# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_publication_text _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _publ_contact_author_name 'Matthias Driess' _publ_contact_author_address ;Technische Universitaet Berlin, Institute of Chemistry Strasse des 17. Juni 136, D-10623 Berlin, Germany ; _publ_contact_author_email matthias.driess@tu-berlin.de _publ_contact_author_phone +49(0)30-314-29731 _publ_contact_author_fax +49(0)30-314-29732 _publ_section_title ;Germyliumylidene [ClGe:]+and Germathionium [ClGe=S]+ Supported by 1,8-bis(Tributylphosphazenyl)naphthalene ; loop_ _publ_author_name _publ_author_address 'Matthias Driess' ;Technische Universitaet Berlin, Institute of Chemistry Strasse des 17. Juni 136, D-10623 Berlin, Germany ; 'Yun Xiong' ;Technische Universitaet Berlin, Institute of Chemistry Strasse des 17. Juni 136, D-10623 Berlin, Germany ; 'Shenglai Yao' ;Technische Universitaet Berlin, Institute of Chemistry Strasse des 17. Juni 136, D-10623 Berlin, Germany ; 'Andreas Berkefeld' ;Technische Universitaet Berlin, Institute of Chemistry Strasse des 17. Juni 136, D-10623 Berlin, Germany ; 'Shigeyoshi Inoue' ;Technische Universitaet Berlin, Institute of Chemistry Strasse des 17. Juni 136, D-10623 Berlin, Germany ; data_2 _database_code_depnum_ccdc_archive 'CCDC 902734' #TrackingRef '2.CIF' _audit_creation_method ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET) (compiled Jan 12 2007,17:49:11) ; _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H68 Cl2 Ge N2 O P2' _chemical_formula_weight 774.37 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' P P 0.1023 0.0942 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.4821(7) _cell_length_b 19.3868(8) _cell_length_c 19.0651(12) _cell_angle_alpha 90.00 _cell_angle_beta 103.496(6) _cell_angle_gamma 90.00 _cell_volume 4486.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3192 _cell_measurement_theta_min 3.4369 _cell_measurement_theta_max 32.4663 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.147 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1656 _exptl_absorpt_coefficient_mu 0.901 _exptl_absorpt_correction_T_min 0.82277 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur S Sapphire' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18231 _diffrn_reflns_av_R_equivalents 0.0518 _diffrn_reflns_av_sigmaI/netI 0.0751 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.49 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7853 _reflns_number_gt 6011 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0531P)^2^+2.2592P] 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 7853 _refine_ls_number_parameters 441 _refine_ls_number_restraints 38 _refine_ls_R_factor_all 0.0853 _refine_ls_R_factor_gt 0.0606 _refine_ls_wR_factor_ref 0.1325 _refine_ls_wR_factor_gt 0.1229 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.055 _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 0.06794(3) 0.20468(2) 0.37021(2) 0.02731(14) Uani 1 1 d . . . Cl1 Cl 0.19700(9) 0.14311(5) 0.44992(7) 0.0461(3) Uani 1 1 d . . . P1 P 0.05649(8) 0.35383(5) 0.43176(5) 0.0228(2) Uani 1 1 d . . . O1 O 0.2631(5) -0.1918(3) 0.2701(5) 0.135(3) Uani 1 1 d . . . N1 N 0.0375(2) 0.27048(14) 0.44255(16) 0.0207(7) Uani 1 1 d . . . C1 C 0.0130(3) 0.24596(18) 0.5076(2) 0.0227(8) Uani 1 1 d . . . Cl2 Cl -0.12709(8) 0.55747(5) 0.35289(5) 0.0336(3) Uani 1 1 d . . . P2 P -0.15335(8) 0.12245(5) 0.31317(6) 0.0247(2) Uani 1 1 d . . . N2 N -0.0593(2) 0.15065(15) 0.38219(17) 0.0251(7) Uani 1 1 d . . . C2 C 0.0389(3) 0.28596(19) 0.5696(2) 0.0286(9) Uani 1 1 d . . . H2 H 0.0771 0.3281 0.5682 0.034 Uiso 1 1 calc R . . C3 C 0.0114(3) 0.2672(2) 0.6341(2) 0.0330(10) Uani 1 1 d . . . H3 H 0.0253 0.2980 0.6739 0.040 Uiso 1 1 calc R . . C4 C -0.0350(3) 0.2051(2) 0.6394(2) 0.0326(10) Uani 1 1 d . . . H4 H -0.0522 0.1920 0.6836 0.039 Uiso 1 1 calc R . . C10 C -0.0585(3) 0.15891(19) 0.5798(2) 0.0286(9) Uani 1 1 d . . . C5 C -0.1029(3) 0.0930(2) 0.5878(2) 0.0352(10) Uani 1 1 d . . . H6 H -0.1206 0.0812 0.6322 0.042 Uiso 1 1 calc R . . C6 C -0.1205(3) 0.0463(2) 0.5332(2) 0.0375(11) Uani 1 1 d . . . H7 H -0.1465 0.0013 0.5400 0.045 Uiso 1 1 calc R . . C7 C -0.1000(3) 0.06544(19) 0.4670(2) 0.0300(9) Uani 1 1 d . . . H8 H -0.1106 0.0321 0.4295 0.036 Uiso 1 1 calc R . . C8 C -0.0651(3) 0.13054(18) 0.4537(2) 0.0250(9) Uani 1 1 d . . . C9 C -0.0365(3) 0.17943(18) 0.5115(2) 0.0230(8) Uani 1 1 d . . . C11 C 0.1888(3) 0.38615(19) 0.4807(2) 0.0286(9) Uani 1 1 d . B . H11A H 0.1983 0.4338 0.4644 0.034 Uiso 1 1 calc R . . H11B H 0.1894 0.3882 0.5327 0.034 Uiso 1 1 calc R . . C12 C 0.2861(4) 0.3424(3) 0.4710(3) 0.0636(17) Uani 1 1 d . . . H12A H 0.3032 0.3537 0.4242 0.076 Uiso 1 1 calc R A 1 H12B H 0.2657 0.2930 0.4702 0.076 Uiso 1 1 calc R A 1 C31 C -0.2878(3) 0.11979(19) 0.3324(2) 0.0292(9) Uani 1 1 d . . . H13A H -0.3436 0.1179 0.2860 0.035 Uiso 1 1 calc R . . H13B H -0.2940 0.0765 0.3587 0.035 Uiso 1 1 calc R . . C32 C -0.3164(3) 0.1804(2) 0.3766(2) 0.0381(11) Uani 1 1 d . . . H14A H -0.2713 0.1769 0.4266 0.046 Uiso 1 1 calc R . . H14B H -0.2969 0.2241 0.3558 0.046 Uiso 1 1 calc R . . C15 C 0.0495(3) 0.37024(19) 0.3375(2) 0.0307(9) Uani 1 1 d . . . H15A H 0.0959 0.3359 0.3200 0.037 Uiso 1 1 calc R . . H15B H -0.0274 0.3636 0.3099 0.037 Uiso 1 1 calc R . . C16 C 0.0870(4) 0.44222(19) 0.3223(2) 0.0335(10) Uani 1 1 d . . . H16A H 0.0547 0.4761 0.3503 0.040 Uiso 1 1 calc R . . H16B H 0.1682 0.4449 0.3391 0.040 Uiso 1 1 calc R . . C17 C 0.0551(5) 0.4615(2) 0.2440(3) 0.0569(14) Uani 1 1 d . . . H17A H -0.0261 0.4594 0.2271 0.068 Uiso 1 1 calc R . . H17B H 0.0868 0.4274 0.2158 0.068 Uiso 1 1 calc R . . C18 C 0.0944(5) 0.5335(3) 0.2296(3) 0.0677(16) Uani 1 1 d . . . H18A H 0.0629 0.5675 0.2571 0.102 Uiso 1 1 calc R . . H18B H 0.0706 0.5438 0.1780 0.102 Uiso 1 1 calc R . . H18C H 0.1750 0.5353 0.2444 0.102 Uiso 1 1 calc R . . C19 C -0.0482(3) 0.40517(18) 0.4569(2) 0.0253(9) Uani 1 1 d . . . H19A H -0.0314 0.4089 0.5101 0.030 Uiso 1 1 calc R . . H19B H -0.0456 0.4523 0.4373 0.030 Uiso 1 1 calc R . . C20 C -0.1647(3) 0.3767(2) 0.4305(2) 0.0318(10) Uani 1 1 d . . . H20A H -0.1861 0.3794 0.3772 0.038 Uiso 1 1 calc R . . H20B H -0.1654 0.3275 0.4443 0.038 Uiso 1 1 calc R . . C21 C -0.2486(3) 0.4157(2) 0.4612(2) 0.0372(10) Uani 1 1 d . . . H21A H -0.3235 0.4000 0.4367 0.045 Uiso 1 1 calc R . . H21B H -0.2434 0.4655 0.4511 0.045 Uiso 1 1 calc R . . C22 C -0.2325(4) 0.4055(3) 0.5420(3) 0.0572(14) Uani 1 1 d . . . H22A H -0.2417 0.3566 0.5522 0.086 Uiso 1 1 calc R . . H22B H -0.2871 0.4329 0.5593 0.086 Uiso 1 1 calc R . . H22C H -0.1582 0.4205 0.5666 0.086 Uiso 1 1 calc R . . C23 C -0.1581(3) 0.17914(19) 0.2382(2) 0.0294(9) Uani 1 1 d . . . H23A H -0.0825 0.1823 0.2304 0.035 Uiso 1 1 calc R . . H23B H -0.2044 0.1569 0.1948 0.035 Uiso 1 1 calc R . . C24 C -0.2007(3) 0.25255(19) 0.2420(2) 0.0311(10) Uani 1 1 d . . . H24A H -0.2793 0.2508 0.2438 0.037 Uiso 1 1 calc R . . H24B H -0.1593 0.2746 0.2870 0.037 Uiso 1 1 calc R . . C25 C -0.1890(4) 0.2963(2) 0.1777(2) 0.0393(11) Uani 1 1 d . . . H25A H -0.1098 0.3018 0.1788 0.047 Uiso 1 1 calc R . . H25B H -0.2239 0.2717 0.1327 0.047 Uiso 1 1 calc R . . C26 C -0.2412(4) 0.3672(2) 0.1769(3) 0.0505(13) Uani 1 1 d . . . H26A H -0.3210 0.3623 0.1706 0.076 Uiso 1 1 calc R . . H26B H -0.2259 0.3944 0.1369 0.076 Uiso 1 1 calc R . . H26C H -0.2102 0.3908 0.2226 0.076 Uiso 1 1 calc R . . C27 C -0.1286(3) 0.03862(18) 0.2798(2) 0.0295(9) Uani 1 1 d . . . H27A H -0.1325 0.0038 0.3171 0.035 Uiso 1 1 calc R . . H27B H -0.1880 0.0282 0.2368 0.035 Uiso 1 1 calc R . . C28 C -0.0171(3) 0.0314(2) 0.2593(2) 0.0327(10) Uani 1 1 d . . . H28A H -0.0075 0.0702 0.2275 0.039 Uiso 1 1 calc R . . H28B H 0.0431 0.0338 0.3035 0.039 Uiso 1 1 calc R . . C29 C -0.0099(4) -0.0370(2) 0.2205(2) 0.0416(11) Uani 1 1 d . . . H29A H -0.0239 -0.0754 0.2514 0.050 Uiso 1 1 calc R . . H29B H -0.0682 -0.0381 0.1753 0.050 Uiso 1 1 calc R . . C30 C 0.1016(4) -0.0478(3) 0.2028(3) 0.0622(15) Uani 1 1 d . . . H30A H 0.1141 -0.0113 0.1700 0.093 Uiso 1 1 calc R . . H30B H 0.1027 -0.0928 0.1795 0.093 Uiso 1 1 calc R . . H30C H 0.1597 -0.0462 0.2473 0.093 Uiso 1 1 calc R . . C35 C 0.3250(6) -0.2079(5) 0.3354(5) 0.116(3) Uani 1 1 d . . . H31A H 0.2841 -0.1981 0.3730 0.139 Uiso 1 1 calc R . . H31B H 0.3936 -0.1803 0.3459 0.139 Uiso 1 1 calc R . . C36 C 0.3497(7) -0.2773(6) 0.3351(6) 0.150(5) Uani 1 1 d . . . H32A H 0.3514 -0.2982 0.3827 0.180 Uiso 1 1 calc R . . H32B H 0.4222 -0.2843 0.3235 0.180 Uiso 1 1 calc R . . C37 C 0.2633(11) -0.3072(4) 0.2803(6) 0.140(5) Uani 1 1 d . . . H33A H 0.2073 -0.3300 0.3015 0.168 Uiso 1 1 calc R . . H33B H 0.2928 -0.3409 0.2507 0.168 Uiso 1 1 calc R . . C38 C 0.2177(6) -0.2461(8) 0.2379(4) 0.124(4) Uani 1 1 d . . . H34A H 0.2322 -0.2490 0.1891 0.149 Uiso 1 1 calc R . . H34B H 0.1370 -0.2441 0.2328 0.149 Uiso 1 1 calc R . . C33 C -0.4349(4) 0.1824(3) 0.3783(3) 0.0735(19) Uani 1 1 d . . . H35A H -0.4553 0.1378 0.3969 0.088 Uiso 1 1 calc R . . H35B H -0.4798 0.1880 0.3284 0.088 Uiso 1 1 calc R . . C34 C -0.4625(4) 0.2404(3) 0.4247(4) 0.082(2) Uani 1 1 d . . . H36A H -0.4135 0.2378 0.4730 0.124 Uiso 1 1 calc R . . H36B H -0.5391 0.2358 0.4284 0.124 Uiso 1 1 calc R . . H36C H -0.4526 0.2849 0.4027 0.124 Uiso 1 1 calc R . . C13A C 0.3939(7) 0.3555(6) 0.5352(7) 0.056(2) Uani 0.54 1 d PU B 1 H13C H 0.3735 0.3582 0.5823 0.067 Uiso 0.54 1 calc PR B 1 H13D H 0.4478 0.3177 0.5372 0.067 Uiso 0.54 1 calc PR B 1 C14A C 0.4401(9) 0.4205(6) 0.5188(10) 0.080(4) Uani 0.54 1 d PU B 1 H14C H 0.4612 0.4167 0.4726 0.120 Uiso 0.54 1 calc PR B 1 H14D H 0.5053 0.4315 0.5570 0.120 Uiso 0.54 1 calc PR B 1 H14E H 0.3851 0.4571 0.5159 0.120 Uiso 0.54 1 calc PR B 1 C13B C 0.3944(8) 0.3901(6) 0.4897(5) 0.029(2) Uani 0.46 1 d PU B 2 H13E H 0.4558 0.3681 0.4732 0.034 Uiso 0.46 1 calc PR B 2 H13F H 0.3794 0.4359 0.4664 0.034 Uiso 0.46 1 calc PR B 2 C14B C 0.4228(9) 0.3972(7) 0.5736(6) 0.042(3) Uani 0.46 1 d PU B 2 H14F H 0.3638 0.4225 0.5884 0.064 Uiso 0.46 1 calc PR B 2 H14G H 0.4924 0.4222 0.5895 0.064 Uiso 0.46 1 calc PR B 2 H14H H 0.4299 0.3512 0.5955 0.064 Uiso 0.46 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ge1 0.0318(2) 0.0206(2) 0.0318(3) -0.00586(18) 0.01214(18) -0.00216(18) Cl1 0.0341(6) 0.0297(6) 0.0718(9) 0.0019(5) 0.0069(5) 0.0082(5) P1 0.0266(5) 0.0183(5) 0.0223(6) -0.0020(4) 0.0035(4) -0.0013(4) O1 0.092(4) 0.111(5) 0.190(7) 0.087(5) 0.008(4) 0.015(3) N1 0.0265(17) 0.0159(15) 0.0193(17) -0.0025(12) 0.0044(13) 0.0001(13) C1 0.024(2) 0.022(2) 0.019(2) 0.0028(15) 0.0005(15) 0.0067(15) Cl2 0.0473(6) 0.0259(5) 0.0235(5) 0.0000(4) 0.0001(4) 0.0069(4) P2 0.0300(6) 0.0194(5) 0.0251(6) -0.0051(4) 0.0072(4) -0.0022(4) N2 0.0308(18) 0.0207(16) 0.0239(19) -0.0017(13) 0.0067(14) -0.0039(14) C2 0.034(2) 0.023(2) 0.024(2) 0.0020(17) -0.0005(17) 0.0007(17) C3 0.042(2) 0.032(2) 0.023(2) -0.0041(18) 0.0023(18) 0.0048(19) C4 0.044(2) 0.035(2) 0.018(2) 0.0061(18) 0.0064(18) 0.008(2) C10 0.032(2) 0.028(2) 0.024(2) 0.0054(17) 0.0028(17) 0.0056(17) C5 0.046(3) 0.033(2) 0.026(2) 0.0116(19) 0.0081(19) -0.001(2) C6 0.043(3) 0.025(2) 0.042(3) 0.0090(19) 0.005(2) -0.0010(19) C7 0.034(2) 0.021(2) 0.032(2) 0.0006(17) 0.0027(18) -0.0001(17) C8 0.027(2) 0.021(2) 0.025(2) 0.0032(16) 0.0027(16) -0.0011(16) C9 0.024(2) 0.0199(19) 0.023(2) 0.0014(15) 0.0019(16) 0.0043(15) C11 0.029(2) 0.025(2) 0.031(2) -0.0099(17) 0.0049(17) -0.0075(17) C12 0.029(3) 0.070(4) 0.089(4) -0.053(3) 0.008(3) -0.008(2) C31 0.028(2) 0.028(2) 0.032(2) -0.0046(17) 0.0078(17) -0.0007(17) C32 0.039(3) 0.037(2) 0.040(3) -0.011(2) 0.012(2) -0.0031(19) C15 0.039(2) 0.029(2) 0.025(2) -0.0008(17) 0.0081(18) -0.0025(18) C16 0.044(3) 0.023(2) 0.037(3) 0.0056(18) 0.016(2) 0.0040(18) C17 0.087(4) 0.039(3) 0.044(3) 0.014(2) 0.014(3) -0.003(3) C18 0.083(4) 0.053(3) 0.072(4) 0.033(3) 0.027(3) 0.003(3) C19 0.031(2) 0.0182(19) 0.024(2) 0.0012(16) 0.0014(16) 0.0015(16) C20 0.031(2) 0.025(2) 0.037(3) -0.0031(18) 0.0030(18) 0.0038(17) C21 0.033(2) 0.034(2) 0.044(3) 0.002(2) 0.0066(19) 0.0019(19) C22 0.054(3) 0.066(3) 0.060(4) -0.003(3) 0.029(3) 0.002(3) C23 0.036(2) 0.025(2) 0.027(2) -0.0066(17) 0.0077(18) -0.0044(17) C24 0.031(2) 0.028(2) 0.030(2) -0.0018(17) -0.0024(18) -0.0006(17) C25 0.044(3) 0.033(2) 0.039(3) 0.006(2) 0.006(2) 0.000(2) C26 0.051(3) 0.035(3) 0.060(3) 0.015(2) 0.001(2) 0.005(2) C27 0.036(2) 0.022(2) 0.029(2) -0.0068(17) 0.0051(18) 0.0003(17) C28 0.039(2) 0.030(2) 0.028(2) -0.0007(18) 0.0058(18) 0.0050(18) C29 0.055(3) 0.037(3) 0.029(3) -0.007(2) 0.003(2) 0.016(2) C30 0.081(4) 0.061(3) 0.054(4) 0.008(3) 0.036(3) 0.033(3) C35 0.065(5) 0.129(7) 0.137(8) -0.051(6) -0.007(5) 0.005(5) C36 0.088(6) 0.163(9) 0.181(10) 0.129(8) -0.007(6) 0.009(6) C37 0.237(12) 0.088(6) 0.152(9) -0.064(6) 0.160(9) -0.089(7) C38 0.043(4) 0.285(14) 0.050(5) -0.004(7) 0.024(3) -0.007(6) C33 0.047(3) 0.088(4) 0.086(5) -0.047(4) 0.015(3) 0.011(3) C34 0.051(3) 0.096(5) 0.104(5) -0.056(4) 0.026(3) 0.013(3) C13A 0.032(5) 0.075(7) 0.061(7) 0.006(7) 0.009(5) 0.010(5) C14A 0.029(6) 0.067(7) 0.139(14) -0.022(8) 0.008(7) -0.012(5) C13B 0.025(5) 0.040(6) 0.023(5) -0.006(5) 0.009(4) -0.006(4) C14B 0.033(6) 0.066(8) 0.024(5) -0.016(6) -0.001(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 Ge1 N2 1.960(3) . ? Ge1 N1 1.980(3) . ? Ge1 Cl1 2.2775(11) . ? P1 N1 1.653(3) . ? P1 C19 1.794(4) . ? P1 C15 1.807(4) . ? P1 C11 1.809(4) . ? O1 C38 1.282(11) . ? O1 C35 1.340(10) . ? N1 C1 1.426(5) . ? C1 C2 1.387(5) . ? C1 C9 1.440(5) . ? P2 N2 1.640(3) . ? P2 C23 1.794(4) . ? P2 C27 1.798(4) . ? P2 C31 1.801(4) . ? N2 C8 1.436(5) . ? C2 C3 1.399(6) . ? C3 C4 1.351(5) . ? C4 C10 1.423(5) . ? C10 C5 1.415(5) . ? C10 C9 1.447(5) . ? C5 C6 1.358(6) . ? C6 C7 1.396(6) . ? C7 C8 1.378(5) . ? C8 C9 1.435(5) . ? C11 C12 1.527(6) . ? C12 C13B 1.608(11) . ? C12 C13A 1.614(11) . ? C31 C32 1.535(5) . ? C32 C33 1.488(6) . ? C15 C16 1.521(5) . ? C16 C17 1.500(6) . ? C17 C18 1.525(6) . ? C19 C20 1.528(5) . ? C20 C21 1.516(6) . ? C21 C22 1.518(7) . ? C23 C24 1.527(5) . ? C24 C25 1.525(6) . ? C25 C26 1.520(6) . ? C27 C28 1.537(6) . ? C28 C29 1.532(5) . ? C29 C30 1.522(7) . ? C35 C36 1.380(11) . ? C36 C37 1.437(12) . ? C37 C38 1.471(12) . ? C33 C34 1.518(7) . ? C13A C14A 1.449(16) . ? C13B C14B 1.562(14) . ? 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 88.31(12) . . ? N2 Ge1 Cl1 96.21(9) . . ? N1 Ge1 Cl1 95.38(9) . . ? N1 P1 C19 111.99(17) . . ? N1 P1 C15 108.72(16) . . ? C19 P1 C15 107.39(18) . . ? N1 P1 C11 114.51(16) . . ? C19 P1 C11 107.70(17) . . ? C15 P1 C11 106.16(19) . . ? C38 O1 C35 110.4(7) . . ? C1 N1 P1 120.0(2) . . ? C1 N1 Ge1 120.4(2) . . ? P1 N1 Ge1 119.12(17) . . ? C2 C1 N1 120.0(3) . . ? C2 C1 C9 118.3(4) . . ? N1 C1 C9 121.7(3) . . ? N2 P2 C23 108.65(17) . . ? N2 P2 C27 115.80(17) . . ? C23 P2 C27 104.34(19) . . ? N2 P2 C31 111.93(18) . . ? C23 P2 C31 108.73(19) . . ? C27 P2 C31 106.96(18) . . ? C8 N2 P2 119.1(2) . . ? C8 N2 Ge1 118.6(2) . . ? P2 N2 Ge1 122.19(18) . . ? C1 C2 C3 123.2(4) . . ? C4 C3 C2 119.7(4) . . ? C3 C4 C10 120.8(4) . . ? C5 C10 C4 119.6(4) . . ? C5 C10 C9 120.5(4) . . ? C4 C10 C9 119.9(4) . . ? C6 C5 C10 121.1(4) . . ? C5 C6 C7 119.0(4) . . ? C8 C7 C6 122.8(4) . . ? C7 C8 C9 119.8(4) . . ? C7 C8 N2 120.8(3) . . ? C9 C8 N2 119.4(3) . . ? C8 C9 C1 125.8(3) . . ? C8 C9 C10 116.4(3) . . ? C1 C9 C10 117.8(3) . . ? C12 C11 P1 113.6(3) . . ? C11 C12 C13B 107.7(5) . . ? C11 C12 C13A 111.5(5) . . ? C13B C12 C13A 39.9(5) . . ? C32 C31 P2 115.9(3) . . ? C33 C32 C31 113.1(4) . . ? C16 C15 P1 114.0(3) . . ? C17 C16 C15 113.4(4) . . ? C16 C17 C18 112.7(4) . . ? C20 C19 P1 114.1(3) . . ? C21 C20 C19 112.6(3) . . ? C20 C21 C22 112.8(4) . . ? C24 C23 P2 118.7(3) . . ? C25 C24 C23 112.3(4) . . ? C26 C25 C24 113.0(4) . . ? C28 C27 P2 114.4(3) . . ? C29 C28 C27 111.1(3) . . ? C30 C29 C28 112.7(4) . . ? O1 C35 C36 107.7(7) . . ? C35 C36 C37 105.4(7) . . ? C36 C37 C38 101.7(6) . . ? O1 C38 C37 109.1(7) . . ? C32 C33 C34 113.2(4) . . ? C14A C13A C12 106.1(11) . . ? C14B C13B C12 104.7(9) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.549 _refine_diff_density_min -0.524 _refine_diff_density_rms 0.073 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material 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 _platon_squeeze_void_content 1 0.000 0.500 0.000 182 26 ' ' 2 0.500 0.000 0.500 182 26 ' ' _platon_squeeze_details ; ; # Attachment '3.CIF' data_3 _database_code_depnum_ccdc_archive 'CCDC 902735' #TrackingRef '3.CIF' _audit_creation_method ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET) (compiled Jan 12 2007,17:49:11) ; _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H68 Cl2 Ge N2 O P2 S' _chemical_formula_weight 806.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.5878(7) _cell_length_b 17.8076(10) _cell_length_c 21.8753(14) _cell_angle_alpha 90.00 _cell_angle_beta 105.550(4) _cell_angle_gamma 90.00 _cell_volume 4348.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6549 _cell_measurement_theta_min 3.2723 _cell_measurement_theta_max 32.7137 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.232 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1720 _exptl_absorpt_coefficient_mu 0.979 _exptl_absorpt_correction_T_min 0.28311 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur S Sapphire' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30133 _diffrn_reflns_av_R_equivalents 0.0655 _diffrn_reflns_av_sigmaI/netI 0.0738 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7643 _reflns_number_gt 5951 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET) (compiled Jan 12 2007,17:49:11) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET) (compiled Jan 12 2007,17:49:11) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET) (compiled Jan 12 2007,17:49:11) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0470P)^2^+10.0305P] 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 7643 _refine_ls_number_parameters 430 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0830 _refine_ls_R_factor_gt 0.0613 _refine_ls_wR_factor_ref 0.1475 _refine_ls_wR_factor_gt 0.1313 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 0.25799(4) 0.19631(2) 0.86968(2) 0.02904(15) Uani 1 1 d . . . Cl1 Cl 0.20800(10) 0.12528(6) 0.93971(6) 0.0397(3) Uani 1 1 d . . . S1 S 0.11391(10) 0.22957(7) 0.79652(6) 0.0407(3) Uani 1 1 d . . . P1 P 0.41214(12) 0.12212(8) 0.78343(6) 0.0436(3) Uani 1 1 d . . . O1 O 0.0263(11) -0.1715(6) 0.9244(6) 0.228(5) Uani 1 1 d . . . N1 N 0.3861(3) 0.14081(19) 0.85318(17) 0.0304(8) Uani 1 1 d . . . C1 C 0.4700(4) 0.1128(2) 0.9099(2) 0.0268(9) Uani 1 1 d . . . Cl2 Cl 0.48719(10) 0.42404(6) 1.12485(5) 0.0357(3) Uani 1 1 d . . . P2 P 0.34829(9) 0.35761(6) 0.92656(5) 0.0256(3) Uani 1 1 d . . . N2 N 0.3629(3) 0.26448(18) 0.92457(16) 0.0256(8) Uani 1 1 d . . . C2 C 0.5155(4) 0.0418(2) 0.9092(2) 0.0333(10) Uani 1 1 d . . . H2 H 0.4841 0.0107 0.8734 0.040 Uiso 1 1 calc R . . C3 C 0.6065(4) 0.0137(3) 0.9595(2) 0.0356(11) Uani 1 1 d . . . H3 H 0.6402 -0.0344 0.9565 0.043 Uiso 1 1 calc R . . C4 C 0.6460(4) 0.0560(3) 1.0127(2) 0.0378(11) Uani 1 1 d . . . H4 H 0.7100 0.0381 1.0465 0.045 Uiso 1 1 calc R . . C5 C 0.6277(4) 0.1650(3) 1.0768(2) 0.0386(11) Uani 1 1 d . . . H6 H 0.6906 0.1455 1.1103 0.046 Uiso 1 1 calc R . . C6 C 0.5721(4) 0.2299(3) 1.0855(2) 0.0409(12) Uani 1 1 d . . . H7 H 0.5949 0.2550 1.1252 0.049 Uiso 1 1 calc R . . C7 C 0.4812(4) 0.2594(2) 1.0356(2) 0.0337(10) Uani 1 1 d . . . H8 H 0.4395 0.3029 1.0431 0.040 Uiso 1 1 calc R . . C8 C 0.4502(4) 0.2277(2) 0.9762(2) 0.0268(9) Uani 1 1 d . . . C9 C 0.5036(4) 0.1574(2) 0.96607(19) 0.0253(9) Uani 1 1 d . . . C10 C 0.5928(4) 0.1265(2) 1.0186(2) 0.0301(10) Uani 1 1 d . . . C11 C 0.3460(5) 0.0300(3) 0.7496(3) 0.0541(14) Uani 1 1 d . . . H11A H 0.3475 0.0273 0.7046 0.065 Uiso 1 1 calc R . . H11B H 0.3973 -0.0111 0.7726 0.065 Uiso 1 1 calc R . . C12 C 0.2246(6) 0.0174(3) 0.7530(4) 0.075(2) Uani 1 1 d . . . H12A H 0.1769 0.0635 0.7392 0.089 Uiso 1 1 calc R . . H12B H 0.2252 0.0072 0.7975 0.089 Uiso 1 1 calc R . . C13 C 0.1660(7) -0.0476(4) 0.7118(4) 0.083(2) Uani 1 1 d . . . H13A H 0.0809 -0.0501 0.7124 0.100 Uiso 1 1 calc R . . H13B H 0.1675 -0.0373 0.6676 0.100 Uiso 1 1 calc R . . C14 C 0.2199(7) -0.1205(4) 0.7300(4) 0.091(2) Uani 1 1 d . . . H14A H 0.2963 -0.1235 0.7189 0.137 Uiso 1 1 calc R . . H14B H 0.1659 -0.1599 0.7075 0.137 Uiso 1 1 calc R . . H14C H 0.2339 -0.1273 0.7758 0.137 Uiso 1 1 calc R . . C15 C 0.5684(4) 0.1173(3) 0.7908(2) 0.0400(11) Uani 1 1 d . . . H15A H 0.5975 0.0680 0.8095 0.048 Uiso 1 1 calc R . . H15B H 0.5798 0.1185 0.7475 0.048 Uiso 1 1 calc R . . C16 C 0.6491(4) 0.1784(3) 0.8303(2) 0.0404(11) Uani 1 1 d . . . H16A H 0.6528 0.2217 0.8025 0.049 Uiso 1 1 calc R . . H16B H 0.6128 0.1960 0.8638 0.049 Uiso 1 1 calc R . . C17 C 0.7733(6) 0.1517(5) 0.8605(4) 0.095(3) Uani 1 1 d . . . H17A H 0.7691 0.1095 0.8893 0.114 Uiso 1 1 calc R . . H17B H 0.8076 0.1319 0.8269 0.114 Uiso 1 1 calc R . . C18 C 0.8560(5) 0.2093(4) 0.8970(3) 0.076(2) Uani 1 1 d . . . H18A H 0.8626 0.2509 0.8689 0.114 Uiso 1 1 calc R . . H18B H 0.9352 0.1869 0.9147 0.114 Uiso 1 1 calc R . . H18C H 0.8249 0.2280 0.9316 0.114 Uiso 1 1 calc R . . C19 C 0.3477(5) 0.1877(3) 0.7249(3) 0.0523(14) Uani 1 1 d . . . H19A H 0.3524 0.1677 0.6834 0.063 Uiso 1 1 calc R . . H19B H 0.2618 0.1926 0.7232 0.063 Uiso 1 1 calc R . . C20 C 0.4022(5) 0.2641(3) 0.7332(3) 0.0557(15) Uani 1 1 d . . . H20A H 0.4853 0.2612 0.7294 0.067 Uiso 1 1 calc R . . H20B H 0.4052 0.2831 0.7761 0.067 Uiso 1 1 calc R . . C21 C 0.3287(6) 0.3198(3) 0.6824(4) 0.074(2) Uani 1 1 d . . . H21A H 0.3173 0.2974 0.6398 0.089 Uiso 1 1 calc R . . H21B H 0.2485 0.3267 0.6896 0.089 Uiso 1 1 calc R . . C22 C 0.3862(7) 0.3935(3) 0.6839(4) 0.080(2) Uani 1 1 d . . . H22A H 0.4072 0.4131 0.7273 0.120 Uiso 1 1 calc R . . H22B H 0.3308 0.4282 0.6558 0.120 Uiso 1 1 calc R . . H22C H 0.4589 0.3883 0.6695 0.120 Uiso 1 1 calc R . . C23 C 0.2798(4) 0.3924(2) 0.8477(2) 0.0341(10) Uani 1 1 d . . . H23A H 0.3407 0.3937 0.8235 0.041 Uiso 1 1 calc R . . H23B H 0.2158 0.3573 0.8258 0.041 Uiso 1 1 calc R . . C24 C 0.2263(4) 0.4707(2) 0.8475(2) 0.0366(11) Uani 1 1 d . . . H24A H 0.1592 0.4682 0.8675 0.044 Uiso 1 1 calc R . . H24B H 0.2880 0.5046 0.8735 0.044 Uiso 1 1 calc R . . C25 C 0.1810(5) 0.5033(3) 0.7813(3) 0.0510(14) Uani 1 1 d . . . H25A H 0.2484 0.5077 0.7617 0.061 Uiso 1 1 calc R . . H25B H 0.1206 0.4691 0.7548 0.061 Uiso 1 1 calc R . . C26 C 0.1255(6) 0.5799(4) 0.7834(3) 0.081(2) Uani 1 1 d . . . H26A H 0.0652 0.5767 0.8073 0.121 Uiso 1 1 calc R . . H26B H 0.0875 0.5968 0.7400 0.121 Uiso 1 1 calc R . . H26C H 0.1880 0.6157 0.8042 0.121 Uiso 1 1 calc R . . C27 C 0.2576(4) 0.3872(2) 0.9769(2) 0.0301(10) Uani 1 1 d . . . H27A H 0.3054 0.3833 1.0217 0.036 Uiso 1 1 calc R . . H27B H 0.2359 0.4406 0.9681 0.036 Uiso 1 1 calc R . . C28 C 0.1426(4) 0.3412(3) 0.9682(3) 0.0429(12) Uani 1 1 d . . . H28A H 0.1009 0.3381 0.9224 0.051 Uiso 1 1 calc R . . H28B H 0.1637 0.2895 0.9839 0.051 Uiso 1 1 calc R . . C29 C 0.0588(4) 0.3753(4) 1.0033(3) 0.0564(15) Uani 1 1 d . . . H29A H 0.0357 0.4263 0.9863 0.068 Uiso 1 1 calc R . . H29B H -0.0150 0.3446 0.9948 0.068 Uiso 1 1 calc R . . C30 C 0.1118(5) 0.3809(4) 1.0745(3) 0.073(2) Uani 1 1 d . . . H30A H 0.1315 0.3305 1.0922 0.110 Uiso 1 1 calc R . . H30B H 0.0534 0.4042 1.0938 0.110 Uiso 1 1 calc R . . H30C H 0.1847 0.4115 1.0835 0.110 Uiso 1 1 calc R . . C31 C 0.4913(4) 0.4021(2) 0.9527(2) 0.0289(10) Uani 1 1 d . . . H31A H 0.4812 0.4564 0.9432 0.035 Uiso 1 1 calc R . . H31B H 0.5205 0.3966 0.9994 0.035 Uiso 1 1 calc R . . C32 C 0.5869(4) 0.3712(3) 0.9228(2) 0.0354(11) Uani 1 1 d . . . H32A H 0.5897 0.3158 0.9269 0.042 Uiso 1 1 calc R . . H32B H 0.5648 0.3838 0.8771 0.042 Uiso 1 1 calc R . . C33 C 0.7106(4) 0.4035(3) 0.9545(3) 0.0465(13) Uani 1 1 d . . . H33A H 0.7059 0.4590 0.9533 0.056 Uiso 1 1 calc R . . H33B H 0.7671 0.3879 0.9301 0.056 Uiso 1 1 calc R . . C34 C 0.7595(5) 0.3781(4) 1.0234(3) 0.0704(19) Uani 1 1 d . . . H34A H 0.7040 0.3933 1.0479 0.106 Uiso 1 1 calc R . . H34B H 0.8378 0.4014 1.0416 0.106 Uiso 1 1 calc R . . H34C H 0.7680 0.3233 1.0249 0.106 Uiso 1 1 calc R . . C35 C 0.0015(10) -0.0920(7) 0.9455(5) 0.126(3) Uani 1 1 d . . . H39A H -0.0786 -0.0886 0.9534 0.151 Uiso 1 1 calc R . . H39B H 0.0633 -0.0761 0.9840 0.151 Uiso 1 1 calc R . . C36 C 0.0076(7) -0.0466(5) 0.8882(4) 0.096(3) Uani 1 1 d . . . H46A H -0.0740 -0.0361 0.8612 0.116 Uiso 1 1 calc R . . H46B H 0.0487 0.0018 0.9016 0.116 Uiso 1 1 calc R . . C37 C 0.0703(5) -0.0884(4) 0.8557(3) 0.0543(15) Uani 1 1 d . . . H35A H 0.0514 -0.0718 0.8109 0.065 Uiso 1 1 calc R . . H35B H 0.1574 -0.0826 0.8749 0.065 Uiso 1 1 calc R . . C38 C 0.0382(8) -0.1596(8) 0.8588(5) 0.133(4) Uani 1 1 d . . . H49A H 0.0998 -0.1936 0.8504 0.159 Uiso 1 1 calc R . . H49B H -0.0389 -0.1696 0.8271 0.159 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ge1 0.0275(3) 0.0237(2) 0.0312(3) 0.00126(19) -0.00027(19) -0.00285(18) Cl1 0.0345(6) 0.0334(6) 0.0521(8) 0.0099(5) 0.0133(5) -0.0019(5) S1 0.0322(6) 0.0386(7) 0.0414(7) 0.0004(5) -0.0076(5) -0.0005(5) P1 0.0376(7) 0.0665(9) 0.0252(7) 0.0012(6) 0.0058(5) -0.0115(6) O1 0.277(13) 0.175(9) 0.204(12) 0.026(9) 0.017(10) -0.037(9) N1 0.033(2) 0.0277(19) 0.027(2) 0.0032(15) 0.0013(16) -0.0009(15) C1 0.027(2) 0.029(2) 0.025(2) 0.0062(18) 0.0088(18) -0.0019(17) Cl2 0.0435(6) 0.0376(6) 0.0261(6) -0.0007(5) 0.0094(5) -0.0060(5) P2 0.0263(6) 0.0224(5) 0.0266(6) 0.0012(4) 0.0044(4) -0.0002(4) N2 0.0278(19) 0.0236(18) 0.0227(19) 0.0005(14) 0.0020(14) -0.0012(14) C2 0.040(3) 0.032(2) 0.029(3) 0.0004(19) 0.013(2) 0.000(2) C3 0.043(3) 0.031(2) 0.035(3) 0.005(2) 0.015(2) 0.010(2) C4 0.033(3) 0.041(3) 0.039(3) 0.014(2) 0.010(2) 0.010(2) C5 0.037(3) 0.042(3) 0.030(3) 0.006(2) -0.002(2) 0.004(2) C6 0.051(3) 0.040(3) 0.025(3) -0.003(2) -0.001(2) 0.000(2) C7 0.038(3) 0.030(2) 0.030(3) 0.0009(19) 0.004(2) 0.0026(19) C8 0.025(2) 0.025(2) 0.029(2) 0.0042(18) 0.0059(18) -0.0029(17) C9 0.026(2) 0.028(2) 0.023(2) 0.0053(17) 0.0078(17) -0.0004(17) C10 0.030(2) 0.033(2) 0.026(2) 0.0064(19) 0.0056(19) 0.0015(18) C11 0.073(4) 0.056(3) 0.032(3) -0.009(2) 0.012(3) 0.006(3) C12 0.089(5) 0.051(4) 0.082(5) -0.021(3) 0.021(4) -0.024(3) C13 0.093(5) 0.063(4) 0.084(5) -0.026(4) 0.006(4) -0.011(4) C14 0.125(7) 0.055(4) 0.088(6) -0.019(4) 0.018(5) -0.016(4) C15 0.046(3) 0.047(3) 0.030(3) 0.000(2) 0.014(2) 0.002(2) C16 0.036(3) 0.046(3) 0.040(3) 0.003(2) 0.011(2) -0.004(2) C17 0.050(4) 0.110(6) 0.110(7) -0.052(5) -0.005(4) 0.017(4) C18 0.044(3) 0.096(5) 0.077(5) -0.001(4) -0.002(3) -0.007(3) C19 0.045(3) 0.063(4) 0.046(3) 0.001(3) 0.007(2) 0.000(3) C20 0.044(3) 0.038(3) 0.072(4) -0.004(3) -0.007(3) 0.010(2) C21 0.064(4) 0.057(4) 0.102(6) 0.022(4) 0.025(4) 0.006(3) C22 0.108(6) 0.058(4) 0.087(5) 0.025(4) 0.048(5) 0.004(4) C23 0.040(3) 0.029(2) 0.029(3) 0.0054(19) 0.001(2) 0.0010(19) C24 0.035(3) 0.030(2) 0.042(3) 0.010(2) 0.005(2) 0.0059(19) C25 0.052(3) 0.048(3) 0.055(4) 0.022(3) 0.018(3) 0.019(3) C26 0.089(5) 0.076(5) 0.082(5) 0.042(4) 0.032(4) 0.052(4) C27 0.027(2) 0.032(2) 0.030(2) -0.0008(19) 0.0057(18) 0.0036(18) C28 0.028(2) 0.052(3) 0.049(3) -0.010(2) 0.011(2) -0.007(2) C29 0.030(3) 0.085(4) 0.055(4) -0.020(3) 0.013(2) -0.004(3) C30 0.047(3) 0.123(6) 0.055(4) -0.024(4) 0.024(3) -0.018(4) C31 0.029(2) 0.025(2) 0.033(3) -0.0040(18) 0.0100(19) -0.0022(17) C32 0.033(2) 0.037(3) 0.038(3) -0.009(2) 0.014(2) -0.003(2) C33 0.032(3) 0.046(3) 0.064(4) -0.014(3) 0.019(2) -0.002(2) C34 0.035(3) 0.108(5) 0.065(4) -0.019(4) 0.007(3) 0.013(3) C35 0.135(9) 0.160(10) 0.092(8) 0.005(7) 0.047(6) -0.013(7) C36 0.087(6) 0.099(6) 0.086(6) 0.011(5) -0.007(5) -0.031(5) C37 0.051(4) 0.060(4) 0.050(4) -0.003(3) 0.011(3) -0.016(3) C38 0.056(5) 0.209(13) 0.118(9) -0.056(9) -0.002(5) -0.008(6) _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 1.897(4) . ? Ge1 N2 1.900(3) . ? Ge1 S1 2.0658(12) . ? Ge1 Cl1 2.1812(12) . ? P1 N1 1.666(4) . ? P1 C19 1.746(6) . ? P1 C15 1.776(5) . ? P1 C11 1.877(6) . ? O1 C38 1.493(14) . ? O1 C35 1.540(14) . ? N1 C1 1.444(5) . ? C1 C2 1.372(6) . ? C1 C9 1.427(6) . ? P2 N2 1.669(3) . ? P2 C31 1.787(4) . ? P2 C27 1.793(4) . ? P2 C23 1.805(4) . ? N2 C8 1.455(5) . ? C2 C3 1.396(6) . ? C3 C4 1.359(7) . ? C4 C10 1.420(6) . ? C5 C6 1.361(7) . ? C5 C10 1.407(6) . ? C6 C7 1.401(6) . ? C7 C8 1.373(6) . ? C8 C9 1.439(6) . ? C9 C10 1.433(6) . ? C11 C12 1.445(8) . ? C12 C13 1.512(8) . ? C13 C14 1.448(9) . ? C15 C16 1.540(7) . ? C16 C17 1.491(8) . ? C17 C18 1.482(9) . ? C19 C20 1.490(7) . ? C20 C21 1.559(8) . ? C21 C22 1.468(8) . ? C23 C24 1.524(6) . ? C24 C25 1.517(7) . ? C25 C26 1.513(7) . ? C27 C28 1.531(6) . ? C28 C29 1.517(7) . ? C29 C30 1.516(8) . ? C31 C32 1.531(6) . ? C32 C33 1.528(6) . ? C33 C34 1.529(8) . ? C35 C36 1.509(12) . ? C36 C37 1.366(10) . ? C37 C38 1.327(13) . ? 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 93.01(15) . . ? N1 Ge1 S1 120.88(12) . . ? N2 Ge1 S1 123.61(11) . . ? N1 Ge1 Cl1 101.56(11) . . ? N2 Ge1 Cl1 99.91(11) . . ? S1 Ge1 Cl1 113.50(5) . . ? N1 P1 C19 113.0(2) . . ? N1 P1 C15 110.9(2) . . ? C19 P1 C15 108.9(3) . . ? N1 P1 C11 112.4(2) . . ? C19 P1 C11 104.3(3) . . ? C15 P1 C11 107.0(3) . . ? C38 O1 C35 103.3(9) . . ? C1 N1 P1 118.2(3) . . ? C1 N1 Ge1 113.4(3) . . ? P1 N1 Ge1 128.4(2) . . ? C2 C1 C9 120.3(4) . . ? C2 C1 N1 118.8(4) . . ? C9 C1 N1 120.9(4) . . ? N2 P2 C31 110.91(18) . . ? N2 P2 C27 112.82(19) . . ? C31 P2 C27 108.6(2) . . ? N2 P2 C23 109.76(19) . . ? C31 P2 C23 106.7(2) . . ? C27 P2 C23 107.8(2) . . ? C8 N2 P2 118.8(3) . . ? C8 N2 Ge1 113.4(2) . . ? P2 N2 Ge1 126.83(19) . . ? C1 C2 C3 122.3(4) . . ? C4 C3 C2 119.1(4) . . ? C3 C4 C10 120.8(4) . . ? C6 C5 C10 120.5(4) . . ? C5 C6 C7 119.7(4) . . ? C8 C7 C6 122.3(4) . . ? C7 C8 C9 119.3(4) . . ? C7 C8 N2 120.0(4) . . ? C9 C8 N2 120.7(4) . . ? C1 C9 C10 116.6(4) . . ? C1 C9 C8 126.0(4) . . ? C10 C9 C8 117.2(4) . . ? C5 C10 C4 119.0(4) . . ? C5 C10 C9 120.6(4) . . ? C4 C10 C9 120.3(4) . . ? C12 C11 P1 114.5(4) . . ? C11 C12 C13 112.1(6) . . ? C14 C13 C12 115.5(6) . . ? C16 C15 P1 117.9(3) . . ? C17 C16 C15 113.1(5) . . ? C18 C17 C16 115.2(6) . . ? C20 C19 P1 116.0(4) . . ? C19 C20 C21 111.2(5) . . ? C22 C21 C20 113.3(6) . . ? C24 C23 P2 113.0(3) . . ? C25 C24 C23 112.9(4) . . ? C26 C25 C24 111.0(5) . . ? C28 C27 P2 113.6(3) . . ? C29 C28 C27 112.1(4) . . ? C30 C29 C28 114.1(5) . . ? C32 C31 P2 114.8(3) . . ? C33 C32 C31 111.7(4) . . ? C32 C33 C34 113.0(5) . . ? C36 C35 O1 101.0(8) . . ? C37 C36 C35 106.9(8) . . ? C38 C37 C36 107.4(7) . . ? C37 C38 O1 106.6(8) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.520 _refine_diff_density_min -1.240 _refine_diff_density_rms 0.088