# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Eric Rivard' _publ_contact_author_email ERIVARD@UALBERTA.CA _publ_section_title ; Donor/acceptor stabilization of germanium(II) dihydride ; loop_ _publ_author_name 'Eric Rivard' 'S. M. Ibrahim Al-Rafia' 'Michael J. Ferguson' 'Robert McDonald' 'Kelsey C. Thimer' # Attachment 'rivard_chemcomm_updated.cif' data_riv0903 _database_code_depnum_ccdc_archive 'CCDC 743202' # start Validation Reply Form _vrf_REFLT03_riv0903 ; PROBLEM: Reflection count > 15% excess reflns RESPONSE: The crystal used for data collection was found to display non-merohedral twinning. Both components of the twin were indexed with the program CELL_NOW (Bruker AXS Inc., Madison, WI, 2004). The second twin component can be related to the first component by 180 deg rotation about the [1 0 -1] axis in real space and about the [-1/2 0 1] axis in reciprocal space. Integrated intensities for the reflections from the two components were written into a SHELXL-93 HKLF 5 reflection file with the data integration program SAINT (version 7.60A), using all reflection data (exactly overlapped, partially overlapped and non-overlapped). ; _vrf_PLAT021_riv0903 ; PROBLEM: Ratio Unique / Expected Reflections too High RESPONSE: See above note (re: twinning). ; # end Validation Reply Form _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 1 _chemical_melting_point ? _chemical_formula_moiety 'C27 H36 Cl2 Ge N2' _chemical_formula_sum 'C27 H36 Cl2 Ge N2' _chemical_formula_weight 532.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.0830(11) _cell_length_b 19.115(2) _cell_length_c 14.7562(16) _cell_angle_alpha 90.00 _cell_angle_beta 99.571(2) _cell_angle_gamma 90.00 _cell_volume 2804.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9891 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 26.97 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.260 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 1.299 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7140 _exptl_absorpt_correction_T_max 0.9403 _exptl_absorpt_process_details 'TWINABS (Sheldrick, 2008)' _exptl_special_details ; The crystal used for data collection was found to display non-merohedral twinning. Both components of the twin were indexed with the program CELL_NOW (Bruker AXS Inc., Madison, WI, 2004). The second twin component can be related to the first component by 180 deg rotation about the [1 0 -1] axis in real space and about the [-1/2 0 1] axis in reciprocal space. Integrated intensities for the reflections from the two components were written into a SHELXL-93 HKLF 5 reflection file with the data integration program SAINT (version 7.60A), using all reflection data (exactly overlapped, partially overlapped and non-overlapped). ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 10788 _diffrn_reflns_av_R_equivalents 0.0569 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 26.46 _reflns_number_total 10788 _reflns_number_gt 7693 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0387P)^2^+2.4077P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10788 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0778 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.1158 _refine_ls_wR_factor_gt 0.1029 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 Ge Ge 0.69851(3) 0.246903(15) 0.277924(18) 0.03778(9) Uani 1 1 d . . . Cl1 Cl 0.90239(8) 0.20568(4) 0.25447(5) 0.0531(2) Uani 1 1 d . . . Cl2 Cl 0.77522(9) 0.35245(4) 0.33525(5) 0.0509(2) Uani 1 1 d . . . N1 N 0.5729(2) 0.23059(11) 0.08072(13) 0.0336(5) Uani 1 1 d . . . N2 N 0.6266(2) 0.33893(11) 0.09284(14) 0.0391(6) Uani 1 1 d . . . C1 C 0.6379(3) 0.27816(13) 0.13997(17) 0.0323(6) Uani 1 1 d . . . C2 C 0.5210(3) 0.26155(16) -0.00207(18) 0.0513(8) Uani 1 1 d . . . H2 H 0.4710 0.2392 -0.0543 0.062 Uiso 1 1 calc R . . C3 C 0.5550(3) 0.32908(16) 0.0057(2) 0.0565(9) Uani 1 1 d . . . H3 H 0.5337 0.3639 -0.0403 0.068 Uiso 1 1 calc R . . C11 C 0.5575(3) 0.15688(13) 0.10003(16) 0.0305(6) Uani 1 1 d . . . C12 C 0.6511(3) 0.11002(15) 0.07498(18) 0.0399(7) Uani 1 1 d . . . C13 C 0.6311(3) 0.03955(16) 0.0921(2) 0.0499(8) Uani 1 1 d . . . H13 H 0.6929 0.0059 0.0766 0.060 Uiso 1 1 calc R . . C14 C 0.5245(3) 0.01808(16) 0.1305(2) 0.0520(8) Uani 1 1 d . . . H14 H 0.5133 -0.0303 0.1418 0.062 Uiso 1 1 calc R . . C15 C 0.4326(3) 0.06518(15) 0.15341(19) 0.0438(7) Uani 1 1 d . . . H15 H 0.3587 0.0487 0.1798 0.053 Uiso 1 1 calc R . . C16 C 0.4459(3) 0.13700(13) 0.13859(17) 0.0319(6) Uani 1 1 d . . . C17 C 0.7668(3) 0.1341(2) 0.0290(2) 0.0628(10) Uani 1 1 d . . . H17 H 0.7920 0.1825 0.0511 0.075 Uiso 1 1 calc R . . C18 C 0.7240(4) 0.1369(2) -0.0773(2) 0.0872(14) Uani 1 1 d . . . H18A H 0.6463 0.1681 -0.0928 0.105 Uiso 1 1 calc R . . H18B H 0.6998 0.0898 -0.1007 0.105 Uiso 1 1 calc R . . H18C H 0.7989 0.1547 -0.1054 0.105 Uiso 1 1 calc R . . C19 C 0.8902(4) 0.0883(3) 0.0515(3) 0.1022(17) Uani 1 1 d . . . H19A H 0.9224 0.0891 0.1180 0.123 Uiso 1 1 calc R . . H19B H 0.9610 0.1060 0.0193 0.123 Uiso 1 1 calc R . . H19C H 0.8674 0.0402 0.0319 0.123 Uiso 1 1 calc R . . C20 C 0.3416(3) 0.18797(16) 0.15980(19) 0.0436(7) Uani 1 1 d . . . H20 H 0.3783 0.2363 0.1557 0.052 Uiso 1 1 calc R . . C21 C 0.3078(4) 0.1786(2) 0.2555(3) 0.0829(13) Uani 1 1 d . . . H21A H 0.3890 0.1856 0.3012 0.099 Uiso 1 1 calc R . . H21B H 0.2731 0.1313 0.2616 0.099 Uiso 1 1 calc R . . H21C H 0.2394 0.2129 0.2655 0.099 Uiso 1 1 calc R . . C22 C 0.2156(4) 0.1816(3) 0.0881(3) 0.0940(15) Uani 1 1 d . . . H22A H 0.1485 0.2154 0.1014 0.113 Uiso 1 1 calc R . . H22B H 0.1792 0.1341 0.0895 0.113 Uiso 1 1 calc R . . H22C H 0.2378 0.1911 0.0271 0.113 Uiso 1 1 calc R . . C31 C 0.6786(3) 0.40767(14) 0.12355(17) 0.0367(6) Uani 1 1 d . . . C32 C 0.8135(3) 0.42161(14) 0.11976(17) 0.0384(7) Uani 1 1 d . . . C33 C 0.8559(3) 0.48988(15) 0.14086(18) 0.0437(7) Uani 1 1 d . . . H33 H 0.9466 0.5023 0.1385 0.052 Uiso 1 1 calc R . . C34 C 0.7701(3) 0.53979(15) 0.1650(2) 0.0470(8) Uani 1 1 d . . . H34 H 0.8018 0.5860 0.1784 0.056 Uiso 1 1 calc R . . C35 C 0.6383(3) 0.52335(15) 0.16981(19) 0.0444(7) Uani 1 1 d . . . H35 H 0.5803 0.5581 0.1877 0.053 Uiso 1 1 calc R . . C36 C 0.5899(3) 0.45633(15) 0.14871(18) 0.0403(7) Uani 1 1 d . . . C37 C 0.9116(3) 0.36754(16) 0.0962(2) 0.0485(7) Uani 1 1 d . . . H37 H 0.8682 0.3206 0.0975 0.058 Uiso 1 1 calc R . . C38 C 1.0411(3) 0.3665(2) 0.1660(3) 0.0689(10) Uani 1 1 d . . . H38A H 1.1010 0.3301 0.1492 0.083 Uiso 1 1 calc R . . H38B H 1.0201 0.3567 0.2272 0.083 Uiso 1 1 calc R . . H38C H 1.0856 0.4121 0.1664 0.083 Uiso 1 1 calc R . . C39 C 0.9411(5) 0.3791(3) 0.0001(3) 0.1093(18) Uani 1 1 d . . . H39A H 0.8574 0.3756 -0.0442 0.131 Uiso 1 1 calc R . . H39B H 1.0046 0.3435 -0.0139 0.131 Uiso 1 1 calc R . . H39C H 0.9803 0.4256 -0.0039 0.131 Uiso 1 1 calc R . . C40 C 0.4438(3) 0.43909(17) 0.1563(2) 0.0514(8) Uani 1 1 d . . . H40 H 0.4240 0.3907 0.1319 0.062 Uiso 1 1 calc R . . C41 C 0.3456(3) 0.4886(2) 0.1005(3) 0.0790(13) Uani 1 1 d . . . H41A H 0.3570 0.4866 0.0359 0.095 Uiso 1 1 calc R . . H41B H 0.3625 0.5363 0.1237 0.095 Uiso 1 1 calc R . . H41C H 0.2535 0.4749 0.1058 0.095 Uiso 1 1 calc R . . C42 C 0.4227(4) 0.4402(3) 0.2553(3) 0.114(2) Uani 1 1 d . . . H42A H 0.4826 0.4060 0.2907 0.137 Uiso 1 1 calc R . . H42B H 0.3291 0.4284 0.2584 0.137 Uiso 1 1 calc R . . H42C H 0.4430 0.4871 0.2810 0.137 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ge 0.05039(18) 0.03311(15) 0.02639(14) 0.00690(13) -0.00375(11) -0.01083(14) Cl1 0.0538(5) 0.0524(5) 0.0470(4) 0.0005(3) -0.0095(3) 0.0024(4) Cl2 0.0771(5) 0.0340(4) 0.0345(4) 0.0022(3) -0.0110(3) -0.0098(4) N1 0.0410(13) 0.0337(12) 0.0235(10) 0.0045(8) -0.0018(9) -0.0137(9) N2 0.0521(15) 0.0342(13) 0.0266(11) 0.0082(9) -0.0059(10) -0.0191(11) C1 0.0355(14) 0.0311(13) 0.0282(13) 0.0039(10) -0.0005(11) -0.0117(11) C2 0.070(2) 0.0520(19) 0.0256(13) 0.0067(13) -0.0118(13) -0.0266(16) C3 0.082(2) 0.0492(18) 0.0300(15) 0.0161(13) -0.0143(15) -0.0273(17) C11 0.0338(14) 0.0296(13) 0.0263(12) 0.0011(10) -0.0003(11) -0.0080(11) C12 0.0350(16) 0.0480(17) 0.0343(15) -0.0104(13) -0.0014(12) -0.0040(13) C13 0.053(2) 0.0438(18) 0.0469(18) -0.0154(14) -0.0090(15) 0.0104(15) C14 0.068(2) 0.0288(16) 0.0504(18) -0.0009(13) -0.0149(16) -0.0055(15) C15 0.0466(18) 0.0394(16) 0.0434(17) 0.0045(13) 0.0020(14) -0.0158(14) C16 0.0352(15) 0.0317(14) 0.0273(13) -0.0006(11) 0.0011(11) -0.0080(11) C17 0.0393(18) 0.099(3) 0.052(2) -0.0274(19) 0.0128(15) -0.0105(18) C18 0.071(3) 0.145(4) 0.053(2) -0.030(2) 0.031(2) -0.031(3) C19 0.043(2) 0.147(5) 0.117(4) -0.050(3) 0.016(2) 0.004(3) C20 0.0430(17) 0.0451(17) 0.0436(16) -0.0027(14) 0.0098(14) -0.0041(14) C21 0.091(3) 0.103(3) 0.065(2) -0.006(2) 0.043(2) 0.010(3) C22 0.053(2) 0.134(4) 0.089(3) -0.044(3) -0.009(2) 0.040(2) C31 0.0511(17) 0.0306(14) 0.0245(13) 0.0106(11) -0.0048(12) -0.0199(13) C32 0.0487(17) 0.0364(15) 0.0273(13) 0.0078(11) -0.0018(12) -0.0137(13) C33 0.0458(17) 0.0425(16) 0.0397(15) 0.0094(13) -0.0016(13) -0.0201(14) C34 0.058(2) 0.0335(16) 0.0450(17) 0.0056(13) -0.0040(15) -0.0151(15) C35 0.0516(18) 0.0377(16) 0.0415(16) 0.0110(13) 0.0004(14) -0.0070(14) C36 0.0449(17) 0.0398(16) 0.0331(14) 0.0164(12) -0.0022(13) -0.0118(13) C37 0.0549(19) 0.0443(17) 0.0453(17) 0.0033(14) 0.0053(15) -0.0086(15) C38 0.053(2) 0.071(3) 0.080(3) 0.004(2) 0.0039(19) -0.0032(19) C39 0.153(5) 0.124(4) 0.057(2) 0.010(3) 0.036(3) 0.061(4) C40 0.0448(18) 0.0546(19) 0.0519(19) 0.0235(15) -0.0006(15) -0.0124(15) C41 0.053(2) 0.101(3) 0.081(3) 0.050(2) 0.004(2) -0.006(2) C42 0.056(2) 0.218(6) 0.067(3) 0.067(3) 0.008(2) -0.023(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 Ge C1 2.112(2) . ? Ge Cl2 2.2731(8) . ? Ge Cl1 2.2810(9) . ? N1 C1 1.353(3) . ? N1 C2 1.380(3) . ? N1 C11 1.451(3) . ? N2 C1 1.349(3) . ? N2 C3 1.379(3) . ? N2 C31 1.459(3) . ? C2 C3 1.335(4) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C11 C12 1.394(4) . ? C11 C16 1.396(3) . ? C12 C13 1.391(4) . ? C12 C17 1.515(4) . ? C13 C14 1.360(4) . ? C13 H13 0.9500 . ? C14 C15 1.373(4) . ? C14 H14 0.9500 . ? C15 C16 1.400(4) . ? C15 H15 0.9500 . ? C16 C20 1.504(4) . ? C17 C19 1.512(5) . ? C17 C18 1.558(5) . ? C17 H17 1.0000 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C22 1.517(4) . ? C20 C21 1.518(4) . ? C20 H20 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C31 C36 1.383(4) . ? C31 C32 1.396(4) . ? C32 C33 1.392(4) . ? C32 C37 1.511(4) . ? C33 C34 1.374(4) . ? C33 H33 0.9500 . ? C34 C35 1.379(4) . ? C34 H34 0.9500 . ? C35 C36 1.388(4) . ? C35 H35 0.9500 . ? C36 C40 1.531(4) . ? C37 C39 1.512(5) . ? C37 C38 1.524(4) . ? C37 H37 1.0000 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C41 1.510(4) . ? C40 C42 1.512(5) . ? C40 H40 1.0000 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ge Cl2 97.68(7) . . ? C1 Ge Cl1 94.31(8) . . ? Cl2 Ge Cl1 95.95(3) . . ? C1 N1 C2 110.8(2) . . ? C1 N1 C11 125.6(2) . . ? C2 N1 C11 123.6(2) . . ? C1 N2 C3 110.5(2) . . ? C1 N2 C31 128.3(2) . . ? C3 N2 C31 121.2(2) . . ? N2 C1 N1 104.8(2) . . ? N2 C1 Ge 136.61(19) . . ? N1 C1 Ge 117.66(17) . . ? C3 C2 N1 106.5(2) . . ? C3 C2 H2 126.7 . . ? N1 C2 H2 126.7 . . ? C2 C3 N2 107.4(2) . . ? C2 C3 H3 126.3 . . ? N2 C3 H3 126.3 . . ? C12 C11 C16 124.1(2) . . ? C12 C11 N1 118.2(2) . . ? C16 C11 N1 117.7(2) . . ? C13 C12 C11 116.7(3) . . ? C13 C12 C17 121.4(3) . . ? C11 C12 C17 121.9(3) . . ? C14 C13 C12 121.1(3) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C13 C14 C15 121.1(3) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C14 C15 C16 121.2(3) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C11 C16 C15 115.8(2) . . ? C11 C16 C20 123.2(2) . . ? C15 C16 C20 121.0(2) . . ? C19 C17 C12 113.2(3) . . ? C19 C17 C18 108.8(3) . . ? C12 C17 C18 110.9(3) . . ? C19 C17 H17 108.0 . . ? C12 C17 H17 108.0 . . ? C18 C17 H17 108.0 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 C22 109.6(2) . . ? C16 C20 C21 113.0(3) . . ? C22 C20 C21 110.4(3) . . ? C16 C20 H20 107.9 . . ? C22 C20 H20 107.9 . . ? C21 C20 H20 107.9 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C36 C31 C32 124.1(2) . . ? C36 C31 N2 118.3(2) . . ? C32 C31 N2 117.5(3) . . ? C33 C32 C31 115.8(3) . . ? C33 C32 C37 120.3(3) . . ? C31 C32 C37 123.9(2) . . ? C34 C33 C32 121.7(3) . . ? C34 C33 H33 119.2 . . ? C32 C33 H33 119.2 . . ? C33 C34 C35 120.6(3) . . ? C33 C34 H34 119.7 . . ? C35 C34 H34 119.7 . . ? C34 C35 C36 120.3(3) . . ? C34 C35 H35 119.8 . . ? C36 C35 H35 119.8 . . ? C31 C36 C35 117.5(3) . . ? C31 C36 C40 123.2(3) . . ? C35 C36 C40 119.3(3) . . ? C32 C37 C39 110.8(3) . . ? C32 C37 C38 111.9(3) . . ? C39 C37 C38 110.8(3) . . ? C32 C37 H37 107.7 . . ? C39 C37 H37 107.7 . . ? C38 C37 H37 107.7 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 C42 109.4(3) . . ? C41 C40 C36 112.2(2) . . ? C42 C40 C36 111.0(3) . . ? C41 C40 H40 108.0 . . ? C42 C40 H40 108.0 . . ? C36 C40 H40 108.0 . . ? C40 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C40 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C40 C42 H42A 109.5 . . ? C40 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C40 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 N2 C1 N1 0.2(3) . . . . ? C31 N2 C1 N1 -179.9(3) . . . . ? C3 N2 C1 Ge -167.7(2) . . . . ? C31 N2 C1 Ge 12.2(5) . . . . ? C2 N1 C1 N2 -0.4(3) . . . . ? C11 N1 C1 N2 -180.0(2) . . . . ? C2 N1 C1 Ge 170.3(2) . . . . ? C11 N1 C1 Ge -9.3(3) . . . . ? Cl2 Ge C1 N2 -7.4(3) . . . . ? Cl1 Ge C1 N2 -104.0(3) . . . . ? Cl2 Ge C1 N1 -174.24(19) . . . . ? Cl1 Ge C1 N1 89.2(2) . . . . ? C1 N1 C2 C3 0.4(4) . . . . ? C11 N1 C2 C3 180.0(3) . . . . ? N1 C2 C3 N2 -0.2(4) . . . . ? C1 N2 C3 C2 0.0(4) . . . . ? C31 N2 C3 C2 -179.9(3) . . . . ? C1 N1 C11 C12 -94.1(3) . . . . ? C2 N1 C11 C12 86.3(3) . . . . ? C1 N1 C11 C16 88.9(3) . . . . ? C2 N1 C11 C16 -90.6(3) . . . . ? C16 C11 C12 C13 -1.4(4) . . . . ? N1 C11 C12 C13 -178.2(2) . . . . ? C16 C11 C12 C17 176.9(2) . . . . ? N1 C11 C12 C17 0.2(4) . . . . ? C11 C12 C13 C14 0.6(4) . . . . ? C17 C12 C13 C14 -177.8(3) . . . . ? C12 C13 C14 C15 0.3(4) . . . . ? C13 C14 C15 C16 -0.5(4) . . . . ? C12 C11 C16 C15 1.3(4) . . . . ? N1 C11 C16 C15 178.1(2) . . . . ? C12 C11 C16 C20 -176.2(2) . . . . ? N1 C11 C16 C20 0.6(4) . . . . ? C14 C15 C16 C11 -0.3(4) . . . . ? C14 C15 C16 C20 177.2(3) . . . . ? C13 C12 C17 C19 -32.0(4) . . . . ? C11 C12 C17 C19 149.7(3) . . . . ? C13 C12 C17 C18 90.5(4) . . . . ? C11 C12 C17 C18 -87.8(4) . . . . ? C11 C16 C20 C22 104.1(3) . . . . ? C15 C16 C20 C22 -73.2(4) . . . . ? C11 C16 C20 C21 -132.4(3) . . . . ? C15 C16 C20 C21 50.3(4) . . . . ? C1 N2 C31 C36 -102.5(3) . . . . ? C3 N2 C31 C36 77.3(3) . . . . ? C1 N2 C31 C32 81.6(3) . . . . ? C3 N2 C31 C32 -98.5(3) . . . . ? C36 C31 C32 C33 -1.7(4) . . . . ? N2 C31 C32 C33 173.8(2) . . . . ? C36 C31 C32 C37 177.3(3) . . . . ? N2 C31 C32 C37 -7.1(4) . . . . ? C31 C32 C33 C34 0.8(4) . . . . ? C37 C32 C33 C34 -178.2(3) . . . . ? C32 C33 C34 C35 0.6(4) . . . . ? C33 C34 C35 C36 -1.2(4) . . . . ? C32 C31 C36 C35 1.2(4) . . . . ? N2 C31 C36 C35 -174.3(2) . . . . ? C32 C31 C36 C40 -177.4(2) . . . . ? N2 C31 C36 C40 7.1(4) . . . . ? C34 C35 C36 C31 0.3(4) . . . . ? C34 C35 C36 C40 178.9(3) . . . . ? C33 C32 C37 C39 -75.2(4) . . . . ? C31 C32 C37 C39 105.9(4) . . . . ? C33 C32 C37 C38 49.1(4) . . . . ? C31 C32 C37 C38 -129.9(3) . . . . ? C31 C36 C40 C41 -126.7(3) . . . . ? C35 C36 C40 C41 54.8(4) . . . . ? C31 C36 C40 C42 110.5(4) . . . . ? C35 C36 C40 C42 -68.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.46 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.890 _refine_diff_density_min -0.661 _refine_diff_density_rms 0.076 #===END data_riv0906 _database_code_depnum_ccdc_archive 'CCDC 743203' # start Validation Reply Form _vrf_REFLT03_riv0906 ; PROBLEM: Reflection count > 15% excess reflns RESPONSE: The crystal used for data collection was found to display non-merohedral twinning. Both components of the twin were indexed with the program CELL_NOW (Bruker AXS Inc., Madison, WI, 2004). The second twin component can be related to the first component by 180 deg rotation about the [0.003 0 1] axis in real space and about the [0.093 0.006 1] axis in reciprocal space. Integrated intensities for the reflections from the two components were written into a SHELXL-93 HKLF 5 reflection file with the data integration program SAINT (version 7.60A), using all reflection data (exactly overlapped, partially overlapped and non-overlapped). ; _vrf_PLAT021_riv0906 ; PROBLEM: Ratio Unique / Expected Reflections too High RESPONSE: See above note (re: twinning). ; # end Validation Reply Form _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 2 _chemical_melting_point ? _chemical_formula_moiety 'C27 H41 B Ge N2, C7 H8' _chemical_formula_sum 'C34 H49 B Ge N2' _chemical_formula_weight 569.15 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.7242(8) _cell_length_b 16.9846(13) _cell_length_c 19.3106(15) _cell_angle_alpha 84.4220(10) _cell_angle_beta 80.5350(10) _cell_angle_gamma 73.4210(10) _cell_volume 3320.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4042 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 26.42 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.138 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 0.945 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6342 _exptl_absorpt_correction_T_max 0.8091 _exptl_absorpt_process_details 'TWINABS (Sheldrick, 2008)' _exptl_special_details ; The crystal used for data collection was found to display non-merohedral twinning. Both components of the twin were indexed with the program CELL_NOW (Bruker AXS Inc., Madison, WI, 2004). The second twin component can be related to the first component by 180 deg rotation about the [0.003 0 1] axis in real space and about the [0.093 0.006 1] axis in reciprocal space. Integrated intensities for the reflections from the two components were written into a SHELXL-93 HKLF 5 reflection file with the data integration program SAINT (version 7.60A), using all reflection data (exactly overlapped, partially overlapped and non-overlapped). ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 26986 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 26.40 _reflns_number_total 26986 _reflns_number_gt 22024 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0435P)^2^+0.8599P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 26986 _refine_ls_number_parameters 722 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0473 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0926 _refine_ls_wR_factor_gt 0.0864 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.008 _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 Ge1A Ge 0.421124(15) 0.135565(9) 0.197602(7) 0.03053(5) Uani 1 1 d . . . N1A N 0.47772(11) -0.04904(7) 0.23021(6) 0.0281(2) Uani 1 1 d . . . N2A N 0.43483(11) 0.01591(7) 0.32486(5) 0.0260(2) Uani 1 1 d . . . C1A C 0.44426(13) 0.02744(8) 0.25398(7) 0.0252(3) Uani 1 1 d . . . C2A C 0.49170(15) -0.10792(9) 0.28540(7) 0.0343(3) Uani 1 1 d . . . H2A H 0.5159 -0.1659 0.2820 0.041 Uiso 1 1 calc R . . C3A C 0.46449(15) -0.06722(8) 0.34460(7) 0.0337(3) Uani 1 1 d . . . H3A H 0.4654 -0.0909 0.3912 0.040 Uiso 1 1 calc R . . C11A C 0.49215(14) -0.06802(8) 0.15702(7) 0.0283(3) Uani 1 1 d . . . C12A C 0.38232(15) -0.07825(10) 0.13285(8) 0.0385(3) Uani 1 1 d . . . C13A C 0.39912(18) -0.09866(10) 0.06312(8) 0.0447(4) Uani 1 1 d . . . H13A H 0.3267 -0.1058 0.0444 0.054 Uiso 1 1 calc R . . C14A C 0.51811(18) -0.10863(10) 0.02096(8) 0.0447(4) Uani 1 1 d . . . H14A H 0.5273 -0.1232 -0.0263 0.054 Uiso 1 1 calc R . . C15A C 0.62423(17) -0.09779(9) 0.04647(8) 0.0397(4) Uani 1 1 d . . . H15A H 0.7058 -0.1047 0.0164 0.048 Uiso 1 1 calc R . . C16A C 0.61424(14) -0.07681(8) 0.11548(7) 0.0312(3) Uani 1 1 d . . . C17A C 0.25120(17) -0.06992(14) 0.17930(10) 0.0618(6) Uani 1 1 d . . . H17A H 0.2583 -0.0519 0.2259 0.074 Uiso 1 1 calc R . . C18A C 0.2172(3) -0.14974(17) 0.19132(19) 0.1282(14) Uani 1 1 d . . . H18A H 0.2880 -0.1912 0.2113 0.154 Uiso 1 1 calc R . . H18B H 0.2061 -0.1676 0.1465 0.154 Uiso 1 1 calc R . . H18C H 0.1351 -0.1429 0.2240 0.154 Uiso 1 1 calc R . . C19A C 0.1406(2) -0.00727(15) 0.1501(2) 0.1215(13) Uani 1 1 d . . . H19A H 0.1608 0.0459 0.1426 0.146 Uiso 1 1 calc R . . H19B H 0.0594 -0.0019 0.1833 0.146 Uiso 1 1 calc R . . H19C H 0.1291 -0.0248 0.1052 0.146 Uiso 1 1 calc R . . C20A C 0.73231(15) -0.06683(10) 0.14366(9) 0.0398(4) Uani 1 1 d . . . H20D H 0.6991 -0.0352 0.1871 0.048 Uiso 1 1 calc R . . C21A C 0.80994(19) -0.01859(14) 0.09212(12) 0.0644(5) Uani 1 1 d . . . H21A H 0.7508 0.0340 0.0780 0.077 Uiso 1 1 calc R . . H21B H 0.8502 -0.0504 0.0505 0.077 Uiso 1 1 calc R . . H21C H 0.8789 -0.0083 0.1146 0.077 Uiso 1 1 calc R . . C22A C 0.8194(2) -0.15112(13) 0.16468(12) 0.0673(6) Uani 1 1 d . . . H22A H 0.7682 -0.1791 0.2003 0.081 Uiso 1 1 calc R . . H22B H 0.8943 -0.1441 0.1840 0.081 Uiso 1 1 calc R . . H22C H 0.8515 -0.1842 0.1232 0.081 Uiso 1 1 calc R . . C31A C 0.40260(14) 0.08006(8) 0.37443(6) 0.0273(3) Uani 1 1 d . . . C32A C 0.27059(14) 0.12262(8) 0.39312(7) 0.0297(3) Uani 1 1 d . . . C33A C 0.24354(16) 0.18113(9) 0.44333(8) 0.0377(3) Uani 1 1 d . . . H33A H 0.1550 0.2111 0.4578 0.045 Uiso 1 1 calc R . . C34A C 0.34340(17) 0.19631(9) 0.47252(8) 0.0419(4) Uani 1 1 d . . . H34A H 0.3228 0.2357 0.5073 0.050 Uiso 1 1 calc R . . C35A C 0.47238(17) 0.15457(10) 0.45143(8) 0.0396(4) Uani 1 1 d . . . H35A H 0.5399 0.1666 0.4712 0.048 Uiso 1 1 calc R . . C36A C 0.50613(15) 0.09473(9) 0.40155(7) 0.0323(3) Uani 1 1 d . . . C37A C 0.16128(14) 0.10624(9) 0.36013(8) 0.0349(3) Uani 1 1 d . . . H37A H 0.1973 0.0936 0.3101 0.042 Uiso 1 1 calc R . . C38A C 0.04158(16) 0.18100(11) 0.35935(9) 0.0471(4) Uani 1 1 d . . . H38A H 0.0702 0.2296 0.3404 0.057 Uiso 1 1 calc R . . H38B H -0.0043 0.1901 0.4074 0.057 Uiso 1 1 calc R . . H38C H -0.0180 0.1712 0.3298 0.057 Uiso 1 1 calc R . . C39A C 0.12032(17) 0.03117(10) 0.39553(10) 0.0483(4) Uani 1 1 d . . . H39A H 0.1967 -0.0173 0.3920 0.058 Uiso 1 1 calc R . . H39B H 0.0518 0.0218 0.3721 0.058 Uiso 1 1 calc R . . H39C H 0.0862 0.0409 0.4452 0.058 Uiso 1 1 calc R . . C40A C 0.64902(15) 0.05143(10) 0.37742(8) 0.0398(4) Uani 1 1 d . . . H40A H 0.6516 0.0076 0.3457 0.048 Uiso 1 1 calc R . . C41A C 0.71933(18) 0.00998(11) 0.43935(10) 0.0531(4) Uani 1 1 d . . . H41A H 0.6740 -0.0291 0.4648 0.064 Uiso 1 1 calc R . . H41B H 0.7188 0.0518 0.4711 0.064 Uiso 1 1 calc R . . H41C H 0.8103 -0.0194 0.4220 0.064 Uiso 1 1 calc R . . C42A C 0.71979(19) 0.11109(15) 0.33535(11) 0.0689(6) Uani 1 1 d . . . H42A H 0.6749 0.1356 0.2949 0.083 Uiso 1 1 calc R . . H42B H 0.8109 0.0813 0.3187 0.083 Uiso 1 1 calc R . . H42C H 0.7189 0.1546 0.3654 0.083 Uiso 1 1 calc R . . B1A B 0.2454(2) 0.18870(12) 0.16045(10) 0.0453(5) Uani 1 1 d . . . H1AA H 0.2406 0.1592 0.1202 0.054 Uiso 1 1 calc R . . H1AB H 0.2392 0.2464 0.1457 0.054 Uiso 1 1 calc R . . H1AC H 0.1726 0.1858 0.1977 0.054 Uiso 1 1 calc R . . H1C H 0.5428(16) 0.1118(10) 0.1461(8) 0.046(5) Uiso 1 1 d . . . H2C H 0.4611(15) 0.1801(10) 0.2475(8) 0.043(4) Uiso 1 1 d . . . Ge1B Ge 0.121110(16) 0.371423(9) 0.702495(8) 0.03353(5) Uani 1 1 d . . . N1B N 0.03900(11) 0.55450(7) 0.71996(6) 0.0274(2) Uani 1 1 d . . . N2B N 0.08155(12) 0.48907(7) 0.81784(6) 0.0293(3) Uani 1 1 d . . . C1B C 0.07864(13) 0.47798(8) 0.74967(7) 0.0268(3) Uani 1 1 d . . . C2B C 0.01517(15) 0.61281(9) 0.76927(7) 0.0341(3) Uani 1 1 d . . . H2B H -0.0144 0.6708 0.7613 0.041 Uiso 1 1 calc R . . C3B C 0.04176(16) 0.57197(9) 0.83029(7) 0.0351(3) Uani 1 1 d . . . H3B H 0.0347 0.5955 0.8739 0.042 Uiso 1 1 calc R . . C11B C 0.02300(14) 0.57307(8) 0.64636(7) 0.0284(3) Uani 1 1 d . . . C12B C 0.13078(14) 0.58438(9) 0.59915(7) 0.0328(3) Uani 1 1 d . . . C13B C 0.11054(17) 0.60532(10) 0.52941(8) 0.0407(4) Uani 1 1 d . . . H13B H 0.1805 0.6147 0.4956 0.049 Uiso 1 1 calc R . . C14B C -0.00915(17) 0.61252(9) 0.50893(8) 0.0419(4) Uani 1 1 d . . . H14B H -0.0207 0.6270 0.4612 0.050 Uiso 1 1 calc R . . C15B C -0.11268(16) 0.59910(9) 0.55645(8) 0.0380(3) Uani 1 1 d . . . H15B H -0.1939 0.6033 0.5408 0.046 Uiso 1 1 calc R . . C16B C -0.09997(14) 0.57935(8) 0.62725(7) 0.0307(3) Uani 1 1 d . . . C17B C 0.26361(15) 0.57479(10) 0.62201(8) 0.0413(4) Uani 1 1 d . . . H17B H 0.2699 0.5370 0.6652 0.050 Uiso 1 1 calc R . . C18B C 0.27591(19) 0.65722(13) 0.64110(11) 0.0601(5) Uani 1 1 d . . . H18D H 0.2071 0.6788 0.6800 0.072 Uiso 1 1 calc R . . H18E H 0.2662 0.6963 0.6002 0.072 Uiso 1 1 calc R . . H18F H 0.3624 0.6494 0.6554 0.072 Uiso 1 1 calc R . . C19B C 0.37806(18) 0.53666(13) 0.56618(11) 0.0594(5) Uani 1 1 d . . . H19D H 0.3642 0.4872 0.5502 0.071 Uiso 1 1 calc R . . H19E H 0.4604 0.5220 0.5863 0.071 Uiso 1 1 calc R . . H19F H 0.3830 0.5764 0.5262 0.071 Uiso 1 1 calc R . . C20B C -0.21536(15) 0.56734(10) 0.68010(8) 0.0385(3) Uani 1 1 d . . . H20E H -0.1797 0.5371 0.7228 0.046 Uiso 1 1 calc R . . C21B C -0.29000(19) 0.51604(13) 0.65251(12) 0.0634(5) Uani 1 1 d . . . H21D H -0.2286 0.4640 0.6368 0.076 Uiso 1 1 calc R . . H21E H -0.3324 0.5463 0.6129 0.076 Uiso 1 1 calc R . . H21F H -0.3571 0.5047 0.6900 0.076 Uiso 1 1 calc R . . C22B C -0.30758(19) 0.65016(12) 0.70238(11) 0.0631(5) Uani 1 1 d . . . H22D H -0.2585 0.6814 0.7217 0.076 Uiso 1 1 calc R . . H22E H -0.3789 0.6412 0.7383 0.076 Uiso 1 1 calc R . . H22F H -0.3446 0.6811 0.6615 0.076 Uiso 1 1 calc R . . C31B C 0.10841(15) 0.42479(8) 0.87308(7) 0.0325(3) Uani 1 1 d . . . C32B C 0.23981(16) 0.38475(9) 0.88052(8) 0.0379(3) Uani 1 1 d . . . C33B C 0.2592(2) 0.32689(10) 0.93718(9) 0.0493(4) Uani 1 1 d . . . H33B H 0.3463 0.2978 0.9445 0.059 Uiso 1 1 calc R . . C34B C 0.1548(2) 0.31108(10) 0.98273(9) 0.0549(5) Uani 1 1 d . . . H34B H 0.1710 0.2727 1.0217 0.066 Uiso 1 1 calc R . . C35B C 0.0279(2) 0.35007(10) 0.97246(8) 0.0486(4) Uani 1 1 d . . . H35B H -0.0428 0.3373 1.0037 0.058 Uiso 1 1 calc R . . C36B C 0.00089(17) 0.40855(9) 0.91659(7) 0.0378(3) Uani 1 1 d . . . C37B C 0.35387(17) 0.40286(11) 0.83039(9) 0.0490(4) Uani 1 1 d . . . H37B H 0.3247 0.4175 0.7831 0.059 Uiso 1 1 calc R . . C38B C 0.4747(2) 0.32910(15) 0.82267(13) 0.0804(7) Uani 1 1 d . . . H38D H 0.4492 0.2808 0.8128 0.096 Uiso 1 1 calc R . . H38E H 0.5135 0.3182 0.8664 0.096 Uiso 1 1 calc R . . H38F H 0.5393 0.3408 0.7838 0.096 Uiso 1 1 calc R . . C39B C 0.3908(2) 0.47636(15) 0.85181(12) 0.0733(6) Uani 1 1 d . . . H39D H 0.3140 0.5245 0.8541 0.088 Uiso 1 1 calc R . . H39E H 0.4617 0.4880 0.8170 0.088 Uiso 1 1 calc R . . H39F H 0.4205 0.4638 0.8980 0.088 Uiso 1 1 calc R . . C40B C -0.13989(17) 0.44801(11) 0.90376(9) 0.0485(4) Uani 1 1 d . . . H40B H -0.1408 0.4969 0.8704 0.058 Uiso 1 1 calc R . . C41B C -0.2305(2) 0.47752(15) 0.97150(12) 0.0731(6) Uani 1 1 d . . . H41D H -0.1953 0.5145 0.9936 0.088 Uiso 1 1 calc R . . H41E H -0.2360 0.4300 1.0038 0.088 Uiso 1 1 calc R . . H41F H -0.3184 0.5070 0.9605 0.088 Uiso 1 1 calc R . . C42B C -0.1918(2) 0.38870(17) 0.87021(12) 0.0798(7) Uani 1 1 d . . . H42D H -0.1370 0.3730 0.8252 0.096 Uiso 1 1 calc R . . H42E H -0.2826 0.4154 0.8623 0.096 Uiso 1 1 calc R . . H42F H -0.1893 0.3394 0.9015 0.096 Uiso 1 1 calc R . . B1B B 0.3009(2) 0.33233(15) 0.64217(12) 0.0597(6) Uani 1 1 d . . . H1BA H 0.2965 0.3575 0.5945 0.072 Uiso 1 1 calc R . . H1BB H 0.3254 0.2723 0.6403 0.072 Uiso 1 1 calc R . . H1BC H 0.3670 0.3484 0.6628 0.072 Uiso 1 1 calc R . . H1D H 0.0042(18) 0.3879(11) 0.6681(9) 0.057(5) Uiso 1 1 d . . . H2D H 0.0889(17) 0.3209(11) 0.7648(9) 0.059(5) Uiso 1 1 d . . . C10S C -0.0407(2) 0.80826(13) 0.35314(11) 0.0637(5) Uani 1 1 d . . . H10A H -0.0692 0.8682 0.3456 0.076 Uiso 1 1 calc R . . H10B H -0.1056 0.7902 0.3881 0.076 Uiso 1 1 calc R . . H10C H -0.0328 0.7826 0.3087 0.076 Uiso 1 1 calc R . . C11S C 0.09008(18) 0.78341(10) 0.37920(9) 0.0446(4) Uani 1 1 d . . . C12S C 0.10984(19) 0.82043(11) 0.43567(9) 0.0493(4) Uani 1 1 d . . . H12S H 0.0393 0.8615 0.4585 0.059 Uiso 1 1 calc R . . C13S C 0.2296(2) 0.79884(12) 0.45930(10) 0.0598(5) Uani 1 1 d . . . H13S H 0.2404 0.8248 0.4985 0.072 Uiso 1 1 calc R . . C14S C 0.3344(2) 0.74009(12) 0.42703(11) 0.0581(5) Uani 1 1 d . . . H14S H 0.4176 0.7262 0.4430 0.070 Uiso 1 1 calc R . . C15S C 0.3163(2) 0.70181(12) 0.37112(10) 0.0573(5) Uani 1 1 d . . . H15S H 0.3872 0.6605 0.3487 0.069 Uiso 1 1 calc R . . C16S C 0.19558(19) 0.72329(11) 0.34763(9) 0.0531(4) Uani 1 1 d . . . H16S H 0.1844 0.6964 0.3091 0.064 Uiso 1 1 calc R . . C20S C 0.5184(3) 0.3286(2) 0.0864(2) 0.1469(16) Uani 1 1 d . . . H20A H 0.4890 0.3205 0.0429 0.176 Uiso 1 1 calc R . . H20B H 0.5126 0.3870 0.0889 0.176 Uiso 1 1 calc R . . H20C H 0.4624 0.3113 0.1269 0.176 Uiso 1 1 calc R . . C21S C 0.6566(2) 0.27898(14) 0.08728(15) 0.0732(7) Uani 1 1 d . . . C22S C 0.7275(3) 0.23879(16) 0.03309(14) 0.0826(7) Uani 1 1 d . . . H22S H 0.6881 0.2409 -0.0079 0.099 Uiso 1 1 calc R . . C23S C 0.8497(4) 0.19599(19) 0.0330(2) 0.1097(10) Uani 1 1 d . . . H23S H 0.8970 0.1683 -0.0077 0.132 Uiso 1 1 calc R . . C24S C 0.9092(3) 0.19071(19) 0.0897(3) 0.1246(16) Uani 1 1 d . . . H24S H 0.9979 0.1586 0.0888 0.149 Uiso 1 1 calc R . . C25S C 0.8437(5) 0.2312(3) 0.1498(2) 0.1340(18) Uani 1 1 d . . . H25S H 0.8856 0.2286 0.1900 0.161 Uiso 1 1 calc R . . C26S C 0.7108(4) 0.27683(19) 0.14795(16) 0.1092(10) Uani 1 1 d . . . H26S H 0.6599 0.3053 0.1876 0.131 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ge1A 0.04088(9) 0.02389(8) 0.02422(8) 0.00080(6) -0.00896(6) -0.00303(6) N1A 0.0335(6) 0.0247(6) 0.0241(6) -0.0022(4) -0.0089(5) -0.0018(5) N2A 0.0301(6) 0.0235(5) 0.0225(5) -0.0014(4) -0.0064(5) -0.0028(5) C1A 0.0254(7) 0.0252(7) 0.0239(6) -0.0025(5) -0.0079(5) -0.0023(5) C2A 0.0458(9) 0.0226(7) 0.0322(7) 0.0010(6) -0.0112(6) -0.0033(6) C3A 0.0466(9) 0.0246(7) 0.0270(7) 0.0031(6) -0.0095(6) -0.0041(6) C11A 0.0367(8) 0.0216(6) 0.0247(7) -0.0039(5) -0.0105(6) -0.0006(6) C12A 0.0389(8) 0.0392(8) 0.0366(8) -0.0064(7) -0.0141(7) -0.0030(7) C13A 0.0565(11) 0.0429(9) 0.0398(9) -0.0055(7) -0.0262(8) -0.0099(8) C14A 0.0715(12) 0.0376(9) 0.0254(7) -0.0047(6) -0.0139(8) -0.0107(8) C15A 0.0525(10) 0.0328(8) 0.0289(7) -0.0022(6) -0.0009(7) -0.0063(7) C16A 0.0381(8) 0.0237(7) 0.0304(7) -0.0008(6) -0.0085(6) -0.0043(6) C17A 0.0340(9) 0.0958(16) 0.0563(11) -0.0248(11) -0.0124(8) -0.0089(10) C18A 0.0714(17) 0.0830(19) 0.176(3) 0.063(2) 0.0453(18) 0.0065(14) C19A 0.0395(12) 0.0601(15) 0.251(4) 0.020(2) -0.0077(18) -0.0077(11) C20A 0.0358(8) 0.0407(9) 0.0428(9) -0.0053(7) -0.0081(7) -0.0081(7) C21A 0.0458(11) 0.0742(14) 0.0774(14) 0.0091(11) -0.0120(10) -0.0256(10) C22A 0.0585(12) 0.0592(12) 0.0845(15) 0.0069(11) -0.0382(11) -0.0046(10) C31A 0.0379(8) 0.0245(7) 0.0186(6) -0.0002(5) -0.0051(5) -0.0066(6) C32A 0.0383(8) 0.0246(7) 0.0229(6) 0.0029(5) -0.0043(6) -0.0047(6) C33A 0.0450(9) 0.0293(7) 0.0308(7) -0.0024(6) -0.0001(7) 0.0000(7) C34A 0.0628(11) 0.0300(8) 0.0306(8) -0.0086(6) -0.0071(7) -0.0065(7) C35A 0.0533(10) 0.0375(8) 0.0322(8) -0.0048(6) -0.0128(7) -0.0142(7) C36A 0.0408(8) 0.0322(7) 0.0248(7) -0.0003(6) -0.0071(6) -0.0103(6) C37A 0.0339(8) 0.0361(8) 0.0311(7) 0.0019(6) -0.0065(6) -0.0038(6) C38A 0.0373(9) 0.0490(10) 0.0465(9) 0.0052(8) -0.0077(7) 0.0003(8) C39A 0.0444(10) 0.0451(10) 0.0584(11) 0.0057(8) -0.0150(8) -0.0154(8) C40A 0.0353(8) 0.0486(9) 0.0372(8) -0.0076(7) -0.0094(7) -0.0102(7) C41A 0.0520(11) 0.0466(10) 0.0545(11) 0.0030(8) -0.0161(9) -0.0009(8) C42A 0.0424(11) 0.0944(17) 0.0657(13) 0.0245(12) -0.0110(9) -0.0196(11) B1A 0.0493(11) 0.0439(11) 0.0329(9) 0.0057(8) -0.0129(8) 0.0041(9) Ge1B 0.04376(9) 0.02583(8) 0.02629(8) -0.00517(6) -0.00945(7) 0.00168(6) N1B 0.0317(6) 0.0255(6) 0.0211(5) -0.0007(4) -0.0039(4) -0.0018(5) N2B 0.0373(7) 0.0256(6) 0.0214(5) -0.0013(4) -0.0061(5) -0.0021(5) C1B 0.0279(7) 0.0274(7) 0.0214(6) -0.0015(5) -0.0044(5) -0.0009(6) C2B 0.0457(9) 0.0230(7) 0.0290(7) -0.0036(6) -0.0053(6) -0.0016(6) C3B 0.0481(9) 0.0279(7) 0.0267(7) -0.0063(6) -0.0070(6) -0.0039(7) C11B 0.0370(8) 0.0226(6) 0.0209(6) 0.0002(5) -0.0061(6) -0.0001(6) C12B 0.0374(8) 0.0278(7) 0.0277(7) -0.0015(6) -0.0019(6) -0.0020(6) C13B 0.0495(10) 0.0380(8) 0.0273(7) 0.0011(6) 0.0017(7) -0.0050(7) C14B 0.0630(11) 0.0357(8) 0.0226(7) 0.0014(6) -0.0112(7) -0.0045(8) C15B 0.0473(9) 0.0294(8) 0.0363(8) -0.0016(6) -0.0176(7) -0.0028(7) C16B 0.0369(8) 0.0228(7) 0.0294(7) -0.0005(5) -0.0083(6) -0.0017(6) C17B 0.0341(8) 0.0457(9) 0.0382(8) 0.0017(7) -0.0022(7) -0.0044(7) C18B 0.0468(11) 0.0668(13) 0.0688(13) -0.0151(10) -0.0113(9) -0.0136(9) C19B 0.0387(10) 0.0656(12) 0.0653(12) -0.0104(10) 0.0068(9) -0.0065(9) C20B 0.0354(8) 0.0401(9) 0.0385(8) 0.0021(7) -0.0081(7) -0.0077(7) C21B 0.0491(11) 0.0674(13) 0.0788(14) -0.0111(11) -0.0041(10) -0.0247(10) C22B 0.0535(11) 0.0539(11) 0.0695(13) -0.0124(10) 0.0174(10) -0.0066(9) C31B 0.0485(9) 0.0265(7) 0.0199(6) -0.0014(5) -0.0112(6) -0.0028(6) C32B 0.0495(9) 0.0318(8) 0.0299(7) -0.0072(6) -0.0152(7) 0.0003(7) C33B 0.0675(12) 0.0346(9) 0.0435(9) -0.0007(7) -0.0310(9) 0.0019(8) C34B 0.0973(15) 0.0348(9) 0.0355(9) 0.0094(7) -0.0305(10) -0.0146(9) C35B 0.0772(13) 0.0420(9) 0.0304(8) 0.0057(7) -0.0132(8) -0.0220(9) C36B 0.0543(10) 0.0342(8) 0.0250(7) 0.0003(6) -0.0093(7) -0.0109(7) C37B 0.0428(9) 0.0580(11) 0.0370(9) -0.0089(8) -0.0101(7) 0.0052(8) C38B 0.0573(13) 0.0873(17) 0.0753(15) -0.0254(13) -0.0089(11) 0.0206(12) C39B 0.0567(12) 0.0863(16) 0.0757(15) -0.0195(13) 0.0148(11) -0.0262(12) C40B 0.0473(10) 0.0540(10) 0.0413(9) 0.0069(8) -0.0031(8) -0.0142(8) C41B 0.0682(14) 0.0749(15) 0.0677(14) -0.0199(12) 0.0064(11) -0.0099(12) C42B 0.0580(13) 0.117(2) 0.0686(14) -0.0285(14) -0.0117(11) -0.0214(13) B1B 0.0511(13) 0.0617(14) 0.0577(13) -0.0280(11) -0.0039(10) 0.0042(11) C10S 0.0682(13) 0.0591(12) 0.0642(13) -0.0119(10) -0.0153(10) -0.0121(10) C11S 0.0569(11) 0.0382(9) 0.0402(9) 0.0008(7) -0.0041(8) -0.0177(8) C12S 0.0615(11) 0.0422(9) 0.0451(9) -0.0066(8) -0.0008(8) -0.0183(8) C13S 0.0790(15) 0.0563(12) 0.0548(11) -0.0065(9) -0.0142(10) -0.0317(11) C14S 0.0579(12) 0.0612(12) 0.0613(12) 0.0085(10) -0.0107(10) -0.0285(10) C15S 0.0553(12) 0.0571(11) 0.0531(11) -0.0013(9) 0.0055(9) -0.0134(9) C16S 0.0678(12) 0.0529(11) 0.0381(9) -0.0085(8) -0.0024(9) -0.0166(9) C20S 0.093(2) 0.117(3) 0.228(5) 0.051(3) -0.035(3) -0.038(2) C21S 0.0699(15) 0.0587(13) 0.0998(19) 0.0237(13) -0.0295(14) -0.0311(12) C22S 0.116(2) 0.0693(16) 0.0786(17) -0.0015(13) -0.0141(16) -0.0510(17) C23S 0.110(3) 0.0725(19) 0.150(3) 0.0115(19) -0.016(2) -0.0379(19) C24S 0.088(2) 0.0671(19) 0.235(5) 0.063(3) -0.079(3) -0.0392(17) C25S 0.205(5) 0.108(3) 0.146(3) 0.057(2) -0.126(3) -0.097(3) C26S 0.169(3) 0.091(2) 0.0801(19) 0.0052(16) -0.023(2) -0.057(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 Ge1A C1A 2.0148(13) . ? Ge1A B1A 2.0567(18) . ? Ge1A H1C 1.485(16) . ? Ge1A H2C 1.464(16) . ? N1A C1A 1.3499(17) . ? N1A C2A 1.3850(17) . ? N1A C11A 1.4540(16) . ? N2A C1A 1.3550(16) . ? N2A C3A 1.3852(17) . ? N2A C31A 1.4497(16) . ? C2A C3A 1.341(2) . ? C2A H2A 0.9500 . ? C3A H3A 0.9500 . ? C11A C16A 1.395(2) . ? C11A C12A 1.396(2) . ? C12A C13A 1.393(2) . ? C12A C17A 1.516(2) . ? C13A C14A 1.372(2) . ? C13A H13A 0.9500 . ? C14A C15A 1.376(2) . ? C14A H14A 0.9500 . ? C15A C16A 1.392(2) . ? C15A H15A 0.9500 . ? C16A C20A 1.515(2) . ? C17A C18A 1.489(3) . ? C17A C19A 1.497(3) . ? C17A H17A 1.0000 . ? C18A H18A 0.9800 . ? C18A H18B 0.9800 . ? C18A H18C 0.9800 . ? C19A H19A 0.9800 . ? C19A H19B 0.9800 . ? C19A H19C 0.9800 . ? C20A C21A 1.521(2) . ? C20A C22A 1.528(2) . ? C20A H20D 1.0000 . ? C21A H21A 0.9800 . ? C21A H21B 0.9800 . ? C21A H21C 0.9800 . ? C22A H22A 0.9800 . ? C22A H22B 0.9800 . ? C22A H22C 0.9800 . ? C31A C36A 1.394(2) . ? C31A C32A 1.3984(19) . ? C32A C33A 1.394(2) . ? C32A C37A 1.524(2) . ? C33A C34A 1.384(2) . ? C33A H33A 0.9500 . ? C34A C35A 1.376(2) . ? C34A H34A 0.9500 . ? C35A C36A 1.399(2) . ? C35A H35A 0.9500 . ? C36A C40A 1.515(2) . ? C37A C38A 1.527(2) . ? C37A C39A 1.529(2) . ? C37A H37A 1.0000 . ? C38A H38A 0.9800 . ? C38A H38B 0.9800 . ? C38A H38C 0.9800 . ? C39A H39A 0.9800 . ? C39A H39B 0.9800 . ? C39A H39C 0.9800 . ? C40A C41A 1.525(2) . ? C40A C42A 1.529(2) . ? C40A H40A 1.0000 . ? C41A H41A 0.9800 . ? C41A H41B 0.9800 . ? C41A H41C 0.9800 . ? C42A H42A 0.9800 . ? C42A H42B 0.9800 . ? C42A H42C 0.9800 . ? B1A H1AA 0.9800 . ? B1A H1AB 0.9800 . ? B1A H1AC 0.9800 . ? Ge1B C1B 2.0065(13) . ? Ge1B B1B 2.049(2) . ? Ge1B H1D 1.460(18) . ? Ge1B H2D 1.462(18) . ? N1B C1B 1.3488(17) . ? N1B C2B 1.3826(17) . ? N1B C11B 1.4529(16) . ? N2B C1B 1.3544(16) . ? N2B C3B 1.3827(18) . ? N2B C31B 1.4519(17) . ? C2B C3B 1.338(2) . ? C2B H2B 0.9500 . ? C3B H3B 0.9500 . ? C11B C12B 1.396(2) . ? C11B C16B 1.400(2) . ? C12B C13B 1.395(2) . ? C12B C17B 1.520(2) . ? C13B C14B 1.374(2) . ? C13B H13B 0.9500 . ? C14B C15B 1.377(2) . ? C14B H14B 0.9500 . ? C15B C16B 1.395(2) . ? C15B H15B 0.9500 . ? C16B C20B 1.517(2) . ? C17B C18B 1.528(3) . ? C17B C19B 1.528(2) . ? C17B H17B 1.0000 . ? C18B H18D 0.9800 . ? C18B H18E 0.9800 . ? C18B H18F 0.9800 . ? C19B H19D 0.9800 . ? C19B H19E 0.9800 . ? C19B H19F 0.9800 . ? C20B C21B 1.521(2) . ? C20B C22B 1.525(2) . ? C20B H20E 1.0000 . ? C21B H21D 0.9800 . ? C21B H21E 0.9800 . ? C21B H21F 0.9800 . ? C22B H22D 0.9800 . ? C22B H22E 0.9800 . ? C22B H22F 0.9800 . ? C31B C36B 1.389(2) . ? C31B C32B 1.403(2) . ? C32B C33B 1.398(2) . ? C32B C37B 1.515(2) . ? C33B C34B 1.379(3) . ? C33B H33B 0.9500 . ? C34B C35B 1.371(3) . ? C34B H34B 0.9500 . ? C35B C36B 1.402(2) . ? C35B H35B 0.9500 . ? C36B C40B 1.518(2) . ? C37B C38B 1.523(3) . ? C37B C39B 1.524(3) . ? C37B H37B 1.0000 . ? C38B H38D 0.9800 . ? C38B H38E 0.9800 . ? C38B H38F 0.9800 . ? C39B H39D 0.9800 . ? C39B H39E 0.9800 . ? C39B H39F 0.9800 . ? C40B C42B 1.520(3) . ? C40B C41B 1.529(3) . ? C40B H40B 1.0000 . ? C41B H41D 0.9800 . ? C41B H41E 0.9800 . ? C41B H41F 0.9800 . ? C42B H42D 0.9800 . ? C42B H42E 0.9800 . ? C42B H42F 0.9800 . ? B1B H1BA 0.9800 . ? B1B H1BB 0.9800 . ? B1B H1BC 0.9800 . ? C10S C11S 1.500(3) . ? C10S H10A 0.9800 . ? C10S H10B 0.9800 . ? C10S H10C 0.9800 . ? C11S C12S 1.384(2) . ? C11S C16S 1.389(2) . ? C12S C13S 1.373(3) . ? C12S H12S 0.9500 . ? C13S C14S 1.378(3) . ? C13S H13S 0.9500 . ? C14S C15S 1.380(3) . ? C14S H14S 0.9500 . ? C15S C16S 1.381(3) . ? C15S H15S 0.9500 . ? C16S H16S 0.9500 . ? C20S C21S 1.484(4) . ? C20S H20A 0.9800 . ? C20S H20B 0.9800 . ? C20S H20C 0.9800 . ? C21S C22S 1.311(4) . ? C21S C26S 1.383(4) . ? C22S C23S 1.305(4) . ? C22S H22S 0.9500 . ? C23S C24S 1.338(5) . ? C23S H23S 0.9500 . ? C24S C25S 1.388(5) . ? C24S H24S 0.9500 . ? C25S C26S 1.420(5) . ? C25S H25S 0.9500 . ? C26S H26S 0.9500 . ? 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 C1A Ge1A B1A 118.82(7) . . ? C1A Ge1A H1C 97.7(6) . . ? B1A Ge1A H1C 118.6(6) . . ? C1A Ge1A H2C 97.4(6) . . ? B1A Ge1A H2C 118.3(6) . . ? H1C Ge1A H2C 101.8(9) . . ? C1A N1A C2A 110.92(11) . . ? C1A N1A C11A 125.16(11) . . ? C2A N1A C11A 123.88(11) . . ? C1A N2A C3A 110.56(11) . . ? C1A N2A C31A 125.93(11) . . ? C3A N2A C31A 123.49(11) . . ? N1A C1A N2A 104.83(11) . . ? N1A C1A Ge1A 128.28(9) . . ? N2A C1A Ge1A 126.83(9) . . ? C3A C2A N1A 106.69(12) . . ? C3A C2A H2A 126.7 . . ? N1A C2A H2A 126.7 . . ? C2A C3A N2A 106.99(12) . . ? C2A C3A H3A 126.5 . . ? N2A C3A H3A 126.5 . . ? C16A C11A C12A 123.73(13) . . ? C16A C11A N1A 118.83(12) . . ? C12A C11A N1A 117.42(13) . . ? C13A C12A C11A 116.55(15) . . ? C13A C12A C17A 120.59(15) . . ? C11A C12A C17A 122.84(14) . . ? C14A C13A C12A 121.30(15) . . ? C14A C13A H13A 119.3 . . ? C12A C13A H13A 119.3 . . ? C13A C14A C15A 120.58(14) . . ? C13A C14A H14A 119.7 . . ? C15A C14A H14A 119.7 . . ? C14A C15A C16A 121.19(15) . . ? C14A C15A H15A 119.4 . . ? C16A C15A H15A 119.4 . . ? C15A C16A C11A 116.63(13) . . ? C15A C16A C20A 120.87(14) . . ? C11A C16A C20A 122.47(13) . . ? C18A C17A C19A 108.45(19) . . ? C18A C17A C12A 111.73(18) . . ? C19A C17A C12A 112.8(2) . . ? C18A C17A H17A 107.9 . . ? C19A C17A H17A 107.9 . . ? C12A C17A H17A 107.9 . . ? C17A C18A H18A 109.5 . . ? C17A C18A H18B 109.5 . . ? H18A C18A H18B 109.5 . . ? C17A C18A H18C 109.5 . . ? H18A C18A H18C 109.5 . . ? H18B C18A H18C 109.5 . . ? C17A C19A H19A 109.5 . . ? C17A C19A H19B 109.5 . . ? H19A C19A H19B 109.5 . . ? C17A C19A H19C 109.5 . . ? H19A C19A H19C 109.5 . . ? H19B C19A H19C 109.5 . . ? C16A C20A C21A 112.51(14) . . ? C16A C20A C22A 109.89(14) . . ? C21A C20A C22A 111.40(16) . . ? C16A C20A H20D 107.6 . . ? C21A C20A H20D 107.6 . . ? C22A C20A H20D 107.6 . . ? C20A C21A H21A 109.5 . . ? C20A C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? C20A C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? C20A C22A H22A 109.5 . . ? C20A C22A H22B 109.5 . . ? H22A C22A H22B 109.5 . . ? C20A C22A H22C 109.5 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? C36A C31A C32A 123.80(13) . . ? C36A C31A N2A 117.50(12) . . ? C32A C31A N2A 118.69(12) . . ? C33A C32A C31A 116.77(13) . . ? C33A C32A C37A 121.43(13) . . ? C31A C32A C37A 121.80(12) . . ? C34A C33A C32A 121.13(14) . . ? C34A C33A H33A 119.4 . . ? C32A C33A H33A 119.4 . . ? C35A C34A C33A 120.33(14) . . ? C35A C34A H34A 119.8 . . ? C33A C34A H34A 119.8 . . ? C34A C35A C36A 121.38(15) . . ? C34A C35A H35A 119.3 . . ? C36A C35A H35A 119.3 . . ? C31A C36A C35A 116.55(14) . . ? C31A C36A C40A 122.94(13) . . ? C35A C36A C40A 120.48(14) . . ? C32A C37A C38A 112.67(13) . . ? C32A C37A C39A 111.93(12) . . ? C38A C37A C39A 110.42(14) . . ? C32A C37A H37A 107.2 . . ? C38A C37A H37A 107.2 . . ? C39A C37A H37A 107.2 . . ? C37A C38A H38A 109.5 . . ? C37A C38A H38B 109.5 . . ? H38A C38A H38B 109.5 . . ? C37A C38A H38C 109.5 . . ? H38A C38A H38C 109.5 . . ? H38B C38A H38C 109.5 . . ? C37A C39A H39A 109.5 . . ? C37A C39A H39B 109.5 . . ? H39A C39A H39B 109.5 . . ? C37A C39A H39C 109.5 . . ? H39A C39A H39C 109.5 . . ? H39B C39A H39C 109.5 . . ? C36A C40A C41A 111.33(13) . . ? C36A C40A C42A 110.98(14) . . ? C41A C40A C42A 110.73(14) . . ? C36A C40A H40A 107.9 . . ? C41A C40A H40A 107.9 . . ? C42A C40A H40A 107.9 . . ? C40A C41A H41A 109.5 . . ? C40A C41A H41B 109.5 . . ? H41A C41A H41B 109.5 . . ? C40A C41A H41C 109.5 . . ? H41A C41A H41C 109.5 . . ? H41B C41A H41C 109.5 . . ? C40A C42A H42A 109.5 . . ? C40A C42A H42B 109.5 . . ? H42A C42A H42B 109.5 . . ? C40A C42A H42C 109.5 . . ? H42A C42A H42C 109.5 . . ? H42B C42A H42C 109.5 . . ? Ge1A B1A H1AA 109.5 . . ? Ge1A B1A H1AB 109.5 . . ? H1AA B1A H1AB 109.5 . . ? Ge1A B1A H1AC 109.5 . . ? H1AA B1A H1AC 109.5 . . ? H1AB B1A H1AC 109.5 . . ? C1B Ge1B B1B 118.26(8) . . ? C1B Ge1B H1D 98.7(7) . . ? B1B Ge1B H1D 117.9(7) . . ? C1B Ge1B H2D 97.3(7) . . ? B1B Ge1B H2D 118.7(7) . . ? H1D Ge1B H2D 102.2(10) . . ? C1B N1B C2B 110.63(11) . . ? C1B N1B C11B 124.67(11) . . ? C2B N1B C11B 124.70(11) . . ? C1B N2B C3B 110.35(11) . . ? C1B N2B C31B 126.19(11) . . ? C3B N2B C31B 123.16(11) . . ? N1B C1B N2B 105.05(11) . . ? N1B C1B Ge1B 126.98(9) . . ? N2B C1B Ge1B 127.96(10) . . ? C3B C2B N1B 106.90(12) . . ? C3B C2B H2B 126.5 . . ? N1B C2B H2B 126.5 . . ? C2B C3B N2B 107.06(12) . . ? C2B C3B H3B 126.5 . . ? N2B C3B H3B 126.5 . . ? C12B C11B C16B 124.02(12) . . ? C12B C11B N1B 118.03(12) . . ? C16B C11B N1B 117.94(12) . . ? C13B C12B C11B 116.53(14) . . ? C13B C12B C17B 121.30(14) . . ? C11B C12B C17B 122.17(13) . . ? C14B C13B C12B 120.95(15) . . ? C14B C13B H13B 119.5 . . ? C12B C13B H13B 119.5 . . ? C13B C14B C15B 121.12(14) . . ? C13B C14B H14B 119.4 . . ? C15B C14B H14B 119.4 . . ? C14B C15B C16B 120.95(15) . . ? C14B C15B H15B 119.5 . . ? C16B C15B H15B 119.5 . . ? C15B C16B C11B 116.40(14) . . ? C15B C16B C20B 120.98(13) . . ? C11B C16B C20B 122.61(12) . . ? C12B C17B C18B 111.09(13) . . ? C12B C17B C19B 112.35(14) . . ? C18B C17B C19B 109.91(15) . . ? C12B C17B H17B 107.8 . . ? C18B C17B H17B 107.8 . . ? C19B C17B H17B 107.8 . . ? C17B C18B H18D 109.5 . . ? C17B C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? C17B C18B H18F 109.5 . . ? H18D C18B H18F 109.5 . . ? H18E C18B H18F 109.5 . . ? C17B C19B H19D 109.5 . . ? C17B C19B H19E 109.5 . . ? H19D C19B H19E 109.5 . . ? C17B C19B H19F 109.5 . . ? H19D C19B H19F 109.5 . . ? H19E C19B H19F 109.5 . . ? C16B C20B C21B 112.34(14) . . ? C16B C20B C22B 110.60(13) . . ? C21B C20B C22B 110.66(15) . . ? C16B C20B H20E 107.7 . . ? C21B C20B H20E 107.7 . . ? C22B C20B H20E 107.7 . . ? C20B C21B H21D 109.5 . . ? C20B C21B H21E 109.5 . . ? H21D C21B H21E 109.5 . . ? C20B C21B H21F 109.5 . . ? H21D C21B H21F 109.5 . . ? H21E C21B H21F 109.5 . . ? C20B C22B H22D 109.5 . . ? C20B C22B H22E 109.5 . . ? H22D C22B H22E 109.5 . . ? C20B C22B H22F 109.5 . . ? H22D C22B H22F 109.5 . . ? H22E C22B H22F 109.5 . . ? C36B C31B C32B 124.20(13) . . ? C36B C31B N2B 117.19(13) . . ? C32B C31B N2B 118.59(13) . . ? C33B C32B C31B 115.85(16) . . ? C33B C32B C37B 121.89(15) . . ? C31B C32B C37B 122.25(13) . . ? C34B C33B C32B 121.50(16) . . ? C34B C33B H33B 119.3 . . ? C32B C33B H33B 119.3 . . ? C35B C34B C33B 120.72(15) . . ? C35B C34B H34B 119.6 . . ? C33B C34B H34B 119.6 . . ? C34B C35B C36B 120.93(17) . . ? C34B C35B H35B 119.5 . . ? C36B C35B H35B 119.5 . . ? C31B C36B C35B 116.74(15) . . ? C31B C36B C40B 122.93(13) . . ? C35B C36B C40B 120.27(15) . . ? C32B C37B C38B 112.91(17) . . ? C32B C37B C39B 111.70(14) . . ? C38B C37B C39B 109.70(18) . . ? C32B C37B H37B 107.4 . . ? C38B C37B H37B 107.4 . . ? C39B C37B H37B 107.4 . . ? C37B C38B H38D 109.5 . . ? C37B C38B H38E 109.5 . . ? H38D C38B H38E 109.5 . . ? C37B C38B H38F 109.5 . . ? H38D C38B H38F 109.5 . . ? H38E C38B H38F 109.5 . . ? C37B C39B H39D 109.5 . . ? C37B C39B H39E 109.5 . . ? H39D C39B H39E 109.5 . . ? C37B C39B H39F 109.5 . . ? H39D C39B H39F 109.5 . . ? H39E C39B H39F 109.5 . . ? C36B C40B C42B 110.80(16) . . ? C36B C40B C41B 111.91(15) . . ? C42B C40B C41B 109.80(17) . . ? C36B C40B H40B 108.1 . . ? C42B C40B H40B 108.1 . . ? C41B C40B H40B 108.1 . . ? C40B C41B H41D 109.5 . . ? C40B C41B H41E 109.5 . . ? H41D C41B H41E 109.5 . . ? C40B C41B H41F 109.5 . . ? H41D C41B H41F 109.5 . . ? H41E C41B H41F 109.5 . . ? C40B C42B H42D 109.5 . . ? C40B C42B H42E 109.5 . . ? H42D C42B H42E 109.5 . . ? C40B C42B H42F 109.5 . . ? H42D C42B H42F 109.5 . . ? H42E C42B H42F 109.5 . . ? Ge1B B1B H1BA 109.5 . . ? Ge1B B1B H1BB 109.5 . . ? H1BA B1B H1BB 109.5 . . ? Ge1B B1B H1BC 109.5 . . ? H1BA B1B H1BC 109.5 . . ? H1BB B1B H1BC 109.5 . . ? C11S C10S H10A 109.5 . . ? C11S C10S H10B 109.5 . . ? H10A C10S H10B 109.5 . . ? C11S C10S H10C 109.5 . . ? H10A C10S H10C 109.5 . . ? H10B C10S H10C 109.5 . . ? C12S C11S C16S 117.57(17) . . ? C12S C11S C10S 120.75(17) . . ? C16S C11S C10S 121.67(16) . . ? C13S C12S C11S 121.17(18) . . ? C13S C12S H12S 119.4 . . ? C11S C12S H12S 119.4 . . ? C12S C13S C14S 120.94(18) . . ? C12S C13S H13S 119.5 . . ? C14S C13S H13S 119.5 . . ? C13S C14S C15S 118.77(19) . . ? C13S C14S H14S 120.6 . . ? C15S C14S H14S 120.6 . . ? C14S C15S C16S 120.21(19) . . ? C14S C15S H15S 119.9 . . ? C16S C15S H15S 119.9 . . ? C15S C16S C11S 121.32(17) . . ? C15S C16S H16S 119.3 . . ? C11S C16S H16S 119.3 . . ? C21S C20S H20A 109.5 . . ? C21S C20S H20B 109.5 . . ? H20A C20S H20B 109.5 . . ? C21S C20S H20C 109.5 . . ? H20A C20S H20C 109.5 . . ? H20B C20S H20C 109.5 . . ? C22S C21S C26S 120.1(3) . . ? C22S C21S C20S 122.5(3) . . ? C26S C21S C20S 117.5(3) . . ? C23S C22S C21S 122.9(3) . . ? C23S C22S H22S 118.6 . . ? C21S C22S H22S 118.6 . . ? C22S C23S C24S 120.8(4) . . ? C22S C23S H23S 119.6 . . ? C24S C23S H23S 119.6 . . ? C23S C24S C25S 121.2(3) . . ? C23S C24S H24S 119.4 . . ? C25S C24S H24S 119.4 . . ? C24S C25S C26S 116.3(3) . . ? C24S C25S H25S 121.8 . . ? C26S C25S H25S 121.8 . . ? C21S C26S C25S 118.7(3) . . ? C21S C26S H26S 120.6 . . ? C25S C26S H26S 120.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2A N1A C1A N2A -1.18(15) . . . . ? C11A N1A C1A N2A 176.41(12) . . . . ? C2A N1A C1A Ge1A 176.23(10) . . . . ? C11A N1A C1A Ge1A -6.2(2) . . . . ? C3A N2A C1A N1A 1.02(15) . . . . ? C31A N2A C1A N1A 179.17(12) . . . . ? C3A N2A C1A Ge1A -176.44(10) . . . . ? C31A N2A C1A Ge1A 1.71(19) . . . . ? H2C Ge1A C1A N1A -149.4(6) . . . . ? H1C Ge1A C1A N1A -46.3(6) . . . . ? B1A Ge1A C1A N1A 82.45(14) . . . . ? H2C Ge1A C1A N2A 27.5(6) . . . . ? H1C Ge1A C1A N2A 130.5(6) . . . . ? B1A Ge1A C1A N2A -100.68(13) . . . . ? C1A N1A C2A C3A 0.92(17) . . . . ? C11A N1A C2A C3A -176.71(13) . . . . ? N1A C2A C3A N2A -0.26(17) . . . . ? C1A N2A C3A C2A -0.48(17) . . . . ? C31A N2A C3A C2A -178.69(13) . . . . ? C1A N1A C11A C16A 88.72(16) . . . . ? C2A N1A C11A C16A -93.99(17) . . . . ? C1A N1A C11A C12A -92.69(17) . . . . ? C2A N1A C11A C12A 84.60(17) . . . . ? C16A C11A C12A C13A 0.2(2) . . . . ? N1A C11A C12A C13A -178.27(13) . . . . ? C16A C11A C12A C17A 178.85(16) . . . . ? N1A C11A C12A C17A 0.3(2) . . . . ? C11A C12A C13A C14A 0.5(2) . . . . ? C17A C12A C13A C14A -178.20(17) . . . . ? C12A C13A C14A C15A -0.7(3) . . . . ? C13A C14A C15A C16A 0.3(2) . . . . ? C14A C15A C16A C11A 0.4(2) . . . . ? C14A C15A C16A C20A 178.63(14) . . . . ? C12A C11A C16A C15A -0.7(2) . . . . ? N1A C11A C16A C15A 177.83(12) . . . . ? C12A C11A C16A C20A -178.85(14) . . . . ? N1A C11A C16A C20A -0.4(2) . . . . ? C13A C12A C17A C18A 64.8(3) . . . . ? C11A C12A C17A C18A -113.8(2) . . . . ? C13A C12A C17A C19A -57.7(3) . . . . ? C11A C12A C17A C19A 123.8(2) . . . . ? C15A C16A C20A C21A 44.0(2) . . . . ? C11A C16A C20A C21A -137.90(16) . . . . ? C15A C16A C20A C22A -80.76(19) . . . . ? C11A C16A C20A C22A 97.36(18) . . . . ? C1A N2A C31A C36A -100.15(16) . . . . ? C3A N2A C31A C36A 77.77(17) . . . . ? C1A N2A C31A C32A 80.80(17) . . . . ? C3A N2A C31A C32A -101.28(15) . . . . ? C36A C31A C32A C33A -1.9(2) . . . . ? N2A C31A C32A C33A 177.13(12) . . . . ? C36A C31A C32A C37A 177.94(13) . . . . ? N2A C31A C32A C37A -3.07(18) . . . . ? C31A C32A C33A C34A 0.5(2) . . . . ? C37A C32A C33A C34A -179.31(13) . . . . ? C32A C33A C34A C35A 1.1(2) . . . . ? C33A C34A C35A C36A -1.5(2) . . . . ? C32A C31A C36A C35A 1.5(2) . . . . ? N2A C31A C36A C35A -177.48(12) . . . . ? C32A C31A C36A C40A -176.30(13) . . . . ? N2A C31A C36A C40A 4.7(2) . . . . ? C34A C35A C36A C31A 0.2(2) . . . . ? C34A C35A C36A C40A 178.08(14) . . . . ? C33A C32A C37A C38A 27.04(19) . . . . ? C31A C32A C37A C38A -152.74(13) . . . . ? C33A C32A C37A C39A -98.11(16) . . . . ? C31A C32A C37A C39A 82.11(17) . . . . ? C31A C36A C40A C41A -125.92(15) . . . . ? C35A C36A C40A C41A 56.35(19) . . . . ? C31A C36A C40A C42A 110.26(17) . . . . ? C35A C36A C40A C42A -67.47(19) . . . . ? C2B N1B C1B N2B -1.03(16) . . . . ? C11B N1B C1B N2B 179.23(12) . . . . ? C2B N1B C1B Ge1B 178.17(10) . . . . ? C11B N1B C1B Ge1B -1.6(2) . . . . ? C3B N2B C1B N1B 1.00(16) . . . . ? C31B N2B C1B N1B 174.87(13) . . . . ? C3B N2B C1B Ge1B -178.19(11) . . . . ? C31B N2B C1B Ge1B -4.3(2) . . . . ? H1D Ge1B C1B N1B -48.8(7) . . . . ? H2D Ge1B C1B N1B -152.4(7) . . . . ? B1B Ge1B C1B N1B 79.39(15) . . . . ? H1D Ge1B C1B N2B 130.2(7) . . . . ? H2D Ge1B C1B N2B 26.6(7) . . . . ? B1B Ge1B C1B N2B -101.59(15) . . . . ? C1B N1B C2B C3B 0.68(17) . . . . ? C11B N1B C2B C3B -179.57(14) . . . . ? N1B C2B C3B N2B -0.04(17) . . . . ? C1B N2B C3B C2B -0.61(18) . . . . ? C31B N2B C3B C2B -174.70(14) . . . . ? C1B N1B C11B C12B -90.50(17) . . . . ? C2B N1B C11B C12B 89.79(17) . . . . ? C1B N1B C11B C16B 90.14(16) . . . . ? C2B N1B C11B C16B -89.58(17) . . . . ? C16B C11B C12B C13B 1.8(2) . . . . ? N1B C11B C12B C13B -177.55(12) . . . . ? C16B C11B C12B C17B -178.40(13) . . . . ? N1B C11B C12B C17B 2.3(2) . . . . ? C11B C12B C13B C14B -1.3(2) . . . . ? C17B C12B C13B C14B 178.91(14) . . . . ? C12B C13B C14B C15B -0.2(2) . . . . ? C13B C14B C15B C16B 1.3(2) . . . . ? C14B C15B C16B C11B -0.8(2) . . . . ? C14B C15B C16B C20B 177.94(14) . . . . ? C12B C11B C16B C15B -0.7(2) . . . . ? N1B C11B C16B C15B 178.57(12) . . . . ? C12B C11B C16B C20B -179.49(13) . . . . ? N1B C11B C16B C20B -0.2(2) . . . . ? C13B C12B C17B C18B 87.13(18) . . . . ? C11B C12B C17B C18B -92.68(18) . . . . ? C13B C12B C17B C19B -36.4(2) . . . . ? C11B C12B C17B C19B 143.74(15) . . . . ? C15B C16B C20B C21B 44.1(2) . . . . ? C11B C16B C20B C21B -137.20(15) . . . . ? C15B C16B C20B C22B -80.08(18) . . . . ? C11B C16B C20B C22B 98.61(17) . . . . ? C1B N2B C31B C36B -97.69(17) . . . . ? C3B N2B C31B C36B 75.43(18) . . . . ? C1B N2B C31B C32B 84.00(18) . . . . ? C3B N2B C31B C32B -102.88(17) . . . . ? C36B C31B C32B C33B -1.8(2) . . . . ? N2B C31B C32B C33B 176.38(13) . . . . ? C36B C31B C32B C37B 178.17(14) . . . . ? N2B C31B C32B C37B -3.6(2) . . . . ? C31B C32B C33B C34B -0.3(2) . . . . ? C37B C32B C33B C34B 179.70(16) . . . . ? C32B C33B C34B C35B 2.0(3) . . . . ? C33B C34B C35B C36B -1.7(3) . . . . ? C32B C31B C36B C35B 2.1(2) . . . . ? N2B C31B C36B C35B -176.09(13) . . . . ? C32B C31B C36B C40B -175.03(15) . . . . ? N2B C31B C36B C40B 6.8(2) . . . . ? C34B C35B C36B C31B -0.3(2) . . . . ? C34B C35B C36B C40B 176.92(16) . . . . ? C33B C32B C37B C38B 29.6(2) . . . . ? C31B C32B C37B C38B -150.34(16) . . . . ? C33B C32B C37B C39B -94.6(2) . . . . ? C31B C32B C37B C39B 85.47(19) . . . . ? C31B C36B C40B C42B 101.29(19) . . . . ? C35B C36B C40B C42B -75.8(2) . . . . ? C31B C36B C40B C41B -135.80(17) . . . . ? C35B C36B C40B C41B 47.1(2) . . . . ? C16S C11S C12S C13S 0.4(3) . . . . ? C10S C11S C12S C13S -179.15(18) . . . . ? C11S C12S C13S C14S 0.6(3) . . . . ? C12S C13S C14S C15S -1.3(3) . . . . ? C13S C14S C15S C16S 1.0(3) . . . . ? C14S C15S C16S C11S 0.1(3) . . . . ? C12S C11S C16S C15S -0.7(3) . . . . ? C10S C11S C16S C15S 178.81(18) . . . . ? C26S C21S C22S C23S -0.3(4) . . . . ? C20S C21S C22S C23S 178.9(3) . . . . ? C21S C22S C23S C24S 0.4(4) . . . . ? C22S C23S C24S C25S -0.9(5) . . . . ? C23S C24S C25S C26S 1.1(5) . . . . ? C22S C21S C26S C25S 0.6(4) . . . . ? C20S C21S C26S C25S -178.7(3) . . . . ? C24S C25S C26S C21S -1.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.595 _refine_diff_density_min -0.363 _refine_diff_density_rms 0.049 #===END data_riv0904 _database_code_depnum_ccdc_archive 'CCDC 743204' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3 _chemical_melting_point ? _chemical_formula_moiety 'C27 H36 Cl2 N2 Sn' _chemical_formula_sum 'C27 H36 Cl2 N2 Sn' _chemical_formula_weight 578.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.325(2) _cell_length_b 15.529(4) _cell_length_c 19.495(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2823.1(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3165 _cell_measurement_theta_min 2.09 _cell_measurement_theta_max 16.99 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.360 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 1.111 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.6545 _exptl_absorpt_correction_T_max 0.9115 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20478 _diffrn_reflns_av_R_equivalents 0.1245 _diffrn_reflns_av_sigmaI/netI 0.0962 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5247 _reflns_number_gt 3521 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'DIRDIF-2008 (Beurskens et al., 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^)+(0.0725P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.08(5) _refine_ls_number_reflns 5247 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1109 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1513 _refine_ls_wR_factor_gt 0.1277 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 Sn Sn 0.32443(6) 0.50832(4) 0.27308(3) 0.0418(2) Uani 1 1 d . . . Cl1 Cl 0.1433(4) 0.59271(14) 0.21284(13) 0.0702(9) Uani 1 1 d . . . Cl2 Cl 0.2950(4) 0.58519(16) 0.38052(12) 0.0666(9) Uani 1 1 d . . . N1 N 0.1278(7) 0.3454(4) 0.2453(3) 0.0288(16) Uani 1 1 d . . . N2 N 0.0676(7) 0.3779(4) 0.3481(3) 0.0275(16) Uani 1 1 d . . . C1 C 0.1528(9) 0.4021(4) 0.2959(4) 0.0244(18) Uani 1 1 d . . . C2 C 0.0252(10) 0.2861(5) 0.2651(4) 0.035(2) Uani 1 1 d . . . H2 H -0.0128 0.2402 0.2385 0.042 Uiso 1 1 calc R . . C3 C -0.0092(9) 0.3071(5) 0.3295(4) 0.031(2) Uani 1 1 d . . . H3 H -0.0762 0.2775 0.3577 0.037 Uiso 1 1 calc R . . C11 C 0.2042(11) 0.3396(5) 0.1800(4) 0.038(2) Uani 1 1 d . . . C12 C 0.1291(12) 0.3666(6) 0.1212(4) 0.044(3) Uani 1 1 d . . . C13 C 0.2046(16) 0.3539(6) 0.0594(4) 0.062(3) Uani 1 1 d . . . H13 H 0.1610 0.3705 0.0174 0.074 Uiso 1 1 calc R . . C14 C 0.3376(18) 0.3186(7) 0.0581(5) 0.072(4) Uani 1 1 d . . . H14 H 0.3826 0.3097 0.0149 0.086 Uiso 1 1 calc R . . C15 C 0.4100(13) 0.2953(7) 0.1167(6) 0.063(3) Uani 1 1 d . . . H15 H 0.5045 0.2727 0.1146 0.076 Uiso 1 1 calc R . . C16 C 0.3391(12) 0.3061(5) 0.1802(5) 0.048(2) Uani 1 1 d . . . C17 C -0.0177(13) 0.4012(6) 0.1224(5) 0.053(3) Uani 1 1 d . . . H17 H -0.0395 0.4188 0.1707 0.064 Uiso 1 1 calc R . . C18 C -0.1303(13) 0.3385(8) 0.1006(5) 0.076(4) Uani 1 1 d . . . H18A H -0.2246 0.3663 0.1022 0.091 Uiso 1 1 calc R . . H18B H -0.1296 0.2887 0.1315 0.091 Uiso 1 1 calc R . . H18C H -0.1107 0.3192 0.0536 0.091 Uiso 1 1 calc R . . C19 C -0.0313(13) 0.4822(7) 0.0768(5) 0.079(4) Uani 1 1 d . . . H19A H -0.1298 0.5040 0.0789 0.095 Uiso 1 1 calc R . . H19B H -0.0075 0.4674 0.0293 0.095 Uiso 1 1 calc R . . H19C H 0.0349 0.5267 0.0932 0.095 Uiso 1 1 calc R . . C20 C 0.4147(12) 0.2750(6) 0.2462(5) 0.056(3) Uani 1 1 d . . . H20 H 0.3761 0.3106 0.2847 0.068 Uiso 1 1 calc R . . C21 C 0.5791(12) 0.2881(8) 0.2458(7) 0.077(4) Uani 1 1 d . . . H21A H 0.6192 0.2681 0.2895 0.092 Uiso 1 1 calc R . . H21B H 0.6009 0.3493 0.2397 0.092 Uiso 1 1 calc R . . H21C H 0.6214 0.2551 0.2081 0.092 Uiso 1 1 calc R . . C22 C 0.3772(13) 0.1814(7) 0.2625(6) 0.072(4) Uani 1 1 d . . . H22A H 0.4258 0.1639 0.3048 0.086 Uiso 1 1 calc R . . H22B H 0.4086 0.1444 0.2246 0.086 Uiso 1 1 calc R . . H22C H 0.2733 0.1759 0.2684 0.086 Uiso 1 1 calc R . . C31 C 0.0691(9) 0.4110(5) 0.4179(4) 0.0258(19) Uani 1 1 d . . . C32 C -0.0238(8) 0.4748(5) 0.4353(4) 0.031(2) Uani 1 1 d . . . C33 C -0.0278(9) 0.4994(6) 0.5041(4) 0.040(2) Uani 1 1 d . . . H33 H -0.0929 0.5429 0.5185 0.048 Uiso 1 1 calc R . . C34 C 0.0608(11) 0.4617(7) 0.5508(5) 0.051(3) Uani 1 1 d . . . H34 H 0.0568 0.4796 0.5973 0.061 Uiso 1 1 calc R . . C35 C 0.1557(12) 0.3985(6) 0.5322(4) 0.047(2) Uani 1 1 d . . . H35 H 0.2169 0.3733 0.5656 0.056 Uiso 1 1 calc R . . C36 C 0.1619(10) 0.3710(5) 0.4632(4) 0.0321(19) Uani 1 1 d . . . C37 C -0.1204(9) 0.5178(6) 0.3832(4) 0.042(2) Uani 1 1 d . . . H37 H -0.0793 0.5064 0.3367 0.050 Uiso 1 1 calc R . . C38 C -0.1245(14) 0.6161(6) 0.3934(6) 0.080(4) Uani 1 1 d . . . H38A H -0.1876 0.6421 0.3590 0.096 Uiso 1 1 calc R . . H38B H -0.0275 0.6396 0.3884 0.096 Uiso 1 1 calc R . . H38C H -0.1609 0.6293 0.4394 0.096 Uiso 1 1 calc R . . C39 C -0.2692(10) 0.4802(8) 0.3848(5) 0.071(4) Uani 1 1 d . . . H39A H -0.3297 0.5100 0.3512 0.086 Uiso 1 1 calc R . . H39B H -0.3101 0.4873 0.4307 0.086 Uiso 1 1 calc R . . H39C H -0.2647 0.4188 0.3734 0.086 Uiso 1 1 calc R . . C40 C 0.2708(10) 0.3033(6) 0.4417(5) 0.045(2) Uani 1 1 d . . . H40 H 0.2450 0.2847 0.3942 0.054 Uiso 1 1 calc R . . C41 C 0.2693(14) 0.2243(7) 0.4861(6) 0.093(5) Uani 1 1 d . . . H41A H 0.1718 0.2009 0.4879 0.112 Uiso 1 1 calc R . . H41B H 0.3007 0.2395 0.5325 0.112 Uiso 1 1 calc R . . H41C H 0.3344 0.1811 0.4668 0.112 Uiso 1 1 calc R . . C42 C 0.4189(12) 0.3442(8) 0.4380(7) 0.077(4) Uani 1 1 d . . . H42A H 0.4150 0.3955 0.4087 0.093 Uiso 1 1 calc R . . H42B H 0.4871 0.3028 0.4186 0.093 Uiso 1 1 calc R . . H42C H 0.4500 0.3607 0.4841 0.093 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn 0.0576(4) 0.0326(3) 0.0351(3) -0.0018(3) 0.0084(3) -0.0097(3) Cl1 0.128(3) 0.0307(12) 0.0518(16) 0.0030(10) -0.0178(16) 0.0163(14) Cl2 0.111(2) 0.0556(15) 0.0336(12) -0.0136(11) 0.0074(15) -0.0348(17) N1 0.036(4) 0.023(3) 0.028(4) -0.003(3) 0.005(3) -0.006(3) N2 0.038(4) 0.021(3) 0.024(4) 0.006(3) 0.000(3) -0.002(3) C1 0.031(5) 0.017(4) 0.025(4) 0.001(3) -0.008(4) 0.001(4) C2 0.054(6) 0.029(4) 0.022(5) -0.003(4) 0.000(4) -0.008(4) C3 0.039(5) 0.027(4) 0.026(4) 0.007(4) 0.003(4) -0.009(4) C11 0.061(7) 0.027(4) 0.027(4) -0.009(4) 0.004(5) -0.017(5) C12 0.084(8) 0.030(5) 0.019(5) -0.001(4) 0.004(5) -0.023(5) C13 0.124(11) 0.039(6) 0.022(5) -0.004(4) 0.013(6) -0.018(7) C14 0.128(12) 0.048(7) 0.040(6) -0.014(5) 0.026(8) -0.025(8) C15 0.083(8) 0.048(6) 0.059(7) -0.011(5) 0.029(7) -0.012(6) C16 0.065(7) 0.036(5) 0.042(5) -0.020(4) 0.018(6) -0.006(6) C17 0.087(9) 0.042(6) 0.030(5) 0.006(4) -0.015(6) -0.012(6) C18 0.105(10) 0.072(8) 0.052(7) 0.012(6) -0.020(7) -0.005(7) C19 0.138(10) 0.059(8) 0.041(5) 0.011(6) -0.037(6) -0.009(8) C20 0.065(8) 0.045(6) 0.058(7) -0.014(5) -0.002(5) 0.013(5) C21 0.053(8) 0.082(8) 0.096(11) -0.035(7) 0.000(6) 0.008(7) C22 0.082(9) 0.062(7) 0.071(8) 0.004(6) -0.001(7) 0.024(6) C31 0.033(5) 0.023(4) 0.021(4) 0.004(3) 0.008(4) -0.006(4) C32 0.040(5) 0.031(5) 0.024(4) 0.001(3) 0.008(4) -0.001(4) C33 0.054(5) 0.032(5) 0.033(4) -0.001(5) 0.013(4) -0.010(5) C34 0.068(7) 0.059(7) 0.025(5) 0.005(4) -0.006(5) -0.017(6) C35 0.062(7) 0.048(6) 0.030(5) 0.011(4) -0.006(5) -0.004(6) C36 0.034(5) 0.042(5) 0.021(4) 0.007(3) -0.002(4) -0.004(5) C37 0.052(5) 0.037(5) 0.037(5) 0.003(4) 0.009(4) 0.012(4) C38 0.114(11) 0.040(6) 0.086(9) 0.009(6) -0.022(8) 0.020(6) C39 0.059(7) 0.089(10) 0.067(7) 0.023(6) -0.019(5) 0.002(6) C40 0.050(6) 0.045(6) 0.040(5) 0.008(4) -0.007(4) -0.003(5) C41 0.112(11) 0.069(9) 0.098(10) 0.047(7) 0.038(8) 0.052(7) C42 0.069(9) 0.078(9) 0.086(9) -0.020(7) 0.008(7) 0.009(7) _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 Sn C1 2.341(8) . ? Sn Cl2 2.426(2) . ? Sn Cl1 2.439(3) . ? N1 C1 1.344(9) . ? N1 C2 1.382(10) . ? N1 C11 1.461(10) . ? N2 C1 1.345(9) . ? N2 C3 1.361(9) . ? N2 C31 1.455(10) . ? C2 C3 1.338(11) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C11 C16 1.361(13) . ? C11 C12 1.407(12) . ? C12 C13 1.410(13) . ? C12 C17 1.471(14) . ? C13 C14 1.356(17) . ? C13 H13 0.9500 . ? C14 C15 1.376(16) . ? C14 H14 0.9500 . ? C15 C16 1.413(13) . ? C15 H15 0.9500 . ? C16 C20 1.545(14) . ? C17 C18 1.495(14) . ? C17 C19 1.546(13) . ? C17 H17 1.0000 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C22 1.528(15) . ? C20 C21 1.546(13) . ? C20 H20 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C31 C32 1.359(10) . ? C31 C36 1.383(11) . ? C32 C33 1.396(10) . ? C32 C37 1.513(11) . ? C33 C34 1.361(12) . ? C33 H33 0.9500 . ? C34 C35 1.370(13) . ? C34 H34 0.9500 . ? C35 C36 1.412(11) . ? C35 H35 0.9500 . ? C36 C40 1.521(12) . ? C37 C39 1.506(13) . ? C37 C38 1.540(13) . ? C37 H37 1.0000 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C41 1.500(13) . ? C40 C42 1.522(14) . ? C40 H40 1.0000 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Sn Cl2 96.04(19) . . ? C1 Sn Cl1 89.80(19) . . ? Cl2 Sn Cl1 94.19(10) . . ? C1 N1 C2 110.6(6) . . ? C1 N1 C11 126.6(6) . . ? C2 N1 C11 122.7(6) . . ? C1 N2 C3 109.6(6) . . ? C1 N2 C31 127.1(6) . . ? C3 N2 C31 122.6(6) . . ? N1 C1 N2 105.7(6) . . ? N1 C1 Sn 116.2(5) . . ? N2 C1 Sn 138.2(5) . . ? C3 C2 N1 105.5(7) . . ? C3 C2 H2 127.3 . . ? N1 C2 H2 127.3 . . ? C2 C3 N2 108.7(7) . . ? C2 C3 H3 125.7 . . ? N2 C3 H3 125.7 . . ? C16 C11 C12 125.2(9) . . ? C16 C11 N1 118.2(8) . . ? C12 C11 N1 116.6(8) . . ? C11 C12 C13 113.9(10) . . ? C11 C12 C17 124.0(8) . . ? C13 C12 C17 122.0(10) . . ? C14 C13 C12 122.0(10) . . ? C14 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? C13 C14 C15 122.6(10) . . ? C13 C14 H14 118.7 . . ? C15 C14 H14 118.7 . . ? C14 C15 C16 117.8(11) . . ? C14 C15 H15 121.1 . . ? C16 C15 H15 121.1 . . ? C11 C16 C15 118.4(10) . . ? C11 C16 C20 122.9(8) . . ? C15 C16 C20 118.6(10) . . ? C12 C17 C18 114.3(9) . . ? C12 C17 C19 111.4(9) . . ? C18 C17 C19 108.0(8) . . ? C12 C17 H17 107.6 . . ? C18 C17 H17 107.6 . . ? C19 C17 H17 107.6 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C22 C20 C16 111.5(9) . . ? C22 C20 C21 110.6(10) . . ? C16 C20 C21 114.1(9) . . ? C22 C20 H20 106.7 . . ? C16 C20 H20 106.7 . . ? C21 C20 H20 106.7 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C32 C31 C36 124.5(7) . . ? C32 C31 N2 119.0(7) . . ? C36 C31 N2 116.4(7) . . ? C31 C32 C33 117.1(8) . . ? C31 C32 C37 122.3(7) . . ? C33 C32 C37 120.6(7) . . ? C34 C33 C32 120.5(9) . . ? C34 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? C33 C34 C35 121.6(9) . . ? C33 C34 H34 119.2 . . ? C35 C34 H34 119.2 . . ? C34 C35 C36 119.6(9) . . ? C34 C35 H35 120.2 . . ? C36 C35 H35 120.2 . . ? C31 C36 C35 116.5(8) . . ? C31 C36 C40 123.5(7) . . ? C35 C36 C40 119.9(8) . . ? C39 C37 C32 111.3(7) . . ? C39 C37 C38 111.1(9) . . ? C32 C37 C38 111.4(8) . . ? C39 C37 H37 107.6 . . ? C32 C37 H37 107.6 . . ? C38 C37 H37 107.6 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 C36 113.6(8) . . ? C41 C40 C42 112.2(10) . . ? C36 C40 C42 109.3(8) . . ? C41 C40 H40 107.1 . . ? C36 C40 H40 107.1 . . ? C42 C40 H40 107.1 . . ? C40 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C40 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C40 C42 H42A 109.5 . . ? C40 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C40 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 C1 N2 1.0(9) . . . . ? C11 N1 C1 N2 -173.9(7) . . . . ? C2 N1 C1 Sn 179.8(5) . . . . ? C11 N1 C1 Sn 4.9(10) . . . . ? C3 N2 C1 N1 -0.3(8) . . . . ? C31 N2 C1 N1 170.7(7) . . . . ? C3 N2 C1 Sn -178.6(6) . . . . ? C31 N2 C1 Sn -7.6(13) . . . . ? Cl2 Sn C1 N1 176.5(5) . . . . ? Cl1 Sn C1 N1 82.3(5) . . . . ? Cl2 Sn C1 N2 -5.2(8) . . . . ? Cl1 Sn C1 N2 -99.4(8) . . . . ? C1 N1 C2 C3 -1.4(9) . . . . ? C11 N1 C2 C3 173.8(7) . . . . ? N1 C2 C3 N2 1.2(9) . . . . ? C1 N2 C3 C2 -0.6(9) . . . . ? C31 N2 C3 C2 -172.1(7) . . . . ? C1 N1 C11 C16 74.3(10) . . . . ? C2 N1 C11 C16 -100.1(10) . . . . ? C1 N1 C11 C12 -108.0(9) . . . . ? C2 N1 C11 C12 77.7(10) . . . . ? C16 C11 C12 C13 1.8(12) . . . . ? N1 C11 C12 C13 -175.8(7) . . . . ? C16 C11 C12 C17 178.9(8) . . . . ? N1 C11 C12 C17 1.3(12) . . . . ? C11 C12 C13 C14 0.0(13) . . . . ? C17 C12 C13 C14 -177.2(9) . . . . ? C12 C13 C14 C15 -2.1(16) . . . . ? C13 C14 C15 C16 2.4(16) . . . . ? C12 C11 C16 C15 -1.5(13) . . . . ? N1 C11 C16 C15 176.1(7) . . . . ? C12 C11 C16 C20 -178.2(8) . . . . ? N1 C11 C16 C20 -0.6(12) . . . . ? C14 C15 C16 C11 -0.6(14) . . . . ? C14 C15 C16 C20 176.2(9) . . . . ? C11 C12 C17 C18 -102.0(10) . . . . ? C13 C12 C17 C18 74.9(11) . . . . ? C11 C12 C17 C19 135.3(9) . . . . ? C13 C12 C17 C19 -47.9(12) . . . . ? C11 C16 C20 C22 86.6(11) . . . . ? C15 C16 C20 C22 -90.1(11) . . . . ? C11 C16 C20 C21 -147.2(9) . . . . ? C15 C16 C20 C21 36.1(12) . . . . ? C1 N2 C31 C32 95.6(10) . . . . ? C3 N2 C31 C32 -94.5(9) . . . . ? C1 N2 C31 C36 -87.7(9) . . . . ? C3 N2 C31 C36 82.2(9) . . . . ? C36 C31 C32 C33 -2.0(12) . . . . ? N2 C31 C32 C33 174.4(7) . . . . ? C36 C31 C32 C37 178.4(8) . . . . ? N2 C31 C32 C37 -5.1(11) . . . . ? C31 C32 C33 C34 1.5(12) . . . . ? C37 C32 C33 C34 -178.9(8) . . . . ? C32 C33 C34 C35 -0.4(14) . . . . ? C33 C34 C35 C36 -0.4(14) . . . . ? C32 C31 C36 C35 1.3(12) . . . . ? N2 C31 C36 C35 -175.3(7) . . . . ? C32 C31 C36 C40 -176.4(8) . . . . ? N2 C31 C36 C40 7.1(11) . . . . ? C34 C35 C36 C31 0.0(13) . . . . ? C34 C35 C36 C40 177.7(8) . . . . ? C31 C32 C37 C39 98.4(9) . . . . ? C33 C32 C37 C39 -81.2(10) . . . . ? C31 C32 C37 C38 -137.1(9) . . . . ? C33 C32 C37 C38 43.4(11) . . . . ? C31 C36 C40 C41 -131.6(10) . . . . ? C35 C36 C40 C41 50.8(13) . . . . ? C31 C36 C40 C42 102.3(10) . . . . ? C35 C36 C40 C42 -75.3(11) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.209 _refine_diff_density_min -0.564 _refine_diff_density_rms 0.136