso 0.369(15) 1 calc PR . -1 H16C H 0.8955 0.0312 -0.1060 0.097 Uiso 0.369(15) 1 calc PR . -1 C17 C 0.8655(10) -0.0377(10) 0.0545(11) 0.069(6) Uani 0.369(15) 1 d PDU . -1 H17A H 0.8540 -0.0149 0.1001 0.104 Uiso 0.369(15) 1 calc PR . -1 H17B H 0.9083 -0.0640 0.0577 0.104 Uiso 0.369(15) 1 calc PR . -1 H17C H 0.8324 -0.0771 0.0408 0.104 Uiso 0.369(15) 1 calc PR . -1 C15' C 0.9161(16) 0.077(2) 0.047(2) 0.052(7) Uani 0.131(15) 1 d PDU . -2 H15D H 0.9118 0.1343 0.0368 0.078 Uiso 0.131(15) 1 calc PR . -2 H15E H 0.9611 0.0597 0.0372 0.078 Uiso 0.131(15) 1 calc PR . -2 H15F H 0.9057 0.0669 0.0960 0.078 Uiso 0.131(15) 1 calc PR . -2 C16' C 0.859(2) -0.0559(15) 0.027(3) 0.071(7) Uani 0.131(15) 1 d PDU . -2 H16D H 0.8293 -0.0552 0.0671 0.106 Uiso 0.131(15) 1 calc PR . -2 H16E H 0.9016 -0.0778 0.0415 0.106 Uiso 0.131(15) 1 calc PR . -2 H16F H 0.8407 -0.0894 -0.0101 0.106 Uiso 0.131(15) 1 calc PR . -2 C17' C 0.8965(19) 0.028(3) -0.0746(12) 0.061(6) Uani 0.131(15) 1 d PDU . -2 H17D H 0.8610 0.0363 -0.1083 0.092 Uiso 0.131(15) 1 calc PR . -2 H17E H 0.9174 -0.0238 -0.0834 0.092 Uiso 0.131(15) 1 calc PR . -2 H17F H 0.9289 0.0710 -0.0796 0.092 Uiso 0.131(15) 1 calc PR . -2 O1 O 0.5146(9) 0.3807(12) 0.1912(11) 0.172(8) Uani 0.50 1 d PDU B -1 C18 C 0.5794(12) 0.3909(16) 0.2334(13) 0.149(8) Uani 0.50 1 d PDU B -1 H18A H 0.6161 0.3623 0.2107 0.178 Uiso 0.50 1 calc PR B -1 H18B H 0.5911 0.4483 0.2387 0.178 Uiso 0.50 1 calc PR B -1 C19 C 0.5649(11) 0.3588(18) 0.2936(15) 0.178(10) Uani 0.50 1 d PDU B -1 H19A H 0.5677 0.4006 0.3302 0.213 Uiso 0.50 1 calc PR B -1 H19B H 0.5977 0.3170 0.3046 0.213 Uiso 0.50 1 calc PR B -1 C20 C 0.5041(14) 0.325(3) 0.2956(19) 0.204(12) Uani 0.50 1 d PDU B -1 H20A H 0.5091 0.2663 0.2917 0.245 Uiso 0.50 1 calc PR B -1 H20B H 0.4846 0.3366 0.3419 0.245 Uiso 0.50 1 calc PR B -1 C21 C 0.4621(13) 0.349(2) 0.2464(19) 0.178(11) Uani 0.50 1 d PDU B -1 H21A H 0.4331 0.3930 0.2632 0.214 Uiso 0.50 1 calc PR B -1 H21B H 0.4355 0.3047 0.2278 0.214 Uiso 0.50 1 calc PR B -1 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 Ge1 0.0129(3) 0.0219(4) 0.0361(4) 0.000 0.000 0.0008(3) P1 0.0137(7) 0.0249(9) 0.0324(11) 0.000 0.000 -0.0024(7) S1 0.0274(9) 0.0265(10) 0.0746(14) 0.000 0.000 0.0008(8) C1 0.025(3) 0.024(3) 0.020(3) 0.000 0.000 0.006(3) C2 0.034(8) 0.028(6) 0.023(10) -0.012(6) 0.023(7) -0.008(6) C3 0.032(7) 0.059(13) 0.062(16) -0.036(9) 0.021(7) -0.008(7) C4 0.037(7) 0.036(6) 0.067(10) -0.018(6) 0.014(7) -0.001(5) C5 0.044(6) 0.050(8) 0.035(7) -0.007(6) 0.010(5) -0.015(7) C2' 0.034(7) 0.042(7) 0.033(10) 0.007(6) 0.006(6) -0.003(5) C3' 0.027(6) 0.033(7) 0.040(11) -0.007(10) 0.026(6) 0.002(5) C4' 0.051(7) 0.092(14) 0.028(7) -0.017(7) 0.019(5) -0.014(8) C5' 0.032(8) 0.034(5) 0.112(13) -0.012(6) 0.034(8) -0.003(5) C6 0.017(3) 0.020(3) 0.029(4) 0.000 0.000 -0.001(3) C7 0.023(2) 0.028(2) 0.040(3) -0.001(2) -0.002(2) -0.005(2) C8 0.023(2) 0.036(3) 0.054(4) 0.002(3) -0.012(2) -0.005(2) C10 0.033(3) 0.045(3) 0.036(3) -0.005(2) -0.005(2) -0.009(2) C11 0.057(3) 0.057(4) 0.038(3) -0.007(3) 0.017(3) -0.013(3) C12 0.061(4) 0.045(3) 0.054(4) -0.012(3) 0.000(3) -0.018(3) C13 0.077(5) 0.094(5) 0.046(4) -0.003(4) -0.021(3) 0.009(4) C9 0.018(3) 0.026(4) 0.068(6) 0.000 0.000 -0.001(2) C14 0.023(3) 0.042(4) 0.099(6) 0.000 0.000 0.009(3) C15 0.018(4) 0.048(6) 0.088(19) 0.005(8) -0.006(9) 0.003(4) C16 0.028(11) 0.032(14) 0.134(9) -0.026(9) 0.018(8) -0.002(9) C17 0.047(11) 0.018(9) 0.143(15) 0.004(9) 0.007(11) 0.019(7) C15' 0.015(8) 0.044(10) 0.097(18) 0.012(12) -0.002(11) 0.004(8) C16' 0.046(13) 0.027(7) 0.139(19) -0.005(9) 0.008(13) 0.015(6) C17' 0.025(13) 0.036(16) 0.121(9) -0.029(10) 0.022(8) -0.006(13) O1 0.183(15) 0.199(18) 0.133(12) 0.019(11) 0.015(9) -0.066(14) C18 0.148(14) 0.165(18) 0.133(16) 0.002(13) 0.037(11) -0.036(14) C19 0.161(18) 0.194(19) 0.178(18) 0.098(17) -0.011(13) -0.076(16) C20 0.17(2) 0.24(3) 0.20(2) 0.088(18) 0.002(16) -0.082(19) C21 0.167(18) 0.24(3) 0.12(2) 0.005(17) 0.010(13) -0.08(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 Ge1 C2' 1.93(2) 10 ? Ge1 C2' 1.93(2) . ? Ge1 C1 2.004(6) 9_655 ? Ge1 C1 2.008(6) . ? Ge1 C2 2.105(19) 10 ? Ge1 C2 2.105(19) . ? P1 C1 1.652(6) . ? P1 C6 1.827(6) . ? P1 S1 1.937(2) . ? C1 Ge1 2.004(6) 9_655 ? C2 C4 1.527(12) . ? C2 C5 1.536(13) . ? C2 C3 1.537(12) . ? C2' C4' 1.521(12) . ? C2' C3' 1.540(12) . ? C2' C5' 1.548(12) . ? C6 C7 1.428(5) 10 ? C6 C7 1.428(5) . ? C7 C8 1.399(6) . ? C7 C10 1.548(7) . ? C8 C9 1.373(6) . ? C10 C11 1.531(7) . ? C10 C12 1.539(7) . ? C10 C13 1.552(7) . ? C9 C8 1.373(6) 10 ? C9 C14 1.545(9) . ? C14 C16' 1.522(15) 10 ? C14 C16' 1.522(15) . ? C14 C15 1.523(12) . ? C14 C15 1.523(12) 10 ? C14 C17 1.529(13) 10 ? C14 C17 1.529(13) . ? C14 C17' 1.538(15) . ? C14 C17' 1.538(15) 10 ? C14 C15' 1.542(15) . ? C14 C15' 1.542(15) 10 ? C14 C16 1.562(13) . ? O1 C18 1.56(3) . ? O1 C21 1.59(3) . ? C18 C19 1.30(2) . ? C19 C20 1.36(2) . ? C20 C21 1.34(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 C2' Ge1 C2' 98.6(8) 10 . ? C2' Ge1 C1 118.0(4) 10 9_655 ? C2' Ge1 C1 118.0(4) . 9_655 ? C2' Ge1 C1 119.5(5) 10 . ? C2' Ge1 C1 119.5(5) . . ? C1 Ge1 C1 85.1(3) 9_655 . ? C2' Ge1 C2 12.7(6) 10 10 ? C2' Ge1 C2 111.2(6) . 10 ? C1 Ge1 C2 109.2(4) 9_655 10 ? C1 Ge1 C2 111.3(5) . 10 ? C2' Ge1 C2 111.2(6) 10 . ? C2' Ge1 C2 12.7(6) . . ? C1 Ge1 C2 109.2(4) 9_655 . ? C1 Ge1 C2 111.3(5) . . ? C2 Ge1 C2 123.9(9) 10 . ? C1 P1 C6 118.3(3) . . ? C1 P1 S1 124.8(2) . . ? C6 P1 S1 116.9(2) . . ? P1 C1 Ge1 143.2(3) . 9_655 ? P1 C1 Ge1 121.9(3) . . ? Ge1 C1 Ge1 94.9(3) 9_655 . ? C4 C2 C5 108.5(11) . . ? C4 C2 C3 109.9(13) . . ? C5 C2 C3 107.4(13) . . ? C4 C2 Ge1 112.7(10) . . ? C5 C2 Ge1 108.3(10) . . ? C3 C2 Ge1 109.9(15) . . ? C4' C2' C3' 108.2(13) . . ? C4' C2' C5' 107.5(12) . . ? C3' C2' C5' 106.8(12) . . ? C4' C2' Ge1 110.6(12) . . ? C3' C2' Ge1 107.7(14) . . ? C5' C2' Ge1 115.8(11) . . ? C7 C6 C7 119.3(5) 10 . ? C7 C6 P1 120.2(3) 10 . ? C7 C6 P1 120.2(3) . . ? C8 C7 C6 117.0(4) . . ? C8 C7 C10 117.8(4) . . ? C6 C7 C10 124.5(4) . . ? C9 C8 C7 123.1(5) . . ? C11 C10 C12 108.0(4) . . ? C11 C10 C7 116.9(4) . . ? C12 C10 C7 106.1(4) . . ? C11 C10 C13 105.7(5) . . ? C12 C10 C13 107.9(4) . . ? C7 C10 C13 112.0(4) . . ? C8 C9 C8 117.8(6) 10 . ? C8 C9 C14 121.1(3) 10 . ? C8 C9 C14 121.1(3) . . ? C16' C14 C16' 40(4) 10 . ? C16' C14 C15 139(2) 10 . ? C16' C14 C15 130(2) . . ? C16' C14 C15 130(2) 10 10 ? C16' C14 C15 139(2) . 10 ? C15 C14 C15 21(2) . 10 ? C16' C14 C17 23(2) 10 10 ? C16' C14 C17 63(3) . 10 ? C15 C14 C17 128.7(14) . 10 ? C15 C14 C17 112.5(10) 10 10 ? C16' C14 C17 63(3) 10 . ? C16' C14 C17 23(2) . . ? C15 C14 C17 112.5(10) . . ? C15 C14 C17 128.7(14) 10 . ? C17 C14 C17 86.0(18) 10 . ? C16' C14 C17' 74(4) 10 . ? C16' C14 C17' 110.5(16) . . ? C15 C14 C17' 84.2(17) . . ? C15 C14 C17' 64(3) 10 . ? C17 C14 C17' 51(2) 10 . ? C17 C14 C17' 129.7(17) . . ? C16' C14 C17' 110.5(16) 10 10 ? C16' C14 C17' 74(4) . 10 ? C15 C14 C17' 64(3) . 10 ? C15 C14 C17' 84.2(17) 10 10 ? C17 C14 C17' 129.7(17) 10 10 ? C17 C14 C17' 51(2) . 10 ? C17' C14 C17' 136(3) . 10 ? C16' C14 C15' 139(2) 10 . ? C16' C14 C15' 111.2(17) . . ? C15 C14 C15' 25.3(17) . . ? C15 C14 C15' 46(3) 10 . ? C17 C14 C15' 142.8(18) 10 . ? C17 C14 C15' 90.3(19) . . ? C17' C14 C15' 108.1(16) . . ? C17' C14 C15' 40(4) 10 . ? C16' C14 C15' 111.2(17) 10 10 ? C16' C14 C15' 139(2) . 10 ? C15 C14 C15' 46(3) . 10 ? C15 C14 C15' 25.3(17) 10 10 ? C17 C14 C15' 90.3(19) 10 10 ? C17 C14 C15' 142.8(18) . 10 ? C17' C14 C15' 40(4) . 10 ? C17' C14 C15' 108.1(16) 10 10 ? C15' C14 C15' 71(4) . 10 ? C16' C14 C9 110.7(16) 10 . ? C16' C14 C9 110.7(16) . . ? C15 C14 C9 108.7(8) . . ? C15 C14 C9 108.7(8) 10 . ? C17 C14 C9 109.1(9) 10 . ? C17 C14 C9 109.1(9) . . ? C17' C14 C9 109.3(15) . . ? C17' C14 C9 109.3(15) 10 . ? C15' C14 C9 107.1(15) . . ? C15' C14 C9 107.1(15) 10 . ? C16' C14 C16 48(3) 10 . ? C16' C14 C16 86.2(18) . . ? C15 C14 C16 107.9(10) . . ? C15 C14 C16 89.4(16) 10 . ? C17 C14 C16 24.8(14) 10 . ? C17 C14 C16 108.0(11) . . ? C17' C14 C16 26.4(15) . . ? C17' C14 C16 139.4(18) 10 . ? C15' C14 C16 128.8(17) . . ? C15' C14 C16 66(3) 10 . ? C9 C14 C16 110.7(8) . . ? C18 O1 C21 105(2) . . ? C19 C18 O1 102.6(17) . . ? C18 C19 C20 113.7(19) . . ? C21 C20 C19 116.2(18) . . ? C20 C21 O1 97.6(19) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 23.53 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.492 _refine_diff_density_min -0.710 _refine_diff_density_rms 0.076 #===END