# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Herbert Roesky' _publ_contact_author_email HROESKY@GWDG.DE _publ_section_title ; Reactivity of Germanium(II) Hydride with Nitrous Oxide, Trimethylsilyl Azide, Ketones, and Alkynes and the Reaction of a Methyl Analogue with Trimethylsilyl Diazomethane ; loop_ _publ_author_name 'Herbert Roesky' 'Anukul Jana' 'Carola Schulzke' # Attachment '32_32a_50_54_371.cif' data_ja32 _database_code_depnum_ccdc_archive 'CCDC 713790' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H41 Ge N5' _chemical_formula_weight 532.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 '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 16.697(3) _cell_length_b 17.006(3) _cell_length_c 17.763(4) _cell_angle_alpha 101.17(3) _cell_angle_beta 116.15(3) _cell_angle_gamma 100.60(3) _cell_volume 4229.2(15) _cell_formula_units_Z 6 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used 41106 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 54.0 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.254 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1692 _exptl_absorpt_coefficient_mu 1.112 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.8376 _exptl_absorpt_correction_T_max 0.9614 _exptl_absorpt_process_details 'face indexed' _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 IPDSII _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41106 _diffrn_reflns_av_R_equivalents 0.0442 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 27.01 _reflns_number_total 18275 _reflns_number_gt 10980 _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^)+(0.0441P)^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 18275 _refine_ls_number_parameters 979 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1019 _refine_ls_wR_factor_gt 0.0905 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.010 _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 0.27053(2) 0.131304(19) 0.19622(2) 0.01918(8) Uani 1 1 d . . . Ge2 Ge 0.73491(2) 0.209176(18) 0.47633(2) 0.01859(8) Uani 1 1 d . . . Ge3 Ge 0.72715(2) 0.535790(19) 0.131528(19) 0.01812(8) Uani 1 1 d . . . N1 N 0.23048(18) 0.13166(14) 0.28588(15) 0.0198(6) Uani 1 1 d . . . N2 N 0.23340(18) 0.00720(14) 0.15813(15) 0.0192(5) Uani 1 1 d . . . N3 N 0.1426(2) 0.12727(16) 0.10656(17) 0.0270(6) Uani 1 1 d . . . N4 N 0.1317(2) 0.17448(18) 0.06340(18) 0.0351(7) Uani 1 1 d . . . N5 N 0.1163(3) 0.2174(2) 0.0195(2) 0.0626(12) Uani 1 1 d . . . N6 N 0.77441(17) 0.33347(14) 0.51994(14) 0.0176(5) Uani 1 1 d . . . N7 N 0.77870(17) 0.21252(14) 0.39000(15) 0.0186(5) Uani 1 1 d . . . N8 N 0.8600(2) 0.20760(17) 0.56520(17) 0.0281(6) Uani 1 1 d . . . N9 N 0.8680(2) 0.15822(18) 0.60614(18) 0.0382(8) Uani 1 1 d . . . N10 N 0.8792(3) 0.1126(2) 0.6465(2) 0.0642(13) Uani 1 1 d . . . N11 N 0.77133(17) 0.66018(15) 0.17190(14) 0.0191(5) Uani 1 1 d . . . N12 N 0.76389(17) 0.53195(14) 0.03970(14) 0.0176(5) Uani 1 1 d . . . N13 N 0.8529(2) 0.53323(16) 0.21912(16) 0.0259(6) Uani 1 1 d . . . N14 N 0.8580(2) 0.48991(17) 0.26647(18) 0.0332(7) Uani 1 1 d . . . N15 N 0.8675(3) 0.4500(2) 0.3133(2) 0.0553(10) Uani 1 1 d . . . C1 C 0.2767(2) 0.20576(18) 0.36275(18) 0.0216(7) Uani 1 1 d . . . C2 C 0.2449(2) 0.27642(19) 0.3598(2) 0.0244(7) Uani 1 1 d . . . C3 C 0.2911(2) 0.34638(19) 0.4362(2) 0.0278(8) Uani 1 1 d . . . H3 H 0.2704 0.3948 0.4358 0.0273(17) Uiso 1 1 calc R . . C4 C 0.3664(2) 0.3459(2) 0.5122(2) 0.0321(8) Uani 1 1 d . . . H4 H 0.3966 0.3936 0.5635 0.0273(17) Uiso 1 1 calc R . . C5 C 0.3977(2) 0.2759(2) 0.5135(2) 0.0300(8) Uani 1 1 d . . . H5 H 0.4495 0.2762 0.5660 0.0273(17) Uiso 1 1 calc R . . C6 C 0.3542(2) 0.2050(2) 0.43905(19) 0.0260(7) Uani 1 1 d . . . C7 C 0.1619(2) 0.27928(18) 0.2777(2) 0.0268(8) Uani 1 1 d . . . H7 H 0.1329 0.2219 0.2334 0.023(2) Uiso 1 1 calc R . . C8 C 0.1953(3) 0.3406(2) 0.2377(3) 0.0493(12) Uani 1 1 d . . . H8A H 0.2203 0.3980 0.2784 0.0512(11) Uiso 1 1 calc R . . H8B H 0.1426 0.3374 0.1816 0.0512(11) Uiso 1 1 calc R . . H8C H 0.2445 0.3259 0.2275 0.0512(11) Uiso 1 1 calc R . . C9 C 0.0868(3) 0.3017(2) 0.2978(3) 0.0452(11) Uani 1 1 d . . . H9A H 0.1131 0.3584 0.3402 0.0512(11) Uiso 1 1 calc R . . H9B H 0.0664 0.2610 0.3229 0.0512(11) Uiso 1 1 calc R . . H9C H 0.0331 0.3001 0.2432 0.0512(11) Uiso 1 1 calc R . . C10 C 0.3923(2) 0.1301(2) 0.44239(19) 0.0287(8) Uani 1 1 d . . . H10 H 0.3595 0.0909 0.3807 0.023(2) Uiso 1 1 calc R . . C11 C 0.3696(5) 0.0821(3) 0.4972(3) 0.0687(16) Uani 1 1 d . . . H11A H 0.3907 0.0320 0.4941 0.0512(11) Uiso 1 1 calc R . . H11B H 0.3018 0.0649 0.4745 0.0512(11) Uiso 1 1 calc R . . H11C H 0.4017 0.1182 0.5587 0.0512(11) Uiso 1 1 calc R . . C12 C 0.4958(3) 0.1562(3) 0.4724(3) 0.0621(14) Uani 1 1 d . . . H12A H 0.5304 0.1954 0.5327 0.0512(11) Uiso 1 1 calc R . . H12B H 0.5069 0.1838 0.4328 0.0512(11) Uiso 1 1 calc R . . H12C H 0.5173 0.1063 0.4713 0.0512(11) Uiso 1 1 calc R . . C13 C 0.1608(2) 0.06993(17) 0.27578(18) 0.0206(6) Uani 1 1 d . . . C14 C 0.1206(3) 0.0840(2) 0.3360(2) 0.0294(8) Uani 1 1 d . . . H14A H 0.1707 0.1003 0.3975 0.0512(11) Uiso 1 1 calc R . . H14B H 0.0733 0.0320 0.3228 0.0512(11) Uiso 1 1 calc R . . H14C H 0.0915 0.1290 0.3272 0.0512(11) Uiso 1 1 calc R . . C15 C 0.1246(2) -0.00840(18) 0.21229(19) 0.0229(7) Uani 1 1 d . . . H15 H 0.0671 -0.0439 0.2015 0.0273(17) Uiso 1 1 calc R . . C16 C 0.1636(2) -0.04056(17) 0.16258(18) 0.0209(7) Uani 1 1 d . . . C17 C 0.1263(3) -0.13433(19) 0.1153(2) 0.0304(8) Uani 1 1 d . . . H17A H 0.0916 -0.1445 0.0515 0.0512(11) Uiso 1 1 calc R . . H17B H 0.0844 -0.1615 0.1341 0.0512(11) Uiso 1 1 calc R . . H17C H 0.1787 -0.1577 0.1298 0.0512(11) Uiso 1 1 calc R . . C18 C 0.2771(2) -0.03174(17) 0.11290(19) 0.0209(7) Uani 1 1 d . . . C19 C 0.2352(2) -0.05283(19) 0.02077(19) 0.0244(7) Uani 1 1 d . . . C20 C 0.2800(2) -0.0897(2) -0.0203(2) 0.0291(8) Uani 1 1 d . . . H20 H 0.2534 -0.1037 -0.0825 0.0273(17) Uiso 1 1 calc R . . C21 C 0.3624(2) -0.1057(2) 0.0287(2) 0.0329(8) Uani 1 1 d . . . H21 H 0.3911 -0.1322 -0.0002 0.0273(17) Uiso 1 1 calc R . . C22 C 0.4037(2) -0.08373(19) 0.1193(2) 0.0274(7) Uani 1 1 d . . . H22 H 0.4607 -0.0949 0.1521 0.0273(17) Uiso 1 1 calc R . . C23 C 0.3629(2) -0.04534(18) 0.16350(19) 0.0227(7) Uani 1 1 d . . . C24 C 0.1445(2) -0.03552(19) -0.03639(19) 0.0266(7) Uani 1 1 d . . . H24 H 0.1172 -0.0175 0.0016 0.023(2) Uiso 1 1 calc R . . C25 C 0.1654(3) 0.0365(2) -0.0715(2) 0.0357(8) Uani 1 1 d . . . H25A H 0.2121 0.0862 -0.0220 0.0512(11) Uiso 1 1 calc R . . H25B H 0.1076 0.0501 -0.1041 0.0512(11) Uiso 1 1 calc R . . H25C H 0.1898 0.0193 -0.1110 0.0512(11) Uiso 1 1 calc R . . C26 C 0.0720(2) -0.1137(2) -0.1128(2) 0.0385(9) Uani 1 1 d . . . H26A H 0.0924 -0.1266 -0.1565 0.0512(11) Uiso 1 1 calc R . . H26B H 0.0114 -0.1031 -0.1405 0.0512(11) Uiso 1 1 calc R . . H26C H 0.0657 -0.1615 -0.0904 0.0512(11) Uiso 1 1 calc R . . C27 C 0.4117(2) -0.01824(18) 0.26448(19) 0.0239(7) Uani 1 1 d . . . H27 H 0.4054 0.0383 0.2845 0.023(2) Uiso 1 1 calc R . . C28 C 0.3653(3) -0.0778(2) 0.2988(2) 0.0337(8) Uani 1 1 d . . . H28A H 0.3009 -0.0765 0.2792 0.0512(11) Uiso 1 1 calc R . . H28B H 0.4008 -0.0595 0.3634 0.0512(11) Uiso 1 1 calc R . . H28C H 0.3647 -0.1352 0.2756 0.0512(11) Uiso 1 1 calc R . . C29 C 0.5164(2) -0.0080(2) 0.3064(2) 0.0313(8) Uani 1 1 d . . . H29A H 0.5257 -0.0636 0.2971 0.0512(11) Uiso 1 1 calc R . . H29B H 0.5471 0.0213 0.3698 0.0512(11) Uiso 1 1 calc R . . H29C H 0.5437 0.0249 0.2792 0.0512(11) Uiso 1 1 calc R . . C30 C 0.7288(2) 0.37001(17) 0.56444(18) 0.0193(6) Uani 1 1 d . . . C31 C 0.6458(2) 0.38802(18) 0.51411(18) 0.0223(7) Uani 1 1 d . . . C32 C 0.6031(2) 0.42325(19) 0.55782(19) 0.0256(7) Uani 1 1 d . . . H32 H 0.5486 0.4382 0.5257 0.0273(17) Uiso 1 1 calc R . . C33 C 0.6393(2) 0.4369(2) 0.6482(2) 0.0288(7) Uani 1 1 d . . . H33 H 0.6087 0.4601 0.6768 0.0273(17) Uiso 1 1 calc R . . C34 C 0.7194(2) 0.41675(18) 0.69637(19) 0.0234(7) Uani 1 1 d . . . H34 H 0.7429 0.4255 0.7577 0.0273(17) Uiso 1 1 calc R . . C35 C 0.7663(2) 0.38358(18) 0.65544(18) 0.0222(7) Uani 1 1 d . . . C36 C 0.6010(2) 0.36809(19) 0.41392(19) 0.0242(7) Uani 1 1 d . . . H36 H 0.6029 0.3105 0.3902 0.023(2) Uiso 1 1 calc R . . C37 C 0.4980(2) 0.3652(2) 0.3696(2) 0.0333(8) Uani 1 1 d . . . H37A H 0.4638 0.3268 0.3877 0.0512(11) Uiso 1 1 calc R . . H37B H 0.4708 0.3451 0.3054 0.0512(11) Uiso 1 1 calc R . . H37C H 0.4935 0.4217 0.3874 0.0512(11) Uiso 1 1 calc R . . C38 C 0.6546(3) 0.4280(2) 0.3859(2) 0.0315(8) Uani 1 1 d . . . H38A H 0.6604 0.4862 0.4133 0.0512(11) Uiso 1 1 calc R . . H38B H 0.6205 0.4146 0.3215 0.0512(11) Uiso 1 1 calc R . . H38C H 0.7171 0.4218 0.4048 0.0512(11) Uiso 1 1 calc R . . C39 C 0.8542(2) 0.3634(2) 0.71178(18) 0.0263(7) Uani 1 1 d . . . H39 H 0.8828 0.3472 0.6745 0.023(2) Uiso 1 1 calc R . . C40 C 0.8300(3) 0.2883(2) 0.7420(2) 0.0396(9) Uani 1 1 d . . . H40A H 0.8066 0.3041 0.7827 0.0512(11) Uiso 1 1 calc R . . H40B H 0.8862 0.2717 0.7720 0.0512(11) Uiso 1 1 calc R . . H40C H 0.7816 0.2409 0.6906 0.0512(11) Uiso 1 1 calc R . . C41 C 0.9266(3) 0.4389(2) 0.7913(2) 0.0387(9) Uani 1 1 d . . . H41A H 0.9372 0.4879 0.7717 0.0512(11) Uiso 1 1 calc R . . H41B H 0.9856 0.4260 0.8203 0.0512(11) Uiso 1 1 calc R . . H41C H 0.9036 0.4513 0.8330 0.0512(11) Uiso 1 1 calc R . . C42 C 0.8473(2) 0.38131(17) 0.51936(18) 0.0200(6) Uani 1 1 d . . . C43 C 0.8867(3) 0.47389(18) 0.5714(2) 0.0310(8) Uani 1 1 d . . . H43A H 0.8363 0.4999 0.5538 0.0512(11) Uiso 1 1 calc R . . H43B H 0.9350 0.5013 0.5597 0.0512(11) Uiso 1 1 calc R . . H43C H 0.9143 0.4804 0.6346 0.0512(11) Uiso 1 1 calc R . . C44 C 0.8872(2) 0.35133(17) 0.47013(18) 0.0206(6) Uani 1 1 d . . . H44 H 0.9460 0.3866 0.4835 0.0273(17) Uiso 1 1 calc R . . C45 C 0.8499(2) 0.27491(17) 0.40318(18) 0.0185(6) Uani 1 1 d . . . C46 C 0.8909(2) 0.26429(19) 0.3430(2) 0.0263(7) Uani 1 1 d . . . H46A H 0.9094 0.2128 0.3415 0.0512(11) Uiso 1 1 calc R . . H46B H 0.9459 0.3129 0.3649 0.0512(11) Uiso 1 1 calc R . . H46C H 0.8440 0.2602 0.2834 0.0512(11) Uiso 1 1 calc R . . C47 C 0.7313(2) 0.14149(17) 0.30999(18) 0.0189(6) Uani 1 1 d . . . C48 C 0.6543(2) 0.14568(18) 0.23593(18) 0.0232(7) Uani 1 1 d . . . C49 C 0.6086(2) 0.07698(19) 0.15903(19) 0.0272(7) Uani 1 1 d . . . H49 H 0.5572 0.0793 0.1079 0.0273(17) Uiso 1 1 calc R . . C50 C 0.6372(2) 0.0056(2) 0.1562(2) 0.0312(8) Uani 1 1 d . . . H50 H 0.6056 -0.0408 0.1035 0.023(2) Uiso 1 1 calc R . . C51 C 0.7114(2) 0.00208(19) 0.2301(2) 0.0278(7) Uani 1 1 d . . . H51 H 0.7296 -0.0477 0.2278 0.0273(17) Uiso 1 1 calc R . . C52 C 0.7612(2) 0.06929(19) 0.30866(19) 0.0237(7) Uani 1 1 d . . . C53 C 0.6187(2) 0.22158(19) 0.23622(18) 0.0245(7) Uani 1 1 d . . . H53 H 0.6549 0.2609 0.2980 0.023(2) Uiso 1 1 calc R . . C54 C 0.6368(3) 0.2689(2) 0.1778(2) 0.0357(8) Uani 1 1 d . . . H54A H 0.7038 0.2847 0.1966 0.0512(11) Uiso 1 1 calc R . . H54B H 0.6174 0.3197 0.1831 0.0512(11) Uiso 1 1 calc R . . H54C H 0.6009 0.2326 0.1163 0.0512(11) Uiso 1 1 calc R . . C55 C 0.5156(2) 0.1971(2) 0.2110(2) 0.0363(8) Uani 1 1 d . . . H55A H 0.4784 0.1557 0.1520 0.0512(11) Uiso 1 1 calc R . . H55B H 0.4946 0.2472 0.2111 0.0512(11) Uiso 1 1 calc R . . H55C H 0.5076 0.1726 0.2538 0.0512(11) Uiso 1 1 calc R . . C56 C 0.8420(2) 0.06187(19) 0.3890(2) 0.0259(7) Uani 1 1 d . . . H56 H 0.8738 0.1184 0.4351 0.023(2) Uiso 1 1 calc R . . C57 C 0.8062(3) 0.0001(2) 0.4265(2) 0.0424(10) Uani 1 1 d . . . H57A H 0.7607 0.0179 0.4409 0.0512(11) Uiso 1 1 calc R . . H57B H 0.8588 -0.0015 0.4802 0.0512(11) Uiso 1 1 calc R . . H57C H 0.7760 -0.0561 0.3828 0.0512(11) Uiso 1 1 calc R . . C58 C 0.9141(3) 0.0361(2) 0.3668(3) 0.0433(10) Uani 1 1 d . . . H58A H 0.8854 -0.0205 0.3241 0.0512(11) Uiso 1 1 calc R . . H58B H 0.9678 0.0364 0.4207 0.0512(11) Uiso 1 1 calc R . . H58C H 0.9353 0.0761 0.3414 0.0512(11) Uiso 1 1 calc R . . C59 C 0.7271(2) 0.70143(17) 0.21465(18) 0.0208(6) Uani 1 1 d . . . C60 C 0.7614(2) 0.71732(18) 0.30578(19) 0.0228(7) Uani 1 1 d . . . C61 C 0.7137(2) 0.7544(2) 0.3430(2) 0.0285(8) Uani 1 1 d . . . H61 H 0.7351 0.7648 0.4043 0.0273(17) Uiso 1 1 calc R . . C62 C 0.6362(2) 0.7762(2) 0.2924(2) 0.0308(8) Uani 1 1 d . . . H62 H 0.6051 0.8020 0.3189 0.0273(17) Uiso 1 1 calc R . . C63 C 0.6037(2) 0.76039(19) 0.2031(2) 0.0283(7) Uani 1 1 d . . . H63 H 0.5504 0.7760 0.1689 0.0273(17) Uiso 1 1 calc R . . C64 C 0.6467(2) 0.72242(18) 0.16210(19) 0.0218(7) Uani 1 1 d . . . C65 C 0.8478(2) 0.69633(19) 0.36415(19) 0.0264(7) Uani 1 1 d . . . H65 H 0.8753 0.6752 0.3274 0.023(2) Uiso 1 1 calc R . . C66 C 0.8212(3) 0.6264(2) 0.3995(2) 0.0402(9) Uani 1 1 d . . . H66A H 0.7962 0.6465 0.4376 0.0512(11) Uiso 1 1 calc R . . H66B H 0.8768 0.6106 0.4336 0.0512(11) Uiso 1 1 calc R . . H66C H 0.7734 0.5772 0.3500 0.0512(11) Uiso 1 1 calc R . . C67 C 0.9228(3) 0.7739(2) 0.4415(2) 0.0401(10) Uani 1 1 d . . . H67A H 0.9357 0.8200 0.4188 0.0512(11) Uiso 1 1 calc R . . H67B H 0.9804 0.7596 0.4727 0.0512(11) Uiso 1 1 calc R . . H67C H 0.9000 0.7915 0.4823 0.0512(11) Uiso 1 1 calc R . . C68 C 0.6066(2) 0.70339(18) 0.06280(18) 0.0235(7) Uani 1 1 d . . . H68 H 0.6462 0.6752 0.0454 0.023(2) Uiso 1 1 calc R . . C69 C 0.6084(3) 0.7837(2) 0.0366(2) 0.0404(9) Uani 1 1 d . . . H69A H 0.5668 0.8104 0.0496 0.0512(11) Uiso 1 1 calc R . . H69B H 0.5872 0.7698 -0.0267 0.0512(11) Uiso 1 1 calc R . . H69C H 0.6725 0.8225 0.0700 0.0512(11) Uiso 1 1 calc R . . C70 C 0.5067(2) 0.6429(2) 0.0139(2) 0.0328(7) Uani 1 1 d . . . H70A H 0.5071 0.5912 0.0305 0.0512(11) Uiso 1 1 calc R . . H70B H 0.4824 0.6291 -0.0499 0.0512(11) Uiso 1 1 calc R . . H70C H 0.4667 0.6695 0.0298 0.0512(11) Uiso 1 1 calc R . . C71 C 0.8391(2) 0.70558(17) 0.16338(17) 0.0207(6) Uani 1 1 d . . . C72 C 0.8778(2) 0.79940(19) 0.2081(2) 0.0307(8) Uani 1 1 d . . . H72A H 0.8300 0.8259 0.1797 0.0512(11) Uiso 1 1 calc R . . H72B H 0.9331 0.8220 0.2032 0.0512(11) Uiso 1 1 calc R . . H72C H 0.8955 0.8113 0.2706 0.0512(11) Uiso 1 1 calc R . . C73 C 0.8751(2) 0.67046(17) 0.11212(18) 0.0210(6) Uani 1 1 d . . . H73 H 0.9331 0.7039 0.1217 0.0273(17) Uiso 1 1 calc R . . C74 C 0.8350(2) 0.59146(18) 0.04840(18) 0.0215(6) Uani 1 1 d . . . C75 C 0.8734(2) 0.5754(2) -0.0134(2) 0.0263(7) Uani 1 1 d . . . H75A H 0.9086 0.5351 0.0002 0.0512(11) Uiso 1 1 calc R . . H75B H 0.9151 0.6284 -0.0063 0.0512(11) Uiso 1 1 calc R . . H75C H 0.8216 0.5523 -0.0744 0.0512(11) Uiso 1 1 calc R . . C76 C 0.7182(2) 0.45541(17) -0.03488(18) 0.0207(6) Uani 1 1 d . . . C77 C 0.6353(2) 0.45061(19) -0.11061(19) 0.0219(6) Uani 1 1 d . . . C78 C 0.5930(2) 0.3770(2) -0.1817(2) 0.0283(7) Uani 1 1 d . . . H78 H 0.5385 0.3728 -0.2340 0.0273(17) Uiso 1 1 calc R . . C79 C 0.6289(2) 0.3098(2) -0.1775(2) 0.0317(8) Uani 1 1 d . . . H79 H 0.5983 0.2600 -0.2267 0.0273(17) Uiso 1 1 calc R . . C80 C 0.7084(2) 0.31439(19) -0.1030(2) 0.0286(8) Uani 1 1 d . . . H80 H 0.7320 0.2677 -0.1009 0.0273(17) Uiso 1 1 calc R . . C81 C 0.7547(2) 0.38783(18) -0.02992(19) 0.0219(7) Uani 1 1 d . . . C82 C 0.5910(2) 0.52158(19) -0.11509(18) 0.0249(7) Uani 1 1 d . . . H82 H 0.5944 0.5427 -0.0568 0.023(2) Uiso 1 1 calc R . . C83 C 0.4880(2) 0.4924(2) -0.1854(2) 0.0313(7) Uani 1 1 d . . . H83A H 0.4823 0.4772 -0.2440 0.0512(11) Uiso 1 1 calc R . . H83B H 0.4606 0.5379 -0.1793 0.0512(11) Uiso 1 1 calc R . . H83C H 0.4546 0.4432 -0.1781 0.0512(11) Uiso 1 1 calc R . . C84 C 0.6437(2) 0.5961(2) -0.1289(2) 0.0330(8) Uani 1 1 d . . . H84A H 0.7072 0.6211 -0.0782 0.0512(11) Uiso 1 1 calc R . . H84B H 0.6105 0.6384 -0.1346 0.0512(11) Uiso 1 1 calc R . . H84C H 0.6471 0.5766 -0.1827 0.0512(11) Uiso 1 1 calc R . . C85 C 0.8421(2) 0.38971(19) 0.0518(2) 0.0266(7) Uani 1 1 d . . . H85 H 0.8715 0.4486 0.0932 0.023(2) Uiso 1 1 calc R . . C86 C 0.8148(3) 0.3328(2) 0.0984(2) 0.0392(9) Uani 1 1 d . . . H86A H 0.7680 0.3491 0.1116 0.0512(11) Uiso 1 1 calc R . . H86B H 0.8704 0.3383 0.1535 0.0512(11) Uiso 1 1 calc R . . H86C H 0.7885 0.2742 0.0602 0.0512(11) Uiso 1 1 calc R . . C87 C 0.9144(2) 0.3652(2) 0.0288(2) 0.0363(9) Uani 1 1 d . . . H87A H 0.9711 0.3711 0.0831 0.0512(11) Uiso 1 1 calc R . . H87B H 0.9301 0.4022 -0.0019 0.0512(11) Uiso 1 1 calc R . . H87C H 0.8881 0.3067 -0.0095 0.0512(11) 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 0.02177(17) 0.01577(14) 0.02433(14) 0.00742(11) 0.01457(12) 0.00555(12) Ge2 0.02102(17) 0.01583(15) 0.02208(15) 0.00598(12) 0.01358(13) 0.00474(12) Ge3 0.02051(17) 0.01579(14) 0.02092(15) 0.00601(11) 0.01288(12) 0.00453(12) N1 0.0231(13) 0.0172(11) 0.0223(11) 0.0068(9) 0.0132(10) 0.0072(10) N2 0.0217(13) 0.0186(11) 0.0208(11) 0.0075(9) 0.0125(10) 0.0068(10) N3 0.0311(16) 0.0266(13) 0.0295(13) 0.0155(11) 0.0164(12) 0.0114(11) N4 0.0402(18) 0.0308(15) 0.0348(15) 0.0149(12) 0.0156(13) 0.0145(13) N5 0.076(3) 0.055(2) 0.055(2) 0.0410(18) 0.0192(19) 0.024(2) N6 0.0216(13) 0.0175(11) 0.0195(10) 0.0083(9) 0.0128(9) 0.0089(9) N7 0.0219(13) 0.0169(11) 0.0219(11) 0.0067(9) 0.0136(10) 0.0086(9) N8 0.0329(16) 0.0299(14) 0.0299(13) 0.0172(11) 0.0164(12) 0.0170(12) N9 0.052(2) 0.0335(15) 0.0322(14) 0.0152(13) 0.0189(14) 0.0206(14) N10 0.096(3) 0.051(2) 0.052(2) 0.0379(17) 0.028(2) 0.034(2) N11 0.0196(12) 0.0216(12) 0.0183(10) 0.0065(9) 0.0102(9) 0.0083(10) N12 0.0180(12) 0.0190(11) 0.0178(10) 0.0064(9) 0.0097(9) 0.0067(9) N13 0.0310(15) 0.0251(13) 0.0267(12) 0.0141(10) 0.0152(11) 0.0112(11) N14 0.0410(17) 0.0307(14) 0.0323(14) 0.0147(12) 0.0170(12) 0.0188(13) N15 0.081(3) 0.0482(19) 0.0489(18) 0.0350(16) 0.0292(18) 0.0315(19) C1 0.0254(16) 0.0195(14) 0.0230(13) 0.0050(11) 0.0159(12) 0.0053(12) C2 0.0251(17) 0.0224(14) 0.0296(15) 0.0060(12) 0.0168(13) 0.0094(13) C3 0.0267(17) 0.0211(14) 0.0348(16) 0.0029(12) 0.0155(14) 0.0110(13) C4 0.0324(19) 0.0277(16) 0.0311(16) -0.0017(13) 0.0166(14) 0.0070(14) C5 0.0293(18) 0.0374(17) 0.0230(14) 0.0067(12) 0.0128(13) 0.0126(14) C6 0.0277(17) 0.0318(16) 0.0241(14) 0.0082(12) 0.0174(13) 0.0097(13) C7 0.0252(17) 0.0189(14) 0.0337(15) 0.0051(12) 0.0116(13) 0.0122(12) C8 0.053(3) 0.036(2) 0.050(2) 0.0245(17) 0.0163(19) 0.0071(18) C9 0.029(2) 0.039(2) 0.052(2) -0.0038(17) 0.0117(17) 0.0176(16) C10 0.0332(18) 0.0337(16) 0.0213(14) 0.0088(12) 0.0125(13) 0.0173(14) C11 0.124(5) 0.073(3) 0.081(3) 0.058(3) 0.080(3) 0.074(3) C12 0.043(2) 0.046(2) 0.090(3) 0.006(2) 0.030(2) 0.0215(19) C13 0.0219(15) 0.0199(13) 0.0271(14) 0.0113(11) 0.0153(12) 0.0094(12) C14 0.0366(19) 0.0249(15) 0.0384(17) 0.0108(13) 0.0273(15) 0.0110(14) C15 0.0234(16) 0.0212(14) 0.0270(14) 0.0108(11) 0.0145(12) 0.0044(12) C16 0.0225(15) 0.0196(13) 0.0204(13) 0.0073(10) 0.0102(11) 0.0060(11) C17 0.0354(19) 0.0207(14) 0.0363(16) 0.0054(12) 0.0215(14) 0.0046(13) C18 0.0258(16) 0.0148(12) 0.0269(14) 0.0071(11) 0.0168(12) 0.0063(11) C19 0.0246(17) 0.0230(15) 0.0248(14) 0.0052(12) 0.0128(13) 0.0066(12) C20 0.0322(19) 0.0285(16) 0.0229(14) 0.0026(12) 0.0137(13) 0.0069(14) C21 0.0321(19) 0.0362(18) 0.0341(16) 0.0023(14) 0.0222(14) 0.0122(15) C22 0.0267(17) 0.0254(15) 0.0327(15) 0.0076(12) 0.0159(13) 0.0119(13) C23 0.0248(16) 0.0186(13) 0.0269(14) 0.0068(11) 0.0140(12) 0.0087(12) C24 0.0263(17) 0.0294(16) 0.0228(14) 0.0075(12) 0.0117(12) 0.0076(13) C25 0.041(2) 0.0410(19) 0.0360(17) 0.0195(15) 0.0233(15) 0.0166(16) C26 0.0277(19) 0.042(2) 0.0307(16) 0.0006(14) 0.0094(14) 0.0036(15) C27 0.0279(16) 0.0213(14) 0.0257(14) 0.0092(11) 0.0142(12) 0.0104(12) C28 0.0398(19) 0.0376(18) 0.0332(16) 0.0172(14) 0.0205(14) 0.0193(15) C29 0.0295(17) 0.0363(17) 0.0298(15) 0.0112(13) 0.0134(13) 0.0162(14) C30 0.0191(14) 0.0164(13) 0.0251(13) 0.0042(10) 0.0135(11) 0.0070(11) C31 0.0274(16) 0.0181(13) 0.0210(13) 0.0057(11) 0.0118(12) 0.0072(12) C32 0.0252(16) 0.0268(15) 0.0280(14) 0.0080(12) 0.0142(13) 0.0129(13) C33 0.0304(17) 0.0287(15) 0.0303(15) 0.0022(12) 0.0204(13) 0.0090(13) C34 0.0223(15) 0.0234(14) 0.0238(14) 0.0040(11) 0.0122(12) 0.0073(12) C35 0.0256(16) 0.0194(13) 0.0212(13) 0.0050(11) 0.0123(12) 0.0054(12) C36 0.0273(16) 0.0237(14) 0.0247(14) 0.0093(11) 0.0122(12) 0.0145(12) C37 0.0315(18) 0.0427(18) 0.0284(15) 0.0118(13) 0.0127(13) 0.0215(15) C38 0.0436(19) 0.0318(16) 0.0323(15) 0.0191(13) 0.0215(14) 0.0232(15) C39 0.0266(16) 0.0342(16) 0.0194(13) 0.0084(12) 0.0111(12) 0.0128(13) C40 0.049(2) 0.046(2) 0.0421(19) 0.0282(16) 0.0280(17) 0.0251(18) C41 0.0299(19) 0.048(2) 0.0278(16) 0.0030(14) 0.0090(14) 0.0114(16) C42 0.0202(14) 0.0179(13) 0.0225(13) 0.0092(10) 0.0092(11) 0.0075(11) C43 0.0367(18) 0.0193(14) 0.0375(16) 0.0044(12) 0.0222(14) 0.0038(13) C44 0.0177(14) 0.0193(13) 0.0260(13) 0.0094(11) 0.0110(11) 0.0052(11) C45 0.0178(14) 0.0227(14) 0.0254(13) 0.0144(11) 0.0147(11) 0.0110(11) C46 0.0290(17) 0.0255(15) 0.0321(15) 0.0109(12) 0.0200(13) 0.0100(13) C47 0.0188(14) 0.0188(13) 0.0237(13) 0.0060(10) 0.0146(11) 0.0057(11) C48 0.0306(17) 0.0232(14) 0.0236(13) 0.0092(11) 0.0184(12) 0.0098(12) C49 0.0291(17) 0.0305(16) 0.0237(14) 0.0062(12) 0.0151(12) 0.0099(13) C50 0.0338(18) 0.0301(16) 0.0243(14) 0.0009(12) 0.0147(13) 0.0055(14) C51 0.0338(18) 0.0178(14) 0.0359(16) 0.0068(12) 0.0204(14) 0.0100(12) C52 0.0245(16) 0.0224(14) 0.0292(14) 0.0078(11) 0.0180(12) 0.0054(12) C53 0.0268(16) 0.0303(15) 0.0212(13) 0.0095(11) 0.0127(12) 0.0151(13) C54 0.048(2) 0.0357(17) 0.0364(17) 0.0214(14) 0.0249(16) 0.0198(16) C55 0.0330(18) 0.0408(19) 0.0367(17) 0.0086(14) 0.0171(14) 0.0188(15) C56 0.0272(17) 0.0210(14) 0.0342(15) 0.0093(12) 0.0169(13) 0.0121(12) C57 0.045(2) 0.0313(18) 0.0433(19) 0.0176(15) 0.0144(17) 0.0073(16) C58 0.036(2) 0.043(2) 0.051(2) 0.0063(17) 0.0210(17) 0.0222(17) C59 0.0228(15) 0.0181(13) 0.0231(13) 0.0066(10) 0.0132(12) 0.0044(11) C60 0.0206(15) 0.0214(14) 0.0229(14) 0.0046(11) 0.0095(12) 0.0048(12) C61 0.0338(18) 0.0267(15) 0.0240(14) 0.0039(12) 0.0162(13) 0.0067(13) C62 0.0254(17) 0.0312(16) 0.0343(16) 0.0012(13) 0.0168(13) 0.0098(13) C63 0.0240(16) 0.0257(15) 0.0334(15) 0.0058(12) 0.0137(13) 0.0087(12) C64 0.0212(15) 0.0189(13) 0.0256(14) 0.0051(11) 0.0123(11) 0.0066(11) C65 0.0249(17) 0.0300(16) 0.0219(14) 0.0072(12) 0.0097(12) 0.0093(13) C66 0.048(2) 0.048(2) 0.0405(18) 0.0266(16) 0.0263(17) 0.0238(18) C67 0.032(2) 0.048(2) 0.0270(16) 0.0027(15) 0.0083(14) 0.0089(16) C68 0.0228(15) 0.0233(14) 0.0241(13) 0.0081(11) 0.0096(11) 0.0109(12) C69 0.052(2) 0.0294(17) 0.0356(17) 0.0147(13) 0.0165(16) 0.0105(15) C70 0.0292(17) 0.0322(16) 0.0290(15) 0.0065(12) 0.0101(13) 0.0065(13) C71 0.0212(15) 0.0182(13) 0.0193(12) 0.0080(10) 0.0069(11) 0.0043(11) C72 0.0335(18) 0.0215(15) 0.0389(17) 0.0059(13) 0.0225(14) 0.0039(13) C73 0.0196(15) 0.0213(14) 0.0244(13) 0.0081(11) 0.0130(11) 0.0047(11) C74 0.0215(15) 0.0229(14) 0.0265(14) 0.0140(11) 0.0131(12) 0.0107(12) C75 0.0278(17) 0.0277(15) 0.0327(15) 0.0104(12) 0.0232(13) 0.0060(13) C76 0.0239(16) 0.0199(13) 0.0229(13) 0.0049(11) 0.0165(12) 0.0056(11) C77 0.0211(15) 0.0254(14) 0.0259(14) 0.0097(11) 0.0157(12) 0.0089(12) C78 0.0230(16) 0.0348(17) 0.0250(14) 0.0042(12) 0.0129(12) 0.0073(13) C79 0.0311(18) 0.0284(16) 0.0295(15) -0.0037(13) 0.0162(13) 0.0060(13) C80 0.0283(17) 0.0190(14) 0.0367(16) 0.0024(12) 0.0165(14) 0.0090(13) C81 0.0219(16) 0.0199(14) 0.0302(15) 0.0079(11) 0.0175(12) 0.0078(12) C82 0.0276(16) 0.0282(15) 0.0207(13) 0.0089(11) 0.0113(12) 0.0124(12) C83 0.0288(16) 0.0424(18) 0.0283(15) 0.0136(13) 0.0146(13) 0.0187(14) C84 0.0389(19) 0.0321(16) 0.0313(15) 0.0153(13) 0.0157(14) 0.0164(14) C85 0.0271(17) 0.0229(14) 0.0296(15) 0.0074(12) 0.0134(13) 0.0099(13) C86 0.044(2) 0.0325(18) 0.047(2) 0.0206(15) 0.0218(17) 0.0161(16) C87 0.0260(18) 0.0359(18) 0.0435(18) 0.0042(15) 0.0154(15) 0.0148(15) _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 N2 1.973(2) . ? Ge1 N1 1.980(3) . ? Ge1 N3 2.002(3) . ? Ge2 N7 1.974(3) . ? Ge2 N6 1.976(2) . ? Ge2 N8 1.997(3) . ? Ge3 N12 1.974(3) . ? Ge3 N11 1.976(2) . ? Ge3 N13 2.002(3) . ? N1 C13 1.335(4) . ? N1 C1 1.447(3) . ? N2 C16 1.335(4) . ? N2 C18 1.451(4) . ? N3 N4 1.198(4) . ? N4 N5 1.149(4) . ? N6 C42 1.339(4) . ? N6 C30 1.451(4) . ? N7 C45 1.337(4) . ? N7 C47 1.448(3) . ? N8 N9 1.202(4) . ? N9 N10 1.141(4) . ? N11 C71 1.332(4) . ? N11 C59 1.447(4) . ? N12 C74 1.339(4) . ? N12 C76 1.452(3) . ? N13 N14 1.207(4) . ? N14 N15 1.149(4) . ? C1 C2 1.401(4) . ? C1 C6 1.407(4) . ? C2 C3 1.403(4) . ? C2 C7 1.522(4) . ? C3 C4 1.384(5) . ? C4 C5 1.386(5) . ? C5 C6 1.395(4) . ? C6 C10 1.524(5) . ? C7 C8 1.525(6) . ? C7 C9 1.537(5) . ? C10 C11 1.509(6) . ? C10 C12 1.512(6) . ? C13 C15 1.390(4) . ? C13 C14 1.499(5) . ? C15 C16 1.398(5) . ? C16 C17 1.513(4) . ? C18 C19 1.403(4) . ? C18 C23 1.407(4) . ? C19 C20 1.400(5) . ? C19 C24 1.528(5) . ? C20 C21 1.378(5) . ? C21 C22 1.378(5) . ? C22 C23 1.394(5) . ? C23 C27 1.532(4) . ? C24 C26 1.528(4) . ? C24 C25 1.531(5) . ? C27 C29 1.527(5) . ? C27 C28 1.537(5) . ? C30 C35 1.403(4) . ? C30 C31 1.408(4) . ? C31 C32 1.392(5) . ? C31 C36 1.530(4) . ? C32 C33 1.394(4) . ? C33 C34 1.383(5) . ? C34 C35 1.401(5) . ? C35 C39 1.515(4) . ? C36 C37 1.530(5) . ? C36 C38 1.530(5) . ? C39 C41 1.525(4) . ? C39 C40 1.534(5) . ? C42 C44 1.391(4) . ? C42 C43 1.512(4) . ? C44 C45 1.394(4) . ? C45 C46 1.502(4) . ? C47 C48 1.403(4) . ? C47 C52 1.407(4) . ? C48 C49 1.396(4) . ? C48 C53 1.517(4) . ? C49 C50 1.384(5) . ? C50 C51 1.373(5) . ? C51 C52 1.398(4) . ? C52 C56 1.520(4) . ? C53 C55 1.524(5) . ? C53 C54 1.524(5) . ? C56 C57 1.516(5) . ? C56 C58 1.530(5) . ? C59 C60 1.406(4) . ? C59 C64 1.414(4) . ? C60 C61 1.399(5) . ? C60 C65 1.516(4) . ? C61 C62 1.379(5) . ? C62 C63 1.380(5) . ? C63 C64 1.383(5) . ? C64 C68 1.524(4) . ? C65 C66 1.533(5) . ? C65 C67 1.540(4) . ? C68 C69 1.526(4) . ? C68 C70 1.530(4) . ? C71 C73 1.397(4) . ? C71 C72 1.507(4) . ? C73 C74 1.395(4) . ? C74 C75 1.503(4) . ? C76 C81 1.397(4) . ? C76 C77 1.416(4) . ? C77 C78 1.392(4) . ? C77 C82 1.525(4) . ? C78 C79 1.384(5) . ? C79 C80 1.376(5) . ? C80 C81 1.405(4) . ? C81 C85 1.528(4) . ? C82 C83 1.522(4) . ? C82 C84 1.530(5) . ? C85 C86 1.521(5) . ? C85 C87 1.533(5) . ? 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 N2 Ge1 N1 90.69(11) . . ? N2 Ge1 N3 90.33(11) . . ? N1 Ge1 N3 90.89(12) . . ? N7 Ge2 N6 90.90(11) . . ? N7 Ge2 N8 90.51(12) . . ? N6 Ge2 N8 91.15(11) . . ? N12 Ge3 N11 91.05(11) . . ? N12 Ge3 N13 91.78(11) . . ? N11 Ge3 N13 90.57(11) . . ? C13 N1 C1 120.0(3) . . ? C13 N1 Ge1 123.17(19) . . ? C1 N1 Ge1 116.8(2) . . ? C16 N2 C18 119.9(2) . . ? C16 N2 Ge1 123.1(2) . . ? C18 N2 Ge1 116.5(2) . . ? N4 N3 Ge1 121.5(3) . . ? N5 N4 N3 176.3(4) . . ? C42 N6 C30 121.1(2) . . ? C42 N6 Ge2 122.3(2) . . ? C30 N6 Ge2 116.01(19) . . ? C45 N7 C47 119.8(3) . . ? C45 N7 Ge2 123.48(19) . . ? C47 N7 Ge2 116.7(2) . . ? N9 N8 Ge2 121.9(3) . . ? N10 N9 N8 177.4(5) . . ? C71 N11 C59 120.3(2) . . ? C71 N11 Ge3 123.7(2) . . ? C59 N11 Ge3 116.0(2) . . ? C74 N12 C76 119.5(3) . . ? C74 N12 Ge3 123.10(19) . . ? C76 N12 Ge3 116.9(2) . . ? N14 N13 Ge3 119.7(3) . . ? N15 N14 N13 176.8(4) . . ? C2 C1 C6 121.5(3) . . ? C2 C1 N1 120.1(3) . . ? C6 C1 N1 118.4(3) . . ? C1 C2 C3 118.1(3) . . ? C1 C2 C7 122.6(2) . . ? C3 C2 C7 119.3(3) . . ? C4 C3 C2 121.0(3) . . ? C3 C4 C5 120.1(3) . . ? C4 C5 C6 121.0(3) . . ? C5 C6 C1 118.3(3) . . ? C5 C6 C10 119.4(3) . . ? C1 C6 C10 122.3(3) . . ? C2 C7 C8 110.1(3) . . ? C2 C7 C9 111.6(3) . . ? C8 C7 C9 111.3(3) . . ? C11 C10 C12 112.1(4) . . ? C11 C10 C6 111.7(3) . . ? C12 C10 C6 111.6(3) . . ? N1 C13 C15 122.7(3) . . ? N1 C13 C14 119.3(3) . . ? C15 C13 C14 118.0(3) . . ? C13 C15 C16 127.0(3) . . ? N2 C16 C15 122.8(3) . . ? N2 C16 C17 119.7(3) . . ? C15 C16 C17 117.4(3) . . ? C19 C18 C23 121.3(3) . . ? C19 C18 N2 120.0(3) . . ? C23 C18 N2 118.6(3) . . ? C20 C19 C18 118.2(3) . . ? C20 C19 C24 118.6(3) . . ? C18 C19 C24 123.1(3) . . ? C21 C20 C19 120.6(3) . . ? C22 C21 C20 120.7(3) . . ? C21 C22 C23 120.9(3) . . ? C22 C23 C18 118.2(3) . . ? C22 C23 C27 120.1(3) . . ? C18 C23 C27 121.7(3) . . ? C26 C24 C19 112.2(3) . . ? C26 C24 C25 110.2(3) . . ? C19 C24 C25 110.1(3) . . ? C29 C27 C23 112.4(3) . . ? C29 C27 C28 110.4(3) . . ? C23 C27 C28 112.5(3) . . ? C35 C30 C31 121.8(3) . . ? C35 C30 N6 119.4(3) . . ? C31 C30 N6 118.8(3) . . ? C32 C31 C30 118.0(3) . . ? C32 C31 C36 119.8(3) . . ? C30 C31 C36 122.1(3) . . ? C31 C32 C33 120.8(3) . . ? C34 C33 C32 120.5(3) . . ? C33 C34 C35 120.5(3) . . ? C34 C35 C30 118.3(3) . . ? C34 C35 C39 118.1(3) . . ? C30 C35 C39 123.6(3) . . ? C37 C36 C38 109.5(3) . . ? C37 C36 C31 112.9(3) . . ? C38 C36 C31 113.2(3) . . ? C35 C39 C41 112.3(3) . . ? C35 C39 C40 110.6(3) . . ? C41 C39 C40 110.3(3) . . ? N6 C42 C44 123.5(2) . . ? N6 C42 C43 119.1(3) . . ? C44 C42 C43 117.3(3) . . ? C42 C44 C45 126.8(3) . . ? N7 C45 C44 122.5(3) . . ? N7 C45 C46 119.7(2) . . ? C44 C45 C46 117.8(3) . . ? C48 C47 C52 121.5(2) . . ? C48 C47 N7 118.6(3) . . ? C52 C47 N7 119.9(3) . . ? C49 C48 C47 118.4(3) . . ? C49 C48 C53 118.9(3) . . ? C47 C48 C53 122.7(2) . . ? C50 C49 C48 120.9(3) . . ? C51 C50 C49 119.6(3) . . ? C50 C51 C52 122.2(3) . . ? C51 C52 C47 117.2(3) . . ? C51 C52 C56 120.2(3) . . ? C47 C52 C56 122.5(2) . . ? C48 C53 C55 111.4(3) . . ? C48 C53 C54 111.7(3) . . ? C55 C53 C54 111.6(3) . . ? C57 C56 C52 110.6(3) . . ? C57 C56 C58 110.7(3) . . ? C52 C56 C58 111.3(3) . . ? C60 C59 C64 121.0(3) . . ? C60 C59 N11 120.5(3) . . ? C64 C59 N11 118.4(3) . . ? C61 C60 C59 118.1(3) . . ? C61 C60 C65 119.5(3) . . ? C59 C60 C65 122.4(3) . . ? C62 C61 C60 121.2(3) . . ? C61 C62 C63 119.9(3) . . ? C62 C63 C64 121.6(3) . . ? C63 C64 C59 118.1(3) . . ? C63 C64 C68 120.0(3) . . ? C59 C64 C68 121.9(3) . . ? C60 C65 C66 110.4(3) . . ? C60 C65 C67 112.1(3) . . ? C66 C65 C67 109.9(3) . . ? C64 C68 C69 111.5(2) . . ? C64 C68 C70 110.0(3) . . ? C69 C68 C70 110.6(3) . . ? N11 C71 C73 122.8(3) . . ? N11 C71 C72 119.6(3) . . ? C73 C71 C72 117.5(3) . . ? C74 C73 C71 126.8(3) . . ? N12 C74 C73 122.8(3) . . ? N12 C74 C75 120.1(2) . . ? C73 C74 C75 117.1(3) . . ? C81 C76 C77 121.5(3) . . ? C81 C76 N12 119.9(3) . . ? C77 C76 N12 118.5(3) . . ? C78 C77 C76 117.6(3) . . ? C78 C77 C82 120.0(3) . . ? C76 C77 C82 122.3(2) . . ? C79 C78 C77 121.2(3) . . ? C80 C79 C78 120.7(3) . . ? C79 C80 C81 120.3(3) . . ? C76 C81 C80 118.5(3) . . ? C76 C81 C85 123.0(3) . . ? C80 C81 C85 118.5(3) . . ? C83 C82 C77 112.9(2) . . ? C83 C82 C84 109.4(3) . . ? C77 C82 C84 112.8(3) . . ? C86 C85 C81 110.0(3) . . ? C86 C85 C87 111.0(3) . . ? C81 C85 C87 111.8(3) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.01 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.445 _refine_diff_density_min -0.417 _refine_diff_density_rms 0.055 data_ja32a _database_code_depnum_ccdc_archive 'CCDC 715866' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H60 Ge N4 Si2' _chemical_formula_weight 665.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 '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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.389(2) _cell_length_b 32.555(7) _cell_length_c 12.216(2) _cell_angle_alpha 90.00 _cell_angle_beta 112.28(3) _cell_angle_gamma 90.00 _cell_volume 3823.0(13) _cell_formula_units_Z 4 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used 30632 _cell_measurement_theta_min 3.6 _cell_measurement_theta_max 51.7 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.158 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 0.891 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.6012 _exptl_absorpt_correction_T_max 0.6626 _exptl_absorpt_process_details 'face indexed' _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 IPDSII _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30291 _diffrn_reflns_av_R_equivalents 0.0476 _diffrn_reflns_av_sigmaI/netI 0.0323 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 25.84 _reflns_number_total 7365 _reflns_number_gt 6441 _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^)+(0.0383P)^2^+1.0380P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7365 _refine_ls_number_parameters 405 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0373 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0748 _refine_ls_wR_factor_gt 0.0725 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ge1 Ge 0.018857(16) 0.132416(5) 0.291636(14) 0.01981(6) Uani 1 1 d . . . Si1 Si 0.22051(5) 0.214067(15) 0.33791(4) 0.02492(11) Uani 1 1 d . . . Si2 Si -0.31838(5) 0.144952(18) 0.15117(4) 0.03161(13) Uani 1 1 d . . . N1 N 0.02978(14) 0.11211(4) 0.43560(12) 0.0231(3) Uani 1 1 d . . . N2 N 0.03003(14) 0.08501(4) 0.21351(12) 0.0244(3) Uani 1 1 d . . . N3 N 0.16619(15) 0.16379(5) 0.30300(13) 0.0244(3) Uani 1 1 d . . . N4 N -0.14419(15) 0.15948(5) 0.21478(13) 0.0268(3) Uani 1 1 d . . . C1 C 0.08566(17) 0.13565(5) 0.54408(14) 0.0230(3) Uani 1 1 d . . . C2 C 0.22428(18) 0.12861(6) 0.62231(15) 0.0263(4) Uani 1 1 d . . . C3 C 0.27687(18) 0.15125(6) 0.72671(15) 0.0312(4) Uani 1 1 d . . . H3 H 0.3696 0.1465 0.7803 0.038(2) Uiso 1 1 calc R . . C4 C 0.19750(19) 0.18048(6) 0.75418(16) 0.0339(4) Uani 1 1 d . . . H4 H 0.2357 0.1959 0.8253 0.038(2) Uiso 1 1 calc R . . C5 C 0.06212(19) 0.18706(6) 0.67726(16) 0.0316(4) Uani 1 1 d . . . H5 H 0.0079 0.2073 0.6960 0.038(2) Uiso 1 1 calc R . . C6 C 0.00326(17) 0.16470(6) 0.57295(15) 0.0260(4) Uani 1 1 d . . . C7 C 0.31803(18) 0.09714(6) 0.59830(16) 0.0304(4) Uani 1 1 d . . . H7 H 0.2750 0.0893 0.5129 0.033(3) Uiso 1 1 calc R . . C8 C 0.4622(2) 0.11410(8) 0.6218(2) 0.0492(6) Uani 1 1 d . . . H8A H 0.4544 0.1387 0.5736 0.0679(12) Uiso 1 1 calc R . . H8B H 0.5176 0.0933 0.6013 0.0679(12) Uiso 1 1 calc R . . H8C H 0.5076 0.1212 0.7057 0.0679(12) Uiso 1 1 calc R . . C9 C 0.3285(3) 0.05861(8) 0.6719(3) 0.0630(7) Uani 1 1 d . . . H9A H 0.3721 0.0655 0.7561 0.0679(12) Uiso 1 1 calc R . . H9B H 0.3851 0.0380 0.6522 0.0679(12) Uiso 1 1 calc R . . H9C H 0.2352 0.0475 0.6548 0.0679(12) Uiso 1 1 calc R . . C10 C -0.14828(17) 0.17248(6) 0.49562(16) 0.0295(4) Uani 1 1 d . . . H10 H -0.1730 0.1543 0.4247 0.033(3) Uiso 1 1 calc R . . C11 C -0.2435(2) 0.16126(8) 0.56093(18) 0.0437(5) Uani 1 1 d . . . H11A H -0.2330 0.1320 0.5815 0.0679(12) Uiso 1 1 calc R . . H11B H -0.3404 0.1669 0.5098 0.0679(12) Uiso 1 1 calc R . . H11C H -0.2181 0.1777 0.6333 0.0679(12) Uiso 1 1 calc R . . C12 C -0.1734(2) 0.21674(7) 0.45226(18) 0.0391(5) Uani 1 1 d . . . H12A H -0.1541 0.2352 0.5200 0.0679(12) Uiso 1 1 calc R . . H12B H -0.2705 0.2200 0.3980 0.0679(12) Uiso 1 1 calc R . . H12C H -0.1118 0.2235 0.4108 0.0679(12) Uiso 1 1 calc R . . C13 C -0.03505(17) 0.07407(6) 0.43704(16) 0.0279(4) Uani 1 1 d . . . C14 C -0.0585(2) 0.06046(7) 0.53254(18) 0.0406(5) Uani 1 1 d . . . H14A H -0.0311 0.0767 0.6023 0.049 Uiso 1 1 calc R . . H14B H -0.1025 0.0347 0.5298 0.049 Uiso 1 1 calc R . . C15 C -0.07586(18) 0.04862(6) 0.33130(16) 0.0302(4) Uani 1 1 d . . . H15 H -0.1354 0.0263 0.3302 0.038(2) Uiso 1 1 calc R . . C16 C -0.04294(18) 0.05142(6) 0.23377(16) 0.0286(4) Uani 1 1 d . . . C17 C -0.0899(2) 0.01925(6) 0.13965(19) 0.0412(5) Uani 1 1 d . . . H17A H -0.1388 -0.0026 0.1636 0.0679(12) Uiso 1 1 calc R . . H17B H -0.0089 0.0076 0.1281 0.0679(12) Uiso 1 1 calc R . . H17C H -0.1528 0.0316 0.0655 0.0679(12) Uiso 1 1 calc R . . C18 C 0.11782(18) 0.07931(5) 0.14699(15) 0.0263(4) Uani 1 1 d . . . C19 C 0.08719(19) 0.09941(6) 0.03815(15) 0.0310(4) Uani 1 1 d . . . C20 C 0.1730(2) 0.09228(7) -0.02451(17) 0.0361(4) Uani 1 1 d . . . H20 H 0.1551 0.1064 -0.0969 0.038(2) Uiso 1 1 calc R . . C21 C 0.2826(2) 0.06531(7) 0.01630(17) 0.0377(5) Uani 1 1 d . . . H21 H 0.3381 0.0603 -0.0288 0.038(2) Uiso 1 1 calc R . . C22 C 0.3119(2) 0.04552(6) 0.12308(17) 0.0353(4) Uani 1 1 d . . . H22 H 0.3871 0.0266 0.1503 0.038(2) Uiso 1 1 calc R . . C23 C 0.23320(19) 0.05276(6) 0.19162(16) 0.0293(4) Uani 1 1 d . . . C24 C -0.0365(2) 0.12780(7) -0.01620(17) 0.0409(5) Uani 1 1 d . . . H24 H -0.0908 0.1275 0.0361 0.033(3) Uiso 1 1 calc R . . C25 C 0.0093(3) 0.17202(8) -0.0228(2) 0.0596(7) Uani 1 1 d . . . H25A H 0.0689 0.1814 0.0566 0.0679(12) Uiso 1 1 calc R . . H25B H -0.0729 0.1898 -0.0541 0.0679(12) Uiso 1 1 calc R . . H25C H 0.0612 0.1733 -0.0750 0.0679(12) Uiso 1 1 calc R . . C26 C -0.1320(3) 0.11257(10) -0.13798(19) 0.0635(8) Uani 1 1 d . . . H26A H -0.0816 0.1127 -0.1914 0.0679(12) Uiso 1 1 calc R . . H26B H -0.2132 0.1307 -0.1696 0.0679(12) Uiso 1 1 calc R . . H26C H -0.1628 0.0846 -0.1313 0.0679(12) Uiso 1 1 calc R . . C27 C 0.2789(2) 0.03288(6) 0.31286(18) 0.0353(4) Uani 1 1 d . . . H27 H 0.2164 0.0431 0.3523 0.033(3) Uiso 1 1 calc R . . C28 C 0.4274(2) 0.04599(7) 0.38820(18) 0.0418(5) Uani 1 1 d . . . H28A H 0.4915 0.0348 0.3541 0.0679(12) Uiso 1 1 calc R . . H28B H 0.4527 0.0356 0.4690 0.0679(12) Uiso 1 1 calc R . . H28C H 0.4335 0.0760 0.3899 0.0679(12) Uiso 1 1 calc R . . C29 C 0.2687(2) -0.01398(7) 0.3067(2) 0.0495(6) Uani 1 1 d . . . H29A H 0.1716 -0.0221 0.2637 0.0679(12) Uiso 1 1 calc R . . H29B H 0.3016 -0.0253 0.3870 0.0679(12) Uiso 1 1 calc R . . H29C H 0.3262 -0.0246 0.2654 0.0679(12) Uiso 1 1 calc R . . C30 C 0.0829(2) 0.25108(6) 0.2531(2) 0.0459(5) Uani 1 1 d . . . H30A H 0.0587 0.2468 0.1682 0.0679(12) Uiso 1 1 calc R . . H30B H 0.1170 0.2792 0.2743 0.0679(12) Uiso 1 1 calc R . . H30C H 0.0003 0.2468 0.2720 0.0679(12) Uiso 1 1 calc R . . C31 C 0.3740(2) 0.22011(7) 0.2964(2) 0.0488(6) Uani 1 1 d . . . H31A H 0.4436 0.1992 0.3369 0.0679(12) Uiso 1 1 calc R . . H31B H 0.4143 0.2475 0.3197 0.0679(12) Uiso 1 1 calc R . . H31C H 0.3451 0.2169 0.2106 0.0679(12) Uiso 1 1 calc R . . C32 C 0.2713(2) 0.22523(7) 0.49732(18) 0.0426(5) Uani 1 1 d . . . H32A H 0.1914 0.2207 0.5200 0.0679(12) Uiso 1 1 calc R . . H32B H 0.3016 0.2539 0.5129 0.0679(12) Uiso 1 1 calc R . . H32C H 0.3477 0.2070 0.5436 0.0679(12) Uiso 1 1 calc R . . C33 C -0.3827(2) 0.11983(8) 0.25651(19) 0.0462(5) Uani 1 1 d . . . H33A H -0.3191 0.0976 0.2978 0.0679(12) Uiso 1 1 calc R . . H33B H -0.4756 0.1085 0.2133 0.0679(12) Uiso 1 1 calc R . . H33C H -0.3875 0.1401 0.3142 0.0679(12) Uiso 1 1 calc R . . C34 C -0.4205(2) 0.19267(8) 0.0935(2) 0.0583(7) Uani 1 1 d . . . H34A H -0.3974 0.2131 0.1569 0.0679(12) Uiso 1 1 calc R . . H34B H -0.5201 0.1864 0.0648 0.0679(12) Uiso 1 1 calc R . . H34C H -0.3977 0.2036 0.0283 0.0679(12) Uiso 1 1 calc R . . C35 C -0.3576(2) 0.10950(10) 0.0237(2) 0.0625(8) Uani 1 1 d . . . H35A H -0.3300 0.1223 -0.0367 0.0679(12) Uiso 1 1 calc R . . H35B H -0.4576 0.1036 -0.0100 0.0679(12) Uiso 1 1 calc R . . H35C H -0.3059 0.0838 0.0503 0.0679(12) Uiso 1 1 calc R . . H3N H 0.226(2) 0.1491(8) 0.296(2) 0.044(7) Uiso 1 1 d . . . H4N H -0.129(2) 0.1805(8) 0.196(2) 0.041(7) Uiso 1 1 d . . . 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 0.01874(9) 0.02007(10) 0.01986(10) 0.00011(6) 0.00644(7) -0.00210(6) Si1 0.0217(2) 0.0228(2) 0.0300(2) 0.00088(19) 0.00960(19) -0.00359(18) Si2 0.0209(2) 0.0406(3) 0.0292(3) 0.0021(2) 0.0049(2) 0.0002(2) N1 0.0226(7) 0.0213(7) 0.0246(7) -0.0014(6) 0.0081(6) -0.0030(6) N2 0.0259(7) 0.0237(8) 0.0246(7) -0.0016(6) 0.0108(6) -0.0036(6) N3 0.0216(7) 0.0242(8) 0.0288(8) 0.0005(6) 0.0109(6) -0.0006(6) N4 0.0237(7) 0.0276(9) 0.0265(8) 0.0046(6) 0.0067(6) -0.0002(6) C1 0.0238(8) 0.0250(9) 0.0214(8) 0.0019(6) 0.0098(7) -0.0028(7) C2 0.0255(8) 0.0290(10) 0.0246(9) 0.0029(7) 0.0097(7) -0.0013(7) C3 0.0268(9) 0.0406(11) 0.0241(9) 0.0010(8) 0.0072(7) -0.0015(8) C4 0.0336(9) 0.0424(12) 0.0246(9) -0.0059(8) 0.0097(8) -0.0044(8) C5 0.0333(9) 0.0359(11) 0.0297(9) -0.0045(8) 0.0165(8) 0.0010(8) C6 0.0245(8) 0.0299(10) 0.0259(8) 0.0026(7) 0.0120(7) -0.0020(7) C7 0.0255(8) 0.0340(10) 0.0295(9) 0.0014(8) 0.0080(7) 0.0037(8) C8 0.0308(10) 0.0530(14) 0.0672(15) -0.0101(12) 0.0223(10) 0.0001(10) C9 0.0661(16) 0.0438(14) 0.096(2) 0.0238(14) 0.0492(16) 0.0219(12) C10 0.0242(8) 0.0374(11) 0.0287(9) -0.0007(8) 0.0120(7) 0.0015(7) C11 0.0275(9) 0.0684(16) 0.0387(11) 0.0045(10) 0.0166(9) -0.0010(10) C12 0.0328(10) 0.0406(12) 0.0410(11) 0.0023(9) 0.0107(9) 0.0067(9) C13 0.0259(8) 0.0258(10) 0.0327(9) 0.0032(7) 0.0118(7) -0.0019(7) C14 0.0522(12) 0.0343(11) 0.0403(11) 0.0046(9) 0.0232(10) -0.0135(9) C15 0.0301(9) 0.0225(9) 0.0389(10) -0.0016(8) 0.0142(8) -0.0083(7) C16 0.0260(8) 0.0250(9) 0.0332(9) -0.0029(7) 0.0093(7) -0.0050(7) C17 0.0438(11) 0.0333(11) 0.0475(12) -0.0145(9) 0.0184(10) -0.0144(9) C18 0.0283(8) 0.0255(9) 0.0259(9) -0.0063(7) 0.0111(7) -0.0065(7) C19 0.0350(9) 0.0317(10) 0.0255(9) -0.0050(7) 0.0107(8) -0.0048(8) C20 0.0435(11) 0.0399(12) 0.0283(9) -0.0051(8) 0.0175(8) -0.0098(9) C21 0.0364(10) 0.0451(12) 0.0384(11) -0.0161(9) 0.0218(9) -0.0132(9) C22 0.0310(9) 0.0356(11) 0.0419(11) -0.0107(9) 0.0167(8) -0.0026(8) C23 0.0325(9) 0.0244(9) 0.0326(9) -0.0048(7) 0.0141(8) -0.0037(7) C24 0.0478(12) 0.0510(14) 0.0251(10) 0.0041(9) 0.0154(9) 0.0101(10) C25 0.095(2) 0.0474(15) 0.0496(14) 0.0168(11) 0.0419(14) 0.0225(14) C26 0.0542(14) 0.102(2) 0.0282(11) -0.0024(12) 0.0087(10) 0.0189(15) C27 0.0366(10) 0.0319(11) 0.0410(11) 0.0047(8) 0.0187(9) 0.0076(8) C28 0.0419(11) 0.0419(12) 0.0390(11) 0.0058(9) 0.0124(9) 0.0098(9) C29 0.0471(12) 0.0345(12) 0.0715(15) 0.0112(11) 0.0278(12) 0.0070(10) C30 0.0446(12) 0.0300(11) 0.0520(13) 0.0013(9) 0.0059(10) 0.0043(9) C31 0.0451(12) 0.0382(13) 0.0768(16) -0.0068(11) 0.0387(12) -0.0133(10) C32 0.0519(12) 0.0336(11) 0.0384(11) -0.0068(9) 0.0127(10) -0.0143(9) C33 0.0316(10) 0.0576(14) 0.0432(12) 0.0005(10) 0.0072(9) -0.0174(10) C34 0.0302(11) 0.0657(17) 0.0726(16) 0.0231(13) 0.0122(11) 0.0099(11) C35 0.0307(11) 0.100(2) 0.0505(14) -0.0267(14) 0.0086(10) -0.0150(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 Ge1 N3 1.8011(14) . ? Ge1 N4 1.8224(15) . ? Ge1 N2 1.8413(15) . ? Ge1 N1 1.8416(14) . ? Si1 N3 1.7312(16) . ? Si1 C32 1.850(2) . ? Si1 C30 1.857(2) . ? Si1 C31 1.858(2) . ? Si2 N4 1.7424(16) . ? Si2 C33 1.850(2) . ? Si2 C35 1.856(2) . ? Si2 C34 1.862(2) . ? N1 C13 1.413(2) . ? N1 C1 1.448(2) . ? N2 C16 1.405(2) . ? N2 C18 1.445(2) . ? C1 C6 1.407(2) . ? C1 C2 1.413(2) . ? C2 C3 1.393(3) . ? C2 C7 1.517(3) . ? C3 C4 1.381(3) . ? C4 C5 1.380(3) . ? C5 C6 1.392(3) . ? C6 C10 1.519(2) . ? C7 C8 1.518(3) . ? C7 C9 1.523(3) . ? C10 C12 1.523(3) . ? C10 C11 1.532(3) . ? C13 C14 1.354(3) . ? C13 C15 1.456(3) . ? C15 C16 1.361(3) . ? C16 C17 1.494(3) . ? C18 C19 1.406(3) . ? C18 C23 1.409(3) . ? C19 C20 1.397(3) . ? C19 C24 1.516(3) . ? C20 C21 1.374(3) . ? C21 C22 1.381(3) . ? C22 C23 1.395(3) . ? C23 C27 1.518(3) . ? C24 C26 1.525(3) . ? C24 C25 1.528(3) . ? C27 C28 1.528(3) . ? C27 C29 1.529(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Ge1 N4 111.24(8) . . ? N3 Ge1 N2 107.25(7) . . ? N4 Ge1 N2 111.54(7) . . ? N3 Ge1 N1 112.77(7) . . ? N4 Ge1 N1 111.98(7) . . ? N2 Ge1 N1 101.59(6) . . ? N3 Si1 C32 112.40(9) . . ? N3 Si1 C30 111.48(9) . . ? C32 Si1 C30 108.16(11) . . ? N3 Si1 C31 105.44(9) . . ? C32 Si1 C31 109.56(11) . . ? C30 Si1 C31 109.76(12) . . ? N4 Si2 C33 113.44(9) . . ? N4 Si2 C35 113.79(9) . . ? C33 Si2 C35 106.66(12) . . ? N4 Si2 C34 106.77(10) . . ? C33 Si2 C34 109.15(12) . . ? C35 Si2 C34 106.78(13) . . ? C13 N1 C1 118.69(14) . . ? C13 N1 Ge1 118.00(11) . . ? C1 N1 Ge1 122.82(11) . . ? C16 N2 C18 119.80(15) . . ? C16 N2 Ge1 114.63(12) . . ? C18 N2 Ge1 125.19(11) . . ? Si1 N3 Ge1 138.01(10) . . ? Si2 N4 Ge1 134.74(11) . . ? C6 C1 C2 120.02(16) . . ? C6 C1 N1 120.94(14) . . ? C2 C1 N1 119.03(16) . . ? C3 C2 C1 118.61(17) . . ? C3 C2 C7 118.48(16) . . ? C1 C2 C7 122.91(16) . . ? C4 C3 C2 121.60(16) . . ? C5 C4 C3 119.32(17) . . ? C4 C5 C6 121.52(18) . . ? C5 C6 C1 118.89(16) . . ? C5 C6 C10 118.31(17) . . ? C1 C6 C10 122.79(16) . . ? C2 C7 C8 112.18(17) . . ? C2 C7 C9 110.47(17) . . ? C8 C7 C9 110.07(18) . . ? C6 C10 C12 111.98(15) . . ? C6 C10 C11 110.99(15) . . ? C12 C10 C11 110.32(17) . . ? C14 C13 N1 122.70(17) . . ? C14 C13 C15 119.41(17) . . ? N1 C13 C15 117.88(16) . . ? C16 C15 C13 130.76(17) . . ? C15 C16 N2 122.53(16) . . ? C15 C16 C17 120.63(17) . . ? N2 C16 C17 116.78(16) . . ? C19 C18 C23 120.39(17) . . ? C19 C18 N2 120.48(16) . . ? C23 C18 N2 119.12(16) . . ? C20 C19 C18 118.57(18) . . ? C20 C19 C24 118.18(17) . . ? C18 C19 C24 123.24(17) . . ? C21 C20 C19 121.40(19) . . ? C20 C21 C22 119.76(18) . . ? C21 C22 C23 121.24(19) . . ? C22 C23 C18 118.54(17) . . ? C22 C23 C27 118.44(17) . . ? C18 C23 C27 122.98(17) . . ? C19 C24 C26 111.05(19) . . ? C19 C24 C25 111.62(19) . . ? C26 C24 C25 110.8(2) . . ? C23 C27 C28 109.83(17) . . ? C23 C27 C29 112.76(17) . . ? C28 C27 C29 110.11(17) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.84 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.376 _refine_diff_density_min -0.617 _refine_diff_density_rms 0.047 data_ja37 _database_code_depnum_ccdc_archive 'CCDC 730403' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H52 Ge N2 O4' _chemical_formula_weight 661.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.837(2) _cell_length_b 17.042(3) _cell_length_c 17.895(4) _cell_angle_alpha 90.00 _cell_angle_beta 103.69(3) _cell_angle_gamma 90.00 _cell_volume 3507.3(12) _cell_formula_units_Z 4 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used 32301 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 53.9 _exptl_crystal_description platelet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.253 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.913 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.9312 _exptl_absorpt_correction_T_max 0.9818 _exptl_absorpt_process_details 'face indexed' _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 IPDSII _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31646 _diffrn_reflns_av_R_equivalents 0.0585 _diffrn_reflns_av_sigmaI/netI 0.0410 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 26.96 _reflns_number_total 7613 _reflns_number_gt 6308 _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^)+(0.0390P)^2^+0.6460P] 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 7613 _refine_ls_number_parameters 413 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0472 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.0777 _refine_ls_wR_factor_gt 0.0738 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 0.327252(15) 0.054995(11) 0.287037(10) 0.01617(6) Uani 1 1 d . . . O1 O 0.57857(11) 0.16304(8) 0.50566(8) 0.0271(3) Uani 1 1 d . . . O2 O 0.52339(13) 0.05892(8) 0.42837(8) 0.0329(3) Uani 1 1 d . . . O3 O 0.22572(11) 0.27232(8) 0.29017(8) 0.0249(3) Uani 1 1 d . . . O4 O 0.38223(10) 0.27425(7) 0.23904(7) 0.0217(3) Uani 1 1 d . . . N1 N 0.34956(12) 0.07401(9) 0.18017(8) 0.0173(3) Uani 1 1 d . . . N2 N 0.15669(12) 0.08195(9) 0.25247(8) 0.0174(3) Uani 1 1 d . . . C1 C 0.7745(2) 0.11164(18) 0.53876(16) 0.0475(6) Uani 1 1 d . . . H1A H 0.7655 0.0891 0.4873 0.0457(12) Uiso 1 1 calc R . . H1B H 0.8289 0.0796 0.5763 0.0457(12) Uiso 1 1 calc R . . H1C H 0.8048 0.1652 0.5393 0.0457(12) Uiso 1 1 calc R . . C2 C 0.65959(17) 0.11324(13) 0.55907(11) 0.0304(4) Uani 1 1 d . . . H2A H 0.6280 0.0593 0.5573 0.036(3) Uiso 1 1 calc R . . H2B H 0.6693 0.1334 0.6121 0.036(3) Uiso 1 1 calc R . . C3 C 0.51778(15) 0.12774(11) 0.44134(11) 0.0223(4) Uani 1 1 d . . . C4 C 0.44758(15) 0.18699(11) 0.38976(11) 0.0214(4) Uani 1 1 d . . . H4 H 0.4578 0.2405 0.4049 0.031(2) Uiso 1 1 calc R . . C5 C 0.37101(14) 0.17103(10) 0.32355(10) 0.0181(3) Uani 1 1 d . . . C6 C 0.31588(15) 0.24329(11) 0.28316(10) 0.0194(3) Uani 1 1 d . . . C7 C 0.33728(16) 0.34539(11) 0.19754(12) 0.0252(4) Uani 1 1 d . . . H7A H 0.3169 0.3844 0.2332 0.036(3) Uiso 1 1 calc R . . H7B H 0.2666 0.3334 0.1571 0.036(3) Uiso 1 1 calc R . . C8 C 0.43092(18) 0.37727(12) 0.16207(13) 0.0309(4) Uani 1 1 d . . . H8A H 0.5005 0.3887 0.2026 0.0457(12) Uiso 1 1 calc R . . H8B H 0.4034 0.4255 0.1338 0.0457(12) Uiso 1 1 calc R . . H8C H 0.4499 0.3383 0.1266 0.0457(12) Uiso 1 1 calc R . . C9 C 0.44453(15) 0.03314(11) 0.15789(10) 0.0198(4) Uani 1 1 d . . . C10 C 0.55792(15) 0.06391(11) 0.17719(10) 0.0217(4) Uani 1 1 d . . . C11 C 0.64606(16) 0.02220(13) 0.15442(12) 0.0270(4) Uani 1 1 d . . . H11 H 0.7234 0.0418 0.1676 0.031(2) Uiso 1 1 calc R . . C12 C 0.62317(17) -0.04636(13) 0.11341(12) 0.0295(4) Uani 1 1 d . . . H12 H 0.6840 -0.0732 0.0977 0.031(2) Uiso 1 1 calc R . . C13 C 0.51158(17) -0.07637(12) 0.09507(11) 0.0260(4) Uani 1 1 d . . . H13 H 0.4963 -0.1235 0.0660 0.031(2) Uiso 1 1 calc R . . C14 C 0.42076(16) -0.03888(11) 0.11834(11) 0.0215(4) Uani 1 1 d . . . C15 C 0.58984(16) 0.13958(11) 0.22165(12) 0.0248(4) Uani 1 1 d . . . H15 H 0.5174 0.1622 0.2325 0.025(3) Uiso 1 1 calc R . . C16 C 0.67573(18) 0.12363(14) 0.29846(13) 0.0348(5) Uani 1 1 d . . . H16A H 0.6439 0.0833 0.3267 0.0457(12) Uiso 1 1 calc R . . H16B H 0.6887 0.1720 0.3289 0.0457(12) Uiso 1 1 calc R . . H16C H 0.7497 0.1054 0.2891 0.0457(12) Uiso 1 1 calc R . . C17 C 0.64114(19) 0.20015(13) 0.17573(14) 0.0368(5) Uani 1 1 d . . . H17A H 0.7147 0.1804 0.1671 0.0457(12) Uiso 1 1 calc R . . H17B H 0.6551 0.2495 0.2046 0.0457(12) Uiso 1 1 calc R . . H17C H 0.5864 0.2094 0.1261 0.0457(12) Uiso 1 1 calc R . . C18 C 0.30044(17) -0.07667(11) 0.10102(12) 0.0256(4) Uani 1 1 d . . . H18 H 0.2654 -0.0650 0.1455 0.025(3) Uiso 1 1 calc R . . C19 C 0.3059(2) -0.16602(13) 0.09395(16) 0.0422(6) Uani 1 1 d . . . H19A H 0.3325 -0.1796 0.0477 0.0457(12) Uiso 1 1 calc R . . H19B H 0.2284 -0.1883 0.0902 0.0457(12) Uiso 1 1 calc R . . H19C H 0.3602 -0.1874 0.1394 0.0457(12) Uiso 1 1 calc R . . C20 C 0.21914(19) -0.04327(14) 0.02940(14) 0.0381(5) Uani 1 1 d . . . H20A H 0.2092 0.0132 0.0362 0.0457(12) Uiso 1 1 calc R . . H20B H 0.1434 -0.0694 0.0210 0.0457(12) Uiso 1 1 calc R . . H20C H 0.2523 -0.0520 -0.0152 0.0457(12) Uiso 1 1 calc R . . C21 C 0.32616(17) 0.15432(12) 0.06338(11) 0.0255(4) Uani 1 1 d . . . H21A H 0.3784 0.1992 0.0784 0.0457(12) Uiso 1 1 calc R . . H21B H 0.2588 0.1704 0.0230 0.0457(12) Uiso 1 1 calc R . . H21C H 0.3677 0.1121 0.0440 0.0457(12) Uiso 1 1 calc R . . C22 C 0.28554(15) 0.12534(10) 0.13247(10) 0.0185(3) Uani 1 1 d . . . C23 C 0.17956(15) 0.15537(11) 0.14228(10) 0.0200(3) Uani 1 1 d . . . H23 H 0.1483 0.1985 0.1105 0.031(2) Uiso 1 1 calc R . . C24 C 0.11421(15) 0.12908(10) 0.19364(10) 0.0187(3) Uani 1 1 d . . . C25 C -0.01145(16) 0.15528(13) 0.17838(12) 0.0282(4) Uani 1 1 d . . . H25A H -0.0625 0.1109 0.1588 0.0457(12) Uiso 1 1 calc R . . H25B H -0.0249 0.1975 0.1401 0.0457(12) Uiso 1 1 calc R . . H25C H -0.0282 0.1744 0.2263 0.0457(12) Uiso 1 1 calc R . . C26 C 0.07773(14) 0.04370(11) 0.29220(10) 0.0189(3) Uani 1 1 d . . . C27 C 0.02155(15) -0.02519(11) 0.26108(11) 0.0216(4) Uani 1 1 d . . . C28 C -0.05874(16) -0.06018(12) 0.29695(11) 0.0256(4) Uani 1 1 d . . . H28 H -0.0983 -0.1065 0.2758 0.031(2) Uiso 1 1 calc R . . C29 C -0.08088(16) -0.02779(13) 0.36297(12) 0.0274(4) Uani 1 1 d . . . H29 H -0.1373 -0.0509 0.3860 0.031(2) Uiso 1 1 calc R . . C30 C -0.02091(16) 0.03825(11) 0.39540(11) 0.0248(4) Uani 1 1 d . . . H30 H -0.0346 0.0588 0.4418 0.031(2) Uiso 1 1 calc R . . C31 C 0.05941(15) 0.07532(11) 0.36117(11) 0.0205(4) Uani 1 1 d . . . C32 C 0.05013(16) -0.06724(11) 0.19304(11) 0.0248(4) Uani 1 1 d . . . H32 H 0.1049 -0.0334 0.1726 0.025(3) Uiso 1 1 calc R . . C33 C 0.1124(2) -0.14370(13) 0.22079(14) 0.0373(5) Uani 1 1 d . . . H33A H 0.1841 -0.1323 0.2596 0.0457(12) Uiso 1 1 calc R . . H33B H 0.1316 -0.1711 0.1772 0.0457(12) Uiso 1 1 calc R . . H33C H 0.0618 -0.1770 0.2434 0.0457(12) Uiso 1 1 calc R . . C34 C -0.05717(19) -0.08166(14) 0.12784(12) 0.0344(5) Uani 1 1 d . . . H34A H -0.1095 -0.1182 0.1453 0.0457(12) Uiso 1 1 calc R . . H34B H -0.0333 -0.1042 0.0836 0.0457(12) Uiso 1 1 calc R . . H34C H -0.0975 -0.0318 0.1128 0.0457(12) Uiso 1 1 calc R . . C35 C 0.12629(17) 0.14555(11) 0.40086(11) 0.0245(4) Uani 1 1 d . . . H35 H 0.1603 0.1739 0.3624 0.025(3) Uiso 1 1 calc R . . C36 C 0.0490(2) 0.20327(13) 0.43195(14) 0.0373(5) Uani 1 1 d . . . H36A H -0.0206 0.2151 0.3915 0.0457(12) Uiso 1 1 calc R . . H36B H 0.0923 0.2518 0.4481 0.0457(12) Uiso 1 1 calc R . . H36C H 0.0260 0.1798 0.4761 0.0457(12) Uiso 1 1 calc R . . C37 C 0.22657(18) 0.11750(14) 0.46624(12) 0.0310(4) Uani 1 1 d . . . H37A H 0.1951 0.0902 0.5051 0.0457(12) Uiso 1 1 calc R . . H37B H 0.2725 0.1628 0.4898 0.0457(12) Uiso 1 1 calc R . . H37C H 0.2763 0.0815 0.4456 0.0457(12) 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 0.01528(9) 0.01592(9) 0.01730(9) 0.00242(7) 0.00385(6) 0.00128(7) O1 0.0279(7) 0.0262(7) 0.0227(7) -0.0013(6) -0.0029(5) 0.0032(6) O2 0.0372(8) 0.0204(7) 0.0338(8) -0.0003(6) -0.0059(6) 0.0034(6) O3 0.0229(6) 0.0219(7) 0.0322(7) 0.0030(5) 0.0113(5) 0.0039(5) O4 0.0203(6) 0.0189(6) 0.0271(7) 0.0057(5) 0.0079(5) 0.0025(5) N1 0.0168(6) 0.0183(7) 0.0180(7) 0.0005(6) 0.0065(5) 0.0011(6) N2 0.0151(6) 0.0182(7) 0.0195(7) 0.0010(6) 0.0051(5) -0.0004(6) C1 0.0319(11) 0.0596(17) 0.0490(15) 0.0153(13) 0.0053(10) 0.0121(12) C2 0.0306(10) 0.0336(11) 0.0220(10) 0.0021(8) -0.0036(8) 0.0070(9) C3 0.0193(8) 0.0246(10) 0.0225(9) 0.0015(7) 0.0042(7) -0.0015(7) C4 0.0218(8) 0.0174(9) 0.0246(9) 0.0009(7) 0.0047(7) 0.0007(7) C5 0.0163(8) 0.0184(8) 0.0214(9) 0.0009(7) 0.0077(7) -0.0002(7) C6 0.0195(8) 0.0185(8) 0.0199(8) -0.0018(7) 0.0038(6) -0.0027(7) C7 0.0256(9) 0.0195(9) 0.0305(10) 0.0065(8) 0.0064(8) 0.0040(8) C8 0.0349(10) 0.0248(10) 0.0342(11) 0.0059(8) 0.0106(9) -0.0034(9) C9 0.0219(8) 0.0212(9) 0.0184(8) 0.0033(7) 0.0091(7) 0.0045(7) C10 0.0214(8) 0.0230(9) 0.0218(9) 0.0024(7) 0.0073(7) 0.0025(7) C11 0.0205(9) 0.0320(10) 0.0304(10) -0.0025(8) 0.0099(8) 0.0024(8) C12 0.0274(9) 0.0316(11) 0.0336(11) -0.0010(9) 0.0152(8) 0.0080(8) C13 0.0312(10) 0.0220(10) 0.0286(10) -0.0012(7) 0.0143(8) 0.0042(8) C14 0.0234(9) 0.0204(9) 0.0225(9) 0.0027(7) 0.0093(7) 0.0026(7) C15 0.0187(8) 0.0247(10) 0.0320(10) -0.0034(8) 0.0079(7) 0.0008(7) C16 0.0318(10) 0.0353(12) 0.0350(12) -0.0079(9) 0.0034(9) 0.0020(9) C17 0.0305(10) 0.0303(11) 0.0508(14) 0.0033(10) 0.0118(10) -0.0030(9) C18 0.0275(9) 0.0216(9) 0.0319(10) -0.0045(8) 0.0149(8) -0.0019(8) C19 0.0439(12) 0.0254(11) 0.0631(16) -0.0061(11) 0.0240(12) -0.0059(10) C20 0.0313(10) 0.0397(13) 0.0419(13) -0.0035(10) 0.0058(9) -0.0080(10) C21 0.0281(9) 0.0268(10) 0.0238(9) 0.0064(8) 0.0108(7) 0.0043(8) C22 0.0203(8) 0.0168(8) 0.0179(8) -0.0001(7) 0.0036(6) -0.0007(7) C23 0.0206(8) 0.0186(9) 0.0203(8) 0.0042(7) 0.0038(7) 0.0036(7) C24 0.0171(8) 0.0177(8) 0.0205(8) -0.0012(7) 0.0029(6) 0.0018(7) C25 0.0194(8) 0.0329(11) 0.0324(11) 0.0068(9) 0.0064(7) 0.0071(8) C26 0.0138(7) 0.0218(9) 0.0214(8) 0.0034(7) 0.0049(6) 0.0007(7) C27 0.0169(8) 0.0240(9) 0.0244(9) 0.0012(7) 0.0056(7) -0.0002(7) C28 0.0208(8) 0.0252(10) 0.0318(10) -0.0008(8) 0.0078(7) -0.0065(8) C29 0.0224(9) 0.0314(10) 0.0315(10) 0.0034(8) 0.0121(8) -0.0052(8) C30 0.0245(9) 0.0271(10) 0.0248(9) 0.0013(7) 0.0097(7) 0.0012(8) C31 0.0194(8) 0.0194(9) 0.0230(9) 0.0026(7) 0.0056(7) 0.0017(7) C32 0.0203(8) 0.0261(10) 0.0291(10) -0.0045(8) 0.0083(7) -0.0060(8) C33 0.0399(12) 0.0336(12) 0.0393(12) -0.0020(10) 0.0110(10) 0.0061(10) C34 0.0334(10) 0.0410(12) 0.0270(11) -0.0039(9) 0.0033(8) -0.0035(9) C35 0.0295(9) 0.0232(10) 0.0229(9) -0.0005(7) 0.0106(8) -0.0026(8) C36 0.0430(12) 0.0271(11) 0.0448(13) -0.0063(10) 0.0165(10) 0.0007(10) C37 0.0315(10) 0.0364(12) 0.0247(10) -0.0003(9) 0.0056(8) -0.0080(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 Ge1 N1 2.0177(15) . ? Ge1 N2 2.0197(15) . ? Ge1 C5 2.1083(18) . ? O1 C3 1.346(2) . ? O1 C2 1.456(2) . ? O2 C3 1.200(2) . ? O3 C6 1.209(2) . ? O4 C6 1.346(2) . ? O4 C7 1.455(2) . ? N1 C22 1.327(2) . ? N1 C9 1.456(2) . ? N2 C24 1.325(2) . ? N2 C26 1.455(2) . ? C1 C2 1.489(3) . ? C3 C4 1.483(3) . ? C4 C5 1.338(3) . ? C5 C6 1.497(2) . ? C7 C8 1.503(3) . ? C9 C10 1.406(3) . ? C9 C14 1.411(3) . ? C10 C11 1.400(3) . ? C10 C15 1.515(3) . ? C11 C12 1.372(3) . ? C12 C13 1.382(3) . ? C13 C14 1.396(2) . ? C14 C18 1.527(3) . ? C15 C16 1.528(3) . ? C15 C17 1.532(3) . ? C18 C20 1.519(3) . ? C18 C19 1.531(3) . ? C21 C22 1.512(2) . ? C22 C23 1.404(2) . ? C23 C24 1.407(2) . ? C24 C25 1.515(2) . ? C26 C27 1.398(3) . ? C26 C31 1.410(3) . ? C27 C28 1.400(2) . ? C27 C32 1.518(3) . ? C28 C29 1.384(3) . ? C29 C30 1.383(3) . ? C30 C31 1.398(3) . ? C31 C35 1.516(3) . ? C32 C33 1.522(3) . ? C32 C34 1.528(3) . ? C35 C37 1.533(3) . ? C35 C36 1.534(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ge1 N2 91.07(6) . . ? N1 Ge1 C5 93.75(6) . . ? N2 Ge1 C5 92.07(6) . . ? C3 O1 C2 115.88(15) . . ? C6 O4 C7 115.61(13) . . ? C22 N1 C9 119.97(14) . . ? C22 N1 Ge1 122.17(11) . . ? C9 N1 Ge1 117.73(11) . . ? C24 N2 C26 119.52(14) . . ? C24 N2 Ge1 123.03(12) . . ? C26 N2 Ge1 117.35(11) . . ? O1 C2 C1 110.38(18) . . ? O2 C3 O1 123.99(18) . . ? O2 C3 C4 126.40(18) . . ? O1 C3 C4 109.59(16) . . ? C5 C4 C3 125.10(17) . . ? C4 C5 C6 112.75(16) . . ? C4 C5 Ge1 122.03(14) . . ? C6 C5 Ge1 125.08(12) . . ? O3 C6 O4 123.51(17) . . ? O3 C6 C5 125.52(16) . . ? O4 C6 C5 110.94(14) . . ? O4 C7 C8 107.43(15) . . ? C10 C9 C14 120.87(16) . . ? C10 C9 N1 120.56(16) . . ? C14 C9 N1 118.56(15) . . ? C11 C10 C9 118.22(17) . . ? C11 C10 C15 118.31(16) . . ? C9 C10 C15 123.46(16) . . ? C12 C11 C10 121.42(18) . . ? C11 C12 C13 119.93(17) . . ? C12 C13 C14 121.34(18) . . ? C13 C14 C9 118.11(17) . . ? C13 C14 C18 119.59(17) . . ? C9 C14 C18 122.30(15) . . ? C10 C15 C16 110.55(17) . . ? C10 C15 C17 111.91(17) . . ? C16 C15 C17 109.80(17) . . ? C20 C18 C14 112.80(16) . . ? C20 C18 C19 109.48(19) . . ? C14 C18 C19 112.40(17) . . ? N1 C22 C23 123.43(16) . . ? N1 C22 C21 119.84(15) . . ? C23 C22 C21 116.73(16) . . ? C22 C23 C24 127.68(17) . . ? N2 C24 C23 123.23(16) . . ? N2 C24 C25 119.58(16) . . ? C23 C24 C25 117.17(16) . . ? C27 C26 C31 120.83(16) . . ? C27 C26 N2 118.78(15) . . ? C31 C26 N2 120.39(16) . . ? C26 C27 C28 119.05(17) . . ? C26 C27 C32 122.71(15) . . ? C28 C27 C32 118.09(17) . . ? C29 C28 C27 120.51(18) . . ? C30 C29 C28 120.05(17) . . ? C29 C30 C31 121.24(18) . . ? C30 C31 C26 118.19(17) . . ? C30 C31 C35 119.04(16) . . ? C26 C31 C35 122.73(15) . . ? C27 C32 C33 108.98(17) . . ? C27 C32 C34 112.68(16) . . ? C33 C32 C34 111.27(18) . . ? C31 C35 C37 109.62(16) . . ? C31 C35 C36 112.71(16) . . ? C37 C35 C36 110.10(17) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.96 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.384 _refine_diff_density_min -0.317 _refine_diff_density_rms 0.053 data_ja50 _database_code_depnum_ccdc_archive 'CCDC 730408' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H47 F3 Ge N2 O' _chemical_formula_weight 665.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.833(2) _cell_length_b 11.879(2) _cell_length_c 14.500(3) _cell_angle_alpha 79.54(3) _cell_angle_beta 83.10(3) _cell_angle_gamma 69.63(3) _cell_volume 1717.0(6) _cell_formula_units_Z 2 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used 15959 _cell_measurement_theta_min 3.7 _cell_measurement_theta_max 54.2 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.287 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.939 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.7846 _exptl_absorpt_correction_T_max 0.9051 _exptl_absorpt_process_details 'face indexed' _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 IPDSII _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15959 _diffrn_reflns_av_R_equivalents 0.1029 _diffrn_reflns_av_sigmaI/netI 0.0849 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 27.09 _reflns_number_total 7458 _reflns_number_gt 5519 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.1187P)^2^+0.3561P] 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 SHELXL _refine_ls_extinction_coef 0.012(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7458 _refine_ls_number_parameters 411 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0968 _refine_ls_R_factor_gt 0.0724 _refine_ls_wR_factor_ref 0.2109 _refine_ls_wR_factor_gt 0.1880 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.102 _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 0.71972(4) 0.26875(4) 0.68262(3) 0.03355(18) Uani 1 1 d . . . F1 F 1.0637(3) 0.3210(3) 0.7021(3) 0.0614(8) Uani 1 1 d . . . F2 F 1.1280(3) 0.1562(3) 0.8004(2) 0.0597(8) Uani 1 1 d . . . F3 F 1.2078(3) 0.1615(3) 0.6571(3) 0.0619(8) Uani 1 1 d . . . O1 O 0.8763(3) 0.2064(3) 0.7439(2) 0.0399(7) Uani 1 1 d . . . N1 N 0.6517(3) 0.4302(3) 0.7279(2) 0.0348(8) Uani 1 1 d . . . N2 N 0.6106(3) 0.2082(3) 0.7863(2) 0.0340(8) Uani 1 1 d . . . C1 C 0.9877(5) 0.1619(4) 0.6832(3) 0.0430(10) Uani 1 1 d . . . H1 H 0.9660 0.2022 0.6176 0.047(6) Uiso 1 1 calc R . . C2 C 1.0959(5) 0.1992(5) 0.7114(4) 0.0506(12) Uani 1 1 d . . . C3 C 1.0355(4) 0.0251(4) 0.6850(3) 0.0401(10) Uani 1 1 d . . . C4 C 1.0178(5) -0.0520(4) 0.7660(3) 0.0406(10) Uani 1 1 d . . . H4 H 0.9733 -0.0194 0.8208 0.053(4) Uiso 1 1 calc R . . C5 C 1.0654(5) -0.1769(5) 0.7667(3) 0.0449(11) Uani 1 1 d . . . H5 H 1.0532 -0.2292 0.8222 0.053(4) Uiso 1 1 calc R . . C6 C 1.1306(5) -0.2262(5) 0.6874(4) 0.0501(12) Uani 1 1 d . . . H6 H 1.1644 -0.3117 0.6887 0.053(4) Uiso 1 1 calc R . . C7 C 1.1456(5) -0.1488(5) 0.6062(4) 0.0519(12) Uani 1 1 d . . . H7 H 1.1888 -0.1813 0.5511 0.053(4) Uiso 1 1 calc R . . C8 C 1.0976(5) -0.0239(5) 0.6053(3) 0.0500(12) Uani 1 1 d . . . H8 H 1.1077 0.0285 0.5492 0.053(4) Uiso 1 1 calc R . . C9 C 0.7319(4) 0.5074(4) 0.7005(3) 0.0380(10) Uani 1 1 d . . . C10 C 0.7316(4) 0.5666(4) 0.6074(3) 0.0405(10) Uani 1 1 d . . . C11 C 0.8177(5) 0.6345(4) 0.5809(4) 0.0463(11) Uani 1 1 d . . . H11 H 0.8211 0.6743 0.5180 0.053(4) Uiso 1 1 calc R . . C12 C 0.8970(5) 0.6441(5) 0.6447(4) 0.0483(12) Uani 1 1 d . . . H12 H 0.9535 0.6911 0.6259 0.053(4) Uiso 1 1 calc R . . C13 C 0.8940(5) 0.5851(4) 0.7362(4) 0.0463(11) Uani 1 1 d . . . H13 H 0.9490 0.5923 0.7795 0.053(4) Uiso 1 1 calc R . . C14 C 0.8128(5) 0.5159(4) 0.7663(3) 0.0412(10) Uani 1 1 d . . . C15 C 0.6461(5) 0.5605(4) 0.5343(3) 0.0438(11) Uani 1 1 d . . . H15 H 0.5865 0.5151 0.5660 0.047(6) Uiso 1 1 calc R . . C16 C 0.7300(6) 0.4919(5) 0.4552(4) 0.0555(13) Uani 1 1 d . . . H16A H 0.7886 0.5354 0.4227 0.068(3) Uiso 1 1 calc R . . H16B H 0.6719 0.4870 0.4104 0.068(3) Uiso 1 1 calc R . . H16C H 0.7830 0.4098 0.4823 0.068(3) Uiso 1 1 calc R . . C17 C 0.5596(6) 0.6883(5) 0.4923(4) 0.0579(14) Uani 1 1 d . . . H17A H 0.5053 0.7308 0.5427 0.068(3) Uiso 1 1 calc R . . H17B H 0.5022 0.6816 0.4477 0.068(3) Uiso 1 1 calc R . . H17C H 0.6160 0.7339 0.4596 0.068(3) Uiso 1 1 calc R . . C18 C 0.8151(5) 0.4461(5) 0.8659(3) 0.0485(12) Uani 1 1 d . . . H18 H 0.8092 0.3653 0.8609 0.047(6) Uiso 1 1 calc R . . C19 C 0.9428(6) 0.4219(6) 0.9123(4) 0.0620(15) Uani 1 1 d . . . H19A H 1.0181 0.3794 0.8724 0.068(3) Uiso 1 1 calc R . . H19B H 0.9419 0.3715 0.9738 0.068(3) Uiso 1 1 calc R . . H19C H 0.9505 0.4992 0.9206 0.068(3) Uiso 1 1 calc R . . C20 C 0.6971(6) 0.5081(6) 0.9292(4) 0.0630(15) Uani 1 1 d . . . H20A H 0.6935 0.5915 0.9298 0.068(3) Uiso 1 1 calc R . . H20B H 0.7062 0.4632 0.9931 0.068(3) Uiso 1 1 calc R . . H20C H 0.6158 0.5094 0.9051 0.068(3) Uiso 1 1 calc R . . C21 C 0.4617(5) 0.6124(4) 0.7548(4) 0.0466(11) Uani 1 1 d . . . H21A H 0.5240 0.6443 0.7756 0.068(3) Uiso 1 1 calc R . . H21B H 0.3823 0.6282 0.7975 0.068(3) Uiso 1 1 calc R . . H21C H 0.4377 0.6524 0.6910 0.068(3) Uiso 1 1 calc R . . C22 C 0.5248(5) 0.4777(4) 0.7551(3) 0.0386(10) Uani 1 1 d . . . C23 C 0.4443(4) 0.4066(4) 0.7848(3) 0.0400(10) Uani 1 1 d . . . H23 H 0.3518 0.4477 0.7895 0.053(4) Uiso 1 1 calc R . . C24 C 0.4887(5) 0.2783(4) 0.8085(3) 0.0392(10) Uani 1 1 d . . . C25 C 0.3930(5) 0.2214(5) 0.8633(4) 0.0503(12) Uani 1 1 d . . . H25A H 0.3933 0.1530 0.8343 0.068(3) Uiso 1 1 calc R . . H25B H 0.3041 0.2819 0.8633 0.068(3) Uiso 1 1 calc R . . H25C H 0.4190 0.1924 0.9282 0.068(3) Uiso 1 1 calc R . . C26 C 0.6576(4) 0.0819(4) 0.8281(3) 0.0350(9) Uani 1 1 d . . . C27 C 0.7097(4) 0.0531(4) 0.9174(3) 0.0364(9) Uani 1 1 d . . . C28 C 0.7639(5) -0.0695(4) 0.9537(3) 0.0413(10) Uani 1 1 d . . . H28 H 0.7996 -0.0914 1.0137 0.053(4) Uiso 1 1 calc R . . C29 C 0.7673(5) -0.1605(4) 0.9043(3) 0.0459(11) Uani 1 1 d . . . H29 H 0.8071 -0.2434 0.9297 0.053(4) Uiso 1 1 calc R . . C30 C 0.7125(5) -0.1297(4) 0.8182(3) 0.0413(10) Uani 1 1 d . . . H30 H 0.7124 -0.1923 0.7857 0.053(4) Uiso 1 1 calc R . . C31 C 0.6565(5) -0.0075(4) 0.7774(3) 0.0387(10) Uani 1 1 d . . . C32 C 0.7066(5) 0.1490(4) 0.9751(3) 0.0448(11) Uani 1 1 d . . . H32 H 0.6617 0.2305 0.9388 0.047(6) Uiso 1 1 calc R . . C33 C 0.8463(5) 0.1423(5) 0.9904(3) 0.0485(12) Uani 1 1 d . . . H33A H 0.8908 0.0650 1.0291 0.068(3) Uiso 1 1 calc R . . H33B H 0.8420 0.2096 1.0225 0.068(3) Uiso 1 1 calc R . . H33C H 0.8958 0.1480 0.9296 0.068(3) Uiso 1 1 calc R . . C34 C 0.6273(7) 0.1378(6) 1.0697(4) 0.0627(15) Uani 1 1 d . . . H34A H 0.6723 0.0604 1.1082 0.068(3) Uiso 1 1 calc R . . H34B H 0.5388 0.1407 1.0585 0.068(3) Uiso 1 1 calc R . . H34C H 0.6204 0.2050 1.1026 0.068(3) Uiso 1 1 calc R . . C35 C 0.5983(5) 0.0210(4) 0.6824(3) 0.0401(10) Uani 1 1 d . . . H35 H 0.5494 0.1103 0.6706 0.047(6) Uiso 1 1 calc R . . C36 C 0.5001(6) -0.0444(5) 0.6793(4) 0.0525(12) Uani 1 1 d . . . H36A H 0.5464 -0.1323 0.6870 0.068(3) Uiso 1 1 calc R . . H36B H 0.4596 -0.0178 0.6187 0.068(3) Uiso 1 1 calc R . . H36C H 0.4314 -0.0250 0.7301 0.068(3) Uiso 1 1 calc R . . C37 C 0.7058(5) -0.0086(5) 0.6040(3) 0.0478(11) Uani 1 1 d . . . H37A H 0.7689 0.0328 0.6071 0.068(3) Uiso 1 1 calc R . . H37B H 0.6660 0.0188 0.5431 0.068(3) Uiso 1 1 calc R . . H37C H 0.7516 -0.0966 0.6113 0.068(3) 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 0.0359(3) 0.0297(3) 0.0280(2) 0.00660(16) -0.00842(16) -0.00552(18) F1 0.0512(18) 0.0361(15) 0.089(2) 0.0031(15) -0.0037(16) -0.0109(14) F2 0.0537(18) 0.0602(19) 0.0631(19) 0.0079(15) -0.0265(15) -0.0177(15) F3 0.0401(16) 0.0530(18) 0.086(2) -0.0017(16) 0.0044(15) -0.0142(14) O1 0.0339(15) 0.0397(17) 0.0351(15) 0.0064(12) -0.0083(12) -0.0023(13) N1 0.0338(18) 0.0323(18) 0.0333(17) 0.0007(14) -0.0076(14) -0.0060(15) N2 0.0333(18) 0.0278(17) 0.0324(17) 0.0020(13) -0.0077(14) -0.0011(14) C1 0.039(2) 0.045(3) 0.034(2) 0.0059(18) -0.0075(18) -0.004(2) C2 0.043(3) 0.039(3) 0.058(3) 0.010(2) -0.006(2) -0.007(2) C3 0.031(2) 0.043(2) 0.036(2) 0.0029(18) -0.0077(17) -0.0032(19) C4 0.039(2) 0.039(2) 0.035(2) 0.0012(18) -0.0066(17) -0.0046(19) C5 0.043(3) 0.044(3) 0.040(2) 0.0025(19) -0.0089(19) -0.008(2) C6 0.041(3) 0.041(3) 0.064(3) -0.006(2) -0.013(2) -0.006(2) C7 0.050(3) 0.059(3) 0.044(3) -0.011(2) -0.005(2) -0.013(3) C8 0.051(3) 0.054(3) 0.037(2) -0.001(2) -0.002(2) -0.011(2) C9 0.034(2) 0.035(2) 0.037(2) 0.0053(17) -0.0100(17) -0.0054(18) C10 0.037(2) 0.033(2) 0.044(2) 0.0050(18) -0.0117(18) -0.0039(18) C11 0.049(3) 0.037(2) 0.050(3) 0.006(2) -0.011(2) -0.014(2) C12 0.044(3) 0.039(3) 0.061(3) 0.003(2) -0.011(2) -0.014(2) C13 0.042(3) 0.040(3) 0.053(3) -0.002(2) -0.015(2) -0.008(2) C14 0.046(3) 0.032(2) 0.043(2) -0.0004(18) -0.0152(19) -0.0073(19) C15 0.047(3) 0.043(3) 0.039(2) 0.0105(19) -0.017(2) -0.015(2) C16 0.069(4) 0.051(3) 0.044(3) 0.007(2) -0.012(2) -0.023(3) C17 0.057(3) 0.054(3) 0.058(3) 0.019(2) -0.030(3) -0.017(3) C18 0.055(3) 0.048(3) 0.042(2) 0.004(2) -0.019(2) -0.016(2) C19 0.073(4) 0.063(4) 0.053(3) 0.003(3) -0.032(3) -0.024(3) C20 0.071(4) 0.067(4) 0.046(3) -0.003(3) -0.007(3) -0.017(3) C21 0.042(3) 0.035(2) 0.053(3) 0.000(2) -0.002(2) -0.004(2) C22 0.041(2) 0.031(2) 0.035(2) 0.0005(17) -0.0110(18) -0.0018(18) C23 0.036(2) 0.036(2) 0.040(2) 0.0054(18) -0.0120(18) -0.0054(19) C24 0.047(3) 0.034(2) 0.034(2) 0.0052(17) -0.0121(18) -0.011(2) C25 0.039(3) 0.043(3) 0.055(3) 0.010(2) -0.004(2) -0.004(2) C26 0.034(2) 0.030(2) 0.032(2) 0.0078(16) -0.0024(16) -0.0055(17) C27 0.039(2) 0.034(2) 0.031(2) 0.0023(16) -0.0064(17) -0.0074(18) C28 0.047(3) 0.034(2) 0.035(2) 0.0117(17) -0.0106(18) -0.009(2) C29 0.052(3) 0.034(2) 0.038(2) 0.0138(19) -0.007(2) -0.007(2) C30 0.047(3) 0.034(2) 0.038(2) 0.0032(18) -0.0058(19) -0.009(2) C31 0.041(2) 0.032(2) 0.035(2) 0.0070(17) -0.0071(18) -0.0073(19) C32 0.054(3) 0.038(2) 0.036(2) 0.0037(18) -0.012(2) -0.009(2) C33 0.051(3) 0.048(3) 0.041(2) 0.002(2) -0.015(2) -0.010(2) C34 0.072(4) 0.069(4) 0.041(3) -0.012(3) 0.003(3) -0.017(3) C35 0.046(3) 0.033(2) 0.034(2) 0.0033(17) -0.0083(18) -0.0078(19) C36 0.058(3) 0.052(3) 0.042(3) 0.006(2) -0.012(2) -0.017(3) C37 0.056(3) 0.042(3) 0.038(2) 0.0023(19) -0.005(2) -0.010(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 O1 1.862(3) . ? Ge1 N2 1.987(4) . ? Ge1 N1 2.002(4) . ? F1 C2 1.349(6) . ? F2 C2 1.338(6) . ? F3 C2 1.346(6) . ? O1 C1 1.407(6) . ? N1 C22 1.331(6) . ? N1 C9 1.447(6) . ? N2 C24 1.331(6) . ? N2 C26 1.446(5) . ? C1 C2 1.511(7) . ? C1 C3 1.520(7) . ? C3 C8 1.383(7) . ? C3 C4 1.390(6) . ? C4 C5 1.389(7) . ? C5 C6 1.388(7) . ? C6 C7 1.386(8) . ? C7 C8 1.389(8) . ? C9 C10 1.404(6) . ? C9 C14 1.410(6) . ? C10 C11 1.412(7) . ? C10 C15 1.515(6) . ? C11 C12 1.380(7) . ? C12 C13 1.386(7) . ? C13 C14 1.385(7) . ? C14 C18 1.528(6) . ? C15 C17 1.538(7) . ? C15 C16 1.542(8) . ? C18 C20 1.525(8) . ? C18 C19 1.525(7) . ? C21 C22 1.505(6) . ? C22 C23 1.397(7) . ? C23 C24 1.418(6) . ? C24 C25 1.503(7) . ? C26 C31 1.400(7) . ? C26 C27 1.413(6) . ? C27 C28 1.394(6) . ? C27 C32 1.521(7) . ? C28 C29 1.389(7) . ? C29 C30 1.381(6) . ? C30 C31 1.409(6) . ? C31 C35 1.517(6) . ? C32 C33 1.529(7) . ? C32 C34 1.538(7) . ? C35 C37 1.521(7) . ? C35 C36 1.529(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ge1 N2 96.13(14) . . ? O1 Ge1 N1 97.52(15) . . ? N2 Ge1 N1 88.77(15) . . ? C1 O1 Ge1 112.8(3) . . ? C22 N1 C9 120.2(4) . . ? C22 N1 Ge1 120.5(3) . . ? C9 N1 Ge1 116.1(3) . . ? C24 N2 C26 120.0(4) . . ? C24 N2 Ge1 120.3(3) . . ? C26 N2 Ge1 119.1(3) . . ? O1 C1 C2 106.8(4) . . ? O1 C1 C3 114.6(4) . . ? C2 C1 C3 109.7(4) . . ? F2 C2 F3 106.5(4) . . ? F2 C2 F1 106.3(5) . . ? F3 C2 F1 105.4(4) . . ? F2 C2 C1 113.9(4) . . ? F3 C2 C1 111.8(5) . . ? F1 C2 C1 112.3(4) . . ? C8 C3 C4 119.3(5) . . ? C8 C3 C1 119.9(4) . . ? C4 C3 C1 120.8(4) . . ? C5 C4 C3 119.8(5) . . ? C6 C5 C4 120.9(4) . . ? C7 C6 C5 119.0(5) . . ? C6 C7 C8 120.1(5) . . ? C3 C8 C7 120.8(5) . . ? C10 C9 C14 122.1(4) . . ? C10 C9 N1 118.6(4) . . ? C14 C9 N1 119.2(4) . . ? C9 C10 C11 117.4(4) . . ? C9 C10 C15 124.0(4) . . ? C11 C10 C15 118.6(4) . . ? C12 C11 C10 121.1(4) . . ? C11 C12 C13 119.9(5) . . ? C14 C13 C12 121.8(5) . . ? C13 C14 C9 117.7(4) . . ? C13 C14 C18 121.4(4) . . ? C9 C14 C18 120.8(4) . . ? C10 C15 C17 111.2(4) . . ? C10 C15 C16 111.4(4) . . ? C17 C15 C16 109.9(4) . . ? C20 C18 C19 109.8(5) . . ? C20 C18 C14 112.6(4) . . ? C19 C18 C14 112.9(5) . . ? N1 C22 C23 122.4(4) . . ? N1 C22 C21 120.7(4) . . ? C23 C22 C21 116.9(4) . . ? C22 C23 C24 125.6(4) . . ? N2 C24 C23 123.0(4) . . ? N2 C24 C25 119.6(4) . . ? C23 C24 C25 117.5(4) . . ? C31 C26 C27 122.4(4) . . ? C31 C26 N2 119.5(4) . . ? C27 C26 N2 118.1(4) . . ? C28 C27 C26 117.5(4) . . ? C28 C27 C32 119.5(4) . . ? C26 C27 C32 123.0(4) . . ? C29 C28 C27 121.7(4) . . ? C30 C29 C28 119.6(4) . . ? C29 C30 C31 121.5(4) . . ? C26 C31 C30 117.3(4) . . ? C26 C31 C35 123.4(4) . . ? C30 C31 C35 119.2(4) . . ? C27 C32 C33 111.0(4) . . ? C27 C32 C34 111.5(4) . . ? C33 C32 C34 110.7(4) . . ? C31 C35 C37 111.3(4) . . ? C31 C35 C36 112.5(4) . . ? C37 C35 C36 110.0(4) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.09 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.873 _refine_diff_density_min -1.444 _refine_diff_density_rms 0.112 data_ja54 _database_code_depnum_ccdc_archive 'CCDC 738339' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H45 F3 Ge N2 O S' _chemical_formula_weight 671.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.142(2) _cell_length_b 8.7405(17) _cell_length_c 32.073(6) _cell_angle_alpha 90.00 _cell_angle_beta 98.61(3) _cell_angle_gamma 90.00 _cell_volume 3365.5(11) _cell_formula_units_Z 4 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used 26340 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 51.8 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.37 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 1.018 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.6550 _exptl_absorpt_correction_T_max 0.7366 _exptl_absorpt_process_details 'face indexed' _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 IPDSII _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25583 _diffrn_reflns_av_R_equivalents 0.0561 _diffrn_reflns_av_sigmaI/netI 0.0353 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 1.28 _diffrn_reflns_theta_max 25.91 _reflns_number_total 6486 _reflns_number_gt 6047 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0566P)^2^+5.7562P] 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 6486 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0578 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1385 _refine_ls_wR_factor_gt 0.1363 _refine_ls_goodness_of_fit_ref 1.199 _refine_ls_restrained_S_all 1.199 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ge1 Ge 0.74229(3) 0.44016(4) 0.859025(10) 0.02075(12) Uani 1 1 d . . . S1 S 0.51396(9) 0.01397(13) 0.83063(4) 0.0440(3) Uani 1 1 d . . . F1 F 0.8738(2) 0.0978(4) 0.80014(9) 0.0595(8) Uani 1 1 d . . . F2 F 0.7676(2) -0.0630(3) 0.82437(9) 0.0563(7) Uani 1 1 d . . . F3 F 0.7342(2) 0.0025(3) 0.75950(7) 0.0526(7) Uani 1 1 d . . . O1 O 0.7326(2) 0.2299(3) 0.85135(7) 0.0299(5) Uani 1 1 d . . . N1 N 0.9003(2) 0.4440(3) 0.88880(8) 0.0181(5) Uani 1 1 d . . . N2 N 0.6912(2) 0.4372(3) 0.91560(8) 0.0195(5) Uani 1 1 d . . . C1 C 0.6935(3) 0.1881(5) 0.80903(11) 0.0333(8) Uani 1 1 d . . . H1 H 0.7041 0.2777 0.7906 0.040 Uiso 1 1 calc R . . C2 C 0.7675(3) 0.0598(5) 0.79795(13) 0.0424(10) Uani 1 1 d . . . C3 C 0.5735(3) 0.1438(4) 0.80090(11) 0.0287(7) Uani 1 1 d . . . C4 C 0.4997(4) 0.1977(5) 0.76863(12) 0.0401(9) Uani 1 1 d . . . H4 H 0.5166 0.2722 0.7490 0.048 Uiso 1 1 calc R . . C5 C 0.3913(3) 0.1276(6) 0.76774(14) 0.0459(10) Uani 1 1 d . . . H5 H 0.3290 0.1502 0.7470 0.055 Uiso 1 1 calc R . . C6 C 0.3882(3) 0.0288(5) 0.79882(15) 0.0431(10) Uani 1 1 d . . . H6 H 0.3237 -0.0274 0.8029 0.052 Uiso 1 1 calc R . . C7 C 0.9873(2) 0.3800(4) 0.86784(9) 0.0181(6) Uani 1 1 d . . . C8 C 1.0294(3) 0.4647(4) 0.83644(9) 0.0209(6) Uani 1 1 d . . . C9 C 1.1144(3) 0.3986(4) 0.81755(10) 0.0262(7) Uani 1 1 d . . . H9 H 1.1432 0.4526 0.7959 0.031 Uiso 1 1 calc R . . C10 C 1.1572(3) 0.2566(4) 0.82972(11) 0.0285(7) Uani 1 1 d . . . H10 H 1.2167 0.2152 0.8172 0.034 Uiso 1 1 calc R . . C11 C 1.1135(3) 0.1748(4) 0.86009(10) 0.0254(7) Uani 1 1 d . . . H11 H 1.1429 0.0765 0.8679 0.030 Uiso 1 1 calc R . . C12 C 1.0275(3) 0.2321(3) 0.87957(9) 0.0193(6) Uani 1 1 d . . . C13 C 0.9846(3) 0.6208(4) 0.82137(10) 0.0263(7) Uani 1 1 d . . . H13 H 0.9350 0.6586 0.8414 0.032 Uiso 1 1 calc R . . C14 C 0.9156(3) 0.6081(5) 0.77753(11) 0.0354(8) Uani 1 1 d . . . H14A H 0.8875 0.7095 0.7682 0.053 Uiso 1 1 calc R . . H14B H 0.8527 0.5388 0.7787 0.053 Uiso 1 1 calc R . . H14C H 0.9624 0.5679 0.7576 0.053 Uiso 1 1 calc R . . C15 C 1.0784(3) 0.7383(4) 0.82025(12) 0.0347(8) Uani 1 1 d . . . H15A H 1.0461 0.8369 0.8104 0.052 Uiso 1 1 calc R . . H15B H 1.1285 0.7025 0.8010 0.052 Uiso 1 1 calc R . . H15C H 1.1204 0.7502 0.8486 0.052 Uiso 1 1 calc R . . C16 C 0.9760(3) 0.1384(4) 0.91174(10) 0.0233(7) Uani 1 1 d . . . H16 H 0.8940 0.1587 0.9070 0.028 Uiso 1 1 calc R . . C17 C 1.0206(3) 0.1837(4) 0.95713(11) 0.0319(8) Uani 1 1 d . . . H17A H 0.9852 0.1205 0.9766 0.048 Uiso 1 1 calc R . . H17B H 1.0038 0.2918 0.9615 0.048 Uiso 1 1 calc R . . H17C H 1.1014 0.1681 0.9625 0.048 Uiso 1 1 calc R . . C18 C 0.9926(3) -0.0339(4) 0.90658(12) 0.0318(8) Uani 1 1 d . . . H18A H 0.9580 -0.0892 0.9278 0.048 Uiso 1 1 calc R . . H18B H 1.0724 -0.0571 0.9102 0.048 Uiso 1 1 calc R . . H18C H 0.9578 -0.0657 0.8783 0.048 Uiso 1 1 calc R . . C19 C 1.0473(3) 0.5804(4) 0.93558(10) 0.0248(7) Uani 1 1 d . . . H19A H 1.0936 0.5379 0.9159 0.037 Uiso 1 1 calc R . . H19B H 1.0735 0.5420 0.9640 0.037 Uiso 1 1 calc R . . H19C H 1.0524 0.6923 0.9355 0.037 Uiso 1 1 calc R . . C20 C 0.9274(3) 0.5326(3) 0.92222(9) 0.0187(6) Uani 1 1 d . . . C21 C 0.8488(3) 0.5846(3) 0.94698(10) 0.0210(6) Uani 1 1 d . . . H21 H 0.8704 0.6671 0.9657 0.025 Uiso 1 1 calc R . . C22 C 0.7418(3) 0.5258(3) 0.94647(9) 0.0203(6) Uani 1 1 d . . . C23 C 0.6830(3) 0.5641(4) 0.98339(11) 0.0289(7) Uani 1 1 d . . . H23A H 0.6090 0.5167 0.9793 0.043 Uiso 1 1 calc R . . H23B H 0.6753 0.6753 0.9854 0.043 Uiso 1 1 calc R . . H23C H 0.7265 0.5250 1.0094 0.043 Uiso 1 1 calc R . . C24 C 0.5884(3) 0.3605(4) 0.91980(9) 0.0202(6) Uani 1 1 d . . . C25 C 0.5921(3) 0.2167(4) 0.93937(10) 0.0241(7) Uani 1 1 d . . . C26 C 0.4924(3) 0.1437(4) 0.94316(11) 0.0287(7) Uani 1 1 d . . . H26 H 0.4937 0.0470 0.9567 0.034 Uiso 1 1 calc R . . C27 C 0.3912(3) 0.2104(4) 0.92739(11) 0.0310(8) Uani 1 1 d . . . H27 H 0.3236 0.1592 0.9302 0.037 Uiso 1 1 calc R . . C28 C 0.3883(3) 0.3508(4) 0.90769(11) 0.0273(7) Uani 1 1 d . . . H28 H 0.3184 0.3947 0.8966 0.033 Uiso 1 1 calc R . . C29 C 0.4859(3) 0.4297(4) 0.90371(10) 0.0230(6) Uani 1 1 d . . . C30 C 0.7021(3) 0.1380(4) 0.95638(11) 0.0274(7) Uani 1 1 d . . . H30 H 0.7634 0.2004 0.9474 0.033 Uiso 1 1 calc R . . C31 C 0.7214(3) 0.1333(5) 1.00466(12) 0.0408(9) Uani 1 1 d . . . H31A H 0.7164 0.2371 1.0157 0.061 Uiso 1 1 calc R . . H31B H 0.7956 0.0912 1.0146 0.061 Uiso 1 1 calc R . . H31C H 0.6648 0.0685 1.0145 0.061 Uiso 1 1 calc R . . C32 C 0.7094(4) -0.0206(5) 0.93817(15) 0.0459(10) Uani 1 1 d . . . H32A H 0.7810 -0.0670 0.9497 0.069 Uiso 1 1 calc R . . H32B H 0.7034 -0.0138 0.9074 0.069 Uiso 1 1 calc R . . H32C H 0.6485 -0.0838 0.9456 0.069 Uiso 1 1 calc R . . C33 C 0.4781(3) 0.5853(4) 0.88217(11) 0.0264(7) Uani 1 1 d . . . H33 H 0.5553 0.6269 0.8836 0.032 Uiso 1 1 calc R . . C34 C 0.4102(3) 0.6978(4) 0.90485(13) 0.0387(9) Uani 1 1 d . . . H34A H 0.4067 0.7971 0.8905 0.058 Uiso 1 1 calc R . . H34B H 0.4460 0.7103 0.9341 0.058 Uiso 1 1 calc R . . H34C H 0.3346 0.6579 0.9044 0.058 Uiso 1 1 calc R . . C35 C 0.4281(3) 0.5702(5) 0.83575(12) 0.0376(9) Uani 1 1 d . . . H35A H 0.4239 0.6714 0.8225 0.056 Uiso 1 1 calc R . . H35B H 0.3532 0.5264 0.8335 0.056 Uiso 1 1 calc R . . H35C H 0.4752 0.5031 0.8215 0.056 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 0.01709(19) 0.0295(2) 0.01587(17) 0.00143(12) 0.00334(12) 0.00178(13) S1 0.0338(5) 0.0480(6) 0.0518(6) 0.0091(5) 0.0117(4) -0.0030(4) F1 0.0236(12) 0.098(2) 0.0584(16) -0.0378(15) 0.0121(11) -0.0099(13) F2 0.0504(16) 0.0530(16) 0.0647(17) -0.0153(13) 0.0061(13) 0.0132(12) F3 0.0334(13) 0.0851(19) 0.0402(13) -0.0403(13) 0.0083(10) -0.0017(12) O1 0.0366(14) 0.0300(13) 0.0233(12) -0.0111(9) 0.0052(10) -0.0083(10) N1 0.0175(13) 0.0189(12) 0.0190(12) -0.0003(9) 0.0056(10) 0.0004(10) N2 0.0193(13) 0.0216(13) 0.0183(12) -0.0006(10) 0.0051(10) 0.0024(10) C1 0.0293(19) 0.044(2) 0.0265(17) -0.0100(15) 0.0048(14) -0.0088(16) C2 0.028(2) 0.064(3) 0.035(2) -0.026(2) 0.0031(16) -0.0024(18) C3 0.0246(18) 0.0345(19) 0.0286(17) -0.0134(14) 0.0093(14) -0.0031(14) C4 0.043(2) 0.047(2) 0.0320(19) 0.0044(17) 0.0110(17) 0.0141(18) C5 0.026(2) 0.061(3) 0.049(2) -0.014(2) -0.0016(17) 0.0085(19) C6 0.0222(19) 0.043(2) 0.065(3) -0.018(2) 0.0103(18) -0.0047(16) C7 0.0138(14) 0.0222(15) 0.0181(13) -0.0037(11) 0.0021(11) 0.0011(11) C8 0.0202(16) 0.0227(15) 0.0196(14) -0.0016(12) 0.0026(12) -0.0001(12) C9 0.0200(16) 0.0343(18) 0.0258(16) -0.0021(13) 0.0085(13) -0.0028(13) C10 0.0210(17) 0.0343(18) 0.0316(17) -0.0087(14) 0.0088(14) 0.0035(14) C11 0.0201(16) 0.0241(16) 0.0307(17) -0.0048(13) 0.0003(13) 0.0040(13) C12 0.0151(14) 0.0225(15) 0.0190(14) -0.0041(11) -0.0014(11) 0.0001(12) C13 0.0265(18) 0.0294(17) 0.0250(16) 0.0052(13) 0.0098(13) 0.0020(14) C14 0.033(2) 0.045(2) 0.0284(18) 0.0105(16) 0.0046(15) 0.0055(17) C15 0.038(2) 0.0301(18) 0.039(2) 0.0022(15) 0.0177(17) -0.0024(16) C16 0.0224(16) 0.0211(15) 0.0264(16) 0.0015(12) 0.0041(13) 0.0018(12) C17 0.046(2) 0.0247(17) 0.0245(16) 0.0019(13) 0.0027(15) 0.0032(15) C18 0.037(2) 0.0202(16) 0.0385(19) 0.0010(14) 0.0052(16) 0.0028(14) C19 0.0231(17) 0.0259(16) 0.0251(16) -0.0032(13) 0.0028(13) -0.0025(13) C20 0.0211(16) 0.0153(14) 0.0195(14) 0.0017(11) 0.0023(12) -0.0004(11) C21 0.0259(17) 0.0174(14) 0.0198(14) -0.0032(11) 0.0034(12) 0.0014(12) C22 0.0235(16) 0.0186(14) 0.0190(14) -0.0008(11) 0.0041(12) 0.0034(12) C23 0.0301(19) 0.0338(18) 0.0243(16) -0.0071(14) 0.0089(14) -0.0017(15) C24 0.0212(16) 0.0230(15) 0.0180(14) -0.0009(11) 0.0081(12) -0.0011(12) C25 0.0262(17) 0.0278(16) 0.0195(14) 0.0024(12) 0.0073(12) 0.0014(13) C26 0.0291(18) 0.0284(17) 0.0304(17) 0.0063(14) 0.0102(14) -0.0018(14) C27 0.0263(18) 0.0358(19) 0.0325(18) 0.0014(15) 0.0090(14) -0.0069(15) C28 0.0198(16) 0.0328(18) 0.0293(17) 0.0023(14) 0.0037(13) 0.0017(14) C29 0.0237(17) 0.0251(16) 0.0208(15) 0.0009(12) 0.0057(12) 0.0000(13) C30 0.0234(17) 0.0302(18) 0.0301(17) 0.0092(14) 0.0091(14) 0.0047(14) C31 0.035(2) 0.052(2) 0.035(2) 0.0076(18) 0.0034(16) 0.0091(18) C32 0.051(3) 0.031(2) 0.054(3) -0.0007(18) 0.004(2) 0.0136(18) C33 0.0224(17) 0.0263(17) 0.0311(17) 0.0044(13) 0.0067(14) 0.0044(13) C34 0.040(2) 0.0311(19) 0.047(2) 0.0034(17) 0.0127(18) 0.0094(16) C35 0.039(2) 0.041(2) 0.0317(19) 0.0095(16) 0.0039(16) 0.0038(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ge1 O1 1.855(2) . ? Ge1 N2 2.004(3) . ? Ge1 N1 2.011(3) . ? S1 C6 1.709(4) . ? S1 C3 1.711(4) . ? F1 C2 1.324(5) . ? F2 C2 1.367(6) . ? F3 C2 1.336(4) . ? O1 C1 1.417(4) . ? N1 C20 1.323(4) . ? N1 C7 1.447(4) . ? N2 C22 1.333(4) . ? N2 C24 1.441(4) . ? C1 C3 1.493(5) . ? C1 C2 1.513(6) . ? C3 C4 1.349(5) . ? C4 C5 1.447(6) . ? C5 C6 1.324(7) . ? C7 C8 1.406(4) . ? C7 C12 1.413(4) . ? C8 C9 1.397(5) . ? C8 C13 1.521(4) . ? C9 C10 1.379(5) . ? C10 C11 1.377(5) . ? C11 C12 1.388(4) . ? C12 C16 1.523(4) . ? C13 C14 1.529(5) . ? C13 C15 1.537(5) . ? C16 C17 1.528(5) . ? C16 C18 1.532(4) . ? C19 C20 1.513(4) . ? C20 C21 1.406(4) . ? C21 C22 1.395(5) . ? C22 C23 1.509(4) . ? C24 C25 1.402(4) . ? C24 C29 1.411(5) . ? C25 C26 1.389(5) . ? C25 C30 1.529(5) . ? C26 C27 1.386(5) . ? C27 C28 1.379(5) . ? C28 C29 1.394(5) . ? C29 C33 1.521(4) . ? C30 C32 1.512(5) . ? C30 C31 1.532(5) . ? C33 C35 1.527(5) . ? C33 C34 1.535(5) . ? 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 Ge1 N2 94.90(10) . . ? O1 Ge1 N1 96.69(11) . . ? N2 Ge1 N1 88.45(11) . . ? C6 S1 C3 91.8(2) . . ? C1 O1 Ge1 112.8(2) . . ? C20 N1 C7 119.5(3) . . ? C20 N1 Ge1 119.9(2) . . ? C7 N1 Ge1 118.94(19) . . ? C22 N2 C24 120.7(3) . . ? C22 N2 Ge1 119.6(2) . . ? C24 N2 Ge1 118.74(19) . . ? O1 C1 C3 114.4(3) . . ? O1 C1 C2 106.9(3) . . ? C3 C1 C2 111.5(3) . . ? F1 C2 F3 107.5(3) . . ? F1 C2 F2 104.7(4) . . ? F3 C2 F2 104.5(3) . . ? F1 C2 C1 114.2(4) . . ? F3 C2 C1 112.7(3) . . ? F2 C2 C1 112.4(3) . . ? C4 C3 C1 124.2(4) . . ? C4 C3 S1 111.8(3) . . ? C1 C3 S1 123.9(3) . . ? C3 C4 C5 111.4(4) . . ? C6 C5 C4 112.9(4) . . ? C5 C6 S1 112.0(3) . . ? C8 C7 C12 121.6(3) . . ? C8 C7 N1 119.9(3) . . ? C12 C7 N1 118.5(3) . . ? C9 C8 C7 117.6(3) . . ? C9 C8 C13 119.0(3) . . ? C7 C8 C13 123.3(3) . . ? C10 C9 C8 121.4(3) . . ? C11 C10 C9 119.9(3) . . ? C10 C11 C12 121.8(3) . . ? C11 C12 C7 117.6(3) . . ? C11 C12 C16 121.6(3) . . ? C7 C12 C16 120.8(3) . . ? C8 C13 C14 110.3(3) . . ? C8 C13 C15 112.1(3) . . ? C14 C13 C15 109.4(3) . . ? C12 C16 C17 112.5(3) . . ? C12 C16 C18 112.5(3) . . ? C17 C16 C18 108.9(3) . . ? N1 C20 C21 122.6(3) . . ? N1 C20 C19 120.2(3) . . ? C21 C20 C19 117.1(3) . . ? C22 C21 C20 125.7(3) . . ? N2 C22 C21 123.2(3) . . ? N2 C22 C23 119.4(3) . . ? C21 C22 C23 117.3(3) . . ? C25 C24 C29 121.0(3) . . ? C25 C24 N2 119.3(3) . . ? C29 C24 N2 119.7(3) . . ? C26 C25 C24 118.7(3) . . ? C26 C25 C30 119.2(3) . . ? C24 C25 C30 122.1(3) . . ? C27 C26 C25 120.8(3) . . ? C28 C27 C26 120.1(3) . . ? C27 C28 C29 121.3(3) . . ? C28 C29 C24 118.0(3) . . ? C28 C29 C33 119.2(3) . . ? C24 C29 C33 122.8(3) . . ? C32 C30 C25 111.9(3) . . ? C32 C30 C31 110.9(3) . . ? C25 C30 C31 111.5(3) . . ? C29 C33 C35 110.8(3) . . ? C29 C33 C34 111.0(3) . . ? C35 C33 C34 110.7(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.91 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.115 _refine_diff_density_min -0.607 _refine_diff_density_rms 0.080