# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H25 B11 Ge N2' _chemical_formula_weight 424.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 17.4672(12) _cell_length_b 15.9393(10) _cell_length_c 17.5903(11) _cell_angle_alpha 90.00 _cell_angle_beta 119.3420(10) _cell_angle_gamma 90.00 _cell_volume 4269.1(5) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 393 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.322 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1728 _exptl_absorpt_coefficient_mu 1.439 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6348 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 41309 _diffrn_reflns_av_R_equivalents 0.1158 _diffrn_reflns_av_sigmaI/netI 0.0885 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 25.25 _reflns_number_total 7728 _reflns_number_gt 4597 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS 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^)+(0.0451P)^2^+2.0325P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7728 _refine_ls_number_parameters 531 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1089 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1197 _refine_ls_wR_factor_gt 0.0969 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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 0.20916(3) 0.07858(3) 0.36857(3) 0.04194(16) Uani 1 1 d . . . Ge1 Ge 0.76924(3) 0.09725(3) 0.38949(3) 0.03680(15) Uani 1 1 d . . . N1 N 0.8287(2) 0.2214(2) 0.4521(2) 0.0364(9) Uani 1 1 d . . . N2 N 0.6681(2) 0.1737(2) 0.3966(2) 0.0439(10) Uani 1 1 d . . . C2 C 0.8479(3) -0.0226(2) 0.3319(3) 0.0334(10) Uani 1 1 d . . . C3 C 0.7535(3) -0.0563(3) 0.3012(3) 0.0350(11) Uani 1 1 d . . . C11 C 0.9103(3) -0.0747(3) 0.4111(3) 0.0454(12) Uani 1 1 d . . . H11A H 0.9620 -0.0903 0.4073 0.055 Uiso 1 1 calc R . . H11B H 0.9289 -0.0430 0.4644 0.055 Uiso 1 1 calc R . . C12 C 0.8603(3) -0.1516(3) 0.4107(4) 0.0645(16) Uani 1 1 d . . . H12A H 0.8785 -0.1693 0.4699 0.077 Uiso 1 1 calc R . . H12B H 0.8710 -0.1973 0.3806 0.077 Uiso 1 1 calc R . . C13 C 0.7634(3) -0.1280(3) 0.3635(3) 0.0498(13) Uani 1 1 d . . . H13A H 0.7453 -0.1099 0.4049 0.060 Uiso 1 1 calc R . . H13B H 0.7277 -0.1756 0.3312 0.060 Uiso 1 1 calc R . . C14 C 0.9140(3) 0.2387(3) 0.4827(3) 0.0451(12) Uani 1 1 d . . . H14A H 0.9476 0.2017 0.4703 0.054 Uiso 1 1 calc R . . C15 C 0.9537(3) 0.3087(3) 0.5313(3) 0.0500(13) Uani 1 1 d . . . H15A H 1.0132 0.3184 0.5523 0.060 Uiso 1 1 calc R . . C16 C 0.9041(4) 0.3641(3) 0.5484(3) 0.0513(14) Uani 1 1 d . . . H16A H 0.9296 0.4122 0.5812 0.062 Uiso 1 1 calc R . . C17 C 0.8168(3) 0.3481(3) 0.5168(3) 0.0441(13) Uani 1 1 d . . . H17A H 0.7823 0.3855 0.5275 0.053 Uiso 1 1 calc R . . C18 C 0.7797(3) 0.2753(3) 0.4684(3) 0.0349(11) Uani 1 1 d . . . C19 C 0.6876(3) 0.2489(3) 0.4359(3) 0.0389(11) Uani 1 1 d . . . C20 C 0.6274(3) 0.2939(3) 0.4481(3) 0.0509(13) Uani 1 1 d . . . H20A H 0.6415 0.3466 0.4740 0.061 Uiso 1 1 calc R . . C21 C 0.5463(4) 0.2596(4) 0.4215(4) 0.0658(16) Uani 1 1 d . . . H21A H 0.5049 0.2888 0.4299 0.079 Uiso 1 1 calc R . . C22 C 0.5264(4) 0.1830(4) 0.3830(4) 0.0738(18) Uani 1 1 d . . . H22A H 0.4718 0.1588 0.3650 0.089 Uiso 1 1 calc R . . C23 C 0.5889(4) 0.1420(4) 0.3711(4) 0.0647(16) Uani 1 1 d . . . H23A H 0.5751 0.0897 0.3441 0.078 Uiso 1 1 calc R . . B4 B 0.6644(4) 0.0033(3) 0.2594(4) 0.0421(14) Uani 1 1 d . . . H4 H 0.6336 -0.0001 0.3009 0.051 Uiso 1 1 calc R . . B5 B 0.6730(4) 0.1136(3) 0.2372(3) 0.0462(15) Uani 1 1 d . . . H5 H 0.6210 0.1556 0.2326 0.055 Uiso 1 1 calc R . . B6 B 0.7810(4) 0.1518(3) 0.2733(3) 0.0432(15) Uani 1 1 d . . . H6 H 0.7949 0.2185 0.2907 0.052 Uiso 1 1 calc R . . B7 B 0.8692(4) 0.0778(3) 0.3275(3) 0.0394(13) Uani 1 1 d . . . H7 H 0.9328 0.0975 0.3822 0.047 Uiso 1 1 calc R . . B8 B 0.7996(4) -0.0778(3) 0.2367(3) 0.0420(14) Uani 1 1 d . . . H8 H 0.8192 -0.1393 0.2234 0.050 Uiso 1 1 calc R . . B9 B 0.6886(4) -0.0613(3) 0.1917(4) 0.0425(14) Uani 1 1 d . . . H9 H 0.6468 -0.1142 0.1540 0.051 Uiso 1 1 calc R . . B10 B 0.6464(4) 0.0367(3) 0.1551(3) 0.0458(15) Uani 1 1 d . . . H10 H 0.5814 0.0361 0.0962 0.055 Uiso 1 1 calc R . . B11 B 0.7156(4) 0.1200(3) 0.1655(4) 0.0484(16) Uani 1 1 d . . . H11 H 0.6897 0.1651 0.1112 0.058 Uiso 1 1 calc R . . B12 B 0.8276(4) 0.1028(3) 0.2167(4) 0.0475(15) Uani 1 1 d . . . H12 H 0.8648 0.1395 0.1928 0.057 Uiso 1 1 calc R . . B13 B 0.8687(4) 0.0037(3) 0.2509(4) 0.0447(14) Uani 1 1 d . . . H13 H 0.9271 -0.0130 0.2458 0.054 Uiso 1 1 calc R . . B14 B 0.7526(4) 0.0104(3) 0.1548(4) 0.0426(14) Uani 1 1 d . . . C2' C 0.2384(3) -0.0699(3) 0.2979(3) 0.0457(12) Uani 1 1 d . . . C3' C 0.1384(3) -0.0492(3) 0.2434(3) 0.0378(11) Uani 1 1 d . . . C11' C 0.2456(4) -0.1425(3) 0.3587(3) 0.0645(17) Uani 1 1 d . . . H11C H 0.2864 -0.1846 0.3604 0.077 Uiso 1 1 calc R . . H11D H 0.2660 -0.1220 0.4175 0.077 Uiso 1 1 calc R . . C12' C 0.1544(4) -0.1791(3) 0.3216(4) 0.0756(19) Uani 1 1 d . . . H12C H 0.1451 -0.2006 0.3680 0.091 Uiso 1 1 calc R . . H12D H 0.1465 -0.2247 0.2819 0.091 Uiso 1 1 calc R . . C13' C 0.0904(3) -0.1087(3) 0.2736(3) 0.0512(13) Uani 1 1 d . . . H13C H 0.0739 -0.0800 0.3121 0.061 Uiso 1 1 calc R . . H13D H 0.0377 -0.1305 0.2241 0.061 Uiso 1 1 calc R . . C14' C 0.3936(4) 0.1407(4) 0.5147(4) 0.0755(18) Uani 1 1 d . . . H14B H 0.4085 0.0860 0.5088 0.091 Uiso 1 1 calc R . . C15' C 0.4585(4) 0.1945(5) 0.5732(4) 0.085(2) Uani 1 1 d . . . H15B H 0.5161 0.1763 0.6071 0.102 Uiso 1 1 calc R . . C16' C 0.4351(5) 0.2749(5) 0.5795(4) 0.084(2) Uani 1 1 d . . . H16B H 0.4777 0.3125 0.6170 0.101 Uiso 1 1 calc R . . C17' C 0.3498(4) 0.3009(4) 0.5313(3) 0.0686(17) Uani 1 1 d . . . H17B H 0.3340 0.3557 0.5358 0.082 Uiso 1 1 calc R . . C18' C 0.2869(4) 0.2439(3) 0.4752(3) 0.0482(13) Uani 1 1 d . . . C19' C 0.1921(3) 0.2615(3) 0.4232(3) 0.0443(12) Uani 1 1 d . . . C20' C 0.1526(4) 0.3354(3) 0.4276(4) 0.0598(15) Uani 1 1 d . . . H20B H 0.1870 0.3796 0.4620 0.072 Uiso 1 1 calc R . . C21' C 0.0638(5) 0.3435(4) 0.3816(4) 0.0700(17) Uani 1 1 d . . . H21B H 0.0369 0.3929 0.3843 0.084 Uiso 1 1 calc R . . C22' C 0.0145(4) 0.2776(4) 0.3313(4) 0.0677(16) Uani 1 1 d . . . H22B H -0.0464 0.2817 0.2991 0.081 Uiso 1 1 calc R . . C23' C 0.0567(4) 0.2055(3) 0.3293(3) 0.0551(14) Uani 1 1 d . . . H23B H 0.0233 0.1605 0.2958 0.066 Uiso 1 1 calc R . . N1' N 0.3103(3) 0.1660(3) 0.4669(3) 0.0530(11) Uani 1 1 d . . . N2' N 0.1437(3) 0.1980(2) 0.3738(2) 0.0438(10) Uani 1 1 d . . . B4' B 0.0992(4) 0.0464(3) 0.2117(3) 0.0392(13) Uani 1 1 d . . . H4' H 0.0359 0.0571 0.2094 0.047 Uiso 1 1 calc R . . B5' B 0.1733(4) 0.1327(3) 0.2303(3) 0.0401(14) Uani 1 1 d . . . H5' H 0.1496 0.1966 0.2307 0.048 Uiso 1 1 calc R . . B6' B 0.2862(4) 0.1101(4) 0.2935(4) 0.0454(14) Uani 1 1 d . . . H6' H 0.3317 0.1600 0.3334 0.054 Uiso 1 1 calc R . . B7' B 0.3163(4) 0.0027(4) 0.3318(4) 0.0508(16) Uani 1 1 d . . . H7' H 0.3529 0.0038 0.4035 0.061 Uiso 1 1 calc R . . B8' B 0.1870(4) -0.0975(4) 0.1905(3) 0.0482(15) Uani 1 1 d . . . H8' H 0.1749 -0.1612 0.1629 0.058 Uiso 1 1 calc R . . B9' B 0.1035(4) -0.0267(3) 0.1368(3) 0.0432(14) Uani 1 1 d . . . H9' H 0.0450 -0.0518 0.0796 0.052 Uiso 1 1 calc R . . B10' B 0.1272(4) 0.0762(3) 0.1311(4) 0.0435(14) Uani 1 1 d . . . H10' H 0.0806 0.1063 0.0692 0.052 Uiso 1 1 calc R . . B11' B 0.2351(4) 0.1104(3) 0.1797(4) 0.0471(15) Uani 1 1 d . . . H11' H 0.2494 0.1590 0.1440 0.057 Uiso 1 1 calc R . . B12' B 0.3199(4) 0.0388(4) 0.2378(4) 0.0538(17) Uani 1 1 d . . . H12' H 0.3815 0.0482 0.2363 0.065 Uiso 1 1 calc R . . B13' B 0.2949(4) -0.0646(4) 0.2426(4) 0.0544(17) Uani 1 1 d . . . H13' H 0.3426 -0.1105 0.2439 0.065 Uiso 1 1 calc R . . B14' B 0.2129(4) -0.0033(4) 0.1412(4) 0.0470(15) Uani 1 1 d . . . H1' H 0.213(3) -0.014(3) 0.078(3) 0.054(13) Uiso 1 1 d . . . H14 H 0.748(3) -0.001(3) 0.093(3) 0.053(13) 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' 0.0430(3) 0.0447(3) 0.0367(3) -0.0020(2) 0.0185(2) -0.0011(2) Ge1 0.0370(3) 0.0339(3) 0.0365(3) -0.0029(2) 0.0156(2) 0.0014(2) N1 0.034(2) 0.033(2) 0.036(2) -0.0059(17) 0.0121(19) 0.0027(18) N2 0.030(2) 0.053(3) 0.048(2) -0.015(2) 0.019(2) 0.001(2) C2 0.030(3) 0.028(2) 0.040(3) 0.003(2) 0.015(2) 0.006(2) C3 0.037(3) 0.028(2) 0.039(3) -0.003(2) 0.018(2) -0.005(2) C11 0.041(3) 0.036(3) 0.049(3) 0.003(2) 0.013(2) 0.004(2) C12 0.057(4) 0.050(3) 0.066(4) 0.019(3) 0.015(3) 0.002(3) C13 0.060(4) 0.034(3) 0.053(3) 0.001(2) 0.026(3) -0.010(3) C14 0.042(3) 0.035(3) 0.050(3) -0.008(2) 0.016(3) 0.001(2) C15 0.043(3) 0.040(3) 0.051(3) -0.006(2) 0.011(3) -0.010(2) C16 0.062(4) 0.035(3) 0.048(3) -0.007(2) 0.020(3) -0.011(3) C17 0.068(4) 0.026(3) 0.043(3) 0.001(2) 0.031(3) 0.005(2) C18 0.044(3) 0.031(2) 0.024(2) 0.002(2) 0.013(2) 0.009(2) C19 0.041(3) 0.046(3) 0.026(2) -0.001(2) 0.014(2) 0.011(2) C20 0.050(4) 0.054(3) 0.047(3) -0.002(3) 0.023(3) 0.012(3) C21 0.053(4) 0.076(4) 0.072(4) -0.014(3) 0.033(3) 0.017(3) C22 0.040(3) 0.095(5) 0.087(5) -0.023(4) 0.032(3) -0.006(3) C23 0.047(4) 0.069(4) 0.077(4) -0.031(3) 0.029(3) -0.006(3) B4 0.038(3) 0.041(3) 0.040(3) -0.010(3) 0.013(3) 0.007(3) B5 0.048(4) 0.042(3) 0.034(3) -0.005(3) 0.009(3) 0.016(3) B6 0.068(4) 0.023(3) 0.033(3) 0.004(2) 0.021(3) 0.003(3) B7 0.044(3) 0.032(3) 0.044(3) -0.001(2) 0.022(3) -0.006(3) B8 0.047(4) 0.033(3) 0.046(3) -0.005(3) 0.023(3) 0.003(3) B9 0.046(4) 0.029(3) 0.045(3) -0.004(3) 0.017(3) -0.002(3) B10 0.042(4) 0.044(3) 0.031(3) -0.001(3) 0.002(3) 0.013(3) B11 0.071(4) 0.029(3) 0.036(3) 0.004(2) 0.019(3) 0.010(3) B12 0.070(4) 0.037(3) 0.047(3) -0.003(3) 0.038(3) -0.014(3) B13 0.049(4) 0.041(3) 0.054(4) -0.004(3) 0.033(3) -0.005(3) B14 0.059(4) 0.036(3) 0.032(3) -0.001(2) 0.022(3) 0.004(3) C2' 0.053(3) 0.037(3) 0.041(3) 0.003(2) 0.019(3) 0.009(2) C3' 0.045(3) 0.030(2) 0.033(3) 0.002(2) 0.015(2) -0.002(2) C11' 0.085(5) 0.038(3) 0.055(3) 0.016(3) 0.022(3) 0.017(3) C12' 0.101(5) 0.053(4) 0.088(5) 0.026(3) 0.058(4) 0.010(4) C13' 0.069(4) 0.037(3) 0.048(3) 0.005(2) 0.029(3) -0.007(3) C14' 0.053(4) 0.101(5) 0.060(4) -0.027(4) 0.018(3) -0.002(4) C15' 0.043(4) 0.141(7) 0.055(4) -0.029(4) 0.012(3) -0.014(4) C16' 0.070(5) 0.114(6) 0.066(4) -0.039(4) 0.032(4) -0.043(5) C17' 0.078(5) 0.075(4) 0.051(3) -0.020(3) 0.029(3) -0.028(4) C18' 0.063(4) 0.052(3) 0.037(3) -0.014(3) 0.030(3) -0.018(3) C19' 0.059(4) 0.044(3) 0.038(3) -0.006(2) 0.030(3) -0.011(3) C20' 0.082(5) 0.044(3) 0.064(4) -0.012(3) 0.045(4) -0.015(3) C21' 0.093(5) 0.051(4) 0.085(5) 0.003(3) 0.058(4) 0.018(4) C22' 0.065(4) 0.066(4) 0.076(4) -0.008(3) 0.037(4) 0.006(3) C23' 0.048(4) 0.057(3) 0.060(4) -0.010(3) 0.026(3) -0.002(3) N1' 0.035(3) 0.073(3) 0.045(3) -0.017(2) 0.015(2) -0.007(2) N2' 0.045(3) 0.044(2) 0.043(2) -0.0087(19) 0.023(2) -0.008(2) B4' 0.040(3) 0.036(3) 0.039(3) 0.005(2) 0.017(3) -0.001(3) B5' 0.050(4) 0.030(3) 0.047(3) -0.003(2) 0.030(3) -0.005(3) B6' 0.042(4) 0.050(4) 0.045(3) -0.009(3) 0.023(3) -0.012(3) B7' 0.046(4) 0.063(4) 0.042(3) -0.007(3) 0.020(3) 0.008(3) B8' 0.067(4) 0.038(3) 0.034(3) -0.003(3) 0.020(3) 0.005(3) B9' 0.054(4) 0.041(3) 0.028(3) 0.004(2) 0.015(3) -0.009(3) B10' 0.049(4) 0.041(3) 0.037(3) 0.003(3) 0.019(3) -0.009(3) B11' 0.062(4) 0.039(3) 0.050(4) -0.003(3) 0.036(3) -0.012(3) B12' 0.044(4) 0.064(4) 0.056(4) -0.019(3) 0.026(3) -0.009(3) B13' 0.051(4) 0.056(4) 0.057(4) -0.002(3) 0.027(3) 0.016(3) B14' 0.054(4) 0.045(4) 0.047(4) -0.007(3) 0.029(3) -0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ge1' N2' 2.245(4) . ? Ge1' N1' 2.250(4) . ? Ge1' B6' 2.356(6) . ? Ge1' B5' 2.358(5) . ? Ge1' B4' 2.525(5) . ? Ge1 N2 2.200(4) . ? Ge1 N1 2.255(3) . ? Ge1 B6 2.320(5) . ? Ge1 B5 2.378(5) . ? Ge1 B7 2.490(5) . ? N1 C18 1.340(5) . ? N1 C14 1.342(5) . ? N2 C23 1.328(6) . ? N2 C19 1.341(5) . ? C2 C11 1.527(6) . ? C2 C3 1.557(6) . ? C2 B7 1.653(6) . ? C2 B13 1.687(7) . ? C2 B8 1.706(7) . ? C3 C13 1.534(6) . ? C3 B4 1.656(7) . ? C3 B9 1.692(7) . ? C3 B8 1.718(7) . ? C11 C12 1.503(6) . ? C12 C13 1.522(7) . ? C14 C15 1.369(6) . ? C15 C16 1.371(7) . ? C16 C17 1.367(7) . ? C17 C18 1.397(6) . ? C18 C19 1.480(6) . ? C19 C20 1.374(6) . ? C20 C21 1.370(7) . ? C21 C22 1.357(7) . ? C22 C23 1.373(7) . ? B4 B9 1.774(8) . ? B4 B10 1.783(8) . ? B4 B5 1.822(8) . ? B5 B11 1.754(8) . ? B5 B10 1.773(7) . ? B5 B6 1.777(8) . ? B6 B11 1.743(7) . ? B6 B12 1.751(8) . ? B6 B7 1.798(7) . ? B7 B12 1.761(7) . ? B7 B13 1.789(7) . ? B8 B13 1.706(8) . ? B8 B9 1.719(8) . ? B8 B14 1.888(7) . ? B9 B10 1.713(7) . ? B9 B14 1.921(8) . ? B10 B11 1.744(8) . ? B10 B14 1.906(9) . ? B11 B12 1.729(8) . ? B11 B14 1.904(7) . ? B12 B13 1.717(8) . ? B12 B14 1.917(8) . ? B13 B14 1.903(8) . ? C2' C11' 1.539(6) . ? C2' C3' 1.561(6) . ? C2' B7' 1.659(8) . ? C2' B13' 1.695(8) . ? C2' B8' 1.706(7) . ? C3' C13' 1.523(6) . ? C3' B4' 1.652(6) . ? C3' B9' 1.703(6) . ? C3' B8' 1.720(7) . ? C11' C12' 1.512(8) . ? C12' C13' 1.514(7) . ? C14' N1' 1.338(6) . ? C14' C15' 1.392(8) . ? C15' C16' 1.366(9) . ? C16' C17' 1.369(8) . ? C17' C18' 1.394(7) . ? C18' N1' 1.336(6) . ? C18' C19' 1.475(7) . ? C19' N2' 1.332(5) . ? C19' C20' 1.386(7) . ? C20' C21' 1.360(7) . ? C21' C22' 1.371(7) . ? C22' C23' 1.376(7) . ? C23' N2' 1.331(6) . ? B4' B10' 1.775(8) . ? B4' B9' 1.788(8) . ? B4' B5' 1.806(7) . ? B5' B11' 1.739(8) . ? B5' B6' 1.763(8) . ? B5' B10' 1.768(7) . ? B6' B11' 1.747(8) . ? B6' B12' 1.778(8) . ? B6' B7' 1.820(8) . ? B7' B12' 1.779(9) . ? B7' B13' 1.782(8) . ? B8' B9' 1.715(8) . ? B8' B13' 1.724(9) . ? B8' B14' 1.895(8) . ? B9' B10' 1.706(7) . ? B9' B14' 1.911(8) . ? B10' B11' 1.733(8) . ? B10' B14' 1.902(8) . ? B11' B12' 1.749(9) . ? B11' B14' 1.907(8) . ? B12' B13' 1.718(9) . ? B12' B14' 1.928(8) . ? B13' B14' 1.919(8) . ? 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' 70.55(15) . . ? N2' Ge1' B6' 106.51(17) . . ? N1' Ge1' B6' 81.36(17) . . ? N2' Ge1' B5' 81.29(17) . . ? N1' Ge1' B5' 106.14(17) . . ? B6' Ge1' B5' 43.92(19) . . ? N2' Ge1' B4' 94.99(16) . . ? N1' Ge1' B4' 148.93(16) . . ? B6' Ge1' B4' 76.60(19) . . ? B5' Ge1' B4' 43.24(17) . . ? N2 Ge1 N1 71.14(14) . . ? N2 Ge1 B6 105.21(17) . . ? N1 Ge1 B6 83.29(16) . . ? N2 Ge1 B5 81.91(17) . . ? N1 Ge1 B5 110.90(16) . . ? B6 Ge1 B5 44.4(2) . . ? N2 Ge1 B7 148.09(16) . . ? N1 Ge1 B7 93.98(15) . . ? B6 Ge1 B7 43.73(18) . . ? B5 Ge1 B7 77.3(2) . . ? C18 N1 C14 118.8(4) . . ? C18 N1 Ge1 118.6(3) . . ? C14 N1 Ge1 122.1(3) . . ? C23 N2 C19 118.3(4) . . ? C23 N2 Ge1 120.2(3) . . ? C19 N2 Ge1 121.1(3) . . ? C11 C2 C3 106.9(4) . . ? C11 C2 B7 119.6(4) . . ? C3 C2 B7 122.8(4) . . ? C11 C2 B13 123.6(4) . . ? C3 C2 B13 115.0(4) . . ? B7 C2 B13 64.8(3) . . ? C11 C2 B8 113.8(4) . . ? C3 C2 B8 63.3(3) . . ? B7 C2 B8 117.9(4) . . ? B13 C2 B8 60.4(3) . . ? C13 C3 C2 106.2(4) . . ? C13 C3 B4 119.8(4) . . ? C2 C3 B4 124.1(4) . . ? C13 C3 B9 123.8(4) . . ? C2 C3 B9 114.6(4) . . ? B4 C3 B9 64.0(3) . . ? C13 C3 B8 113.5(4) . . ? C2 C3 B8 62.6(3) . . ? B4 C3 B8 117.6(4) . . ? B9 C3 B8 60.5(3) . . ? C12 C11 C2 106.6(4) . . ? C11 C12 C13 106.8(4) . . ? C12 C13 C3 106.2(4) . . ? N1 C14 C15 122.8(5) . . ? C14 C15 C16 118.8(5) . . ? C17 C16 C15 119.3(5) . . ? C16 C17 C18 119.7(5) . . ? N1 C18 C17 120.6(4) . . ? N1 C18 C19 114.9(4) . . ? C17 C18 C19 124.4(4) . . ? N2 C19 C20 121.8(5) . . ? N2 C19 C18 114.0(4) . . ? C20 C19 C18 124.1(4) . . ? C21 C20 C19 118.8(5) . . ? C22 C21 C20 119.8(5) . . ? C21 C22 C23 118.5(6) . . ? N2 C23 C22 122.8(5) . . ? C3 B4 B9 59.0(3) . . ? C3 B4 B10 106.4(4) . . ? B9 B4 B10 57.6(3) . . ? C3 B4 B5 119.3(4) . . ? B9 B4 B5 110.1(4) . . ? B10 B4 B5 58.9(3) . . ? B11 B5 B10 59.3(3) . . ? B11 B5 B6 59.2(3) . . ? B10 B5 B6 109.7(4) . . ? B11 B5 B4 108.6(4) . . ? B10 B5 B4 59.5(3) . . ? B6 B5 B4 116.0(4) . . ? B11 B5 Ge1 120.1(4) . . ? B10 B5 Ge1 126.9(3) . . ? B6 B5 Ge1 66.1(2) . . ? B4 B5 Ge1 74.9(2) . . ? B11 B6 B12 59.3(3) . . ? B11 B6 B5 59.8(3) . . ? B12 B6 B5 110.6(4) . . ? B11 B6 B7 108.7(4) . . ? B12 B6 B7 59.5(3) . . ? B5 B6 B7 116.6(4) . . ? B11 B6 Ge1 123.8(4) . . ? B12 B6 Ge1 126.9(3) . . ? B5 B6 Ge1 69.5(3) . . ? B7 B6 Ge1 73.1(2) . . ? C2 B7 B12 106.9(4) . . ? C2 B7 B13 58.5(3) . . ? B12 B7 B13 57.8(3) . . ? C2 B7 B6 120.4(4) . . ? B12 B7 B6 58.9(3) . . ? B13 B7 B6 110.3(4) . . ? C2 B7 Ge1 83.0(3) . . ? B12 B7 Ge1 117.4(3) . . ? B13 B7 Ge1 131.8(3) . . ? B6 B7 Ge1 63.1(2) . . ? C2 B8 B13 59.3(3) . . ? C2 B8 C3 54.1(3) . . ? B13 B8 C3 106.1(4) . . ? C2 B8 B9 106.0(4) . . ? B13 B8 B9 120.6(4) . . ? C3 B8 B9 59.0(3) . . ? C2 B8 B14 100.7(3) . . ? B13 B8 B14 63.7(3) . . ? C3 B8 B14 100.7(3) . . ? B9 B8 B14 64.2(3) . . ? C3 B9 B10 108.0(4) . . ? C3 B9 B8 60.5(3) . . ? B10 B9 B8 119.6(4) . . ? C3 B9 B4 57.0(3) . . ? B10 B9 B4 61.5(3) . . ? B8 B9 B4 111.5(4) . . ? C3 B9 B14 100.4(4) . . ? B10 B9 B14 63.0(3) . . ? B8 B9 B14 62.2(3) . . ? B4 B9 B14 104.5(4) . . ? B9 B10 B11 120.4(4) . . ? B9 B10 B5 115.6(4) . . ? B11 B10 B5 59.8(3) . . ? B9 B10 B4 61.0(3) . . ? B11 B10 B4 110.9(4) . . ? B5 B10 B4 61.7(3) . . ? B9 B10 B14 63.9(3) . . ? B11 B10 B14 62.7(3) . . ? B5 B10 B14 106.7(4) . . ? B4 B10 B14 104.8(4) . . ? B12 B11 B6 60.6(3) . . ? B12 B11 B10 118.9(4) . . ? B6 B11 B10 112.7(4) . . ? B12 B11 B5 112.8(4) . . ? B6 B11 B5 61.1(3) . . ? B10 B11 B5 60.9(3) . . ? B12 B11 B14 63.5(3) . . ? B6 B11 B14 107.5(4) . . ? B10 B11 B14 62.8(3) . . ? B5 B11 B14 107.5(4) . . ? B13 B12 B11 120.0(4) . . ? B13 B12 B6 116.2(4) . . ? B11 B12 B6 60.1(3) . . ? B13 B12 B7 61.9(3) . . ? B11 B12 B7 111.1(4) . . ? B6 B12 B7 61.6(3) . . ? B13 B12 B14 62.9(3) . . ? B11 B12 B14 62.7(3) . . ? B6 B12 B14 106.7(4) . . ? B7 B12 B14 104.5(4) . . ? C2 B13 B8 60.4(3) . . ? C2 B13 B12 107.4(4) . . ? B8 B13 B12 120.3(4) . . ? C2 B13 B7 56.7(3) . . ? B8 B13 B7 110.8(4) . . ? B12 B13 B7 60.2(3) . . ? C2 B13 B14 100.8(4) . . ? B8 B13 B14 62.8(3) . . ? B12 B13 B14 63.7(3) . . ? B7 B13 B14 104.0(4) . . ? B8 B14 B13 53.5(3) . . ? B8 B14 B11 130.5(4) . . ? B13 B14 B11 103.3(4) . . ? B8 B14 B10 102.8(4) . . ? B13 B14 B10 128.7(4) . . ? B11 B14 B10 54.5(3) . . ? B8 B14 B12 102.6(4) . . ? B13 B14 B12 53.4(3) . . ? B11 B14 B12 53.8(3) . . ? B10 B14 B12 103.0(4) . . ? B8 B14 B9 53.6(3) . . ? B13 B14 B9 102.1(3) . . ? B11 B14 B9 103.3(4) . . ? B10 B14 B9 53.2(3) . . ? B12 B14 B9 127.9(4) . . ? C11' C2' C3' 105.7(4) . . ? C11' C2' B7' 120.1(4) . . ? C3' C2' B7' 123.3(4) . . ? C11' C2' B13' 124.4(4) . . ? C3' C2' B13' 115.4(4) . . ? B7' C2' B13' 64.2(3) . . ? C11' C2' B8' 113.3(4) . . ? C3' C2' B8' 63.4(3) . . ? B7' C2' B8' 118.1(4) . . ? B13' C2' B8' 60.9(3) . . ? C13' C3' C2' 107.2(4) . . ? C13' C3' B4' 119.0(4) . . ? C2' C3' B4' 123.7(4) . . ? C13' C3' B9' 123.7(4) . . ? C2' C3' B9' 114.1(4) . . ? B4' C3' B9' 64.4(3) . . ? C13' C3' B8' 114.4(4) . . ? C2' C3' B8' 62.4(3) . . ? B4' C3' B8' 117.5(4) . . ? B9' C3' B8' 60.1(3) . . ? C12' C11' C2' 106.3(4) . . ? C11' C12' C13' 106.8(4) . . ? C12' C13' C3' 105.9(4) . . ? N1' C14' C15' 121.3(6) . . ? C16' C15' C14' 118.1(6) . . ? C15' C16' C17' 120.7(6) . . ? C16' C17' C18' 118.8(6) . . ? N1' C18' C17' 120.4(5) . . ? N1' C18' C19' 114.8(4) . . ? C17' C18' C19' 124.8(5) . . ? N2' C19' C20' 120.6(5) . . ? N2' C19' C18' 114.8(4) . . ? C20' C19' C18' 124.5(5) . . ? C21' C20' C19' 120.1(5) . . ? C20' C21' C22' 118.9(5) . . ? C21' C22' C23' 118.8(6) . . ? N2' C23' C22' 122.2(5) . . ? C18' N1' C14' 120.6(5) . . ? C18' N1' Ge1' 119.5(3) . . ? C14' N1' Ge1' 119.9(4) . . ? C23' N2' C19' 119.4(4) . . ? C23' N2' Ge1' 120.7(3) . . ? C19' N2' Ge1' 119.9(3) . . ? C3' B4' B10' 106.6(4) . . ? C3' B4' B9' 59.2(3) . . ? B10' B4' B9' 57.2(3) . . ? C3' B4' B5' 120.0(4) . . ? B10' B4' B5' 59.2(3) . . ? B9' B4' B5' 110.2(4) . . ? C3' B4' Ge1' 81.4(2) . . ? B10' B4' Ge1' 117.3(3) . . ? B9' B4' Ge1' 130.8(3) . . ? B5' B4' Ge1' 63.5(2) . . ? B11' B5' B6' 59.9(3) . . ? B11' B5' B10' 59.2(3) . . ? B6' B5' B10' 110.2(4) . . ? B11' B5' B4' 108.7(4) . . ? B6' B5' B4' 116.1(4) . . ? B10' B5' B4' 59.5(3) . . ? B11' B5' Ge1' 122.4(3) . . ? B6' B5' Ge1' 68.0(2) . . ? B10' B5' Ge1' 126.4(3) . . ? B4' B5' Ge1' 73.3(2) . . ? B11' B6' B5' 59.4(3) . . ? B11' B6' B12' 59.5(3) . . ? B5' B6' B12' 110.7(4) . . ? B11' B6' B7' 108.6(4) . . ? B5' B6' B7' 117.2(4) . . ? B12' B6' B7' 59.3(3) . . ? B11' B6' Ge1' 122.1(3) . . ? B5' B6' Ge1' 68.1(2) . . ? B12' B6' Ge1' 127.3(4) . . ? B7' B6' Ge1' 74.5(3) . . ? C2' B7' B12' 106.8(4) . . ? C2' B7' B13' 58.9(3) . . ? B12' B7' B13' 57.7(3) . . ? C2' B7' B6' 119.0(4) . . ? B12' B7' B6' 59.2(3) . . ? B13' B7' B6' 110.0(4) . . ? C2' B8' B9' 106.5(4) . . ? C2' B8' C3' 54.2(3) . . ? B9' B8' C3' 59.4(3) . . ? C2' B8' B13' 59.2(3) . . ? B9' B8' B13' 120.4(4) . . ? C3' B8' B13' 106.1(4) . . ? C2' B8' B14' 100.9(4) . . ? B9' B8' B14' 63.7(3) . . ? C3' B8' B14' 100.7(4) . . ? B13' B8' B14' 63.8(3) . . ? C3' B9' B10' 107.5(4) . . ? C3' B9' B8' 60.5(3) . . ? B10' B9' B8' 120.0(4) . . ? C3' B9' B4' 56.4(3) . . ? B10' B9' B4' 61.0(3) . . ? B8' B9' B4' 110.8(4) . . ? C3' B9' B14' 100.7(4) . . ? B10' B9' B14' 63.2(3) . . ? B8' B9' B14' 62.8(3) . . ? B4' B9' B14' 104.2(4) . . ? B9' B10' B11' 120.7(4) . . ? B9' B10' B5' 116.0(4) . . ? B11' B10' B5' 59.6(3) . . ? B9' B10' B4' 61.8(3) . . ? B11' B10' B4' 110.5(4) . . ? B5' B10' B4' 61.3(3) . . ? B9' B10' B14' 63.7(3) . . ? B11' B10' B14' 63.1(3) . . ? B5' B10' B14' 106.9(4) . . ? B4' B10' B14' 105.1(4) . . ? B10' B11' B5' 61.2(3) . . ? B10' B11' B6' 112.7(4) . . ? B5' B11' B6' 60.8(3) . . ? B10' B11' B12' 119.2(4) . . ? B5' B11' B12' 113.2(4) . . ? B6' B11' B12' 61.1(3) . . ? B10' B11' B14' 62.8(3) . . ? B5' B11' B14' 107.9(4) . . ? B6' B11' B14' 107.7(4) . . ? B12' B11' B14' 63.5(3) . . ? B13' B12' B11' 119.5(4) . . ? B13' B12' B6' 115.2(5) . . ? B11' B12' B6' 59.4(3) . . ? B13' B12' B7' 61.3(4) . . ? B11' B12' B7' 110.4(4) . . ? B6' B12' B7' 61.5(3) . . ? B13' B12' B14' 63.2(3) . . ? B11' B12' B14' 62.2(3) . . ? B6' B12' B14' 105.6(4) . . ? B7' B12' B14' 104.3(4) . . ? C2' B13' B12' 108.0(4) . . ? C2' B13' B8' 59.9(3) . . ? B12' B13' B8' 120.3(4) . . ? C2' B13' B7' 56.9(3) . . ? B12' B13' B7' 61.1(3) . . ? B8' B13' B7' 110.8(4) . . ? C2' B13' B14' 100.3(4) . . ? B12' B13' B14' 63.8(3) . . ? B8' B13' B14' 62.5(3) . . ? B7' B13' B14' 104.5(4) . . ? B8' B14' B10' 102.5(4) . . ? B8' B14' B11' 130.0(4) . . ? B10' B14' B11' 54.1(3) . . ? B8' B14' B9' 53.5(3) . . ? B10' B14' B9' 53.2(3) . . ? B11' B14' B9' 103.0(4) . . ? B8' B14' B13' 53.7(3) . . ? B10' B14' B13' 128.4(4) . . ? B11' B14' B13' 103.0(4) . . ? B9' B14' B13' 102.4(4) . . ? B8' B14' B12' 102.6(4) . . ? B10' B14' B12' 103.2(4) . . ? B11' B14' B12' 54.3(3) . . ? B9' B14' B12' 128.4(4) . . ? B13' B14' B12' 53.0(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.496 _refine_diff_density_min -0.417 _refine_diff_density_rms 0.070 _database_code_depnum_ccdc_archive 'CCDC 958041' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H29 B11 Ge N2' _chemical_formula_weight 452.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge -1.0885 0.8855 '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 8.2594(4) _cell_length_b 11.4681(6) _cell_length_c 13.2891(6) _cell_angle_alpha 89.213(3) _cell_angle_beta 75.426(3) _cell_angle_gamma 71.489(3) _cell_volume 1152.20(10) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3089 _cell_measurement_theta_min 3.45 _cell_measurement_theta_max 65.91 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.305 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 464 _exptl_absorpt_coefficient_mu 1.830 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8382 _exptl_absorpt_correction_T_max 0.8982 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker ApexII CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 3760 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0498 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 5.15 _diffrn_reflns_theta_max 64.97 _reflns_number_total 3760 _reflns_number_gt 3450 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEXII' _computing_cell_refinement 'Bruker SANIT' _computing_data_reduction 'Bruker SANIT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1026P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3760 _refine_ls_number_parameters 285 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0455 _refine_ls_R_factor_gt 0.0420 _refine_ls_wR_factor_ref 0.1314 _refine_ls_wR_factor_gt 0.1269 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 0.31371(5) 0.35323(3) 0.20611(3) 0.04144(17) Uani 1 1 d . . . N1 N 0.3768(4) 0.3674(2) 0.0351(2) 0.0418(6) Uani 1 1 d . . . N2 N 0.1796(4) 0.5476(2) 0.1715(2) 0.0473(6) Uani 1 1 d . . . B4 B 0.0647(5) 0.3669(3) 0.3645(3) 0.0465(8) Uani 1 1 d . . . H4 H 0.0361 0.4599 0.3995 0.056 Uiso 1 1 calc R . . B5 B 0.0275(5) 0.3438(4) 0.2391(3) 0.0482(9) Uani 1 1 d . . . H5 H -0.0404 0.4259 0.2035 0.058 Uiso 1 1 calc R . . B6 B 0.1801(5) 0.2145(4) 0.1576(3) 0.0464(8) Uani 1 1 d . . . H6 H 0.2067 0.2159 0.0723 0.056 Uiso 1 1 calc R . . B7 B 0.3572(5) 0.1218(3) 0.2094(3) 0.0441(8) Uani 1 1 d . . . H7 H 0.4824 0.1247 0.1573 0.053 Uiso 1 1 calc R . . B8 B 0.1957(5) 0.1210(4) 0.4290(3) 0.0476(9) Uani 1 1 d . . . H8 H 0.2121 0.0694 0.4982 0.057 Uiso 1 1 calc R . . B9 B 0.0146(5) 0.2526(4) 0.4477(3) 0.0527(9) Uani 1 1 d . . . H9 H -0.0697 0.2735 0.5281 0.063 Uiso 1 1 calc R . . B10 B -0.0925(6) 0.2960(4) 0.3515(4) 0.0554(10) Uani 1 1 d . . . H10 H -0.2362 0.3405 0.3811 0.066 Uiso 1 1 calc R . . B11 B -0.0197(6) 0.2064(4) 0.2345(4) 0.0554(10) Uani 1 1 d . . . H11 H -0.1239 0.1988 0.1998 0.066 Uiso 1 1 calc R . . B12 B 0.1677(6) 0.0766(4) 0.2146(3) 0.0527(9) Uani 1 1 d . . . H12 H 0.1708 -0.0026 0.1676 0.063 Uiso 1 1 calc R . . B13 B 0.2736(6) 0.0358(3) 0.3112(3) 0.0512(9) Uani 1 1 d . . . H13 H 0.3339 -0.0639 0.3156 0.061 Uiso 1 1 calc R . . B14 B 0.0256(6) 0.1235(4) 0.3543(3) 0.0523(9) Uani 1 1 d . . . C2 C 0.3568(4) 0.1484(3) 0.3312(2) 0.0422(7) Uani 1 1 d . . . C3 C 0.2211(4) 0.2617(3) 0.4026(2) 0.0408(6) Uani 1 1 d . . . C11 C 0.5323(4) 0.1242(3) 0.3596(3) 0.0501(8) Uani 1 1 d . . . H11A H 0.6114 0.1561 0.3087 0.060 Uiso 1 1 calc R . . H11B H 0.5892 0.0364 0.3620 0.060 Uiso 1 1 calc R . . C12 C 0.4863(5) 0.1909(4) 0.4672(3) 0.0574(9) Uani 1 1 d . . . H12A H 0.4641 0.1368 0.5220 0.069 Uiso 1 1 calc R . . H12B H 0.5821 0.2188 0.4748 0.069 Uiso 1 1 calc R . . C13 C 0.3193(5) 0.3008(3) 0.4724(3) 0.0535(8) Uani 1 1 d . . . H13A H 0.2461 0.3204 0.5435 0.064 Uiso 1 1 calc R . . H13B H 0.3502 0.3728 0.4475 0.064 Uiso 1 1 calc R . . C14 C 0.4884(5) 0.2709(3) -0.0300(3) 0.0497(8) Uani 1 1 d . . . H14A H 0.5423 0.1985 -0.0020 0.060 Uiso 1 1 calc R . . C15 C 0.5259(5) 0.2751(3) -0.1363(3) 0.0543(8) Uani 1 1 d . . . H15A H 0.6026 0.2059 -0.1789 0.065 Uiso 1 1 calc R . . C16 C 0.4498(5) 0.3824(3) -0.1803(3) 0.0504(8) Uani 1 1 d . . . C17 C 0.3390(4) 0.4832(3) -0.1118(2) 0.0453(7) Uani 1 1 d . . . H17A H 0.2885 0.5578 -0.1379 0.054 Uiso 1 1 calc R . . C18 C 0.3037(4) 0.4733(3) -0.0061(2) 0.0382(6) Uani 1 1 d . . . C19 C 0.1865(4) 0.5748(3) 0.0726(2) 0.0398(7) Uani 1 1 d . . . C20 C 0.0916(5) 0.6900(3) 0.0483(3) 0.0463(7) Uani 1 1 d . . . H20A H 0.0963 0.7060 -0.0210 0.056 Uiso 1 1 calc R . . C21 C -0.0096(5) 0.7812(3) 0.1261(3) 0.0498(8) Uani 1 1 d . . . C22 C -0.0079(5) 0.7523(3) 0.2282(3) 0.0586(9) Uani 1 1 d . . . H22A H -0.0698 0.8122 0.2830 0.070 Uiso 1 1 calc R . . C23 C 0.0843(6) 0.6364(3) 0.2480(3) 0.0570(9) Uani 1 1 d . . . H23A H 0.0810 0.6183 0.3167 0.068 Uiso 1 1 calc R . . C24 C -0.1165(6) 0.9055(4) 0.1033(4) 0.0700(11) Uani 1 1 d . . . H24A H -0.1014 0.9088 0.0294 0.105 Uiso 1 1 calc R . . H24B H -0.0777 0.9673 0.1284 0.105 Uiso 1 1 calc R . . H24C H -0.2391 0.9203 0.1373 0.105 Uiso 1 1 calc R . . C25 C 0.4849(7) 0.3917(4) -0.2960(3) 0.0732(12) Uani 1 1 d . . . H25A H 0.5635 0.3141 -0.3310 0.110 Uiso 1 1 calc R . . H25B H 0.5383 0.4546 -0.3156 0.110 Uiso 1 1 calc R . . H25C H 0.3755 0.4123 -0.3156 0.110 Uiso 1 1 calc R . . H14 H -0.081(6) 0.078(4) 0.392(3) 0.070(12) 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 0.0418(2) 0.0404(2) 0.0417(2) 0.00120(14) -0.01331(16) -0.01074(16) N1 0.0441(15) 0.0362(13) 0.0385(13) -0.0021(10) -0.0085(11) -0.0058(11) N2 0.0516(17) 0.0356(14) 0.0442(15) -0.0027(11) -0.0061(12) -0.0048(11) B4 0.042(2) 0.0391(19) 0.051(2) -0.0005(15) -0.0088(16) -0.0062(15) B5 0.041(2) 0.047(2) 0.058(2) 0.0110(17) -0.0197(17) -0.0108(15) B6 0.047(2) 0.048(2) 0.051(2) 0.0054(16) -0.0216(17) -0.0186(16) B7 0.045(2) 0.0426(19) 0.0445(19) 0.0003(15) -0.0138(16) -0.0119(15) B8 0.050(2) 0.045(2) 0.047(2) 0.0075(16) -0.0123(17) -0.0160(16) B9 0.040(2) 0.061(2) 0.050(2) 0.0070(18) -0.0011(16) -0.0146(17) B10 0.041(2) 0.055(2) 0.068(3) 0.011(2) -0.0137(19) -0.0124(17) B11 0.050(2) 0.055(2) 0.071(3) 0.016(2) -0.027(2) -0.0220(18) B12 0.060(3) 0.046(2) 0.060(2) -0.0003(17) -0.025(2) -0.0196(18) B13 0.062(3) 0.0337(18) 0.058(2) 0.0042(16) -0.022(2) -0.0118(16) B14 0.048(2) 0.051(2) 0.062(2) 0.0141(18) -0.0178(19) -0.0196(17) C2 0.0443(18) 0.0375(15) 0.0415(16) 0.0037(12) -0.0131(13) -0.0072(12) C3 0.0390(17) 0.0429(17) 0.0363(15) -0.0004(12) -0.0053(12) -0.0107(13) C11 0.0400(19) 0.055(2) 0.0532(19) 0.0041(15) -0.0182(15) -0.0074(14) C12 0.054(2) 0.073(2) 0.051(2) 0.0088(17) -0.0242(17) -0.0217(18) C13 0.062(2) 0.060(2) 0.0417(17) -0.0005(15) -0.0164(16) -0.0220(17) C14 0.050(2) 0.0418(17) 0.0461(18) -0.0025(13) -0.0070(14) -0.0035(14) C15 0.053(2) 0.0455(19) 0.054(2) -0.0132(15) -0.0095(16) -0.0040(15) C16 0.048(2) 0.057(2) 0.0439(18) -0.0043(15) -0.0154(15) -0.0121(15) C17 0.0442(18) 0.0464(18) 0.0441(17) -0.0019(13) -0.0170(14) -0.0085(13) C18 0.0342(16) 0.0385(16) 0.0415(16) -0.0033(12) -0.0123(12) -0.0093(12) C19 0.0379(17) 0.0384(16) 0.0418(16) -0.0015(12) -0.0111(13) -0.0099(12) C20 0.051(2) 0.0401(17) 0.0497(18) 0.0025(13) -0.0201(15) -0.0121(14) C21 0.0433(19) 0.0385(17) 0.066(2) -0.0049(15) -0.0153(16) -0.0102(14) C22 0.067(2) 0.0399(18) 0.054(2) -0.0111(15) -0.0058(17) -0.0035(16) C23 0.076(3) 0.0436(19) 0.0378(17) -0.0037(14) -0.0005(16) -0.0113(17) C24 0.076(3) 0.043(2) 0.088(3) -0.0070(18) -0.037(2) -0.0013(18) C25 0.089(3) 0.078(3) 0.043(2) -0.0094(18) -0.019(2) -0.012(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 N1 2.216(3) . ? Ge1 N2 2.251(3) . ? Ge1 B5 2.330(4) . ? Ge1 B6 2.380(4) . ? Ge1 B4 2.512(4) . ? N1 C14 1.341(4) . ? N1 C18 1.350(4) . ? N2 C19 1.339(4) . ? N2 C23 1.343(4) . ? B4 C3 1.643(5) . ? B4 B10 1.779(6) . ? B4 B9 1.785(5) . ? B4 B5 1.807(5) . ? B4 H4 1.1000 . ? B5 B11 1.745(6) . ? B5 B10 1.759(6) . ? B5 B6 1.770(6) . ? B5 H5 1.1000 . ? B6 B11 1.739(6) . ? B6 B12 1.765(5) . ? B6 B7 1.801(5) . ? B6 H6 1.1000 . ? B7 C2 1.650(4) . ? B7 B12 1.784(5) . ? B7 B13 1.790(5) . ? B7 H7 1.1000 . ? B8 C3 1.713(5) . ? B8 C2 1.716(5) . ? B8 B13 1.720(5) . ? B8 B9 1.722(6) . ? B8 B14 1.906(6) . ? B8 H8 1.1000 . ? B9 C3 1.696(5) . ? B9 B10 1.713(6) . ? B9 B14 1.910(6) . ? B9 H9 1.1000 . ? B10 B11 1.736(7) . ? B10 B14 1.912(6) . ? B10 H10 1.1000 . ? B11 B12 1.738(6) . ? B11 B14 1.900(6) . ? B11 H11 1.1000 . ? B12 B13 1.709(5) . ? B12 B14 1.909(6) . ? B12 H12 1.1000 . ? B13 C2 1.696(5) . ? B13 B14 1.911(6) . ? B13 H13 1.1000 . ? B14 H14 1.17(4) . ? C2 C11 1.529(4) . ? C2 C3 1.555(4) . ? C3 C13 1.530(4) . ? C11 C12 1.532(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.531(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.371(5) . ? C14 H14A 0.9300 . ? C15 C16 1.388(5) . ? C15 H15A 0.9300 . ? C16 C17 1.393(5) . ? C16 C25 1.501(5) . ? C17 C18 1.371(4) . ? C17 H17A 0.9300 . ? C18 C19 1.482(4) . ? C19 C20 1.386(5) . ? C20 C21 1.379(5) . ? C20 H20A 0.9300 . ? C21 C22 1.395(5) . ? C21 C24 1.492(5) . ? C22 C23 1.365(5) . ? C22 H22A 0.9300 . ? C23 H23A 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? 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 70.78(9) . . ? N1 Ge1 B5 100.84(12) . . ? N2 Ge1 B5 82.27(12) . . ? N1 Ge1 B6 80.10(12) . . ? N2 Ge1 B6 111.37(12) . . ? B5 Ge1 B6 44.11(14) . . ? N1 Ge1 B4 143.22(11) . . ? N2 Ge1 B4 91.39(11) . . ? B5 Ge1 B4 43.61(13) . . ? B6 Ge1 B4 76.96(14) . . ? C14 N1 C18 118.4(3) . . ? C14 N1 Ge1 120.8(2) . . ? C18 N1 Ge1 120.8(2) . . ? C19 N2 C23 118.6(3) . . ? C19 N2 Ge1 119.5(2) . . ? C23 N2 Ge1 121.8(2) . . ? C3 B4 B10 106.8(3) . . ? C3 B4 B9 59.1(2) . . ? B10 B4 B9 57.5(2) . . ? C3 B4 B5 119.6(3) . . ? B10 B4 B5 58.7(2) . . ? B9 B4 B5 109.8(3) . . ? C3 B4 Ge1 82.50(19) . . ? B10 B4 Ge1 116.9(2) . . ? B9 B4 Ge1 131.7(2) . . ? B5 B4 Ge1 62.83(17) . . ? C3 B4 H4 113.0 . . ? B10 B4 H4 126.7 . . ? B9 B4 H4 118.4 . . ? B5 B4 H4 121.3 . . ? Ge1 B4 H4 102.3 . . ? B11 B5 B10 59.4(2) . . ? B11 B5 B6 59.3(2) . . ? B10 B5 B6 110.4(3) . . ? B11 B5 B4 109.0(3) . . ? B10 B5 B4 59.8(2) . . ? B6 B5 B4 116.8(3) . . ? B11 B5 Ge1 123.5(3) . . ? B10 B5 Ge1 127.6(2) . . ? B6 B5 Ge1 69.44(18) . . ? B4 B5 Ge1 73.56(18) . . ? B11 B5 H5 121.6 . . ? B10 B5 H5 118.9 . . ? B6 B5 H5 119.2 . . ? B4 B5 H5 117.6 . . ? Ge1 B5 H5 102.5 . . ? B11 B6 B12 59.5(2) . . ? B11 B6 B5 59.7(2) . . ? B12 B6 B5 110.4(3) . . ? B11 B6 B7 109.1(3) . . ? B12 B6 B7 60.0(2) . . ? B5 B6 B7 115.7(3) . . ? B11 B6 Ge1 121.1(3) . . ? B12 B6 Ge1 127.4(2) . . ? B5 B6 Ge1 66.44(17) . . ? B7 B6 Ge1 74.18(17) . . ? B11 B6 H6 121.9 . . ? B12 B6 H6 118.4 . . ? B5 B6 H6 120.5 . . ? B7 B6 H6 117.2 . . ? Ge1 B6 H6 104.3 . . ? C2 B7 B12 106.6(3) . . ? C2 B7 B13 58.9(2) . . ? B12 B7 B13 57.1(2) . . ? C2 B7 B6 120.4(3) . . ? B12 B7 B6 59.0(2) . . ? B13 B7 B6 109.8(3) . . ? C2 B7 H7 109.1 . . ? B12 B7 H7 143.3 . . ? B13 B7 H7 141.1 . . ? B6 B7 H7 107.7 . . ? C3 B8 C2 53.96(18) . . ? C3 B8 B13 105.7(3) . . ? C2 B8 B13 59.2(2) . . ? C3 B8 B9 59.2(2) . . ? C2 B8 B9 105.8(3) . . ? B13 B8 B9 119.6(3) . . ? C3 B8 B14 100.0(3) . . ? C2 B8 B14 100.1(3) . . ? B13 B8 B14 63.4(2) . . ? B9 B8 B14 63.3(2) . . ? C3 B8 H8 128.0 . . ? C2 B8 H8 127.9 . . ? B13 B8 H8 116.4 . . ? B9 B8 H8 116.4 . . ? B14 B8 H8 125.1 . . ? C3 B9 B10 107.4(3) . . ? C3 B9 B8 60.1(2) . . ? B10 B9 B8 120.5(3) . . ? C3 B9 B4 56.3(2) . . ? B10 B9 B4 61.1(2) . . ? B8 B9 B4 110.6(3) . . ? C3 B9 B14 100.5(3) . . ? B10 B9 B14 63.4(2) . . ? B8 B9 B14 63.1(2) . . ? B4 B9 B14 104.3(3) . . ? C3 B9 H9 127.4 . . ? B10 B9 H9 115.8 . . ? B8 B9 H9 114.9 . . ? B4 B9 H9 123.8 . . ? B14 B9 H9 124.6 . . ? B9 B10 B11 120.0(3) . . ? B9 B10 B5 115.6(3) . . ? B11 B10 B5 59.9(2) . . ? B9 B10 B4 61.4(2) . . ? B11 B10 B4 110.7(3) . . ? B5 B10 B4 61.4(2) . . ? B9 B10 B14 63.3(2) . . ? B11 B10 B14 62.5(2) . . ? B5 B10 B14 106.3(3) . . ? B4 B10 B14 104.5(3) . . ? B9 B10 H10 113.7 . . ? B11 B10 H10 116.7 . . ? B5 B10 H10 120.9 . . ? B4 B10 H10 123.2 . . ? B14 B10 H10 124.0 . . ? B10 B11 B12 119.2(3) . . ? B10 B11 B6 113.0(3) . . ? B12 B11 B6 61.0(2) . . ? B10 B11 B5 60.7(2) . . ? B12 B11 B5 112.8(3) . . ? B6 B11 B5 61.1(2) . . ? B10 B11 B14 63.3(2) . . ? B12 B11 B14 63.1(2) . . ? B6 B11 B14 107.7(3) . . ? B5 B11 B14 107.4(3) . . ? B10 B11 H11 115.7 . . ? B12 B11 H11 115.7 . . ? B6 B11 H11 121.4 . . ? B5 B11 H11 121.7 . . ? B14 B11 H11 122.1 . . ? B13 B12 B11 120.0(3) . . ? B13 B12 B6 115.5(3) . . ? B11 B12 B6 59.5(2) . . ? B13 B12 B7 61.6(2) . . ? B11 B12 B7 109.9(3) . . ? B6 B12 B7 61.0(2) . . ? B13 B12 B14 63.5(2) . . ? B11 B12 B14 62.6(2) . . ? B6 B12 B14 106.2(3) . . ? B7 B12 B14 104.4(3) . . ? B13 B12 H12 113.5 . . ? B11 B12 H12 117.1 . . ? B6 B12 H12 121.1 . . ? B7 B12 H12 123.6 . . ? B14 B12 H12 123.8 . . ? C2 B13 B12 108.0(3) . . ? C2 B13 B8 60.3(2) . . ? B12 B13 B8 120.7(3) . . ? C2 B13 B7 56.40(19) . . ? B12 B13 B7 61.3(2) . . ? B8 B13 B7 110.7(3) . . ? C2 B13 B14 100.7(3) . . ? B12 B13 B14 63.4(2) . . ? B8 B13 B14 63.1(2) . . ? B7 B13 B14 104.1(3) . . ? C2 B13 H13 127.1 . . ? B12 B13 H13 115.5 . . ? B8 B13 H13 114.8 . . ? B7 B13 H13 123.8 . . ? B14 B13 H13 124.8 . . ? B11 B14 B8 130.4(3) . . ? B11 B14 B12 54.3(2) . . ? B8 B14 B12 102.7(3) . . ? B11 B14 B9 103.3(3) . . ? B8 B14 B9 53.6(2) . . ? B12 B14 B9 128.7(3) . . ? B11 B14 B13 103.1(3) . . ? B8 B14 B13 53.6(2) . . ? B12 B14 B13 53.1(2) . . ? B9 B14 B13 102.2(3) . . ? B11 B14 B10 54.2(2) . . ? B8 B14 B10 102.7(3) . . ? B12 B14 B10 103.3(3) . . ? B9 B14 B10 53.3(2) . . ? B13 B14 B10 128.3(3) . . ? B11 B14 H14 113(2) . . ? B8 B14 H14 117(2) . . ? B12 B14 H14 121(2) . . ? B9 B14 H14 110(2) . . ? B13 B14 H14 124(2) . . ? B10 B14 H14 108(2) . . ? C11 C2 C3 106.8(3) . . ? C11 C2 B7 119.6(3) . . ? C3 C2 B7 123.1(3) . . ? C11 C2 B13 123.7(3) . . ? C3 C2 B13 114.5(3) . . ? B7 C2 B13 64.7(2) . . ? C11 C2 B8 113.3(3) . . ? C3 C2 B8 62.9(2) . . ? B7 C2 B8 118.2(3) . . ? B13 C2 B8 60.5(2) . . ? C13 C3 C2 106.7(3) . . ? C13 C3 B4 119.6(3) . . ? C2 C3 B4 123.6(3) . . ? C13 C3 B9 123.1(3) . . ? C2 C3 B9 114.9(3) . . ? B4 C3 B9 64.6(2) . . ? C13 C3 B8 112.6(3) . . ? C2 C3 B8 63.1(2) . . ? B4 C3 B8 118.5(3) . . ? B9 C3 B8 60.7(2) . . ? C2 C11 C12 106.0(3) . . ? C2 C11 H11A 110.5 . . ? C12 C11 H11A 110.5 . . ? C2 C11 H11B 110.5 . . ? C12 C11 H11B 110.5 . . ? H11A C11 H11B 108.7 . . ? C13 C12 C11 105.4(3) . . ? C13 C12 H12A 110.7 . . ? C11 C12 H12A 110.7 . . ? C13 C12 H12B 110.7 . . ? C11 C12 H12B 110.7 . . ? H12A C12 H12B 108.8 . . ? C3 C13 C12 106.2(3) . . ? C3 C13 H13A 110.5 . . ? C12 C13 H13A 110.5 . . ? C3 C13 H13B 110.5 . . ? C12 C13 H13B 110.5 . . ? H13A C13 H13B 108.7 . . ? N1 C14 C15 122.3(3) . . ? N1 C14 H14A 118.8 . . ? C15 C14 H14A 118.8 . . ? C14 C15 C16 120.1(3) . . ? C14 C15 H15A 119.9 . . ? C16 C15 H15A 119.9 . . ? C15 C16 C17 116.9(3) . . ? C15 C16 C25 122.3(3) . . ? C17 C16 C25 120.8(3) . . ? C18 C17 C16 120.5(3) . . ? C18 C17 H17A 119.7 . . ? C16 C17 H17A 119.7 . . ? N1 C18 C17 121.6(3) . . ? N1 C18 C19 114.0(3) . . ? C17 C18 C19 124.4(3) . . ? N2 C19 C20 121.4(3) . . ? N2 C19 C18 114.5(3) . . ? C20 C19 C18 124.0(3) . . ? C21 C20 C19 120.5(3) . . ? C21 C20 H20A 119.8 . . ? C19 C20 H20A 119.8 . . ? C20 C21 C22 117.0(3) . . ? C20 C21 C24 122.1(3) . . ? C22 C21 C24 121.0(3) . . ? C23 C22 C21 120.1(3) . . ? C23 C22 H22A 119.9 . . ? C21 C22 H22A 119.9 . . ? N2 C23 C22 122.3(3) . . ? N2 C23 H23A 118.8 . . ? C22 C23 H23A 118.8 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C16 C25 H25A 109.5 . . ? C16 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C16 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 64.97 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 0.558 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.071 _database_code_depnum_ccdc_archive 'CCDC 958042' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H25 B11 Ge N2' _chemical_formula_weight 448.89 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 8.3976(9) _cell_length_b 23.586(3) _cell_length_c 10.8545(12) _cell_angle_alpha 90.00 _cell_angle_beta 94.614(3) _cell_angle_gamma 90.00 _cell_volume 2143.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 158 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.391 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.438 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5515 _exptl_absorpt_correction_T_max 0.7193 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16523 _diffrn_reflns_av_R_equivalents 0.0946 _diffrn_reflns_av_sigmaI/netI 0.0800 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3871 _reflns_number_gt 3027 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS 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^)+(0.0632P)^2^+0.3026P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3871 _refine_ls_number_parameters 284 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.1340 _refine_ls_wR_factor_gt 0.1210 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 0.74728(3) 0.109612(13) 0.25537(3) 0.03341(16) Uani 1 1 d . . . N1 N 0.6791(3) 0.01558(11) 0.2609(2) 0.0365(6) Uani 1 1 d . . . N2 N 0.7850(3) 0.06886(11) 0.0672(2) 0.0380(6) Uani 1 1 d . . . C2 C 0.8345(3) 0.21661(12) 0.3488(3) 0.0324(7) Uani 1 1 d . . . C3 C 0.7854(3) 0.18140(12) 0.4606(3) 0.0303(6) Uani 1 1 d . . . C21 C 0.6958(4) 0.25715(13) 0.3145(3) 0.0417(8) Uani 1 1 d . . . H21A H 0.7359 0.2945 0.2964 0.050 Uiso 1 1 calc R . . H21B H 0.6320 0.2434 0.2422 0.050 Uiso 1 1 calc R . . C22 C 0.5958(4) 0.25971(15) 0.4250(3) 0.0480(9) Uani 1 1 d . . . H22A H 0.4839 0.2654 0.3982 0.058 Uiso 1 1 calc R . . H22B H 0.6311 0.2905 0.4798 0.058 Uiso 1 1 calc R . . C23 C 0.6203(4) 0.20284(14) 0.4897(3) 0.0415(8) Uani 1 1 d . . . H23A H 0.5381 0.1762 0.4597 0.050 Uiso 1 1 calc R . . H23B H 0.6157 0.2073 0.5782 0.050 Uiso 1 1 calc R . . C24 C 0.6264(4) -0.00975(15) 0.3587(3) 0.0457(8) Uani 1 1 d . . . H24A H 0.6310 0.0099 0.4332 0.055 Uiso 1 1 calc R . . C25 C 0.5649(4) -0.06424(15) 0.3547(3) 0.0464(8) Uani 1 1 d . . . H25A H 0.5289 -0.0806 0.4253 0.056 Uiso 1 1 calc R . . C26 C 0.5578(4) -0.09374(15) 0.2462(4) 0.0477(9) Uani 1 1 d . . . H26A H 0.5160 -0.1303 0.2423 0.057 Uiso 1 1 calc R . . C27 C 0.6134(3) -0.06883(13) 0.1410(3) 0.0400(8) Uani 1 1 d . . . C28 C 0.6105(4) -0.09585(16) 0.0229(4) 0.0490(9) Uani 1 1 d . . . H28A H 0.5695 -0.1324 0.0134 0.059 Uiso 1 1 calc R . . C29 C 0.6660(4) -0.06934(16) -0.0747(3) 0.0496(9) Uani 1 1 d . . . H29A H 0.6625 -0.0880 -0.1504 0.060 Uiso 1 1 calc R . . C30 C 0.7306(3) -0.01300(14) -0.0649(3) 0.0397(7) Uani 1 1 d . . . C31 C 0.7943(4) 0.01664(17) -0.1617(3) 0.0492(9) Uani 1 1 d . . . H31A H 0.7989 -0.0005 -0.2385 0.059 Uiso 1 1 calc R . . C32 C 0.8492(4) 0.07045(17) -0.1433(3) 0.0528(9) Uani 1 1 d . . . H32A H 0.8915 0.0903 -0.2071 0.063 Uiso 1 1 calc R . . C33 C 0.8415(4) 0.09557(16) -0.0275(3) 0.0485(9) Uani 1 1 d . . . H33A H 0.8774 0.1326 -0.0163 0.058 Uiso 1 1 calc R . . C34 C 0.7310(3) 0.01485(13) 0.0498(3) 0.0349(7) Uani 1 1 d . . . C35 C 0.6738(3) -0.01341(13) 0.1533(3) 0.0343(7) Uani 1 1 d . . . B4 B 0.8330(4) 0.11380(14) 0.4823(3) 0.0337(8) Uani 1 1 d . . . H4 H 0.7399 0.0894 0.5244 0.040 Uiso 1 1 calc R . . B5 B 0.9670(4) 0.07942(16) 0.3849(3) 0.0376(8) Uani 1 1 d . . . H5 H 0.9629 0.0329 0.3797 0.045 Uiso 1 1 calc R . . B6 B 1.0228(4) 0.12046(16) 0.2562(3) 0.0360(8) Uani 1 1 d . . . H6 H 1.0525 0.0989 0.1712 0.043 Uiso 1 1 calc R . . B7 B 0.9397(4) 0.19028(15) 0.2394(3) 0.0347(8) Uani 1 1 d . . . H7 H 0.9057 0.2081 0.1473 0.042 Uiso 1 1 calc R . . B8 B 0.9328(4) 0.23071(15) 0.4898(3) 0.0365(8) Uani 1 1 d . . . H8 H 0.9276 0.2697 0.5449 0.044 Uiso 1 1 calc R . . B9 B 0.9350(4) 0.16799(16) 0.5707(3) 0.0363(8) Uani 1 1 d . . . H9 H 0.9306 0.1725 0.6712 0.044 Uiso 1 1 calc R . . B10 B 1.0413(5) 0.11105(15) 0.5242(4) 0.0381(9) Uani 1 1 d . . . H10 H 1.0949 0.0851 0.6009 0.046 Uiso 1 1 calc R . . B11 B 1.1480(4) 0.11677(16) 0.3926(4) 0.0391(9) Uani 1 1 d . . . H11 H 1.2635 0.0946 0.3967 0.047 Uiso 1 1 calc R . . B12 B 1.1374(4) 0.17952(16) 0.3074(3) 0.0388(8) Uani 1 1 d . . . H12 H 1.2448 0.1919 0.2623 0.047 Uiso 1 1 calc R . . B13 B 1.0315(4) 0.23579(16) 0.3572(3) 0.0396(8) Uani 1 1 d . . . H13 H 1.0807 0.2779 0.3390 0.048 Uiso 1 1 calc R . . B14 B 1.1190(4) 0.18489(16) 0.4817(3) 0.0376(8) Uani 1 1 d . . . H14 H 1.216(4) 0.1973(14) 0.540(3) 0.042(8) 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 0.0338(2) 0.0309(2) 0.0356(2) -0.00097(13) 0.00266(15) -0.00003(12) N1 0.0388(14) 0.0323(14) 0.0389(15) -0.0006(12) 0.0050(11) -0.0039(11) N2 0.0423(14) 0.0374(15) 0.0343(15) -0.0032(12) 0.0029(11) -0.0040(11) C2 0.0387(16) 0.0263(15) 0.0327(16) 0.0028(13) 0.0060(13) 0.0013(12) C3 0.0349(15) 0.0273(16) 0.0292(15) -0.0004(12) 0.0056(12) 0.0008(11) C21 0.0509(18) 0.0294(17) 0.0453(19) 0.0082(14) 0.0071(15) 0.0088(13) C22 0.051(2) 0.043(2) 0.052(2) -0.0017(16) 0.0126(16) 0.0157(15) C23 0.0407(17) 0.0408(19) 0.0447(19) 0.0035(15) 0.0138(14) 0.0092(14) C24 0.0477(19) 0.047(2) 0.0432(19) 0.0048(16) 0.0082(15) -0.0066(15) C25 0.0401(17) 0.0396(19) 0.060(2) 0.0095(17) 0.0074(16) -0.0066(14) C26 0.0395(18) 0.0306(17) 0.073(3) 0.0033(18) 0.0038(17) -0.0034(14) C27 0.0317(16) 0.0301(17) 0.058(2) -0.0051(15) 0.0012(14) 0.0028(12) C28 0.0414(19) 0.0337(18) 0.071(3) -0.0184(18) 0.0009(18) -0.0012(14) C29 0.0428(18) 0.049(2) 0.056(2) -0.0247(19) -0.0006(16) 0.0066(15) C30 0.0336(16) 0.0426(19) 0.0423(18) -0.0085(15) -0.0017(13) 0.0105(13) C31 0.048(2) 0.064(2) 0.0355(18) -0.0084(17) 0.0019(15) 0.0120(17) C32 0.060(2) 0.064(3) 0.0353(19) 0.0054(18) 0.0094(16) -0.0008(19) C33 0.057(2) 0.048(2) 0.042(2) 0.0019(17) 0.0073(16) -0.0078(16) C34 0.0283(15) 0.0338(17) 0.0425(18) -0.0031(14) 0.0014(13) 0.0031(12) C35 0.0307(15) 0.0292(16) 0.0425(18) -0.0023(14) -0.0006(13) 0.0026(12) B4 0.0359(19) 0.033(2) 0.0324(19) 0.0054(14) 0.0037(15) -0.0035(13) B5 0.0382(18) 0.0294(19) 0.045(2) -0.0008(16) 0.0015(15) 0.0049(14) B6 0.0313(18) 0.040(2) 0.037(2) -0.0078(16) 0.0066(15) 0.0059(14) B7 0.0398(19) 0.036(2) 0.0292(18) 0.0049(15) 0.0070(14) 0.0005(14) B8 0.046(2) 0.0284(19) 0.0359(19) -0.0033(15) 0.0062(15) -0.0057(15) B9 0.0410(19) 0.040(2) 0.0282(17) 0.0021(15) 0.0029(14) -0.0039(15) B10 0.037(2) 0.038(2) 0.040(2) 0.0033(16) 0.0032(16) 0.0005(14) B11 0.0315(19) 0.040(2) 0.046(2) -0.0006(17) 0.0004(16) 0.0025(14) B12 0.0330(18) 0.046(2) 0.038(2) -0.0019(17) 0.0086(15) -0.0041(15) B13 0.043(2) 0.033(2) 0.043(2) 0.0017(16) 0.0059(16) -0.0082(15) B14 0.0379(19) 0.042(2) 0.0332(19) -0.0017(16) 0.0023(15) -0.0078(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 N1 2.293(3) . ? Ge1 N2 2.302(2) . ? Ge1 B6 2.327(3) . ? Ge1 B5 2.339(3) . ? Ge1 B7 2.511(3) . ? Ge1 B4 2.512(4) . ? N1 C24 1.325(4) . ? N1 C35 1.351(4) . ? N2 C33 1.325(4) . ? N2 C34 1.360(4) . ? C2 C21 1.530(4) . ? C2 C3 1.553(4) . ? C2 B7 1.657(4) . ? C2 B13 1.710(4) . ? C2 B8 1.712(4) . ? C3 C23 1.533(4) . ? C3 B4 1.656(4) . ? C3 B9 1.693(4) . ? C3 B8 1.709(4) . ? C21 C22 1.519(4) . ? C22 C23 1.521(5) . ? C24 C25 1.384(5) . ? C25 C26 1.365(5) . ? C26 C27 1.397(5) . ? C27 C35 1.405(4) . ? C27 C28 1.430(5) . ? C28 C29 1.346(5) . ? C29 C30 1.436(5) . ? C30 C31 1.404(5) . ? C30 C34 1.407(4) . ? C31 C32 1.360(5) . ? C32 C33 1.396(5) . ? C34 C35 1.423(4) . ? B4 B10 1.773(5) . ? B4 B9 1.776(5) . ? B4 B5 1.798(5) . ? B5 B11 1.753(5) . ? B5 B10 1.754(5) . ? B5 B6 1.793(5) . ? B6 B11 1.747(5) . ? B6 B12 1.757(5) . ? B6 B7 1.792(5) . ? B7 B12 1.780(5) . ? B7 B13 1.795(5) . ? B8 B9 1.720(5) . ? B8 B13 1.722(5) . ? B8 B14 1.909(5) . ? B9 B10 1.711(5) . ? B9 B14 1.928(5) . ? B10 B11 1.751(6) . ? B10 B14 1.928(5) . ? B11 B12 1.743(5) . ? B11 B14 1.901(5) . ? B12 B13 1.709(5) . ? B12 B14 1.915(5) . ? B13 B14 1.911(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 N1 Ge1 N2 70.85(9) . . ? N1 Ge1 B6 110.90(11) . . ? N2 Ge1 B6 80.88(11) . . ? N1 Ge1 B5 82.90(11) . . ? N2 Ge1 B5 104.36(11) . . ? B6 Ge1 B5 45.19(13) . . ? N1 Ge1 B7 153.94(10) . . ? N2 Ge1 B7 96.88(10) . . ? B6 Ge1 B7 43.28(12) . . ? B5 Ge1 B7 77.96(12) . . ? N1 Ge1 B4 93.71(10) . . ? N2 Ge1 B4 146.85(10) . . ? B6 Ge1 B4 77.61(12) . . ? B5 Ge1 B4 43.32(12) . . ? B7 Ge1 B4 84.42(11) . . ? C24 N1 C35 118.3(3) . . ? C24 N1 Ge1 123.9(2) . . ? C35 N1 Ge1 117.2(2) . . ? C33 N2 C34 118.2(3) . . ? C33 N2 Ge1 125.0(2) . . ? C34 N2 Ge1 116.5(2) . . ? C21 C2 C3 106.2(2) . . ? C21 C2 B7 120.0(2) . . ? C3 C2 B7 123.4(2) . . ? C21 C2 B13 124.2(3) . . ? C3 C2 B13 114.6(2) . . ? B7 C2 B13 64.4(2) . . ? C21 C2 B8 113.5(2) . . ? C3 C2 B8 62.91(19) . . ? B7 C2 B8 117.9(2) . . ? B13 C2 B8 60.4(2) . . ? C23 C3 C2 106.6(2) . . ? C23 C3 B4 120.0(2) . . ? C2 C3 B4 123.4(2) . . ? C23 C3 B9 123.2(3) . . ? C2 C3 B9 115.0(2) . . ? B4 C3 B9 64.0(2) . . ? C23 C3 B8 113.0(2) . . ? C2 C3 B8 63.08(19) . . ? B4 C3 B8 117.8(2) . . ? B9 C3 B8 60.73(19) . . ? C22 C21 C2 107.0(3) . . ? C21 C22 C23 105.5(2) . . ? C22 C23 C3 106.7(3) . . ? N1 C24 C25 122.8(3) . . ? C26 C25 C24 119.4(3) . . ? C25 C26 C27 119.8(3) . . ? C26 C27 C35 117.1(3) . . ? C26 C27 C28 124.2(3) . . ? C35 C27 C28 118.7(3) . . ? C29 C28 C27 121.1(3) . . ? C28 C29 C30 121.6(3) . . ? C31 C30 C34 117.1(3) . . ? C31 C30 C29 124.7(3) . . ? C34 C30 C29 118.1(3) . . ? C32 C31 C30 120.0(3) . . ? C31 C32 C33 119.3(3) . . ? N2 C33 C32 122.8(3) . . ? N2 C34 C30 122.5(3) . . ? N2 C34 C35 117.3(3) . . ? C30 C34 C35 120.2(3) . . ? N1 C35 C27 122.7(3) . . ? N1 C35 C34 117.1(3) . . ? C27 C35 C34 120.2(3) . . ? C3 B4 B10 107.1(2) . . ? C3 B4 B9 58.98(19) . . ? B10 B4 B9 57.65(19) . . ? C3 B4 B5 120.4(3) . . ? B10 B4 B5 58.9(2) . . ? B9 B4 B5 110.2(2) . . ? C3 B4 Ge1 81.44(17) . . ? B10 B4 Ge1 116.7(2) . . ? B9 B4 Ge1 130.2(2) . . ? B5 B4 Ge1 63.21(16) . . ? B11 B5 B10 59.9(2) . . ? B11 B5 B6 59.0(2) . . ? B10 B5 B6 110.2(3) . . ? B11 B5 B4 109.1(3) . . ? B10 B5 B4 59.9(2) . . ? B6 B5 B4 115.5(2) . . ? B11 B5 Ge1 120.9(2) . . ? B10 B5 Ge1 126.7(2) . . ? B6 B5 Ge1 67.05(16) . . ? B4 B5 Ge1 73.47(16) . . ? B11 B6 B12 59.7(2) . . ? B11 B6 B7 109.6(3) . . ? B12 B6 B7 60.2(2) . . ? B11 B6 B5 59.3(2) . . ? B12 B6 B5 110.6(3) . . ? B7 B6 B5 116.8(2) . . ? B11 B6 Ge1 121.9(2) . . ? B12 B6 Ge1 127.4(2) . . ? B7 B6 Ge1 73.83(15) . . ? B5 B6 Ge1 67.76(15) . . ? C2 B7 B12 106.8(2) . . ? C2 B7 B6 119.8(2) . . ? B12 B7 B6 58.9(2) . . ? C2 B7 B13 59.23(19) . . ? B12 B7 B13 57.1(2) . . ? B6 B7 B13 109.6(2) . . ? C2 B7 Ge1 81.46(16) . . ? B12 B7 Ge1 116.6(2) . . ? B6 B7 Ge1 62.89(15) . . ? B13 B7 Ge1 130.2(2) . . ? C3 B8 C2 54.01(17) . . ? C3 B8 B9 59.16(19) . . ? C2 B8 B9 105.9(2) . . ? C3 B8 B13 106.4(2) . . ? C2 B8 B13 59.72(19) . . ? B9 B8 B13 120.0(3) . . ? C3 B8 B14 100.9(2) . . ? C2 B8 B14 100.8(2) . . ? B9 B8 B14 63.9(2) . . ? B13 B8 B14 63.3(2) . . ? C3 B9 B10 108.3(3) . . ? C3 B9 B8 60.11(19) . . ? B10 B9 B8 120.6(3) . . ? C3 B9 B4 56.97(18) . . ? B10 B9 B4 61.1(2) . . ? B8 B9 B4 111.0(2) . . ? C3 B9 B14 100.8(2) . . ? B10 B9 B14 63.7(2) . . ? B8 B9 B14 62.8(2) . . ? B4 B9 B14 104.4(2) . . ? B9 B10 B11 119.6(3) . . ? B9 B10 B5 115.5(3) . . ? B11 B10 B5 60.0(2) . . ? B9 B10 B4 61.3(2) . . ? B11 B10 B4 110.3(3) . . ? B5 B10 B4 61.3(2) . . ? B9 B10 B14 63.6(2) . . ? B11 B10 B14 62.0(2) . . ? B5 B10 B14 106.4(3) . . ? B4 B10 B14 104.6(2) . . ? B12 B11 B6 60.5(2) . . ? B12 B11 B10 119.3(3) . . ? B6 B11 B10 112.5(3) . . ? B12 B11 B5 113.2(3) . . ? B6 B11 B5 61.6(2) . . ? B10 B11 B5 60.1(2) . . ? B12 B11 B14 63.2(2) . . ? B6 B11 B14 107.2(2) . . ? B10 B11 B14 63.6(2) . . ? B5 B11 B14 107.6(2) . . ? B13 B12 B11 119.8(3) . . ? B13 B12 B6 115.5(2) . . ? B11 B12 B6 59.9(2) . . ? B13 B12 B7 61.9(2) . . ? B11 B12 B7 110.3(2) . . ? B6 B12 B7 60.88(19) . . ? B13 B12 B14 63.3(2) . . ? B11 B12 B14 62.4(2) . . ? B6 B12 B14 106.2(2) . . ? B7 B12 B14 104.7(2) . . ? B12 B13 C2 107.7(2) . . ? B12 B13 B8 120.5(3) . . ? C2 B13 B8 59.84(19) . . ? B12 B13 B7 61.0(2) . . ? C2 B13 B7 56.35(18) . . ? B8 B13 B7 110.2(2) . . ? B12 B13 B14 63.6(2) . . ? C2 B13 B14 100.8(2) . . ? B8 B13 B14 63.1(2) . . ? B7 B13 B14 104.3(2) . . ? B11 B14 B8 129.8(2) . . ? B11 B14 B13 103.2(2) . . ? B8 B14 B13 53.61(18) . . ? B11 B14 B12 54.4(2) . . ? B8 B14 B12 102.4(2) . . ? B13 B14 B12 53.07(19) . . ? B11 B14 B9 102.8(2) . . ? B8 B14 B9 53.26(18) . . ? B13 B14 B9 101.9(2) . . ? B12 B14 B9 127.8(2) . . ? B11 B14 B10 54.42(19) . . ? B8 B14 B10 101.9(2) . . ? B13 B14 B10 128.2(3) . . ? B12 B14 B10 103.4(2) . . ? B9 B14 B10 52.68(19) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.366 _refine_diff_density_min -0.382 _refine_diff_density_rms 0.083 _database_code_depnum_ccdc_archive 'CCDC 958043' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H25 B11 N2 Sn' _chemical_formula_weight 470.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 '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 8.5813(11) _cell_length_b 15.991(2) _cell_length_c 15.854(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.174(2) _cell_angle_gamma 90.00 _cell_volume 2175.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 182 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 1.179 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5968 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19256 _diffrn_reflns_av_R_equivalents 0.0439 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3919 _reflns_number_gt 3257 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS 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^)+(0.0606P)^2^+39.2968P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3919 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0808 _refine_ls_R_factor_gt 0.0724 _refine_ls_wR_factor_ref 0.2317 _refine_ls_wR_factor_gt 0.2291 _refine_ls_goodness_of_fit_ref 1.189 _refine_ls_restrained_S_all 1.189 _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 Sn1 Sn 0.61531(9) 0.89532(5) 0.60944(5) 0.0405(3) Uani 1 1 d . . . N1 N 0.7039(11) 0.7685(6) 0.5432(6) 0.042(2) Uani 1 1 d . . . N2 N 0.4321(10) 0.7836(6) 0.6194(6) 0.039(2) Uani 1 1 d . . . C2 C 0.8422(14) 1.0256(7) 0.6634(7) 0.041(3) Uani 1 1 d . . . C3 C 0.6856(14) 1.0545(7) 0.7014(7) 0.043(3) Uani 1 1 d . . . C11 C 0.8706(19) 1.0780(9) 0.5845(9) 0.066(4) Uani 1 1 d . . . H11A H 0.9777 1.0972 0.5838 0.079 Uiso 1 1 calc R . . H11B H 0.8498 1.0453 0.5339 0.079 Uiso 1 1 calc R . . C12 C 0.759(3) 1.1516(12) 0.5887(12) 0.100(6) Uani 1 1 d . . . H12A H 0.7210 1.1663 0.5327 0.119 Uiso 1 1 calc R . . H12B H 0.8119 1.1999 0.6131 0.119 Uiso 1 1 calc R . . C13 C 0.6243(18) 1.1242(8) 0.6445(9) 0.062(4) Uani 1 1 d . . . H13A H 0.5885 1.1709 0.6780 0.075 Uiso 1 1 calc R . . H13B H 0.5376 1.1042 0.6097 0.075 Uiso 1 1 calc R . . C21 C 0.8456(15) 0.7634(9) 0.5078(8) 0.057(3) Uani 1 1 d . . . H21A H 0.9164 0.8065 0.5178 0.068 Uiso 1 1 calc R . . C22 C 0.8897(15) 0.6990(9) 0.4584(8) 0.057(3) Uani 1 1 d . . . H22A H 0.9890 0.6969 0.4360 0.069 Uiso 1 1 calc R . . C23 C 0.7839(15) 0.6372(9) 0.4426(8) 0.054(3) Uani 1 1 d . . . H23A H 0.8101 0.5929 0.4076 0.065 Uiso 1 1 calc R . . C24 C 0.6405(13) 0.6393(7) 0.4774(7) 0.041(2) Uani 1 1 d . . . H24A H 0.5687 0.5969 0.4665 0.049 Uiso 1 1 calc R . . C25 C 0.6026(12) 0.7063(7) 0.5300(6) 0.035(2) Uani 1 1 d . . . C26 C 0.4535(11) 0.7130(7) 0.5738(6) 0.035(2) Uani 1 1 d . . . C27 C 0.3403(12) 0.6509(7) 0.5709(7) 0.043(3) Uani 1 1 d . . . H27A H 0.3561 0.6026 0.5395 0.052 Uiso 1 1 calc R . . C28 C 0.2048(14) 0.6613(8) 0.6146(9) 0.055(3) Uani 1 1 d . . . H28A H 0.1287 0.6199 0.6136 0.066 Uiso 1 1 calc R . . C29 C 0.1833(14) 0.7345(9) 0.6601(9) 0.062(4) Uani 1 1 d . . . H29A H 0.0927 0.7431 0.6902 0.075 Uiso 1 1 calc R . . C30 C 0.2995(13) 0.7940(9) 0.6596(8) 0.055(3) Uani 1 1 d . . . H30A H 0.2841 0.8437 0.6887 0.066 Uiso 1 1 calc R . . B4 B 0.5655(15) 0.9902(9) 0.7505(9) 0.048(3) Uani 1 1 d . . . H4 H 0.4532 0.9892 0.7158 0.058 Uiso 1 1 calc R . . B5 B 0.6206(16) 0.8842(9) 0.7698(7) 0.042(3) Uani 1 1 d . . . H5 H 0.5260 0.8394 0.7810 0.051 Uiso 1 1 calc R . . B6 B 0.7995(16) 0.8498(7) 0.7228(8) 0.042(3) Uani 1 1 d . . . H6 H 0.8148 0.7839 0.7051 0.050 Uiso 1 1 calc R . . B7 B 0.9024(15) 0.9267(8) 0.6648(8) 0.040(3) Uani 1 1 d . . . H7 H 0.9670 0.9088 0.6083 0.047 Uiso 1 1 calc R . . B8 B 0.8547(15) 1.0821(8) 0.7553(8) 0.042(3) Uani 1 1 d . . . H8 H 0.9031 1.1451 0.7650 0.050 Uiso 1 1 calc R . . B9 B 0.6876(15) 1.0597(8) 0.8086(9) 0.043(3) Uani 1 1 d . . . H9 H 0.6438 1.1112 0.8476 0.052 Uiso 1 1 calc R . . B10 B 0.6546(15) 0.9610(9) 0.8464(8) 0.044(3) Uani 1 1 d . . . H10 H 0.5935 0.9598 0.9067 0.052 Uiso 1 1 calc R . . B11 B 0.7932(18) 0.8825(8) 0.8283(9) 0.048(3) Uani 1 1 d . . . H11 H 0.8115 0.8378 0.8803 0.058 Uiso 1 1 calc R . . B12 B 0.9565(17) 0.9043(9) 0.7705(9) 0.047(3) Uani 1 1 d . . . H12 H 1.0644 0.8712 0.7889 0.056 Uiso 1 1 calc R . . B13 B 0.9867(16) 1.0039(9) 0.7346(9) 0.045(3) Uani 1 1 d . . . H13 H 1.1090 1.0243 0.7326 0.054 Uiso 1 1 calc R . . B14 B 0.8696(15) 0.9941(8) 0.8343(8) 0.040(3) Uani 1 1 d . . . H14 H 0.948(12) 1.008(7) 0.891(7) 0.04(3) 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 Sn1 0.0577(5) 0.0330(4) 0.0308(4) -0.0022(3) -0.0016(3) -0.0025(3) N1 0.046(5) 0.042(5) 0.040(5) -0.013(4) 0.009(4) -0.008(4) N2 0.041(5) 0.034(5) 0.042(5) -0.007(4) 0.002(4) 0.000(4) C2 0.059(7) 0.032(6) 0.033(6) 0.002(5) 0.002(5) -0.009(5) C3 0.057(7) 0.027(5) 0.043(6) -0.005(5) -0.008(5) 0.005(5) C11 0.094(11) 0.054(8) 0.050(8) 0.018(7) 0.005(7) -0.012(8) C12 0.152(18) 0.066(11) 0.081(12) 0.021(10) 0.002(12) 0.018(12) C13 0.098(11) 0.036(7) 0.052(8) -0.001(6) -0.021(7) 0.016(7) C21 0.054(7) 0.061(8) 0.055(8) -0.015(6) 0.021(6) -0.019(6) C22 0.054(7) 0.070(9) 0.048(7) -0.022(6) 0.018(6) -0.012(6) C23 0.059(8) 0.058(8) 0.047(7) -0.020(6) 0.006(6) 0.007(6) C24 0.047(6) 0.038(6) 0.038(6) -0.006(5) -0.001(5) 0.000(5) C25 0.039(5) 0.039(6) 0.026(5) -0.002(4) -0.002(4) -0.001(4) C26 0.035(5) 0.035(5) 0.035(5) -0.001(4) -0.006(4) 0.004(4) C27 0.043(6) 0.040(6) 0.046(6) 0.000(5) -0.001(5) -0.005(5) C28 0.041(6) 0.054(8) 0.070(9) -0.001(6) 0.006(6) -0.008(5) C29 0.039(7) 0.069(9) 0.079(10) -0.010(8) 0.015(6) 0.000(6) C30 0.041(6) 0.060(8) 0.065(8) -0.017(7) 0.007(6) 0.005(6) B4 0.038(7) 0.055(8) 0.051(8) -0.017(7) -0.003(6) 0.002(6) B5 0.060(8) 0.050(8) 0.017(5) 0.004(5) 0.006(5) -0.017(6) B6 0.069(9) 0.022(6) 0.035(6) -0.005(5) 0.000(6) 0.000(5) B7 0.053(7) 0.035(6) 0.031(6) -0.004(5) 0.005(5) 0.004(5) B8 0.051(7) 0.030(6) 0.044(7) 0.003(5) -0.001(6) -0.003(5) B9 0.048(7) 0.032(6) 0.049(8) -0.016(6) -0.003(6) 0.002(5) B10 0.048(7) 0.048(8) 0.035(7) -0.011(6) 0.008(5) -0.014(6) B11 0.071(9) 0.038(7) 0.036(7) 0.001(6) -0.006(6) -0.010(6) B12 0.052(8) 0.041(7) 0.048(8) -0.008(6) -0.005(6) 0.009(6) B13 0.043(7) 0.046(8) 0.046(7) -0.001(6) 0.005(6) -0.005(6) B14 0.043(7) 0.031(6) 0.045(7) -0.007(5) -0.003(5) 0.001(5) _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 Sn1 N2 2.387(9) . ? Sn1 N1 2.413(9) . ? Sn1 B6 2.478(13) . ? Sn1 B5 2.547(11) . ? Sn1 B7 2.646(13) . ? N1 C25 1.335(13) . ? N1 C21 1.353(14) . ? N2 C30 1.326(14) . ? N2 C26 1.355(13) . ? C2 C11 1.530(16) . ? C2 C3 1.556(16) . ? C2 B7 1.663(16) . ? C2 B13 1.696(18) . ? C2 B8 1.716(17) . ? C3 C13 1.521(16) . ? C3 B4 1.661(19) . ? C3 B9 1.702(17) . ? C3 B8 1.726(17) . ? C11 C12 1.52(2) . ? C12 C13 1.54(2) . ? C21 C22 1.353(17) . ? C22 C23 1.361(18) . ? C23 C24 1.359(16) . ? C24 C25 1.399(15) . ? C25 C26 1.472(14) . ? C26 C27 1.390(15) . ? C27 C28 1.376(16) . ? C28 C29 1.390(19) . ? C29 C30 1.379(18) . ? B4 B10 1.75(2) . ? B4 B9 1.773(18) . ? B4 B5 1.78(2) . ? B5 B11 1.73(2) . ? B5 B10 1.748(17) . ? B5 B6 1.806(19) . ? B6 B11 1.755(18) . ? B6 B12 1.762(19) . ? B6 B7 1.780(18) . ? B7 B12 1.767(19) . ? B7 B13 1.800(18) . ? B8 B9 1.718(19) . ? B8 B13 1.723(19) . ? B8 B14 1.886(18) . ? B9 B10 1.713(19) . ? B9 B14 1.918(18) . ? B10 B11 1.76(2) . ? B10 B14 1.932(18) . ? B11 B12 1.73(2) . ? B11 B14 1.902(18) . ? B12 B13 1.71(2) . ? B12 B14 1.916(18) . ? B13 B14 1.896(19) . ? 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 Sn1 N1 67.3(3) . . ? N2 Sn1 B6 98.2(4) . . ? N1 Sn1 B6 82.3(4) . . ? N2 Sn1 B5 83.1(4) . . ? N1 Sn1 B5 112.1(4) . . ? B6 Sn1 B5 42.1(4) . . ? N2 Sn1 B7 136.9(4) . . ? N1 Sn1 B7 90.2(3) . . ? B6 Sn1 B7 40.5(4) . . ? B5 Sn1 B7 71.6(4) . . ? C25 N1 C21 118.5(10) . . ? C25 N1 Sn1 119.0(7) . . ? C21 N1 Sn1 121.7(8) . . ? C30 N2 C26 119.2(10) . . ? C30 N2 Sn1 120.7(8) . . ? C26 N2 Sn1 119.4(7) . . ? C11 C2 C3 107.9(10) . . ? C11 C2 B7 118.5(10) . . ? C3 C2 B7 123.3(9) . . ? C11 C2 B13 122.0(11) . . ? C3 C2 B13 115.4(9) . . ? B7 C2 B13 64.8(8) . . ? C11 C2 B8 113.4(10) . . ? C3 C2 B8 63.5(7) . . ? B7 C2 B8 118.4(9) . . ? B13 C2 B8 60.6(7) . . ? C13 C3 C2 106.2(10) . . ? C13 C3 B4 121.5(11) . . ? C2 C3 B4 123.1(9) . . ? C13 C3 B9 123.6(10) . . ? C2 C3 B9 114.2(9) . . ? B4 C3 B9 63.6(8) . . ? C13 C3 B8 112.6(10) . . ? C2 C3 B8 62.8(7) . . ? B4 C3 B8 116.7(9) . . ? B9 C3 B8 60.1(7) . . ? C12 C11 C2 106.1(12) . . ? C11 C12 C13 106.7(13) . . ? C3 C13 C12 107.1(12) . . ? N1 C21 C22 123.4(12) . . ? C21 C22 C23 117.8(11) . . ? C24 C23 C22 120.9(11) . . ? C23 C24 C25 119.0(11) . . ? N1 C25 C24 120.4(10) . . ? N1 C25 C26 116.1(9) . . ? C24 C25 C26 123.5(10) . . ? N2 C26 C27 120.7(10) . . ? N2 C26 C25 116.2(9) . . ? C27 C26 C25 123.0(10) . . ? C28 C27 C26 119.6(11) . . ? C27 C28 C29 119.1(11) . . ? C30 C29 C28 118.3(11) . . ? N2 C30 C29 123.0(12) . . ? C3 B4 B10 107.9(9) . . ? C3 B4 B9 59.3(8) . . ? B10 B4 B9 58.2(7) . . ? C3 B4 B5 120.3(9) . . ? B10 B4 B5 59.3(8) . . ? B9 B4 B5 110.8(10) . . ? B11 B5 B10 60.6(8) . . ? B11 B5 B4 109.1(9) . . ? B10 B5 B4 59.4(8) . . ? B11 B5 B6 59.4(8) . . ? B10 B5 B6 111.7(9) . . ? B4 B5 B6 116.3(9) . . ? B11 B5 Sn1 122.2(8) . . ? B10 B5 Sn1 130.1(8) . . ? B4 B5 Sn1 76.3(6) . . ? B6 B5 Sn1 66.9(5) . . ? B11 B6 B12 58.7(8) . . ? B11 B6 B7 108.2(9) . . ? B12 B6 B7 59.9(8) . . ? B11 B6 B5 58.2(7) . . ? B12 B6 B5 108.7(9) . . ? B7 B6 B5 116.0(9) . . ? B11 B6 Sn1 124.9(8) . . ? B12 B6 Sn1 129.6(8) . . ? B7 B6 Sn1 74.8(6) . . ? B5 B6 Sn1 71.0(6) . . ? C2 B7 B12 106.3(9) . . ? C2 B7 B6 120.4(9) . . ? B12 B7 B6 59.6(7) . . ? C2 B7 B13 58.5(7) . . ? B12 B7 B13 57.4(7) . . ? B6 B7 B13 110.7(9) . . ? C2 B7 Sn1 83.6(6) . . ? B12 B7 Sn1 120.1(8) . . ? B6 B7 Sn1 64.7(6) . . ? B13 B7 Sn1 133.9(8) . . ? C2 B8 B9 105.7(9) . . ? C2 B8 B13 59.1(7) . . ? B9 B8 B13 120.1(10) . . ? C2 B8 C3 53.7(7) . . ? B9 B8 C3 59.2(7) . . ? B13 B8 C3 105.7(9) . . ? C2 B8 B14 100.0(8) . . ? B9 B8 B14 64.1(7) . . ? B13 B8 B14 63.2(7) . . ? C3 B8 B14 100.5(8) . . ? C3 B9 B10 107.8(9) . . ? C3 B9 B8 60.6(8) . . ? B10 B9 B8 120.6(10) . . ? C3 B9 B4 57.1(7) . . ? B10 B9 B4 60.3(8) . . ? B8 B9 B4 111.4(10) . . ? C3 B9 B14 100.2(8) . . ? B10 B9 B14 64.0(8) . . ? B8 B9 B14 62.2(7) . . ? B4 B9 B14 103.7(8) . . ? B9 B10 B5 115.5(9) . . ? B9 B10 B4 61.6(8) . . ? B5 B10 B4 61.3(8) . . ? B9 B10 B11 118.9(10) . . ? B5 B10 B11 59.2(8) . . ? B4 B10 B11 109.5(9) . . ? B9 B10 B14 63.1(7) . . ? B5 B10 B14 105.6(9) . . ? B4 B10 B14 104.0(9) . . ? B11 B10 B14 61.9(7) . . ? B12 B11 B5 114.0(10) . . ? B12 B11 B6 60.8(8) . . ? B5 B11 B6 62.4(8) . . ? B12 B11 B10 120.2(10) . . ? B5 B11 B10 60.1(8) . . ? B6 B11 B10 113.7(10) . . ? B12 B11 B14 63.6(8) . . ? B5 B11 B14 107.6(9) . . ? B6 B11 B14 108.0(9) . . ? B10 B11 B14 63.6(7) . . ? B13 B12 B11 119.6(10) . . ? B13 B12 B6 115.8(10) . . ? B11 B12 B6 60.4(8) . . ? B13 B12 B7 62.3(8) . . ? B11 B12 B7 110.1(10) . . ? B6 B12 B7 60.6(7) . . ? B13 B12 B14 62.7(7) . . ? B11 B12 B14 62.7(8) . . ? B6 B12 B14 107.1(9) . . ? B7 B12 B14 104.5(9) . . ? C2 B13 B12 107.3(9) . . ? C2 B13 B8 60.3(7) . . ? B12 B13 B8 120.5(10) . . ? C2 B13 B7 56.7(7) . . ? B12 B13 B7 60.3(8) . . ? B8 B13 B7 110.9(9) . . ? C2 B13 B14 100.3(8) . . ? B12 B13 B14 63.9(7) . . ? B8 B13 B14 62.6(7) . . ? B7 B13 B14 104.0(9) . . ? B8 B14 B13 54.2(7) . . ? B8 B14 B11 130.4(9) . . ? B13 B14 B11 103.0(8) . . ? B8 B14 B12 103.3(9) . . ? B13 B14 B12 53.4(7) . . ? B11 B14 B12 53.7(7) . . ? B8 B14 B9 53.7(7) . . ? B13 B14 B9 102.8(9) . . ? B11 B14 B9 103.0(8) . . ? B12 B14 B9 128.5(9) . . ? B8 B14 B10 102.6(8) . . ? B13 B14 B10 129.0(9) . . ? B11 B14 B10 54.5(7) . . ? B12 B14 B10 103.3(8) . . ? B9 B14 B10 52.8(7) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.364 _refine_diff_density_min -2.083 _refine_diff_density_rms 0.165 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.245 0.109 0.640 33.1 2.2 2 0.254 0.609 0.860 33.1 1.7 3 0.745 0.391 0.140 33.1 1.6 4 0.754 0.891 0.360 33.0 1.3 _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 958044' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H41 B11 P2 Sn' _chemical_formula_weight 713.18 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' Sn Sn -0.6537 1.4246 '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 12.8513(7) _cell_length_b 12.7936(6) _cell_length_c 21.5982(11) _cell_angle_alpha 90.00 _cell_angle_beta 103.5020(10) _cell_angle_gamma 90.00 _cell_volume 3452.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 823 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.372 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1448 _exptl_absorpt_coefficient_mu 0.855 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6355 _exptl_absorpt_correction_T_max 0.7380 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 37823 _diffrn_reflns_av_R_equivalents 0.1047 _diffrn_reflns_av_sigmaI/netI 0.0670 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.25 _reflns_number_total 6259 _reflns_number_gt 4935 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS 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^)+(0.0367P)^2^+0.8174P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6259 _refine_ls_number_parameters 410 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0534 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0940 _refine_ls_wR_factor_gt 0.0841 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.988 _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 Sn1 Sn 0.634057(16) 0.275601(19) 0.839331(10) 0.03108(9) Uani 1 1 d . . . P2 P 0.44574(6) 0.15714(7) 0.82123(4) 0.0289(2) Uani 1 1 d . . . P3 P 0.65926(6) 0.11782(7) 0.94680(4) 0.0301(2) Uani 1 1 d . . . C2 C 0.7817(3) 0.4496(3) 0.86428(17) 0.0397(9) Uani 1 1 d . . . C3 C 0.7125(3) 0.4704(3) 0.79553(17) 0.0385(8) Uani 1 1 d . . . C11 C 0.8893(3) 0.4060(3) 0.8569(2) 0.0543(11) Uani 1 1 d . . . H11A H 0.9480 0.4422 0.8852 0.065 Uiso 1 1 calc R . . H11B H 0.8947 0.3321 0.8670 0.065 Uiso 1 1 calc R . . C12 C 0.8933(3) 0.4234(4) 0.7883(2) 0.0691(13) Uani 1 1 d . . . H12A H 0.9353 0.4851 0.7848 0.083 Uiso 1 1 calc R . . H12B H 0.9266 0.3639 0.7728 0.083 Uiso 1 1 calc R . . C13 C 0.7807(3) 0.4371(4) 0.74907(19) 0.0547(11) Uani 1 1 d . . . H13A H 0.7542 0.3721 0.7281 0.066 Uiso 1 1 calc R . . H13B H 0.7785 0.4904 0.7168 0.066 Uiso 1 1 calc R . . C14 C 0.4884(3) 0.0295(3) 0.85737(15) 0.0350(8) Uani 1 1 d . . . H14A H 0.4268 -0.0165 0.8505 0.042 Uiso 1 1 calc R . . H14B H 0.5397 -0.0009 0.8360 0.042 Uiso 1 1 calc R . . C15 C 0.5391(2) 0.0353(3) 0.92909(15) 0.0341(8) Uani 1 1 d . . . H15A H 0.5579 -0.0346 0.9452 0.041 Uiso 1 1 calc R . . H15B H 0.4871 0.0632 0.9509 0.041 Uiso 1 1 calc R . . C16 C 0.3990(2) 0.1230(3) 0.73767(15) 0.0297(7) Uani 1 1 d . . . C17 C 0.4376(3) 0.1776(3) 0.69218(16) 0.0361(8) Uani 1 1 d . . . H17A H 0.4834 0.2340 0.7045 0.043 Uiso 1 1 calc R . . C18 C 0.4086(3) 0.1489(3) 0.62883(17) 0.0486(10) Uani 1 1 d . . . H18A H 0.4364 0.1849 0.5989 0.058 Uiso 1 1 calc R . . C19 C 0.3386(3) 0.0669(3) 0.60984(17) 0.0493(10) Uani 1 1 d . . . H19A H 0.3185 0.0483 0.5671 0.059 Uiso 1 1 calc R . . C20 C 0.2987(3) 0.0130(3) 0.65406(18) 0.0473(10) Uani 1 1 d . . . H20A H 0.2513 -0.0421 0.6413 0.057 Uiso 1 1 calc R . . C21 C 0.3288(3) 0.0402(3) 0.71729(16) 0.0392(8) Uani 1 1 d . . . H21A H 0.3018 0.0028 0.7470 0.047 Uiso 1 1 calc R . . C22 C 0.3289(2) 0.1927(3) 0.85151(15) 0.0304(7) Uani 1 1 d . . . C23 C 0.2244(3) 0.1856(3) 0.81550(17) 0.0381(8) Uani 1 1 d . . . H23A H 0.2115 0.1630 0.7735 0.046 Uiso 1 1 calc R . . C24 C 0.1392(3) 0.2119(3) 0.8418(2) 0.0524(11) Uani 1 1 d . . . H24A H 0.0695 0.2070 0.8172 0.063 Uiso 1 1 calc R . . C25 C 0.1570(3) 0.2450(3) 0.9037(2) 0.0492(10) Uani 1 1 d . . . H25A H 0.0995 0.2613 0.9213 0.059 Uiso 1 1 calc R . . C26 C 0.2599(3) 0.2541(3) 0.93974(19) 0.0447(9) Uani 1 1 d . . . H26A H 0.2722 0.2766 0.9818 0.054 Uiso 1 1 calc R . . C27 C 0.3453(3) 0.2298(3) 0.91350(17) 0.0391(8) Uani 1 1 d . . . H27A H 0.4148 0.2384 0.9377 0.047 Uiso 1 1 calc R . . C28 C 0.6896(2) 0.1298(3) 1.03375(15) 0.0308(7) Uani 1 1 d . . . C29 C 0.7647(3) 0.0676(3) 1.07423(16) 0.0383(8) Uani 1 1 d . . . H29A H 0.8001 0.0153 1.0573 0.046 Uiso 1 1 calc R . . C30 C 0.7871(3) 0.0827(3) 1.13944(17) 0.0423(9) Uani 1 1 d . . . H30A H 0.8381 0.0411 1.1660 0.051 Uiso 1 1 calc R . . C31 C 0.7345(3) 0.1587(3) 1.16505(16) 0.0416(9) Uani 1 1 d . . . H31A H 0.7502 0.1687 1.2089 0.050 Uiso 1 1 calc R . . C32 C 0.6592(3) 0.2196(3) 1.12619(18) 0.0472(10) Uani 1 1 d . . . H32A H 0.6224 0.2699 1.1438 0.057 Uiso 1 1 calc R . . C33 C 0.6373(3) 0.2067(3) 1.06066(17) 0.0426(9) Uani 1 1 d . . . H33A H 0.5873 0.2497 1.0345 0.051 Uiso 1 1 calc R . . C34 C 0.7655(2) 0.0337(3) 0.93245(15) 0.0315(7) Uani 1 1 d . . . C35 C 0.8582(3) 0.0816(3) 0.92415(18) 0.0455(9) Uani 1 1 d . . . H35A H 0.8627 0.1541 0.9248 0.055 Uiso 1 1 calc R . . C36 C 0.9436(3) 0.0238(4) 0.9150(2) 0.0577(11) Uani 1 1 d . . . H36A H 1.0053 0.0576 0.9101 0.069 Uiso 1 1 calc R . . C37 C 0.9383(3) -0.0827(4) 0.91295(19) 0.0528(11) Uani 1 1 d . . . H37A H 0.9964 -0.1213 0.9069 0.063 Uiso 1 1 calc R . . C38 C 0.8474(3) -0.1327(3) 0.9198(2) 0.0554(11) Uani 1 1 d . . . H38A H 0.8432 -0.2053 0.9180 0.066 Uiso 1 1 calc R . . C39 C 0.7613(3) -0.0742(3) 0.92955(19) 0.0462(9) Uani 1 1 d . . . H39A H 0.6997 -0.1084 0.9342 0.055 Uiso 1 1 calc R . . B4 B 0.5812(3) 0.4548(3) 0.77473(18) 0.0370(9) Uani 1 1 d . . . H4 H 0.5513 0.4265 0.7257 0.044 Uiso 1 1 calc R . . B5 B 0.5076(3) 0.4272(3) 0.83358(19) 0.0356(9) Uani 1 1 d . . . H5 H 0.4284 0.3910 0.8167 0.043 Uiso 1 1 calc R . . B6 B 0.5856(3) 0.4034(3) 0.91249(18) 0.0324(9) Uani 1 1 d . . . H6 H 0.5527 0.3521 0.9441 0.039 Uiso 1 1 calc R . . B7 B 0.7294(3) 0.4109(3) 0.92360(18) 0.0364(9) Uani 1 1 d . . . H7 H 0.7828 0.3588 0.9573 0.044 Uiso 1 1 calc R . . B8 B 0.7612(3) 0.5768(4) 0.8407(2) 0.0487(11) Uani 1 1 d . . . H8 H 0.8215 0.6331 0.8327 0.058 Uiso 1 1 calc R . . B9 B 0.6398(3) 0.5811(4) 0.7868(2) 0.0457(11) Uani 1 1 d . . . H9 H 0.6333 0.6393 0.7486 0.055 Uiso 1 1 calc R . . B10 B 0.5252(3) 0.5572(4) 0.8118(2) 0.0431(10) Uani 1 1 d . . . H10 H 0.4567 0.6047 0.7871 0.052 Uiso 1 1 calc R . . B11 B 0.5307(3) 0.5266(3) 0.8911(2) 0.0417(10) Uani 1 1 d . . . H11 H 0.4658 0.5584 0.9110 0.050 Uiso 1 1 calc R . . B12 B 0.6559(3) 0.5154(3) 0.9446(2) 0.0426(10) Uani 1 1 d . . . H12 H 0.6605 0.5381 0.9943 0.051 Uiso 1 1 calc R . . B13 B 0.7700(3) 0.5425(4) 0.9185(2) 0.0472(11) Uani 1 1 d . . . H13 H 0.8354 0.5799 0.9535 0.057 Uiso 1 1 calc R . . B14 B 0.6424(4) 0.6126(4) 0.8743(2) 0.0463(11) Uani 1 1 d . . . H14 H 0.637(3) 0.699(4) 0.885(2) 0.071(13) 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 Sn1 0.02926(13) 0.03361(16) 0.03087(14) -0.00300(10) 0.00801(9) -0.00259(10) P2 0.0276(4) 0.0320(5) 0.0261(4) -0.0027(4) 0.0047(3) -0.0048(4) P3 0.0321(4) 0.0306(5) 0.0266(4) 0.0013(4) 0.0049(3) -0.0001(4) C2 0.0313(17) 0.040(2) 0.044(2) 0.0058(18) 0.0014(15) -0.0067(15) C3 0.0356(18) 0.040(2) 0.040(2) 0.0074(17) 0.0092(15) -0.0059(16) C11 0.0280(18) 0.056(3) 0.077(3) 0.011(2) 0.0103(18) -0.0039(18) C12 0.049(2) 0.082(4) 0.082(3) 0.003(3) 0.028(2) 0.007(2) C13 0.053(2) 0.067(3) 0.052(2) 0.010(2) 0.0275(19) 0.001(2) C14 0.0326(17) 0.037(2) 0.0346(19) 0.0006(16) 0.0050(14) -0.0047(15) C15 0.0332(17) 0.036(2) 0.0335(18) 0.0066(16) 0.0095(14) -0.0029(15) C16 0.0299(16) 0.0308(19) 0.0279(17) -0.0031(15) 0.0055(13) 0.0014(14) C17 0.0372(18) 0.037(2) 0.0332(19) 0.0020(16) 0.0062(14) -0.0001(16) C18 0.059(2) 0.057(3) 0.030(2) 0.0034(19) 0.0118(17) 0.004(2) C19 0.055(2) 0.060(3) 0.028(2) -0.0096(19) -0.0001(17) 0.010(2) C20 0.049(2) 0.049(3) 0.040(2) -0.0138(19) 0.0031(17) -0.0091(18) C21 0.0392(19) 0.041(2) 0.036(2) -0.0036(17) 0.0059(15) -0.0078(16) C22 0.0328(16) 0.0273(18) 0.0322(18) -0.0015(15) 0.0097(14) -0.0040(14) C23 0.0350(17) 0.041(2) 0.0363(19) -0.0070(17) 0.0054(15) 0.0000(16) C24 0.0330(19) 0.058(3) 0.065(3) -0.007(2) 0.0102(18) 0.0013(18) C25 0.045(2) 0.047(3) 0.062(3) -0.006(2) 0.0261(19) 0.0043(18) C26 0.060(2) 0.037(2) 0.042(2) -0.0058(17) 0.0231(18) -0.0024(18) C27 0.0384(18) 0.040(2) 0.038(2) -0.0071(17) 0.0066(15) -0.0045(16) C28 0.0288(16) 0.0291(19) 0.0330(18) -0.0013(15) 0.0042(13) -0.0027(14) C29 0.0380(18) 0.039(2) 0.037(2) -0.0032(17) 0.0067(15) 0.0032(16) C30 0.0399(19) 0.045(2) 0.038(2) 0.0090(18) -0.0004(15) -0.0027(17) C31 0.055(2) 0.040(2) 0.0262(18) -0.0032(17) 0.0022(16) -0.0188(18) C32 0.069(3) 0.036(2) 0.038(2) -0.0052(18) 0.0159(19) 0.0057(19) C33 0.053(2) 0.038(2) 0.037(2) 0.0016(17) 0.0098(17) 0.0084(17) C34 0.0363(17) 0.0316(19) 0.0264(17) 0.0029(15) 0.0068(13) 0.0017(15) C35 0.043(2) 0.036(2) 0.059(2) 0.0020(19) 0.0141(18) -0.0018(17) C36 0.044(2) 0.057(3) 0.077(3) 0.006(2) 0.026(2) 0.003(2) C37 0.049(2) 0.059(3) 0.055(3) 0.002(2) 0.0198(19) 0.016(2) C38 0.064(3) 0.038(2) 0.064(3) -0.008(2) 0.014(2) 0.008(2) C39 0.046(2) 0.034(2) 0.061(3) -0.0018(19) 0.0182(18) -0.0035(17) B4 0.036(2) 0.043(3) 0.027(2) 0.0062(19) -0.0009(16) -0.0003(18) B5 0.0308(19) 0.038(2) 0.037(2) 0.0027(19) 0.0061(16) 0.0030(17) B6 0.037(2) 0.031(2) 0.031(2) 0.0010(17) 0.0104(16) 0.0032(17) B7 0.042(2) 0.032(2) 0.031(2) -0.0004(18) -0.0010(17) -0.0010(18) B8 0.047(2) 0.037(3) 0.060(3) 0.008(2) 0.006(2) -0.012(2) B9 0.049(2) 0.040(3) 0.048(3) 0.015(2) 0.010(2) -0.001(2) B10 0.043(2) 0.039(3) 0.045(2) 0.015(2) 0.0046(19) 0.0064(19) B11 0.047(2) 0.033(2) 0.046(3) 0.004(2) 0.0125(19) 0.0058(19) B12 0.058(3) 0.032(2) 0.034(2) -0.0004(19) 0.0034(19) -0.001(2) B13 0.048(2) 0.039(3) 0.047(3) -0.004(2) -0.004(2) -0.008(2) B14 0.052(3) 0.034(3) 0.048(3) 0.000(2) 0.004(2) -0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 B6 2.452(4) . ? Sn1 B5 2.515(4) . ? Sn1 B7 2.602(4) . ? Sn1 B4 2.687(4) . ? Sn1 P2 2.8044(8) . ? P2 C16 1.817(3) . ? P2 C22 1.830(3) . ? P2 C14 1.837(4) . ? P3 C34 1.821(3) . ? P3 C28 1.833(3) . ? P3 C15 1.836(3) . ? C2 C11 1.534(5) . ? C2 C3 1.565(5) . ? C2 B7 1.655(5) . ? C2 B13 1.700(6) . ? C2 B8 1.708(6) . ? C3 C13 1.538(5) . ? C3 B4 1.653(5) . ? C3 B9 1.684(6) . ? C3 B8 1.707(6) . ? C11 C12 1.511(6) . ? C12 C13 1.506(6) . ? C14 C15 1.536(4) . ? C16 C17 1.389(4) . ? C16 C21 1.394(5) . ? C17 C18 1.381(5) . ? C18 C19 1.381(6) . ? C19 C20 1.371(5) . ? C20 C21 1.375(5) . ? C22 C23 1.389(4) . ? C22 C27 1.389(5) . ? C23 C24 1.388(5) . ? C24 C25 1.371(5) . ? C25 C26 1.375(6) . ? C26 C27 1.383(5) . ? C28 C29 1.392(5) . ? C28 C33 1.392(5) . ? C29 C30 1.384(5) . ? C30 C31 1.372(5) . ? C31 C32 1.368(5) . ? C32 C33 1.387(5) . ? C34 C39 1.382(5) . ? C34 C35 1.388(5) . ? C35 C36 1.374(5) . ? C36 C37 1.365(6) . ? C37 C38 1.371(6) . ? C38 C39 1.391(5) . ? B4 B10 1.773(6) . ? B4 B9 1.776(6) . ? B4 B5 1.788(5) . ? B5 B11 1.754(6) . ? B5 B10 1.757(6) . ? B5 B6 1.790(5) . ? B6 B11 1.746(6) . ? B6 B12 1.749(6) . ? B6 B7 1.810(5) . ? B7 B12 1.757(6) . ? B7 B13 1.774(6) . ? B8 B9 1.716(6) . ? B8 B13 1.716(6) . ? B8 B14 1.894(7) . ? B9 B10 1.711(6) . ? B9 B14 1.925(7) . ? B10 B11 1.742(6) . ? B10 B14 1.909(6) . ? B11 B12 1.754(6) . ? B11 B14 1.910(6) . ? B12 B13 1.725(6) . ? B12 B14 1.940(6) . ? B13 B14 1.918(6) . ? 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 B6 Sn1 B5 42.22(13) . . ? B6 Sn1 B7 41.83(12) . . ? B5 Sn1 B7 73.44(13) . . ? B6 Sn1 B4 72.22(13) . . ? B5 Sn1 B4 40.04(12) . . ? B7 Sn1 B4 79.42(13) . . ? B6 Sn1 P2 96.28(9) . . ? B5 Sn1 P2 83.29(9) . . ? B7 Sn1 P2 135.02(9) . . ? B4 Sn1 P2 106.47(8) . . ? C16 P2 C22 107.82(14) . . ? C16 P2 C14 101.83(15) . . ? C22 P2 C14 104.91(15) . . ? C16 P2 Sn1 110.06(10) . . ? C22 P2 Sn1 124.69(11) . . ? C14 P2 Sn1 105.00(11) . . ? C34 P3 C28 103.62(14) . . ? C34 P3 C15 104.63(16) . . ? C28 P3 C15 103.23(14) . . ? C11 C2 C3 106.8(3) . . ? C11 C2 B7 120.7(3) . . ? C3 C2 B7 122.8(3) . . ? C11 C2 B13 123.5(3) . . ? C3 C2 B13 114.4(3) . . ? B7 C2 B13 63.8(2) . . ? C11 C2 B8 113.2(3) . . ? C3 C2 B8 62.7(2) . . ? B7 C2 B8 117.0(3) . . ? B13 C2 B8 60.5(3) . . ? C13 C3 C2 106.7(3) . . ? C13 C3 B4 119.3(3) . . ? C2 C3 B4 123.7(3) . . ? C13 C3 B9 123.0(3) . . ? C2 C3 B9 115.3(3) . . ? B4 C3 B9 64.3(2) . . ? C13 C3 B8 113.8(3) . . ? C2 C3 B8 62.8(2) . . ? B4 C3 B8 117.8(3) . . ? B9 C3 B8 60.8(3) . . ? C12 C11 C2 106.7(3) . . ? C13 C12 C11 108.7(3) . . ? C12 C13 C3 106.5(3) . . ? C15 C14 P2 113.6(2) . . ? C14 C15 P3 112.1(2) . . ? C17 C16 C21 118.1(3) . . ? C17 C16 P2 119.4(3) . . ? C21 C16 P2 122.4(3) . . ? C18 C17 C16 120.6(3) . . ? C19 C18 C17 120.2(4) . . ? C20 C19 C18 119.9(3) . . ? C19 C20 C21 120.0(4) . . ? C20 C21 C16 121.1(3) . . ? C23 C22 C27 118.1(3) . . ? C23 C22 P2 123.4(3) . . ? C27 C22 P2 118.5(2) . . ? C24 C23 C22 120.5(3) . . ? C25 C24 C23 120.4(3) . . ? C24 C25 C26 119.8(3) . . ? C25 C26 C27 120.0(4) . . ? C26 C27 C22 121.0(3) . . ? C29 C28 C33 118.3(3) . . ? C29 C28 P3 123.1(3) . . ? C33 C28 P3 118.6(3) . . ? C30 C29 C28 120.6(3) . . ? C31 C30 C29 120.3(3) . . ? C32 C31 C30 120.1(3) . . ? C31 C32 C33 120.3(4) . . ? C32 C33 C28 120.5(3) . . ? C39 C34 C35 117.4(3) . . ? C39 C34 P3 125.1(3) . . ? C35 C34 P3 117.5(3) . . ? C36 C35 C34 121.3(4) . . ? C37 C36 C35 120.4(4) . . ? C36 C37 C38 120.0(4) . . ? C37 C38 C39 119.5(4) . . ? C34 C39 C38 121.4(3) . . ? C3 B4 B10 106.5(3) . . ? C3 B4 B9 58.7(2) . . ? B10 B4 B9 57.6(2) . . ? C3 B4 B5 120.4(3) . . ? B10 B4 B5 59.1(2) . . ? B9 B4 B5 110.6(3) . . ? C3 B4 Sn1 81.00(19) . . ? B10 B4 Sn1 118.4(2) . . ? B9 B4 Sn1 130.8(2) . . ? B5 B4 Sn1 64.79(18) . . ? B11 B5 B10 59.5(2) . . ? B11 B5 B4 109.3(3) . . ? B10 B5 B4 60.0(2) . . ? B11 B5 B6 59.0(2) . . ? B10 B5 B6 109.7(3) . . ? B4 B5 B6 116.0(3) . . ? B11 B5 Sn1 121.6(2) . . ? B10 B5 Sn1 128.4(2) . . ? B4 B5 Sn1 75.17(19) . . ? B6 B5 Sn1 67.02(17) . . ? B11 B6 B12 60.3(2) . . ? B11 B6 B5 59.5(2) . . ? B12 B6 B5 111.1(3) . . ? B11 B6 B7 108.9(3) . . ? B12 B6 B7 59.1(2) . . ? B5 B6 B7 116.4(3) . . ? B11 B6 Sn1 125.4(2) . . ? B12 B6 Sn1 128.1(2) . . ? B5 B6 Sn1 70.76(18) . . ? B7 B6 Sn1 73.50(18) . . ? C2 B7 B12 108.2(3) . . ? C2 B7 B13 59.3(2) . . ? B12 B7 B13 58.5(2) . . ? C2 B7 B6 120.0(3) . . ? B12 B7 B6 58.7(2) . . ? B13 B7 B6 110.4(3) . . ? C2 B7 Sn1 82.4(2) . . ? B12 B7 Sn1 119.5(2) . . ? B13 B7 Sn1 133.3(2) . . ? B6 B7 Sn1 64.66(17) . . ? C3 B8 C2 54.6(2) . . ? C3 B8 B9 58.9(2) . . ? C2 B8 B9 106.6(3) . . ? C3 B8 B13 106.7(3) . . ? C2 B8 B13 59.5(3) . . ? B9 B8 B13 121.0(3) . . ? C3 B8 B14 101.0(3) . . ? C2 B8 B14 101.4(3) . . ? B9 B8 B14 64.2(3) . . ? B13 B8 B14 64.0(3) . . ? C3 B9 B10 108.1(3) . . ? C3 B9 B8 60.3(2) . . ? B10 B9 B8 119.6(3) . . ? C3 B9 B4 57.0(2) . . ? B10 B9 B4 61.1(2) . . ? B8 B9 B4 110.9(3) . . ? C3 B9 B14 100.6(3) . . ? B10 B9 B14 63.0(3) . . ? B8 B9 B14 62.4(3) . . ? B4 B9 B14 104.1(3) . . ? B9 B10 B11 120.7(3) . . ? B9 B10 B5 115.3(3) . . ? B11 B10 B5 60.2(2) . . ? B9 B10 B4 61.3(3) . . ? B11 B10 B4 110.5(3) . . ? B5 B10 B4 60.9(2) . . ? B9 B10 B14 64.0(3) . . ? B11 B10 B14 62.9(2) . . ? B5 B10 B14 107.0(3) . . ? B4 B10 B14 104.9(3) . . ? B10 B11 B6 112.6(3) . . ? B10 B11 B12 119.1(3) . . ? B6 B11 B12 60.0(2) . . ? B10 B11 B5 60.3(2) . . ? B6 B11 B5 61.5(2) . . ? B12 B11 B5 112.6(3) . . ? B10 B11 B14 62.8(2) . . ? B6 B11 B14 107.2(3) . . ? B12 B11 B14 63.8(2) . . ? B5 B11 B14 107.0(3) . . ? B13 B12 B6 115.8(3) . . ? B13 B12 B11 119.2(3) . . ? B6 B12 B11 59.8(2) . . ? B13 B12 B7 61.2(2) . . ? B6 B12 B7 62.2(2) . . ? B11 B12 B7 111.0(3) . . ? B13 B12 B14 62.8(2) . . ? B6 B12 B14 105.8(3) . . ? B11 B12 B14 62.0(2) . . ? B7 B12 B14 103.9(3) . . ? C2 B13 B8 60.0(3) . . ? C2 B13 B12 107.6(3) . . ? B8 B13 B12 120.3(3) . . ? C2 B13 B7 56.9(2) . . ? B8 B13 B7 110.5(3) . . ? B12 B13 B7 60.3(2) . . ? C2 B13 B14 100.7(3) . . ? B8 B13 B14 62.5(3) . . ? B12 B13 B14 64.1(2) . . ? B7 B13 B14 104.2(3) . . ? B8 B14 B10 102.3(3) . . ? B8 B14 B11 130.0(3) . . ? B10 B14 B11 54.3(2) . . ? B8 B14 B13 53.5(2) . . ? B10 B14 B13 128.4(3) . . ? B11 B14 B13 103.3(3) . . ? B8 B14 B9 53.4(2) . . ? B10 B14 B9 53.0(2) . . ? B11 B14 B9 103.0(3) . . ? B13 B14 B9 102.0(3) . . ? B8 B14 B12 102.3(3) . . ? B10 B14 B12 103.1(3) . . ? B11 B14 B12 54.2(2) . . ? B13 B14 B12 53.1(2) . . ? B9 B14 B12 127.8(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.402 _refine_diff_density_min -0.489 _refine_diff_density_rms 0.077 #===END _database_code_depnum_ccdc_archive 'CCDC 958045'