Supplementary Material (ESI) for Chemical Communications This journal is (C) The Royal Society of Chemistry 2001 data_xc688 _database_code_CSD 166073 _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Kang, Sang Ook' 'Ko, Jaejung' 'Lee, Junghyun' 'Lee, Chongchan' 'Lee, Shim Sung' _publ_contact_author_name 'Prof Jaejung Ko' _publ_contact_author_address ; Prof Jaejung Ko Department of Chemistry Korea University Chochiwon Chungnam 339-700 KOREA ; _publ_contact_author_email 'JKO@TIGER.KOREA.AC.KR' _publ_section_title ; The First 1,3-Digermyla-2-nickela-carboranylene and the Ni-Catalyzed Double Germylation of Unsaturated Organic Substrates ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H51 B10 Ge2 Ni P2' _chemical_formula_weight 641.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ni' 'Ni' 0.3393 1.1124 '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.28880(10) _cell_length_b 14.2049(3) _cell_length_c 20.6930(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.7760(10) _cell_angle_gamma 90.00 _cell_volume 3208.52(10) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rectagular _exptl_crystal_colour 'Dark Red' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1324 _exptl_absorpt_coefficient_mu 2.550 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.5150 _exptl_absorpt_correction_T_max 0.5150 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12844 _diffrn_reflns_av_R_equivalents 0.0315 _diffrn_reflns_av_sigmaI/netI 0.0332 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 24.10 _reflns_number_total 5038 _reflns_number_gt 4389 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0422P)^2^+3.7416P] 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 5038 _refine_ls_number_parameters 338 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0421 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0864 _refine_ls_wR_factor_gt 0.0809 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 0.15528(3) 0.13912(2) 0.141825(16) 0.02389(11) Uani 1 1 d . . . Ge2 Ge 0.02290(3) 0.32705(2) 0.087758(17) 0.02510(11) Uani 1 1 d . . . Ni Ni 0.02477(4) 0.23733(3) 0.182070(19) 0.02138(12) Uani 1 1 d . . . P1 P 0.10549(8) 0.21647(7) 0.29044(4) 0.0287(2) Uani 1 1 d . . . P2 P -0.16932(8) 0.27275(7) 0.17670(4) 0.0272(2) Uani 1 1 d . . . B1 B 0.1030(4) 0.1899(3) -0.0114(2) 0.0295(9) Uani 1 1 d . . . B2 B 0.3593(4) 0.1859(4) 0.0542(2) 0.0390(11) Uani 1 1 d . . . B3 B 0.2395(4) 0.1236(4) -0.0011(2) 0.0391(11) Uani 1 1 d . . . B4 B 0.3439(5) 0.1915(4) -0.0332(2) 0.0470(13) Uani 1 1 d . . . B5 B 0.1849(5) 0.1930(4) -0.0743(2) 0.0425(12) Uani 1 1 d . . . B6 B 0.1227(4) 0.2984(3) -0.0505(2) 0.0360(10) Uani 1 1 d . . . B7 B 0.2424(5) 0.3611(3) 0.0054(2) 0.0385(11) Uani 1 1 d . . . B8 B 0.2953(4) 0.2905(3) 0.0784(2) 0.0329(10) Uani 1 1 d . . . B9 B 0.3793(5) 0.2945(4) 0.0167(3) 0.0465(12) Uani 1 1 d . . . B10 B 0.2718(5) 0.2991(4) -0.0631(2) 0.0471(13) Uani 1 1 d . . . C1 C 0.2121(3) 0.1887(2) 0.06288(16) 0.0253(8) Uani 1 1 d . . . C2 C 0.1448(3) 0.2898(2) 0.03480(16) 0.0250(7) Uani 1 1 d . . . C3 C 0.3092(3) 0.0768(3) 0.19071(18) 0.0374(9) Uani 1 1 d . . . H3A H 0.3420 0.0403 0.1596 0.056 Uiso 1 1 calc R . . H3B H 0.2925 0.0354 0.2246 0.056 Uiso 1 1 calc R . . H3C H 0.3684 0.1241 0.2118 0.056 Uiso 1 1 calc R . . C4 C 0.0519(4) 0.0298(3) 0.1040(2) 0.0421(10) Uani 1 1 d . . . H4A H 0.1001 -0.0149 0.0860 0.063 Uiso 1 1 calc R . . H4B H -0.0170 0.0509 0.0686 0.063 Uiso 1 1 calc R . . H4C H 0.0219 -0.0003 0.1388 0.063 Uiso 1 1 calc R . . C5 C 0.0858(5) 0.4486(3) 0.1289(2) 0.0498(11) Uani 1 1 d . . . H5A H 0.0896 0.4934 0.0942 0.075 Uiso 1 1 calc R . . H5B H 0.1671 0.4397 0.1581 0.075 Uiso 1 1 calc R . . H5C H 0.0315 0.4723 0.1547 0.075 Uiso 1 1 calc R . . C6 C -0.1180(4) 0.3574(3) 0.01248(18) 0.0443(11) Uani 1 1 d . . . H6A H -0.0909 0.3962 -0.0196 0.066 Uiso 1 1 calc R . . H6B H -0.1789 0.3913 0.0289 0.066 Uiso 1 1 calc R . . H6C H -0.1535 0.2996 -0.0090 0.066 Uiso 1 1 calc R . . C7 C 0.2727(3) 0.2109(3) 0.31868(18) 0.0383(9) Uani 1 1 d . . . H7A H 0.2972 0.2116 0.3676 0.046 Uiso 1 1 calc R . . H7B H 0.3007 0.1513 0.3038 0.046 Uiso 1 1 calc R . . C8 C 0.3354(4) 0.2920(3) 0.2925(2) 0.0504(11) Uani 1 1 d . . . H8A H 0.4236 0.2855 0.3088 0.076 Uiso 1 1 calc R . . H8B H 0.3098 0.3512 0.3080 0.076 Uiso 1 1 calc R . . H8C H 0.3129 0.2910 0.2441 0.076 Uiso 1 1 calc R . . C9 C 0.0577(4) 0.1211(3) 0.3377(2) 0.0482(11) Uani 1 1 d . . . H9A H 0.1176 0.1154 0.3812 0.058 Uiso 1 1 calc R . . H9B H -0.0214 0.1376 0.3461 0.058 Uiso 1 1 calc R . . C10 C 0.0458(5) 0.0261(3) 0.3023(3) 0.0666(14) Uani 1 1 d . . . H10A H 0.0196 -0.0210 0.3296 0.100 Uiso 1 1 calc R . . H10B H 0.1244 0.0081 0.2952 0.100 Uiso 1 1 calc R . . H10C H -0.0142 0.0308 0.2596 0.100 Uiso 1 1 calc R . . C11 C 0.0754(4) 0.3237(3) 0.33548(19) 0.0384(9) Uani 1 1 d . . . H11A H 0.0180 0.3690 0.3141 0.046 Uiso 1 1 calc R . . C12 C 0.1470(4) 0.3357(4) 0.4080(2) 0.0543(12) Uani 1 1 d . . . H12A H 0.1233 0.3942 0.4254 0.081 Uiso 1 1 calc R . . H12B H 0.2340 0.3370 0.4107 0.081 Uiso 1 1 calc R . . H12C H 0.1293 0.2834 0.4343 0.081 Uiso 1 1 calc R . . C13 C -0.2676(3) 0.2072(3) 0.10642(18) 0.0400(10) Uani 1 1 d . . . H13A H -0.3517 0.2309 0.0986 0.048 Uiso 1 1 calc R . . H13B H -0.2399 0.2200 0.0661 0.048 Uiso 1 1 calc R . . C14 C -0.2688(4) 0.1014(3) 0.1169(2) 0.0596(13) Uani 1 1 d . . . H14A H -0.3228 0.0721 0.0780 0.089 Uiso 1 1 calc R . . H14B H -0.2977 0.0878 0.1561 0.089 Uiso 1 1 calc R . . H14C H -0.1865 0.0768 0.1231 0.089 Uiso 1 1 calc R . . C15 C -0.2289(4) 0.3938(3) 0.1622(2) 0.0443(10) Uani 1 1 d . . . H15A H -0.2063 0.4194 0.1230 0.053 Uiso 1 1 calc R . . H15B H -0.3185 0.3917 0.1518 0.053 Uiso 1 1 calc R . . C16 C -0.1824(5) 0.4603(3) 0.2208(2) 0.0678(15) Uani 1 1 d . . . H16A H -0.2177 0.5222 0.2095 0.102 Uiso 1 1 calc R . . H16B H -0.0938 0.4645 0.2307 0.102 Uiso 1 1 calc R . . H16C H -0.2060 0.4365 0.2597 0.102 Uiso 1 1 calc R . . C17 C -0.2321(3) 0.2338(3) 0.24663(18) 0.0360(9) Uani 1 1 d . . . H17A H -0.2089 0.1693 0.2563 0.043 Uiso 1 1 calc R . . H17B H -0.1935 0.2701 0.2854 0.043 Uiso 1 1 calc R . . C18 C -0.3709(4) 0.2412(4) 0.2363(2) 0.0530(12) Uani 1 1 d . . . H18A H -0.3930 0.2187 0.2759 0.079 Uiso 1 1 calc R . . H18B H -0.4118 0.2033 0.1981 0.079 Uiso 1 1 calc R . . H18C H -0.3960 0.3064 0.2283 0.079 Uiso 1 1 calc R . . H1D H 0.019(3) 0.160(2) -0.0144(17) 0.028(9) Uiso 1 1 d . . . H2D H 0.431(4) 0.150(3) 0.092(2) 0.052(12) Uiso 1 1 d . . . H3D H 0.230(4) 0.050(3) 0.001(2) 0.058(13) Uiso 1 1 d . . . H4D H 0.409(4) 0.159(3) -0.055(2) 0.051(12) Uiso 1 1 d . . . H5D H 0.145(4) 0.156(3) -0.122(2) 0.052(12) Uiso 1 1 d . . . H7D H 0.239(4) 0.436(3) 0.011(2) 0.056(13) Uiso 1 1 d . . . H6D H 0.045(3) 0.335(2) -0.0799(17) 0.030(9) Uiso 1 1 d . . . H8D H 0.317(3) 0.320(2) 0.1257(18) 0.028(9) Uiso 1 1 d . . . H9D H 0.467(4) 0.330(3) 0.030(2) 0.050(12) Uiso 1 1 d . . . H10D H 0.288(4) 0.333(3) -0.105(2) 0.046(11) 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 0.0265(2) 0.0226(2) 0.0223(2) 0.00091(14) 0.00552(15) 0.00297(15) Ge2 0.0312(2) 0.0238(2) 0.02026(19) 0.00263(14) 0.00657(16) 0.00447(16) Ni 0.0225(2) 0.0235(2) 0.0174(2) 0.00095(17) 0.00373(17) 0.00170(18) P1 0.0268(5) 0.0370(5) 0.0207(4) 0.0039(4) 0.0030(4) -0.0014(4) P2 0.0240(5) 0.0334(5) 0.0239(5) -0.0009(4) 0.0056(4) 0.0049(4) B1 0.029(2) 0.035(2) 0.022(2) -0.0028(17) 0.0032(18) 0.0000(19) B2 0.029(2) 0.055(3) 0.034(2) 0.005(2) 0.009(2) 0.002(2) B3 0.037(3) 0.049(3) 0.034(2) -0.006(2) 0.014(2) 0.009(2) B4 0.043(3) 0.066(3) 0.039(3) 0.003(2) 0.024(2) 0.012(3) B5 0.044(3) 0.058(3) 0.029(2) 0.000(2) 0.016(2) 0.008(2) B6 0.042(3) 0.045(3) 0.023(2) 0.0045(19) 0.012(2) 0.004(2) B7 0.043(3) 0.041(3) 0.033(2) 0.007(2) 0.012(2) -0.004(2) B8 0.032(2) 0.035(2) 0.030(2) 0.0035(19) 0.0055(19) -0.0067(19) B9 0.032(3) 0.064(3) 0.046(3) 0.008(3) 0.015(2) -0.005(2) B10 0.047(3) 0.065(3) 0.036(3) 0.011(2) 0.023(2) 0.005(3) C1 0.0266(19) 0.0271(19) 0.0224(17) 0.0003(14) 0.0069(15) 0.0040(15) C2 0.0264(18) 0.0265(18) 0.0224(17) 0.0034(14) 0.0071(14) 0.0024(15) C3 0.038(2) 0.040(2) 0.033(2) 0.0088(17) 0.0058(17) 0.0158(18) C4 0.049(2) 0.029(2) 0.050(2) -0.0096(18) 0.016(2) -0.0087(19) C5 0.081(3) 0.027(2) 0.047(2) -0.0083(18) 0.027(2) -0.008(2) C6 0.047(3) 0.060(3) 0.0248(19) 0.0104(19) 0.0079(18) 0.024(2) C7 0.028(2) 0.058(3) 0.0246(19) -0.0008(18) -0.0005(16) 0.0048(19) C8 0.029(2) 0.077(3) 0.046(2) -0.015(2) 0.0111(19) -0.011(2) C9 0.050(3) 0.053(3) 0.039(2) 0.016(2) 0.008(2) -0.004(2) C10 0.078(4) 0.042(3) 0.083(4) 0.016(3) 0.026(3) 0.002(3) C11 0.035(2) 0.046(2) 0.031(2) -0.0044(17) 0.0041(17) 0.0069(19) C12 0.044(3) 0.082(3) 0.036(2) -0.020(2) 0.007(2) -0.006(2) C13 0.031(2) 0.061(3) 0.0268(19) -0.0089(19) 0.0060(16) -0.004(2) C14 0.054(3) 0.057(3) 0.067(3) -0.027(3) 0.013(2) -0.008(2) C15 0.050(3) 0.037(2) 0.047(2) 0.0033(19) 0.015(2) 0.017(2) C16 0.091(4) 0.040(3) 0.071(3) -0.012(2) 0.018(3) 0.018(3) C17 0.033(2) 0.050(2) 0.0265(19) -0.0010(17) 0.0099(16) -0.0024(18) C18 0.032(2) 0.087(4) 0.043(2) -0.012(2) 0.0150(19) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ge1 C4 1.981(4) . ? Ge1 C3 1.983(3) . ? Ge1 C1 2.028(3) . ? Ge1 Ni 2.3316(5) . ? Ge2 C6 1.969(4) . ? Ge2 C5 1.975(4) . ? Ge2 C2 2.035(3) . ? Ge2 Ni 2.3264(5) . ? Ni P1 2.2146(10) . ? Ni P2 2.2230(10) . ? P1 C7 1.830(4) . ? P1 C9 1.831(4) . ? P1 C11 1.861(4) . ? P2 C13 1.841(4) . ? P2 C15 1.843(4) . ? P2 C17 1.851(4) . ? B1 C1 1.707(5) . ? B1 C2 1.709(5) . ? B1 B3 1.773(6) . ? B1 B5 1.779(6) . ? B1 B6 1.782(6) . ? B2 C1 1.717(5) . ? B2 B9 1.767(7) . ? B2 B3 1.769(7) . ? B2 B4 1.774(6) . ? B2 B8 1.780(7) . ? B3 C1 1.707(5) . ? B3 B4 1.778(7) . ? B3 B5 1.780(7) . ? B4 B10 1.767(7) . ? B4 B9 1.776(8) . ? B4 B5 1.780(7) . ? B5 B6 1.776(7) . ? B5 B10 1.781(8) . ? B6 C2 1.723(5) . ? B6 B10 1.767(7) . ? B6 B7 1.777(7) . ? B7 C2 1.718(6) . ? B7 B10 1.771(7) . ? B7 B9 1.777(7) . ? B7 B8 1.783(6) . ? B8 C2 1.708(5) . ? B8 C1 1.709(5) . ? B8 B9 1.775(6) . ? B9 B10 1.783(7) . ? C1 C2 1.659(5) . ? C7 C8 1.522(6) . ? C9 C10 1.525(6) . ? C11 C12 1.522(5) . ? C13 C14 1.519(6) . ? C15 C16 1.521(6) . ? C17 C18 1.530(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 C4 Ge1 C3 101.70(17) . . ? C4 Ge1 C1 103.28(15) . . ? C3 Ge1 C1 98.63(15) . . ? C4 Ge1 Ni 104.37(12) . . ? C3 Ge1 Ni 129.53(11) . . ? C1 Ge1 Ni 116.01(10) . . ? C6 Ge2 C5 106.19(19) . . ? C6 Ge2 C2 98.71(15) . . ? C5 Ge2 C2 103.97(16) . . ? C6 Ge2 Ni 128.04(13) . . ? C5 Ge2 Ni 101.05(12) . . ? C2 Ge2 Ni 116.52(9) . . ? P1 Ni P2 103.10(4) . . ? P1 Ni Ge2 146.73(3) . . ? P2 Ni Ge2 92.08(3) . . ? P1 Ni Ge1 98.47(3) . . ? P2 Ni Ge1 145.29(3) . . ? Ge2 Ni Ge1 84.231(18) . . ? C7 P1 C9 102.58(19) . . ? C7 P1 C11 100.38(18) . . ? C9 P1 C11 102.8(2) . . ? C7 P1 Ni 116.98(12) . . ? C9 P1 Ni 122.62(14) . . ? C11 P1 Ni 108.48(13) . . ? C13 P2 C15 102.81(19) . . ? C13 P2 C17 101.09(18) . . ? C15 P2 C17 102.12(19) . . ? C13 P2 Ni 108.23(13) . . ? C15 P2 Ni 122.22(15) . . ? C17 P2 Ni 117.54(13) . . ? C1 B1 C2 58.1(2) . . ? C1 B1 B3 58.7(2) . . ? C2 B1 B3 105.4(3) . . ? C1 B1 B5 105.6(3) . . ? C2 B1 B5 105.5(3) . . ? B3 B1 B5 60.2(3) . . ? C1 B1 B6 105.8(3) . . ? C2 B1 B6 59.1(2) . . ? B3 B1 B6 108.0(3) . . ? B5 B1 B6 59.8(3) . . ? C1 B2 B9 105.1(3) . . ? C1 B2 B3 58.6(2) . . ? B9 B2 B3 108.4(3) . . ? C1 B2 B4 105.1(3) . . ? B9 B2 B4 60.2(3) . . ? B3 B2 B4 60.2(3) . . ? C1 B2 B8 58.5(2) . . ? B9 B2 B8 60.1(3) . . ? B3 B2 B8 107.5(3) . . ? B4 B2 B8 107.9(3) . . ? C1 B3 B2 59.2(2) . . ? C1 B3 B1 58.7(2) . . ? B2 B3 B1 108.1(3) . . ? C1 B3 B4 105.3(3) . . ? B2 B3 B4 60.0(3) . . ? B1 B3 B4 107.8(3) . . ? C1 B3 B5 105.5(3) . . ? B2 B3 B5 108.3(4) . . ? B1 B3 B5 60.1(2) . . ? B4 B3 B5 60.0(3) . . ? B10 B4 B2 108.2(3) . . ? B10 B4 B9 60.4(3) . . ? B2 B4 B9 59.7(3) . . ? B10 B4 B3 108.0(3) . . ? B2 B4 B3 59.7(3) . . ? B9 B4 B3 107.5(3) . . ? B10 B4 B5 60.3(3) . . ? B2 B4 B5 108.2(3) . . ? B9 B4 B5 108.5(4) . . ? B3 B4 B5 60.1(3) . . ? B6 B5 B1 60.2(2) . . ? B6 B5 B4 107.4(4) . . ? B1 B5 B4 107.5(3) . . ? B6 B5 B3 107.9(3) . . ? B1 B5 B3 59.7(2) . . ? B4 B5 B3 59.9(3) . . ? B6 B5 B10 59.6(3) . . ? B1 B5 B10 107.3(3) . . ? B4 B5 B10 59.5(3) . . ? B3 B5 B10 107.3(3) . . ? C2 B6 B10 104.9(3) . . ? C2 B6 B5 105.1(3) . . ? B10 B6 B5 60.3(3) . . ? C2 B6 B7 58.8(2) . . ? B10 B6 B7 60.0(3) . . ? B5 B6 B7 108.3(3) . . ? C2 B6 B1 58.3(2) . . ? B10 B6 B1 107.8(3) . . ? B5 B6 B1 60.0(3) . . ? B7 B6 B1 107.5(3) . . ? C2 B7 B10 105.0(3) . . ? C2 B7 B9 104.8(3) . . ? B10 B7 B9 60.3(3) . . ? C2 B7 B6 59.0(2) . . ? B10 B7 B6 59.7(3) . . ? B9 B7 B6 108.1(4) . . ? C2 B7 B8 58.4(2) . . ? B10 B7 B8 107.9(3) . . ? B9 B7 B8 59.8(3) . . ? B6 B7 B8 107.7(3) . . ? C2 B8 C1 58.1(2) . . ? C2 B8 B9 105.2(3) . . ? C1 B8 B9 105.1(3) . . ? C2 B8 B2 105.5(3) . . ? C1 B8 B2 58.9(2) . . ? B9 B8 B2 59.6(3) . . ? C2 B8 B7 58.9(2) . . ? C1 B8 B7 105.5(3) . . ? B9 B8 B7 59.9(3) . . ? B2 B8 B7 107.7(3) . . ? B2 B9 B8 60.3(3) . . ? B2 B9 B4 60.1(3) . . ? B8 B9 B4 108.0(3) . . ? B2 B9 B7 108.5(3) . . ? B8 B9 B7 60.3(3) . . ? B4 B9 B7 107.6(3) . . ? B2 B9 B10 107.8(4) . . ? B8 B9 B10 107.7(3) . . ? B4 B9 B10 59.5(3) . . ? B7 B9 B10 59.7(3) . . ? B4 B10 B6 108.4(4) . . ? B4 B10 B7 108.3(3) . . ? B6 B10 B7 60.3(3) . . ? B4 B10 B5 60.2(3) . . ? B6 B10 B5 60.1(3) . . ? B7 B10 B5 108.4(3) . . ? B4 B10 B9 60.0(3) . . ? B6 B10 B9 108.2(3) . . ? B7 B10 B9 60.0(3) . . ? B5 B10 B9 108.2(4) . . ? C2 C1 B3 110.8(3) . . ? C2 C1 B1 61.0(2) . . ? B3 C1 B1 62.6(2) . . ? C2 C1 B8 60.9(2) . . ? B3 C1 B8 113.8(3) . . ? B1 C1 B8 113.4(3) . . ? C2 C1 B2 110.7(3) . . ? B3 C1 B2 62.2(3) . . ? B1 C1 B2 113.7(3) . . ? B8 C1 B2 62.6(3) . . ? C2 C1 Ge1 111.8(2) . . ? B3 C1 Ge1 126.4(3) . . ? B1 C1 Ge1 115.1(2) . . ? B8 C1 Ge1 114.5(2) . . ? B2 C1 Ge1 126.2(2) . . ? C1 C2 B8 61.0(2) . . ? C1 C2 B1 60.9(2) . . ? B8 C2 B1 113.3(3) . . ? C1 C2 B7 110.9(3) . . ? B8 C2 B7 62.7(2) . . ? B1 C2 B7 113.7(3) . . ? C1 C2 B6 110.7(3) . . ? B8 C2 B6 113.9(3) . . ? B1 C2 B6 62.6(2) . . ? B7 C2 B6 62.2(2) . . ? C1 C2 Ge2 110.4(2) . . ? B8 C2 Ge2 115.6(2) . . ? B1 C2 Ge2 112.9(2) . . ? B7 C2 Ge2 128.3(3) . . ? B6 C2 Ge2 126.3(2) . . ? C8 C7 P1 112.9(3) . . ? C10 C9 P1 113.6(3) . . ? C12 C11 P1 117.8(3) . . ? C14 C13 P2 114.4(3) . . ? C16 C15 P2 114.3(3) . . ? C18 C17 P2 116.9(3) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 24.10 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.611 _refine_diff_density_min -0.609 _refine_diff_density_rms 0.085 data_kjj28 _database_code_CSD 168186 _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Kang, Sang Ook' 'Ko, Jaejung' 'Lee, Junghyun' 'Lee, Chongchan' 'Lee, Shim Sung' _publ_contact_author_name 'Prof Jaejung Ko' _publ_contact_author_address ; Department of Chemistry Korea University Chochiwon Chungnam 339-700 KOREA ; _publ_contact_author_email 'JKO@TIGER.KOREA.AC.KR' _publ_section_title ; The First 1,3-Digermyla-2-nickela-carboranylene and the Ni-Catalyzed Double Germylation of Unsaturated Organic Substrates ; _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H32 B10 Ge2 O' _chemical_formula_weight 481.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 16.6363(9) _cell_length_b 15.3576(8) _cell_length_c 18.9404(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4839.2(4) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 30403 _cell_measurement_theta_min 2.10 _cell_measurement_theta_max 28.30 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.322 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1952 _exptl_absorpt_coefficient_mu 2.488 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30403 _diffrn_reflns_av_R_equivalents 0.0950 _diffrn_reflns_av_sigmaI/netI 0.0677 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 28.30 _reflns_number_total 5992 _reflns_number_gt 3513 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1996)' _computing_cell_refinement 'SMART (Siemens, 1996)' _computing_data_reduction 'SAINT (Siemens, 1996)' _computing_structure_solution 'SHELXTL (Siemens, 1996)' _computing_structure_refinement 'SHELXTL' _computing_molecular_graphics 'SHELXTL' _computing_publication_material 'SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0413P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5992 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0911 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.0935 _refine_ls_wR_factor_gt 0.0781 _refine_ls_goodness_of_fit_ref 0.951 _refine_ls_restrained_S_all 0.951 _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 0.084184(19) 0.639787(17) 0.356184(16) 0.04444(10) Uani 1 1 d . . . Ge2 Ge 0.06736(2) 0.844089(19) 0.389704(18) 0.05599(12) Uani 1 1 d . . . O O 0.33167(14) 1.01965(15) 0.57572(13) 0.0769(7) Uani 1 1 d . . . B1 B -0.0072(2) 0.6784(2) 0.20567(18) 0.0542(9) Uani 1 1 d . . . H1 H 0.0184 0.6316 0.1808 0.065 Uiso 1 1 calc R . . B2 B -0.0853(2) 0.6591(2) 0.2659(2) 0.0560(9) Uani 1 1 d . . . H2 H -0.1041 0.6013 0.2756 0.067 Uiso 1 1 calc R . . B3 B -0.1049(3) 0.7118(2) 0.1853(2) 0.0692(11) Uani 1 1 d . . . H3 H -0.1355 0.6844 0.1485 0.083 Uiso 1 1 calc R . . B4 B -0.0226(3) 0.7810(2) 0.1663(2) 0.0645(11) Uani 1 1 d . . . H4 H -0.0060 0.7931 0.1188 0.077 Uiso 1 1 calc R . . B5 B 0.0477(2) 0.7702(2) 0.23568(17) 0.0509(9) Uani 1 1 d . . . H5 H 0.1047 0.7756 0.2290 0.061 Uiso 1 1 calc R . . B6 B -0.0799(2) 0.7386(2) 0.3322(2) 0.0527(9) Uani 1 1 d . . . H6 H -0.0950 0.7265 0.3801 0.063 Uiso 1 1 calc R . . B7 B -0.1511(2) 0.7491(2) 0.2648(2) 0.0653(11) Uani 1 1 d . . . H7 H -0.2076 0.7433 0.2737 0.078 Uiso 1 1 calc R . . B8 B -0.1117(3) 0.8248(2) 0.2019(2) 0.0670(11) Uani 1 1 d . . . H8 H -0.1465 0.8618 0.1748 0.080 Uiso 1 1 calc R . . B9 B -0.0174(2) 0.8606(2) 0.23249(19) 0.0580(10) Uani 1 1 d . . . H9 H 0.0022 0.9182 0.2231 0.070 Uiso 1 1 calc R . . B10 B -0.0953(2) 0.8410(2) 0.2925(2) 0.0595(10) Uani 1 1 d . . . H10 H -0.1201 0.8881 0.3178 0.071 Uiso 1 1 calc R . . C1 C 0.00488(17) 0.69830(15) 0.29342(13) 0.0408(6) Uani 1 1 d . . . C2 C -0.00154(17) 0.80565(15) 0.30917(14) 0.0428(7) Uani 1 1 d . . . C3 C 0.16088(19) 0.57741(19) 0.29804(19) 0.0676(9) Uani 1 1 d . . . H3A H 0.1995 0.5488 0.3277 0.081 Uiso 1 1 calc R . . H3B H 0.1880 0.6177 0.2675 0.081 Uiso 1 1 calc R . . H3C H 0.1331 0.5348 0.2701 0.081 Uiso 1 1 calc R . . C4 C 0.0271(2) 0.5654(2) 0.42041(19) 0.0746(10) Uani 1 1 d . . . H4A H 0.0647 0.5367 0.4510 0.090 Uiso 1 1 calc R . . H4B H -0.0025 0.5227 0.3942 0.090 Uiso 1 1 calc R . . H4C H -0.0094 0.5997 0.4482 0.090 Uiso 1 1 calc R . . C5 C -0.0042(3) 0.8705(3) 0.4679(2) 0.1077(16) Uani 1 1 d . . . H5A H 0.0269 0.8894 0.5078 0.129 Uiso 1 1 calc R . . H5B H -0.0340 0.8192 0.4804 0.129 Uiso 1 1 calc R . . H5C H -0.0407 0.9158 0.4543 0.129 Uiso 1 1 calc R . . C6 C 0.1277(3) 0.9452(2) 0.3609(2) 0.1098(17) Uani 1 1 d . . . H6A H 0.1612 0.9642 0.3991 0.132 Uiso 1 1 calc R . . H6B H 0.0912 0.9911 0.3481 0.132 Uiso 1 1 calc R . . H6C H 0.1606 0.9307 0.3209 0.132 Uiso 1 1 calc R . . C7 C 0.13468(19) 0.74090(16) 0.40202(14) 0.0455(7) Uani 1 1 d . . . H7A H 0.1831 0.7522 0.3759 0.055 Uiso 1 1 calc R . . C8 C 0.1614(2) 0.72337(19) 0.47850(16) 0.0611(9) Uani 1 1 d . . . H8A H 0.1149 0.7121 0.5071 0.073 Uiso 1 1 calc R . . H8B H 0.1948 0.6724 0.4796 0.073 Uiso 1 1 calc R . . C9 C 0.2075(2) 0.79972(18) 0.50913(15) 0.0508(7) Uani 1 1 d . . . C10 C 0.1788(2) 0.8479(2) 0.56514(16) 0.0661(9) Uani 1 1 d . . . H10A H 0.1304 0.8296 0.5883 0.079 Uiso 1 1 calc R . . C11 C 0.2180(2) 0.9222(2) 0.58898(17) 0.0656(9) Uani 1 1 d . . . H11A H 0.1961 0.9552 0.6275 0.079 Uiso 1 1 calc R . . C12 C 0.2878(2) 0.9479(2) 0.55741(16) 0.0555(8) Uani 1 1 d . . . C13 C 0.3189(2) 0.8983(2) 0.50272(17) 0.0630(9) Uani 1 1 d . . . H13A H 0.3687 0.9151 0.4810 0.076 Uiso 1 1 calc R . . C14 C 0.2793(2) 0.8258(2) 0.47942(16) 0.0594(8) Uani 1 1 d . . . H14A H 0.3019 0.7922 0.4416 0.071 Uiso 1 1 calc R . . C15 C 0.3030(3) 1.0738(3) 0.6296(2) 0.0913(13) Uani 1 1 d . . . H15A H 0.3400 1.1209 0.6368 0.110 Uiso 1 1 calc R . . H15B H 0.2980 1.0409 0.6724 0.110 Uiso 1 1 calc R . . H15C H 0.2515 1.0967 0.6165 0.110 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 0.04918(19) 0.03372(15) 0.05040(18) 0.00518(12) -0.00199(15) -0.00309(13) Ge2 0.0711(3) 0.03654(17) 0.0603(2) -0.00498(14) -0.01443(18) -0.00166(15) O 0.0709(16) 0.0771(16) 0.0826(17) -0.0239(13) 0.0033(14) -0.0178(13) B1 0.072(3) 0.0470(19) 0.0438(19) -0.0074(15) -0.0054(18) 0.0018(17) B2 0.053(2) 0.0418(18) 0.073(3) -0.0056(16) -0.0072(19) -0.0088(16) B3 0.087(3) 0.057(2) 0.064(3) -0.0089(19) -0.026(2) 0.003(2) B4 0.089(3) 0.055(2) 0.049(2) 0.0075(17) -0.005(2) 0.002(2) B5 0.056(2) 0.0445(18) 0.052(2) 0.0080(15) 0.0105(18) -0.0027(16) B6 0.054(2) 0.0475(18) 0.056(2) 0.0008(15) 0.0084(18) -0.0023(16) B7 0.047(2) 0.066(2) 0.083(3) -0.003(2) -0.010(2) 0.0000(18) B8 0.077(3) 0.051(2) 0.073(3) 0.0003(19) -0.025(2) 0.0079(19) B9 0.075(3) 0.0411(18) 0.058(2) 0.0147(16) -0.0089(19) 0.0017(17) B10 0.059(2) 0.047(2) 0.072(3) -0.0032(17) -0.006(2) 0.0121(17) C1 0.0483(17) 0.0310(13) 0.0431(15) 0.0013(11) -0.0017(13) -0.0020(11) C2 0.0542(18) 0.0305(13) 0.0436(16) 0.0006(11) -0.0009(14) 0.0009(12) C3 0.063(2) 0.0490(18) 0.091(3) -0.0078(17) 0.002(2) 0.0051(15) C4 0.076(3) 0.063(2) 0.085(2) 0.0284(19) -0.002(2) -0.0106(18) C5 0.121(4) 0.125(3) 0.077(3) -0.052(2) -0.020(3) 0.046(3) C6 0.126(4) 0.053(2) 0.151(4) 0.028(2) -0.063(3) -0.034(2) C7 0.0555(19) 0.0409(15) 0.0402(16) 0.0045(12) -0.0026(14) -0.0070(13) C8 0.073(2) 0.0547(19) 0.056(2) 0.0052(14) -0.0101(17) -0.0100(16) C9 0.058(2) 0.0547(18) 0.0399(16) 0.0026(13) -0.0059(15) -0.0041(15) C10 0.066(2) 0.084(2) 0.0484(19) 0.0005(17) 0.0083(17) -0.0216(19) C11 0.070(2) 0.079(2) 0.0476(19) -0.0146(16) 0.0073(18) -0.0043(18) C12 0.052(2) 0.0596(19) 0.0550(19) -0.0047(15) -0.0064(16) -0.0072(16) C13 0.049(2) 0.084(2) 0.056(2) -0.0080(18) 0.0026(17) -0.0118(17) C14 0.054(2) 0.072(2) 0.0522(19) -0.0117(16) 0.0016(16) -0.0031(17) C15 0.096(3) 0.085(3) 0.093(3) -0.035(2) 0.009(2) -0.016(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 C4 1.920(3) . ? Ge1 C3 1.939(3) . ? Ge1 C7 1.967(3) . ? Ge1 C1 1.990(3) . ? Ge2 C6 1.928(4) . ? Ge2 C5 1.943(4) . ? Ge2 C7 1.954(3) . ? Ge2 C2 1.997(3) . ? O C12 1.367(3) . ? O C15 1.400(4) . ? B1 C1 1.702(4) . ? B1 B3 1.746(6) . ? B1 B2 1.754(5) . ? B1 B4 1.761(5) . ? B1 B5 1.773(5) . ? B2 C1 1.698(4) . ? B2 B6 1.753(5) . ? B2 B3 1.758(5) . ? B2 B7 1.763(5) . ? B3 B8 1.768(5) . ? B3 B4 1.770(6) . ? B3 B7 1.785(6) . ? B4 B9 1.752(5) . ? B4 B8 1.762(6) . ? B4 B5 1.767(5) . ? B5 C2 1.705(4) . ? B5 C1 1.709(4) . ? B5 B9 1.763(5) . ? B6 C1 1.706(4) . ? B6 C2 1.717(4) . ? B6 B7 1.749(5) . ? B6 B10 1.761(5) . ? B7 B10 1.769(5) . ? B7 B8 1.788(6) . ? B8 B10 1.755(5) . ? B8 B9 1.760(6) . ? B9 C2 1.700(4) . ? B9 B10 1.750(6) . ? B10 C2 1.681(5) . ? C1 C2 1.679(3) . ? C7 C8 1.539(4) . ? C8 C9 1.516(4) . ? C9 C10 1.378(4) . ? C9 C14 1.380(4) . ? C10 C11 1.390(4) . ? C11 C12 1.364(4) . ? C12 C13 1.386(4) . ? C13 C14 1.368(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 Ge1 C3 113.05(15) . . ? C4 Ge1 C7 113.64(14) . . ? C3 Ge1 C7 111.08(13) . . ? C4 Ge1 C1 108.62(13) . . ? C3 Ge1 C1 108.67(13) . . ? C7 Ge1 C1 100.96(10) . . ? C6 Ge2 C5 111.5(2) . . ? C6 Ge2 C7 112.88(17) . . ? C5 Ge2 C7 115.39(15) . . ? C6 Ge2 C2 108.68(14) . . ? C5 Ge2 C2 107.01(16) . . ? C7 Ge2 C2 100.39(10) . . ? C12 O C15 118.8(3) . . ? C1 B1 B3 105.8(3) . . ? C1 B1 B2 58.83(19) . . ? B3 B1 B2 60.3(2) . . ? C1 B1 B4 105.7(2) . . ? B3 B1 B4 60.6(2) . . ? B2 B1 B4 108.6(3) . . ? C1 B1 B5 58.89(16) . . ? B3 B1 B5 108.5(2) . . ? B2 B1 B5 107.9(2) . . ? B4 B1 B5 60.0(2) . . ? C1 B2 B6 59.21(18) . . ? C1 B2 B1 59.06(18) . . ? B6 B2 B1 108.1(2) . . ? C1 B2 B3 105.5(3) . . ? B6 B2 B3 108.1(2) . . ? B1 B2 B3 59.6(2) . . ? C1 B2 B7 105.9(2) . . ? B6 B2 B7 59.7(2) . . ? B1 B2 B7 108.6(3) . . ? B3 B2 B7 60.9(2) . . ? B1 B3 B2 60.1(2) . . ? B1 B3 B8 108.0(3) . . ? B2 B3 B8 108.0(3) . . ? B1 B3 B4 60.1(2) . . ? B2 B3 B4 108.0(3) . . ? B8 B3 B4 59.7(2) . . ? B1 B3 B7 108.0(3) . . ? B2 B3 B7 59.7(2) . . ? B8 B3 B7 60.4(2) . . ? B4 B3 B7 108.1(3) . . ? B9 B4 B1 108.3(2) . . ? B9 B4 B8 60.1(2) . . ? B1 B4 B8 107.6(3) . . ? B9 B4 B5 60.1(2) . . ? B1 B4 B5 60.34(19) . . ? B8 B4 B5 108.0(3) . . ? B9 B4 B3 108.2(3) . . ? B1 B4 B3 59.3(2) . . ? B8 B4 B3 60.1(2) . . ? B5 B4 B3 107.7(3) . . ? C2 B5 C1 58.90(16) . . ? C2 B5 B9 58.70(18) . . ? C1 B5 B9 105.9(2) . . ? C2 B5 B4 105.0(3) . . ? C1 B5 B4 105.1(2) . . ? B9 B5 B4 59.5(2) . . ? C2 B5 B1 105.5(2) . . ? C1 B5 B1 58.48(17) . . ? B9 B5 B1 107.3(3) . . ? B4 B5 B1 59.7(2) . . ? C1 B6 C2 58.75(17) . . ? C1 B6 B7 106.2(3) . . ? C2 B6 B7 105.9(2) . . ? C1 B6 B2 58.77(18) . . ? C2 B6 B2 105.9(2) . . ? B7 B6 B2 60.5(2) . . ? C1 B6 B10 105.1(2) . . ? C2 B6 B10 57.80(18) . . ? B7 B6 B10 60.5(2) . . ? B2 B6 B10 108.0(3) . . ? B6 B7 B2 59.9(2) . . ? B6 B7 B10 60.1(2) . . ? B2 B7 B10 107.2(3) . . ? B6 B7 B3 107.1(3) . . ? B2 B7 B3 59.4(2) . . ? B10 B7 B3 106.3(3) . . ? B6 B7 B8 107.3(3) . . ? B2 B7 B8 106.9(3) . . ? B10 B7 B8 59.1(2) . . ? B3 B7 B8 59.3(2) . . ? B10 B8 B9 59.7(2) . . ? B10 B8 B4 107.3(3) . . ? B9 B8 B4 59.7(2) . . ? B10 B8 B3 107.7(3) . . ? B9 B8 B3 107.9(3) . . ? B4 B8 B3 60.2(2) . . ? B10 B8 B7 59.9(2) . . ? B9 B8 B7 108.1(3) . . ? B4 B8 B7 108.3(3) . . ? B3 B8 B7 60.3(2) . . ? C2 B9 B10 58.31(19) . . ? C2 B9 B4 105.8(2) . . ? B10 B9 B4 108.0(3) . . ? C2 B9 B8 105.3(3) . . ? B10 B9 B8 60.0(2) . . ? B4 B9 B8 60.2(2) . . ? C2 B9 B5 58.95(17) . . ? B10 B9 B5 107.3(2) . . ? B4 B9 B5 60.4(2) . . ? B8 B9 B5 108.3(3) . . ? C2 B10 B9 59.38(19) . . ? C2 B10 B8 106.4(3) . . ? B9 B10 B8 60.3(2) . . ? C2 B10 B6 59.77(18) . . ? B9 B10 B6 108.8(3) . . ? B8 B10 B6 108.2(3) . . ? C2 B10 B7 106.6(2) . . ? B9 B10 B7 109.4(3) . . ? B8 B10 B7 61.0(2) . . ? B6 B10 B7 59.4(2) . . ? C2 C1 B2 110.3(2) . . ? C2 C1 B1 110.0(2) . . ? B2 C1 B1 62.1(2) . . ? C2 C1 B6 60.95(17) . . ? B2 C1 B6 62.0(2) . . ? B1 C1 B6 112.8(2) . . ? C2 C1 B5 60.41(16) . . ? B2 C1 B5 113.6(2) . . ? B1 C1 B5 62.63(18) . . ? B6 C1 B5 112.7(2) . . ? C2 C1 Ge1 112.30(16) . . ? B2 C1 Ge1 127.51(18) . . ? B1 C1 Ge1 125.51(19) . . ? B6 C1 Ge1 117.04(18) . . ? B5 C1 Ge1 113.4(2) . . ? C1 C2 B10 110.1(2) . . ? C1 C2 B9 110.2(2) . . ? B10 C2 B9 62.3(2) . . ? C1 C2 B5 60.69(16) . . ? B10 C2 B5 113.4(2) . . ? B9 C2 B5 62.35(19) . . ? C1 C2 B6 60.30(17) . . ? B10 C2 B6 62.43(19) . . ? B9 C2 B6 113.3(2) . . ? B5 C2 B6 112.4(2) . . ? C1 C2 Ge2 112.92(16) . . ? B10 C2 Ge2 125.45(19) . . ? B9 C2 Ge2 126.52(19) . . ? B5 C2 Ge2 116.2(2) . . ? B6 C2 Ge2 114.76(19) . . ? C8 C7 Ge2 114.8(2) . . ? C8 C7 Ge1 113.62(18) . . ? Ge2 C7 Ge1 110.04(14) . . ? C9 C8 C7 111.8(2) . . ? C10 C9 C14 117.3(3) . . ? C10 C9 C8 122.3(3) . . ? C14 C9 C8 120.4(3) . . ? C9 C10 C11 121.9(3) . . ? C12 C11 C10 119.7(3) . . ? C11 C12 O 125.2(3) . . ? C11 C12 C13 119.1(3) . . ? O C12 C13 115.6(3) . . ? C14 C13 C12 120.6(3) . . ? C13 C14 C9 121.5(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.303 _refine_diff_density_min -0.404 _refine_diff_density_rms 0.062