Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Cameron Jones' 'Richard P. Rose' 'Andreas Stasch' _publ_contact_author_name 'Cameron Jones' _publ_contact_author_address ; School of Chemistry Monash University PO Box 23 Victoria 3800 AUSTRALIA ; _publ_contact_author_email CAMERON.JONES@SCI.MONASH.EDU.AU _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Synthesis, Characterisation and Reactivity of Germanium(II) Amidinate and Guanidinate Complexes ; data_PrisoGe(I)GaGiso _database_code_depnum_ccdc_archive 'CCDC 675662' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H104 Cl0.40 Ga Ge I0.60 N6' _chemical_formula_weight 1238.20 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' Ga Ga 0.2307 1.6083 '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' I I -0.4742 1.8119 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.482(2) _cell_length_b 30.477(6) _cell_length_c 20.832(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.87(3) _cell_angle_gamma 90.00 _cell_volume 6592(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.248 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2622 _exptl_absorpt_coefficient_mu 1.205 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.733 _exptl_absorpt_correction_T_max 0.882 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22394 _diffrn_reflns_av_R_equivalents 0.0439 _diffrn_reflns_av_sigmaI/netI 0.0646 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 25.00 _reflns_number_total 11567 _reflns_number_gt 9019 _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.During the course of refinement it was found that the halide site was partially occupied with I (60%) and Cl(40%). The disorder was modelled and the two Ga-X bond lengths allowed to refine freely. ; _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^)+(0.0205P)^2^+9.2503P] 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 11567 _refine_ls_number_parameters 724 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0677 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.0974 _refine_ls_wR_factor_gt 0.0907 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.003 _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 I1 I 0.50205(12) 0.12904(8) 0.34670(11) 0.0360(2) Uani 0.60 1 d PD A 1 Ge1 Ge 0.07099(3) 0.161133(12) 0.314430(17) 0.02205(10) Uani 1 1 d . A . Ga1 Ga 0.26577(3) 0.114578(12) 0.290175(17) 0.02108(10) Uani 1 1 d D . . N1 N 0.1356(2) 0.22350(8) 0.31573(12) 0.0200(6) Uani 1 1 d . . . C1 C 0.1671(3) 0.22404(11) 0.38044(16) 0.0211(7) Uani 1 1 d . A . N2 N 0.1471(2) 0.18329(8) 0.40307(12) 0.0206(6) Uani 1 1 d . . . C2 C 0.1439(3) 0.25704(10) 0.26825(16) 0.0218(7) Uani 1 1 d . A . N3 N 0.2131(3) 0.25892(9) 0.41821(13) 0.0264(7) Uani 1 1 d . . . C3 C 0.0321(3) 0.28078(12) 0.24475(17) 0.0298(8) Uani 1 1 d . . . N4 N 0.2867(2) 0.08419(8) 0.20543(12) 0.0191(6) Uani 1 1 d . A . C4 C 0.0407(4) 0.31239(14) 0.1976(2) 0.0484(11) Uani 1 1 d . A . H4 H -0.0339 0.3287 0.1812 0.058 Uiso 1 1 calc R . . N5 N 0.2234(2) 0.04944(9) 0.28779(12) 0.0202(6) Uani 1 1 d . A . C5 C 0.1552(4) 0.32070(15) 0.1739(2) 0.0518(12) Uani 1 1 d . . . H5 H 0.1594 0.3429 0.1423 0.062 Uiso 1 1 calc R A . N6 N 0.2044(2) 0.00979(8) 0.18589(13) 0.0206(6) Uani 1 1 d . A . C6 C 0.2626(3) 0.29665(13) 0.19625(19) 0.0391(10) Uani 1 1 d . A . H6 H 0.3406 0.3021 0.1792 0.047 Uiso 1 1 calc R . . C7 C 0.2601(3) 0.26442(11) 0.24335(17) 0.0269(8) Uani 1 1 d . . . C8 C -0.0962(3) 0.27277(12) 0.26891(18) 0.0301(8) Uani 1 1 d . A . H8 H -0.0787 0.2550 0.3095 0.036 Uiso 1 1 calc R . . C9 C -0.1621(4) 0.31492(14) 0.2858(2) 0.0558(13) Uani 1 1 d . . . H9A H -0.1908 0.3314 0.2460 0.084 Uiso 1 1 calc R A . H9B H -0.1013 0.3328 0.3147 0.084 Uiso 1 1 calc R . . H9C H -0.2367 0.3077 0.3075 0.084 Uiso 1 1 calc R . . C10 C -0.1848(4) 0.24573(16) 0.2197(2) 0.0554(13) Uani 1 1 d . . . H10A H -0.2629 0.2379 0.2381 0.083 Uiso 1 1 calc R A . H10B H -0.1401 0.2189 0.2093 0.083 Uiso 1 1 calc R . . H10C H -0.2081 0.2630 0.1802 0.083 Uiso 1 1 calc R . . C11 C 0.3796(3) 0.23726(12) 0.26368(18) 0.0302(8) Uani 1 1 d . A . H11 H 0.3636 0.2185 0.3011 0.036 Uiso 1 1 calc R . . C12 C 0.4989(3) 0.26510(14) 0.2850(2) 0.0486(11) Uani 1 1 d . . . H12A H 0.5213 0.2818 0.2479 0.073 Uiso 1 1 calc R A . H12B H 0.5710 0.2460 0.3018 0.073 Uiso 1 1 calc R . . H12C H 0.4811 0.2855 0.3191 0.073 Uiso 1 1 calc R . . C13 C 0.4043(4) 0.20729(14) 0.2084(2) 0.0490(11) Uani 1 1 d . . . H13A H 0.3286 0.1887 0.1958 0.073 Uiso 1 1 calc R A . H13B H 0.4793 0.1887 0.2224 0.073 Uiso 1 1 calc R . . H13C H 0.4209 0.2251 0.1712 0.073 Uiso 1 1 calc R . . C14 C 0.1171(3) 0.17315(11) 0.46644(16) 0.0268(8) Uani 1 1 d . A . C15 C 0.0011(4) 0.18746(12) 0.48719(18) 0.0350(9) Uani 1 1 d . . . C16 C -0.0244(4) 0.17493(15) 0.5481(2) 0.0533(12) Uani 1 1 d . A . H16 H -0.1018 0.1846 0.5626 0.064 Uiso 1 1 calc R . . C17 C 0.0581(5) 0.14912(16) 0.5880(2) 0.0590(13) Uani 1 1 d . . . H17 H 0.0382 0.1413 0.6296 0.071 Uiso 1 1 calc R A . C18 C 0.1697(4) 0.13451(14) 0.56791(19) 0.0470(11) Uani 1 1 d . A . H18 H 0.2263 0.1162 0.5957 0.056 Uiso 1 1 calc R . . C19 C 0.2014(4) 0.14603(12) 0.50734(17) 0.0327(9) Uani 1 1 d . . . C20 C -0.0979(4) 0.21517(14) 0.4446(2) 0.0453(11) Uani 1 1 d . A . H20 H -0.0525 0.2305 0.4119 0.054 Uiso 1 1 calc R . . C21 C -0.1619(4) 0.25022(15) 0.4821(2) 0.0623(14) Uani 1 1 d . . . H21A H -0.2102 0.2706 0.4515 0.093 Uiso 1 1 calc R A . H21B H -0.0956 0.2664 0.5104 0.093 Uiso 1 1 calc R . . H21C H -0.2208 0.2361 0.5085 0.093 Uiso 1 1 calc R . . C22 C -0.2020(4) 0.18606(17) 0.4081(2) 0.0626(14) Uani 1 1 d . . . H22A H -0.1623 0.1652 0.3811 0.094 Uiso 1 1 calc R A . H22B H -0.2641 0.2043 0.3806 0.094 Uiso 1 1 calc R . . H22C H -0.2465 0.1700 0.4392 0.094 Uiso 1 1 calc R . . C23 C 0.3247(4) 0.12860(13) 0.48699(18) 0.0396(10) Uani 1 1 d . A . H23 H 0.3327 0.1409 0.4432 0.048 Uiso 1 1 calc R . . C24 C 0.4447(4) 0.14242(16) 0.5332(2) 0.0562(12) Uani 1 1 d . . . H24A H 0.4463 0.1744 0.5375 0.084 Uiso 1 1 calc R A . H24B H 0.5221 0.1326 0.5158 0.084 Uiso 1 1 calc R . . H24C H 0.4422 0.1291 0.5758 0.084 Uiso 1 1 calc R . . C25 C 0.3231(5) 0.07858(15) 0.4815(2) 0.0612(14) Uani 1 1 d . . . H25A H 0.3067 0.0658 0.5228 0.092 Uiso 1 1 calc R A . H25B H 0.4066 0.0683 0.4713 0.092 Uiso 1 1 calc R . . H25C H 0.2550 0.0696 0.4471 0.092 Uiso 1 1 calc R . . C26 C 0.1695(3) 0.30382(11) 0.39898(19) 0.0329(9) Uani 1 1 d . A . H26 H 0.1025 0.3001 0.3603 0.039 Uiso 1 1 calc R . . C27 C 0.1020(5) 0.32670(15) 0.4498(3) 0.0660(15) Uani 1 1 d . . . H27A H 0.0415 0.3063 0.4659 0.099 Uiso 1 1 calc R A . H27B H 0.0548 0.3523 0.4303 0.099 Uiso 1 1 calc R . . H27C H 0.1660 0.3363 0.4858 0.099 Uiso 1 1 calc R . . C28 C 0.2694(4) 0.33452(14) 0.3777(3) 0.0639(14) Uani 1 1 d . . . H28A H 0.3260 0.3452 0.4159 0.096 Uiso 1 1 calc R A . H28B H 0.2262 0.3595 0.3543 0.096 Uiso 1 1 calc R . . H28C H 0.3207 0.3188 0.3492 0.096 Uiso 1 1 calc R . . C29 C 0.3120(4) 0.24915(13) 0.47467(17) 0.0371(9) Uani 1 1 d . A . H29 H 0.3191 0.2164 0.4763 0.045 Uiso 1 1 calc R . . C30 C 0.4451(4) 0.26558(19) 0.4654(2) 0.0719(16) Uani 1 1 d . . . H30A H 0.4474 0.2977 0.4689 0.108 Uiso 1 1 calc R A . H30B H 0.4644 0.2568 0.4226 0.108 Uiso 1 1 calc R . . H30C H 0.5093 0.2529 0.4989 0.108 Uiso 1 1 calc R . . C31 C 0.2777(5) 0.26283(18) 0.5403(2) 0.0702(15) Uani 1 1 d . . . H31A H 0.2812 0.2949 0.5440 0.105 Uiso 1 1 calc R A . H31B H 0.3391 0.2498 0.5747 0.105 Uiso 1 1 calc R . . H31C H 0.1905 0.2527 0.5445 0.105 Uiso 1 1 calc R . . C32 C 0.2378(3) 0.04571(10) 0.22458(15) 0.0188(7) Uani 1 1 d . . . C33 C 0.2931(3) 0.09895(10) 0.14084(16) 0.0201(7) Uani 1 1 d . . . C34 C 0.1821(3) 0.10844(10) 0.09748(16) 0.0227(7) Uani 1 1 d . A . C35 C 0.1958(4) 0.12125(12) 0.03439(17) 0.0331(9) Uani 1 1 d . . . H35 H 0.1211 0.1271 0.0043 0.040 Uiso 1 1 calc R A . C36 C 0.3156(4) 0.12557(12) 0.01490(18) 0.0396(10) Uani 1 1 d . A . H36 H 0.3233 0.1327 -0.0288 0.048 Uiso 1 1 calc R . . C37 C 0.4242(4) 0.11943(12) 0.05939(19) 0.0351(9) Uani 1 1 d . . . H37 H 0.5064 0.1241 0.0462 0.042 Uiso 1 1 calc R A . C38 C 0.4173(3) 0.10671(11) 0.12271(17) 0.0257(8) Uani 1 1 d . A . C39 C 0.0492(3) 0.10986(11) 0.11953(16) 0.0255(8) Uani 1 1 d . . . H39 H 0.0502 0.0898 0.1576 0.031 Uiso 1 1 calc R A . C40 C 0.0236(3) 0.15635(12) 0.14151(17) 0.0322(9) Uani 1 1 d . A . H40A H 0.0927 0.1653 0.1755 0.048 Uiso 1 1 calc R . . H40B H -0.0590 0.1572 0.1585 0.048 Uiso 1 1 calc R . . H40C H 0.0207 0.1765 0.1046 0.048 Uiso 1 1 calc R . . C41 C -0.0600(3) 0.09526(13) 0.06735(18) 0.0374(9) Uani 1 1 d . A . H41A H -0.0726 0.1173 0.0329 0.056 Uiso 1 1 calc R . . H41B H -0.1396 0.0920 0.0867 0.056 Uiso 1 1 calc R . . H41C H -0.0376 0.0671 0.0492 0.056 Uiso 1 1 calc R . . C42 C 0.5382(3) 0.10295(12) 0.17158(19) 0.0320(9) Uani 1 1 d . . . H42 H 0.5137 0.1111 0.2148 0.038 Uiso 1 1 calc R A . C43 C 0.6454(3) 0.13445(14) 0.1583(2) 0.0477(11) Uani 1 1 d . A . H43A H 0.6817 0.1246 0.1198 0.072 Uiso 1 1 calc R . . H43B H 0.7132 0.1348 0.1957 0.072 Uiso 1 1 calc R . . H43C H 0.6099 0.1641 0.1508 0.072 Uiso 1 1 calc R . . C44 C 0.5929(3) 0.05659(13) 0.1780(2) 0.0410(10) Uani 1 1 d . A . H44A H 0.5260 0.0363 0.1883 0.062 Uiso 1 1 calc R . . H44B H 0.6659 0.0558 0.2129 0.062 Uiso 1 1 calc R . . H44C H 0.6219 0.0478 0.1371 0.062 Uiso 1 1 calc R . . C45 C 0.2132(3) 0.01468(11) 0.33249(16) 0.0264(8) Uani 1 1 d . . . C46 C 0.1062(3) 0.01490(12) 0.36770(17) 0.0320(9) Uani 1 1 d . A . C47 C 0.0926(4) -0.01969(13) 0.40943(19) 0.0460(11) Uani 1 1 d . . . H47 H 0.0198 -0.0204 0.4320 0.055 Uiso 1 1 calc R A . C48 C 0.1815(5) -0.05300(15) 0.4190(2) 0.0577(13) Uani 1 1 d . A . H48 H 0.1683 -0.0770 0.4464 0.069 Uiso 1 1 calc R . . C49 C 0.2900(5) -0.05120(14) 0.3885(2) 0.0538(12) Uani 1 1 d . . . H49 H 0.3532 -0.0736 0.3969 0.065 Uiso 1 1 calc R A . C50 C 0.3099(4) -0.01738(12) 0.34554(18) 0.0355(9) Uani 1 1 d . A . C51 C 0.0124(3) 0.05366(13) 0.36379(18) 0.0369(9) Uani 1 1 d . . . H51 H 0.0655 0.0805 0.3594 0.044 Uiso 1 1 calc R A . C52 C -0.0509(4) 0.06074(14) 0.4241(2) 0.0528(12) Uani 1 1 d . A . H52A H -0.1122 0.0370 0.4282 0.079 Uiso 1 1 calc R . . H52B H -0.0965 0.0889 0.4209 0.079 Uiso 1 1 calc R . . H52C H 0.0151 0.0609 0.4623 0.079 Uiso 1 1 calc R . . C53 C -0.0889(4) 0.05287(15) 0.3039(2) 0.0496(11) Uani 1 1 d . A . H53A H -0.0461 0.0520 0.2649 0.074 Uiso 1 1 calc R . . H53B H -0.1422 0.0793 0.3030 0.074 Uiso 1 1 calc R . . H53C H -0.1433 0.0268 0.3051 0.074 Uiso 1 1 calc R . . C54 C 0.4395(4) -0.01445(13) 0.32009(19) 0.0387(10) Uani 1 1 d . . . H54 H 0.4279 0.0040 0.2800 0.046 Uiso 1 1 calc R A . C55 C 0.5372(4) 0.00850(16) 0.3706(2) 0.0641(14) Uani 1 1 d . A . H55A H 0.5077 0.0384 0.3778 0.096 Uiso 1 1 calc R . . H55B H 0.6211 0.0097 0.3550 0.096 Uiso 1 1 calc R . . H55C H 0.5453 -0.0079 0.4115 0.096 Uiso 1 1 calc R . . C56 C 0.4944(4) -0.05914(14) 0.3032(2) 0.0516(12) Uani 1 1 d . A . H56A H 0.5254 -0.0750 0.3432 0.077 Uiso 1 1 calc R . . H56B H 0.5660 -0.0545 0.2782 0.077 Uiso 1 1 calc R . . H56C H 0.4269 -0.0763 0.2773 0.077 Uiso 1 1 calc R . . C57 C 0.2754(3) 0.00082(11) 0.12975(16) 0.0234(8) Uani 1 1 d . . . H57 H 0.3294 0.0275 0.1256 0.028 Uiso 1 1 calc R A . C58 C 0.1914(3) -0.00416(12) 0.06415(16) 0.0270(8) Uani 1 1 d . A . H58A H 0.1404 -0.0315 0.0637 0.032 Uiso 1 1 calc R . . H58B H 0.1307 0.0208 0.0571 0.032 Uiso 1 1 calc R . . C59 C 0.2755(3) -0.00556(12) 0.00999(17) 0.0334(9) Uani 1 1 d . . . H59A H 0.2201 -0.0089 -0.0322 0.040 Uiso 1 1 calc R A . H59B H 0.3233 0.0224 0.0092 0.040 Uiso 1 1 calc R . . C60 C 0.3702(3) -0.04336(12) 0.01953(18) 0.0333(9) Uani 1 1 d . A . H60A H 0.4262 -0.0428 -0.0150 0.040 Uiso 1 1 calc R . . H60B H 0.3225 -0.0715 0.0162 0.040 Uiso 1 1 calc R . . C61 C 0.4525(3) -0.04039(12) 0.08517(17) 0.0327(9) Uani 1 1 d . . . H61A H 0.5083 -0.0141 0.0862 0.039 Uiso 1 1 calc R A . H61B H 0.5089 -0.0665 0.0916 0.039 Uiso 1 1 calc R . . C62 C 0.3707(3) -0.03760(11) 0.14014(16) 0.0260(8) Uani 1 1 d . A . H62A H 0.4275 -0.0337 0.1818 0.031 Uiso 1 1 calc R . . H62B H 0.3225 -0.0654 0.1425 0.031 Uiso 1 1 calc R . . C63 C 0.0959(3) -0.01858(11) 0.20074(16) 0.0240(8) Uani 1 1 d . . . H63 H 0.0790 -0.0097 0.2450 0.029 Uiso 1 1 calc R A . C64 C 0.1252(3) -0.06749(11) 0.20489(19) 0.0333(9) Uani 1 1 d . A . H64A H 0.2062 -0.0725 0.2345 0.040 Uiso 1 1 calc R . . H64B H 0.1370 -0.0787 0.1615 0.040 Uiso 1 1 calc R . . C65 C 0.0149(4) -0.09222(13) 0.2299(2) 0.0465(11) Uani 1 1 d . . . H65A H 0.0353 -0.1239 0.2326 0.056 Uiso 1 1 calc R A . H65B H 0.0055 -0.0818 0.2740 0.056 Uiso 1 1 calc R . . C66 C -0.1106(4) -0.08531(14) 0.1856(2) 0.0515(12) Uani 1 1 d . A . H66A H -0.1810 -0.1009 0.2034 0.062 Uiso 1 1 calc R . . H66B H -0.1035 -0.0977 0.1423 0.062 Uiso 1 1 calc R . . C67 C -0.1424(4) -0.03655(13) 0.1791(2) 0.0411(10) Uani 1 1 d . . . H67A H -0.1588 -0.0249 0.2216 0.049 Uiso 1 1 calc R A . H67B H -0.2217 -0.0325 0.1479 0.049 Uiso 1 1 calc R . . C68 C -0.0315(3) -0.01077(12) 0.15575(18) 0.0333(9) Uani 1 1 d . A . H68A H -0.0521 0.0209 0.1547 0.040 Uiso 1 1 calc R . . H68B H -0.0215 -0.0201 0.1112 0.040 Uiso 1 1 calc R . . Cl1 Cl 0.4654(7) 0.1280(5) 0.3407(6) 0.0414(17) Uani 0.40 1 d PDU A 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 I1 0.0303(6) 0.0406(4) 0.0350(4) -0.0044(3) -0.0033(5) -0.0032(6) Ge1 0.02574(18) 0.0192(2) 0.02130(19) -0.00083(15) 0.00373(14) -0.00131(15) Ga1 0.02535(19) 0.0180(2) 0.0200(2) -0.00207(16) 0.00341(14) -0.00059(15) N1 0.0249(14) 0.0159(15) 0.0197(15) -0.0018(12) 0.0046(11) -0.0006(11) C1 0.0199(16) 0.0184(19) 0.0260(19) -0.0037(15) 0.0072(14) 0.0024(14) N2 0.0284(14) 0.0154(15) 0.0187(15) 0.0010(12) 0.0056(11) -0.0007(12) C2 0.0285(17) 0.0151(18) 0.0224(18) 0.0020(15) 0.0056(14) 0.0017(14) N3 0.0373(16) 0.0173(16) 0.0246(16) -0.0055(13) 0.0041(13) -0.0033(13) C3 0.0328(19) 0.024(2) 0.032(2) 0.0060(17) 0.0045(16) 0.0068(16) N4 0.0211(13) 0.0159(15) 0.0207(15) 0.0015(12) 0.0047(11) -0.0010(11) C4 0.042(2) 0.045(3) 0.060(3) 0.029(2) 0.012(2) 0.015(2) N5 0.0278(14) 0.0172(15) 0.0161(14) 0.0018(12) 0.0044(11) 0.0005(12) C5 0.049(2) 0.052(3) 0.056(3) 0.034(2) 0.014(2) 0.011(2) N6 0.0270(14) 0.0169(15) 0.0197(15) -0.0029(12) 0.0097(11) -0.0017(12) C6 0.035(2) 0.045(3) 0.040(2) 0.015(2) 0.0156(17) 0.0022(19) C7 0.0301(18) 0.025(2) 0.027(2) 0.0045(16) 0.0078(15) 0.0011(15) C8 0.0264(18) 0.031(2) 0.034(2) -0.0017(17) 0.0069(15) 0.0065(16) C9 0.037(2) 0.045(3) 0.088(4) -0.012(3) 0.020(2) 0.009(2) C10 0.035(2) 0.074(3) 0.058(3) -0.027(3) 0.010(2) 0.003(2) C11 0.0256(17) 0.029(2) 0.039(2) 0.0058(18) 0.0150(16) 0.0048(15) C12 0.028(2) 0.046(3) 0.072(3) 0.003(2) 0.008(2) 0.0035(19) C13 0.056(3) 0.034(3) 0.061(3) -0.002(2) 0.019(2) 0.007(2) C14 0.0361(19) 0.023(2) 0.0218(19) -0.0008(15) 0.0072(15) -0.0054(16) C15 0.044(2) 0.032(2) 0.032(2) 0.0012(18) 0.0143(17) -0.0008(18) C16 0.063(3) 0.058(3) 0.046(3) 0.012(2) 0.034(2) 0.003(2) C17 0.094(4) 0.058(3) 0.031(2) 0.014(2) 0.030(2) -0.002(3) C18 0.073(3) 0.041(3) 0.026(2) 0.0082(19) 0.004(2) 0.004(2) C19 0.048(2) 0.027(2) 0.023(2) -0.0002(16) 0.0030(17) 0.0013(17) C20 0.038(2) 0.050(3) 0.052(3) 0.011(2) 0.023(2) 0.008(2) C21 0.062(3) 0.050(3) 0.083(4) 0.008(3) 0.038(3) 0.015(2) C22 0.048(3) 0.085(4) 0.056(3) 0.008(3) 0.012(2) 0.016(3) C23 0.053(2) 0.043(3) 0.020(2) 0.0034(18) -0.0041(17) 0.014(2) C24 0.057(3) 0.061(3) 0.045(3) 0.007(2) -0.011(2) 0.011(2) C25 0.080(3) 0.053(3) 0.045(3) -0.010(2) -0.014(2) 0.020(3) C26 0.043(2) 0.019(2) 0.038(2) -0.0061(17) 0.0123(17) 0.0008(16) C27 0.090(4) 0.037(3) 0.082(4) -0.011(3) 0.051(3) 0.006(3) C28 0.075(3) 0.025(2) 0.100(4) 0.007(3) 0.042(3) -0.002(2) C29 0.048(2) 0.034(2) 0.026(2) -0.0013(17) -0.0047(17) -0.0105(18) C30 0.043(3) 0.110(5) 0.059(3) 0.014(3) -0.006(2) -0.015(3) C31 0.080(3) 0.100(4) 0.029(3) -0.014(3) 0.001(2) -0.010(3) C32 0.0188(15) 0.0172(18) 0.0213(18) 0.0011(14) 0.0057(13) 0.0054(13) C33 0.0278(17) 0.0112(17) 0.0234(18) -0.0013(14) 0.0109(14) -0.0012(13) C34 0.0318(18) 0.0141(18) 0.0232(18) 0.0014(14) 0.0077(14) 0.0051(14) C35 0.047(2) 0.028(2) 0.026(2) 0.0054(17) 0.0095(17) 0.0093(17) C36 0.064(3) 0.033(2) 0.026(2) 0.0075(18) 0.024(2) 0.007(2) C37 0.043(2) 0.025(2) 0.043(2) 0.0005(18) 0.0263(19) -0.0002(17) C38 0.0289(18) 0.020(2) 0.031(2) -0.0027(16) 0.0143(15) 0.0002(15) C39 0.0278(17) 0.024(2) 0.0243(19) 0.0030(16) 0.0040(14) 0.0070(15) C40 0.0305(18) 0.034(2) 0.033(2) -0.0031(18) 0.0068(16) 0.0096(16) C41 0.035(2) 0.038(2) 0.038(2) -0.0032(19) -0.0012(17) 0.0060(18) C42 0.0254(18) 0.032(2) 0.041(2) -0.0107(18) 0.0127(16) -0.0065(16) C43 0.031(2) 0.042(3) 0.074(3) -0.010(2) 0.022(2) -0.0073(18) C44 0.033(2) 0.038(2) 0.050(3) -0.004(2) -0.0036(18) -0.0010(18) C45 0.0385(19) 0.0210(19) 0.0201(18) 0.0007(15) 0.0055(15) -0.0040(16) C46 0.046(2) 0.026(2) 0.025(2) 0.0031(16) 0.0091(17) -0.0050(17) C47 0.072(3) 0.035(3) 0.037(2) 0.005(2) 0.027(2) -0.006(2) C48 0.100(4) 0.038(3) 0.041(3) 0.013(2) 0.027(3) 0.001(3) C49 0.085(3) 0.033(3) 0.048(3) 0.015(2) 0.022(2) 0.021(2) C50 0.056(2) 0.025(2) 0.026(2) 0.0067(17) 0.0061(18) 0.0076(18) C51 0.038(2) 0.039(2) 0.036(2) 0.0070(19) 0.0124(18) -0.0017(18) C52 0.067(3) 0.044(3) 0.054(3) 0.001(2) 0.029(2) 0.004(2) C53 0.046(2) 0.049(3) 0.055(3) -0.006(2) 0.011(2) -0.001(2) C54 0.044(2) 0.037(2) 0.034(2) 0.0094(19) 0.0034(18) 0.0152(19) C55 0.056(3) 0.067(4) 0.067(3) 0.002(3) 0.003(2) 0.019(3) C56 0.071(3) 0.042(3) 0.043(3) 0.014(2) 0.013(2) 0.032(2) C57 0.0303(18) 0.0185(19) 0.0235(19) -0.0013(15) 0.0111(15) -0.0029(15) C58 0.0312(18) 0.022(2) 0.028(2) -0.0004(16) 0.0059(15) -0.0011(15) C59 0.044(2) 0.031(2) 0.027(2) -0.0046(17) 0.0110(17) -0.0019(17) C60 0.038(2) 0.030(2) 0.035(2) -0.0065(17) 0.0146(17) -0.0010(17) C61 0.0341(19) 0.027(2) 0.039(2) -0.0036(17) 0.0124(17) 0.0036(16) C62 0.0306(18) 0.0202(19) 0.028(2) -0.0019(15) 0.0065(15) 0.0028(15) C63 0.0307(18) 0.0209(19) 0.0220(18) -0.0022(15) 0.0092(14) -0.0048(15) C64 0.041(2) 0.020(2) 0.042(2) 0.0026(17) 0.0133(17) -0.0050(16) C65 0.063(3) 0.021(2) 0.059(3) 0.003(2) 0.024(2) -0.006(2) C66 0.051(3) 0.035(3) 0.073(3) -0.005(2) 0.023(2) -0.020(2) C67 0.039(2) 0.040(3) 0.046(3) -0.004(2) 0.0126(18) -0.0147(19) C68 0.0310(19) 0.031(2) 0.040(2) 0.0020(18) 0.0112(17) -0.0086(16) Cl1 0.037(4) 0.044(2) 0.042(3) -0.006(2) 0.002(3) -0.008(4) _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 I1 Ga1 2.6298(15) . ? Ge1 N1 2.017(3) . ? Ge1 N2 2.024(3) . ? Ge1 Ga1 2.5921(6) . ? Ga1 N4 2.032(3) . ? Ga1 N5 2.033(3) . ? Ga1 Cl1 2.247(7) . ? N1 C1 1.343(4) . ? N1 C2 1.433(4) . ? C1 N2 1.355(4) . ? C1 N3 1.370(4) . ? N2 C14 1.432(4) . ? C2 C7 1.406(4) . ? C2 C3 1.407(4) . ? N3 C26 1.480(4) . ? N3 C29 1.487(4) . ? C3 C4 1.387(5) . ? C3 C8 1.519(5) . ? N4 C32 1.361(4) . ? N4 C33 1.429(4) . ? C4 C5 1.382(5) . ? N5 C32 1.351(4) . ? N5 C45 1.424(4) . ? C5 C6 1.370(5) . ? N6 C32 1.376(4) . ? N6 C63 1.495(4) . ? N6 C57 1.495(4) . ? C6 C7 1.391(5) . ? C7 C11 1.512(5) . ? C8 C9 1.522(5) . ? C8 C10 1.527(5) . ? C11 C13 1.520(5) . ? C11 C12 1.526(5) . ? C14 C19 1.409(5) . ? C14 C15 1.413(5) . ? C15 C16 1.387(5) . ? C15 C20 1.524(5) . ? C16 C17 1.364(6) . ? C17 C18 1.370(6) . ? C18 C19 1.393(5) . ? C19 C23 1.511(5) . ? C20 C22 1.526(6) . ? C20 C21 1.531(6) . ? C23 C25 1.529(6) . ? C23 C24 1.534(5) . ? C26 C28 1.515(5) . ? C26 C27 1.520(5) . ? C29 C31 1.518(6) . ? C29 C30 1.519(5) . ? C33 C34 1.402(4) . ? C33 C38 1.424(4) . ? C34 C35 1.397(5) . ? C34 C39 1.526(4) . ? C35 C36 1.378(5) . ? C36 C37 1.379(5) . ? C37 C38 1.386(5) . ? C38 C42 1.517(5) . ? C39 C40 1.524(5) . ? C39 C41 1.533(5) . ? C42 C44 1.524(5) . ? C42 C43 1.532(5) . ? C45 C50 1.407(5) . ? C45 C46 1.421(5) . ? C46 C47 1.386(5) . ? C46 C51 1.532(5) . ? C47 C48 1.374(6) . ? C48 C49 1.378(6) . ? C49 C50 1.400(5) . ? C50 C54 1.526(5) . ? C51 C52 1.515(5) . ? C51 C53 1.524(5) . ? C54 C55 1.534(6) . ? C54 C56 1.538(5) . ? C57 C58 1.529(5) . ? C57 C62 1.535(4) . ? C58 C59 1.524(5) . ? C59 C60 1.516(5) . ? C60 C61 1.516(5) . ? C61 C62 1.524(5) . ? C63 C64 1.522(5) . ? C63 C68 1.541(5) . ? C64 C65 1.530(5) . ? C65 C66 1.515(6) . ? C66 C67 1.525(6) . ? C67 C68 1.536(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ge1 N2 65.40(10) . . ? N1 Ge1 Ga1 104.26(7) . . ? N2 Ge1 Ga1 97.93(8) . . ? N4 Ga1 N5 65.35(10) . . ? N4 Ga1 Cl1 106.6(3) . . ? N5 Ga1 Cl1 112.0(4) . . ? N4 Ga1 Ge1 126.91(7) . . ? N5 Ga1 Ge1 111.36(7) . . ? Cl1 Ga1 Ge1 121.1(3) . . ? N4 Ga1 I1 104.96(9) . . ? N5 Ga1 I1 111.31(9) . . ? Cl1 Ga1 I1 1.6(4) . . ? Ge1 Ga1 I1 122.66(5) . . ? C1 N1 C2 130.8(3) . . ? C1 N1 Ge1 93.5(2) . . ? C2 N1 Ge1 135.6(2) . . ? N1 C1 N2 108.0(3) . . ? N1 C1 N3 127.2(3) . . ? N2 C1 N3 124.8(3) . . ? C1 N2 C14 125.6(3) . . ? C1 N2 Ge1 92.81(19) . . ? C14 N2 Ge1 131.3(2) . . ? C7 C2 C3 120.8(3) . . ? C7 C2 N1 120.4(3) . . ? C3 C2 N1 118.7(3) . . ? C1 N3 C26 119.4(3) . . ? C1 N3 C29 116.8(3) . . ? C26 N3 C29 123.7(3) . . ? C4 C3 C2 118.1(3) . . ? C4 C3 C8 119.5(3) . . ? C2 C3 C8 122.4(3) . . ? C32 N4 C33 128.0(3) . . ? C32 N4 Ga1 92.77(19) . . ? C33 N4 Ga1 134.4(2) . . ? C5 C4 C3 121.6(4) . . ? C32 N5 C45 127.1(3) . . ? C32 N5 Ga1 93.04(19) . . ? C45 N5 Ga1 138.2(2) . . ? C6 C5 C4 119.6(4) . . ? C32 N6 C63 118.6(3) . . ? C32 N6 C57 119.3(3) . . ? C63 N6 C57 122.0(3) . . ? C5 C6 C7 121.6(3) . . ? C6 C7 C2 118.3(3) . . ? C6 C7 C11 119.3(3) . . ? C2 C7 C11 122.4(3) . . ? C3 C8 C9 113.0(3) . . ? C3 C8 C10 110.4(3) . . ? C9 C8 C10 110.9(3) . . ? C7 C11 C13 109.7(3) . . ? C7 C11 C12 113.0(3) . . ? C13 C11 C12 109.7(3) . . ? C19 C14 C15 119.4(3) . . ? C19 C14 N2 119.0(3) . . ? C15 C14 N2 121.5(3) . . ? C16 C15 C14 118.5(4) . . ? C16 C15 C20 118.9(3) . . ? C14 C15 C20 122.6(3) . . ? C17 C16 C15 122.1(4) . . ? C16 C17 C18 119.9(4) . . ? C17 C18 C19 121.0(4) . . ? C18 C19 C14 119.2(3) . . ? C18 C19 C23 119.0(3) . . ? C14 C19 C23 121.8(3) . . ? C15 C20 C22 110.6(4) . . ? C15 C20 C21 113.6(4) . . ? C22 C20 C21 109.1(3) . . ? C19 C23 C25 111.7(4) . . ? C19 C23 C24 112.7(3) . . ? C25 C23 C24 108.7(3) . . ? N3 C26 C28 116.7(3) . . ? N3 C26 C27 113.1(3) . . ? C28 C26 C27 109.1(3) . . ? N3 C29 C31 115.5(3) . . ? N3 C29 C30 112.7(3) . . ? C31 C29 C30 111.0(4) . . ? N5 C32 N4 108.1(3) . . ? N5 C32 N6 125.8(3) . . ? N4 C32 N6 126.1(3) . . ? C34 C33 C38 120.2(3) . . ? C34 C33 N4 122.0(3) . . ? C38 C33 N4 117.7(3) . . ? C35 C34 C33 118.7(3) . . ? C35 C34 C39 119.4(3) . . ? C33 C34 C39 121.5(3) . . ? C36 C35 C34 121.3(3) . . ? C35 C36 C37 119.4(3) . . ? C36 C37 C38 122.1(3) . . ? C37 C38 C33 117.9(3) . . ? C37 C38 C42 120.8(3) . . ? C33 C38 C42 121.3(3) . . ? C40 C39 C34 108.8(3) . . ? C40 C39 C41 109.7(3) . . ? C34 C39 C41 113.7(3) . . ? C38 C42 C44 113.5(3) . . ? C38 C42 C43 113.4(3) . . ? C44 C42 C43 108.7(3) . . ? C50 C45 C46 120.1(3) . . ? C50 C45 N5 121.7(3) . . ? C46 C45 N5 118.0(3) . . ? C47 C46 C45 118.4(3) . . ? C47 C46 C51 119.9(3) . . ? C45 C46 C51 121.5(3) . . ? C48 C47 C46 121.8(4) . . ? C47 C48 C49 119.3(4) . . ? C48 C49 C50 122.0(4) . . ? C49 C50 C45 117.9(4) . . ? C49 C50 C54 118.9(3) . . ? C45 C50 C54 122.9(3) . . ? C52 C51 C53 110.3(3) . . ? C52 C51 C46 114.6(3) . . ? C53 C51 C46 113.7(3) . . ? C50 C54 C55 109.3(3) . . ? C50 C54 C56 114.0(3) . . ? C55 C54 C56 109.0(3) . . ? N6 C57 C58 115.5(3) . . ? N6 C57 C62 114.4(3) . . ? C58 C57 C62 109.5(3) . . ? C59 C58 C57 110.1(3) . . ? C60 C59 C58 111.0(3) . . ? C59 C60 C61 110.8(3) . . ? C60 C61 C62 111.8(3) . . ? C61 C62 C57 111.0(3) . . ? N6 C63 C64 115.1(3) . . ? N6 C63 C68 113.9(3) . . ? C64 C63 C68 109.7(3) . . ? C63 C64 C65 110.2(3) . . ? C66 C65 C64 111.0(3) . . ? C65 C66 C67 110.5(3) . . ? C66 C67 C68 111.1(3) . . ? C67 C68 C63 111.0(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.341 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.066 # Attachment 'cmpd1.CIF' data_compound1 _database_code_depnum_ccdc_archive 'CCDC 675663' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H70 Ge N4' _chemical_formula_weight 799.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.697(2) _cell_length_b 15.758(3) _cell_length_c 27.692(6) _cell_angle_alpha 90.00 _cell_angle_beta 91.22(3) _cell_angle_gamma 90.00 _cell_volume 4666.7(16) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.138 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1720 _exptl_absorpt_coefficient_mu 0.692 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.853 _exptl_absorpt_correction_T_max 0.923 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28378 _diffrn_reflns_av_R_equivalents 0.1827 _diffrn_reflns_av_sigmaI/netI 0.2016 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 25.01 _reflns_number_total 8212 _reflns_number_gt 4273 _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. The diffraction data obtained from this sample is weak at angles of theta greater than ca. 20 deg. This led to the high observed R(int) value for the structure. Despite this, the gross molecular connectivity of the molecule is unambiguous and its metrical parameters are of acceptable acciracy. ; _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^)+(0.0240P)^2^+4.7509P] 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 8212 _refine_ls_number_parameters 513 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1845 _refine_ls_R_factor_gt 0.0840 _refine_ls_wR_factor_ref 0.1501 _refine_ls_wR_factor_gt 0.1215 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 0.53276(5) 0.78349(4) 0.87282(2) 0.0259(2) Uani 1 1 d . . . N1 N 0.6477(4) 0.8783(2) 0.89319(16) 0.0208(11) Uani 1 1 d . . . N2 N 0.5988(3) 0.7894(3) 0.95209(15) 0.0227(10) Uani 1 1 d . . . N3 N 0.6509(4) 0.6887(2) 0.85989(16) 0.0218(11) Uani 1 1 d . . . N4 N 0.6099(4) 0.7731(3) 0.79780(15) 0.0220(10) Uani 1 1 d . . . C1 C 0.6442(4) 0.8625(3) 0.9401(2) 0.0207(13) Uani 1 1 d . . . H1 H 0.6732 0.9023 0.9636 0.025 Uiso 1 1 calc R . . C2 C 0.6836(5) 0.9589(3) 0.87428(19) 0.0216(13) Uani 1 1 d . . . C3 C 0.5913(5) 1.0144(3) 0.8562(2) 0.0340(16) Uani 1 1 d . . . C4 C 0.6293(6) 1.0919(4) 0.8372(2) 0.0371(16) Uani 1 1 d . . . H4 H 0.5683 1.1291 0.8235 0.045 Uiso 1 1 calc R . . C5 C 0.7523(6) 1.1158(4) 0.8378(2) 0.0401(17) Uani 1 1 d . . . H5 H 0.7757 1.1696 0.8254 0.048 Uiso 1 1 calc R . . C6 C 0.8418(5) 1.0617(3) 0.8563(2) 0.0329(15) Uani 1 1 d . . . H6 H 0.9269 1.0789 0.8567 0.040 Uiso 1 1 calc R . . C7 C 0.8103(5) 0.9817(3) 0.8746(2) 0.0261(14) Uani 1 1 d . . . C8 C 0.4522(5) 0.9936(4) 0.8569(2) 0.0414(18) Uani 1 1 d . . . H8 H 0.4425 0.9412 0.8769 0.050 Uiso 1 1 calc R . . C9 C 0.4037(6) 0.9733(4) 0.8064(3) 0.059(2) Uani 1 1 d . . . H9A H 0.4074 1.0243 0.7863 0.089 Uiso 1 1 calc R . . H9B H 0.3169 0.9536 0.8080 0.089 Uiso 1 1 calc R . . H9C H 0.4553 0.9286 0.7924 0.089 Uiso 1 1 calc R . . C10 C 0.3748(6) 1.0634(4) 0.8801(3) 0.0512(19) Uani 1 1 d . . . H10A H 0.3768 1.1145 0.8600 0.077 Uiso 1 1 calc R . . H10B H 0.4098 1.0765 0.9123 0.077 Uiso 1 1 calc R . . H10C H 0.2882 1.0442 0.8831 0.077 Uiso 1 1 calc R . . C11 C 0.9140(5) 0.9259(3) 0.8957(2) 0.0280(14) Uani 1 1 d . . . H11 H 0.8765 0.8696 0.9038 0.034 Uiso 1 1 calc R . . C12 C 1.0195(5) 0.9102(4) 0.8604(2) 0.0446(18) Uani 1 1 d . . . H12A H 0.9853 0.8832 0.8311 0.067 Uiso 1 1 calc R . . H12B H 1.0824 0.8729 0.8755 0.067 Uiso 1 1 calc R . . H12C H 1.0583 0.9644 0.8519 0.067 Uiso 1 1 calc R . . C13 C 0.9651(6) 0.9650(4) 0.9427(2) 0.0429(17) Uani 1 1 d . . . H13A H 1.0065 1.0189 0.9355 0.064 Uiso 1 1 calc R . . H13B H 1.0255 0.9260 0.9579 0.064 Uiso 1 1 calc R . . H13C H 0.8961 0.9751 0.9646 0.064 Uiso 1 1 calc R . . C14 C 0.5739(5) 0.7664(3) 1.0009(2) 0.0228(13) Uani 1 1 d . . . C15 C 0.4540(5) 0.7783(4) 1.0188(2) 0.0286(14) Uani 1 1 d . . . C16 C 0.4294(5) 0.7523(4) 1.0657(2) 0.0393(17) Uani 1 1 d . . . H16 H 0.3481 0.7594 1.0782 0.047 Uiso 1 1 calc R . . C17 C 0.5227(6) 0.7161(4) 1.0941(2) 0.0450(16) Uani 1 1 d . . . H17 H 0.5055 0.6997 1.1263 0.054 Uiso 1 1 calc R . . C18 C 0.6395(5) 0.7039(4) 1.0765(2) 0.0357(15) Uani 1 1 d . . . H18 H 0.7022 0.6786 1.0966 0.043 Uiso 1 1 calc R . . C19 C 0.6691(5) 0.7277(4) 1.0293(2) 0.0303(14) Uani 1 1 d . . . C20 C 0.3513(5) 0.8205(3) 0.9882(2) 0.0317(15) Uani 1 1 d . . . H20 H 0.3740 0.8147 0.9535 0.038 Uiso 1 1 calc R . . C21 C 0.2231(6) 0.7786(5) 0.9947(3) 0.073(2) Uani 1 1 d . . . H21A H 0.2321 0.7167 0.9930 0.110 Uiso 1 1 calc R . . H21B H 0.1653 0.7977 0.9690 0.110 Uiso 1 1 calc R . . H21C H 0.1902 0.7945 1.0262 0.110 Uiso 1 1 calc R . . C22 C 0.3431(6) 0.9141(4) 0.9997(3) 0.063(2) Uani 1 1 d . . . H22A H 0.3272 0.9214 1.0342 0.095 Uiso 1 1 calc R . . H22B H 0.2747 0.9397 0.9806 0.095 Uiso 1 1 calc R . . H22C H 0.4221 0.9418 0.9918 0.095 Uiso 1 1 calc R . . C23 C 0.7997(5) 0.7171(4) 1.0116(2) 0.0357(15) Uani 1 1 d . . . H23 H 0.7962 0.7205 0.9756 0.043 Uiso 1 1 calc R . . C24 C 0.8823(5) 0.7901(4) 1.0303(3) 0.056(2) Uani 1 1 d . . . H24A H 0.8473 0.8443 1.0191 0.084 Uiso 1 1 calc R . . H24B H 0.9670 0.7834 1.0180 0.084 Uiso 1 1 calc R . . H24C H 0.8854 0.7892 1.0657 0.084 Uiso 1 1 calc R . . C25 C 0.8579(6) 0.6310(4) 1.0256(2) 0.052(2) Uani 1 1 d . . . H25A H 0.8671 0.6274 1.0608 0.078 Uiso 1 1 calc R . . H25B H 0.9402 0.6258 1.0110 0.078 Uiso 1 1 calc R . . H25C H 0.8035 0.5851 1.0138 0.078 Uiso 1 1 calc R . . C26 C 0.6550(4) 0.7002(3) 0.8125(2) 0.0228(13) Uani 1 1 d . . . H26 H 0.6878 0.6591 0.7911 0.027 Uiso 1 1 calc R . . C27 C 0.6938(5) 0.6129(3) 0.88354(19) 0.0216(13) Uani 1 1 d . . . C28 C 0.6048(5) 0.5596(4) 0.9039(2) 0.0344(16) Uani 1 1 d . . . C29 C 0.6483(6) 0.4873(4) 0.9280(2) 0.0435(18) Uani 1 1 d . . . H29 H 0.5896 0.4505 0.9426 0.052 Uiso 1 1 calc R . . C30 C 0.7730(6) 0.4678(4) 0.9314(2) 0.0407(17) Uani 1 1 d . . . H30 H 0.8002 0.4180 0.9478 0.049 Uiso 1 1 calc R . . C31 C 0.8585(6) 0.5211(4) 0.9108(2) 0.0356(16) Uani 1 1 d . . . H31 H 0.9448 0.5072 0.9131 0.043 Uiso 1 1 calc R . . C32 C 0.8223(5) 0.5951(3) 0.8865(2) 0.0280(15) Uani 1 1 d . . . C33 C 0.4661(6) 0.5760(4) 0.8996(3) 0.059(2) Uani 1 1 d . . . H33 H 0.4548 0.6366 0.8898 0.071 Uiso 1 1 calc R . . C34 C 0.4062(7) 0.5215(6) 0.8601(3) 0.094(3) Uani 1 1 d . . . H34A H 0.4485 0.5316 0.8296 0.142 Uiso 1 1 calc R . . H34B H 0.3176 0.5364 0.8563 0.142 Uiso 1 1 calc R . . H34C H 0.4139 0.4615 0.8689 0.142 Uiso 1 1 calc R . . C35 C 0.3983(7) 0.5637(5) 0.9467(3) 0.083(3) Uani 1 1 d . . . H35A H 0.3117 0.5833 0.9428 0.125 Uiso 1 1 calc R . . H35B H 0.4405 0.5965 0.9723 0.125 Uiso 1 1 calc R . . H35C H 0.3989 0.5034 0.9554 0.125 Uiso 1 1 calc R . . C36 C 0.9208(5) 0.6496(4) 0.8629(2) 0.0364(16) Uani 1 1 d . . . H36 H 0.8793 0.7027 0.8510 0.044 Uiso 1 1 calc R . . C37 C 0.9756(6) 0.6050(4) 0.8198(3) 0.058(2) Uani 1 1 d . . . H37A H 1.0167 0.5525 0.8305 0.088 Uiso 1 1 calc R . . H37B H 1.0369 0.6421 0.8047 0.088 Uiso 1 1 calc R . . H37C H 0.9086 0.5915 0.7964 0.088 Uiso 1 1 calc R . . C38 C 1.0255(5) 0.6751(4) 0.8991(3) 0.054(2) Uani 1 1 d . . . H38A H 0.9892 0.7057 0.9262 0.082 Uiso 1 1 calc R . . H38B H 1.0856 0.7119 0.8830 0.082 Uiso 1 1 calc R . . H38C H 1.0682 0.6241 0.9110 0.082 Uiso 1 1 calc R . . C39 C 0.5905(5) 0.7899(3) 0.74762(19) 0.0240(13) Uani 1 1 d . . . C40 C 0.4804(5) 0.7611(3) 0.7239(2) 0.0306(15) Uani 1 1 d . . . C41 C 0.4671(5) 0.7793(4) 0.6745(2) 0.0425(16) Uani 1 1 d . . . H41 H 0.3934 0.7613 0.6577 0.051 Uiso 1 1 calc R . . C42 C 0.5563(6) 0.8223(4) 0.6495(2) 0.0435(17) Uani 1 1 d . . . H42 H 0.5461 0.8317 0.6157 0.052 Uiso 1 1 calc R . . C43 C 0.6610(5) 0.8517(4) 0.6739(2) 0.0349(16) Uani 1 1 d . . . H43 H 0.7217 0.8829 0.6567 0.042 Uiso 1 1 calc R . . C44 C 0.6803(5) 0.8370(3) 0.7228(2) 0.0234(13) Uani 1 1 d . . . C45 C 0.3785(5) 0.7142(4) 0.7500(2) 0.0393(15) Uani 1 1 d . . . H45 H 0.4003 0.7144 0.7853 0.047 Uiso 1 1 calc R . . C46 C 0.3704(6) 0.6217(4) 0.7332(3) 0.057(2) Uani 1 1 d . . . H46A H 0.3437 0.6200 0.6991 0.086 Uiso 1 1 calc R . . H46B H 0.3097 0.5912 0.7527 0.086 Uiso 1 1 calc R . . H46C H 0.4527 0.5949 0.7369 0.086 Uiso 1 1 calc R . . C47 C 0.2529(6) 0.7583(4) 0.7430(3) 0.080(3) Uani 1 1 d . . . H47A H 0.2612 0.8183 0.7518 0.120 Uiso 1 1 calc R . . H47B H 0.1910 0.7313 0.7636 0.120 Uiso 1 1 calc R . . H47C H 0.2255 0.7536 0.7091 0.120 Uiso 1 1 calc R . . C48 C 0.7989(5) 0.8681(3) 0.7481(2) 0.0282(14) Uani 1 1 d . . . H48 H 0.7855 0.8642 0.7837 0.034 Uiso 1 1 calc R . . C49 C 0.9076(5) 0.8108(4) 0.7365(2) 0.058(2) Uani 1 1 d . . . H49A H 0.8902 0.7531 0.7478 0.087 Uiso 1 1 calc R . . H49B H 0.9838 0.8321 0.7526 0.087 Uiso 1 1 calc R . . H49C H 0.9194 0.8099 0.7015 0.087 Uiso 1 1 calc R . . C50 C 0.8258(6) 0.9604(4) 0.7365(2) 0.058(2) Uani 1 1 d . . . H50A H 0.8426 0.9661 0.7020 0.088 Uiso 1 1 calc R . . H50B H 0.8990 0.9795 0.7554 0.088 Uiso 1 1 calc R . . H50C H 0.7533 0.9952 0.7445 0.088 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 0.0211(3) 0.0258(3) 0.0309(4) -0.0022(3) -0.0008(2) -0.0020(3) N1 0.022(2) 0.020(2) 0.019(3) 0.005(2) 0.001(2) 0.000(2) N2 0.019(2) 0.024(2) 0.025(3) -0.004(2) -0.002(2) 0.001(2) N3 0.029(3) 0.019(2) 0.017(3) 0.002(2) 0.000(2) -0.004(2) N4 0.023(2) 0.021(2) 0.023(3) 0.000(2) 0.003(2) -0.003(2) C1 0.013(3) 0.025(3) 0.024(4) -0.005(3) -0.001(2) -0.003(2) C2 0.027(3) 0.022(3) 0.016(3) 0.001(3) 0.002(3) 0.000(3) C3 0.033(3) 0.025(3) 0.044(4) 0.004(3) -0.004(3) -0.001(3) C4 0.043(4) 0.031(4) 0.037(4) 0.012(3) -0.006(3) 0.001(3) C5 0.054(4) 0.026(3) 0.040(5) 0.004(3) -0.004(4) -0.011(3) C6 0.028(3) 0.030(3) 0.041(4) 0.005(3) 0.006(3) -0.005(3) C7 0.029(3) 0.027(3) 0.023(4) -0.005(3) 0.001(3) -0.002(3) C8 0.031(4) 0.030(3) 0.063(5) 0.014(3) -0.011(3) 0.002(3) C9 0.043(4) 0.060(5) 0.074(6) -0.022(4) -0.012(4) 0.012(4) C10 0.041(4) 0.055(4) 0.057(5) -0.001(4) -0.005(4) 0.008(4) C11 0.029(3) 0.026(3) 0.028(4) -0.004(3) -0.005(3) -0.008(3) C12 0.035(4) 0.055(4) 0.044(5) 0.001(3) 0.002(3) 0.010(3) C13 0.043(4) 0.050(4) 0.035(4) -0.003(3) -0.005(3) 0.005(3) C14 0.026(3) 0.024(3) 0.019(3) -0.008(3) 0.000(3) -0.006(3) C15 0.024(3) 0.034(3) 0.028(4) -0.006(3) -0.001(3) -0.004(3) C16 0.027(3) 0.050(4) 0.042(5) -0.009(3) 0.011(3) -0.006(3) C17 0.051(4) 0.061(4) 0.023(4) 0.001(4) 0.007(3) -0.007(4) C18 0.037(3) 0.050(4) 0.020(4) 0.005(3) -0.003(3) 0.003(3) C19 0.035(3) 0.037(4) 0.019(4) -0.001(3) 0.003(3) -0.002(3) C20 0.024(3) 0.044(4) 0.027(4) -0.005(3) 0.005(3) 0.004(3) C21 0.037(4) 0.060(5) 0.121(8) 0.001(5) -0.020(4) -0.006(4) C22 0.055(5) 0.046(4) 0.089(7) 0.002(4) -0.018(4) 0.001(4) C23 0.026(3) 0.056(4) 0.025(4) 0.003(3) -0.004(3) 0.011(4) C24 0.031(3) 0.057(4) 0.080(6) 0.022(4) 0.003(3) -0.003(4) C25 0.041(4) 0.062(5) 0.053(5) -0.014(4) -0.007(4) 0.019(4) C26 0.019(3) 0.027(4) 0.023(4) -0.009(3) 0.003(2) -0.001(3) C27 0.028(3) 0.024(3) 0.013(3) -0.001(3) 0.002(3) -0.005(3) C28 0.031(3) 0.030(3) 0.043(5) 0.006(3) 0.013(3) 0.000(3) C29 0.061(5) 0.033(4) 0.037(5) 0.010(3) 0.026(4) -0.003(4) C30 0.061(5) 0.027(3) 0.034(4) 0.001(3) 0.003(4) 0.013(3) C31 0.041(4) 0.035(4) 0.030(4) -0.006(3) -0.005(3) 0.006(3) C32 0.036(4) 0.027(3) 0.021(4) -0.004(3) -0.002(3) -0.001(3) C33 0.040(4) 0.034(4) 0.102(7) 0.032(4) 0.018(5) 0.001(3) C34 0.042(5) 0.191(10) 0.050(6) 0.025(7) 0.000(4) 0.024(6) C35 0.047(5) 0.096(6) 0.109(8) -0.041(6) 0.033(5) -0.030(5) C36 0.028(3) 0.030(3) 0.051(5) 0.002(3) -0.003(3) 0.003(3) C37 0.052(4) 0.069(5) 0.055(6) 0.006(4) 0.013(4) -0.008(4) C38 0.033(4) 0.059(4) 0.071(6) -0.010(4) -0.011(4) -0.007(3) C39 0.030(3) 0.022(3) 0.020(3) -0.004(3) 0.001(3) 0.004(3) C40 0.031(3) 0.030(3) 0.031(4) -0.003(3) -0.001(3) 0.002(3) C41 0.033(3) 0.052(4) 0.042(5) 0.005(4) -0.019(3) -0.001(4) C42 0.052(4) 0.052(4) 0.026(4) 0.012(3) -0.016(3) -0.006(4) C43 0.044(4) 0.034(3) 0.027(4) 0.010(3) 0.001(3) -0.010(3) C44 0.023(3) 0.025(3) 0.021(4) 0.002(3) -0.003(3) -0.001(3) C45 0.031(3) 0.047(4) 0.039(4) -0.012(4) -0.002(3) -0.018(3) C46 0.051(4) 0.050(4) 0.070(6) 0.004(4) -0.016(4) -0.011(4) C47 0.038(4) 0.066(5) 0.137(8) -0.005(5) 0.030(5) -0.007(4) C48 0.030(3) 0.034(3) 0.021(4) 0.001(3) 0.001(3) -0.012(3) C49 0.033(4) 0.092(6) 0.049(5) -0.027(4) -0.003(3) 0.002(4) C50 0.072(5) 0.056(4) 0.047(5) 0.009(4) -0.018(4) -0.039(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ge1 N3 1.994(4) . ? Ge1 N1 2.008(4) . ? Ge1 N4 2.258(4) . ? Ge1 N2 2.293(4) . ? N1 C1 1.325(6) . ? N1 C2 1.430(6) . ? N2 C1 1.297(6) . ? N2 C14 1.429(7) . ? N3 C26 1.326(6) . ? N3 C27 1.433(6) . ? N4 C26 1.308(6) . ? N4 C39 1.425(6) . ? C2 C7 1.401(7) . ? C2 C3 1.403(7) . ? C3 C4 1.395(7) . ? C3 C8 1.523(8) . ? C4 C5 1.368(8) . ? C5 C6 1.372(7) . ? C6 C7 1.403(7) . ? C7 C11 1.523(7) . ? C8 C9 1.515(8) . ? C8 C10 1.528(8) . ? C11 C12 1.529(8) . ? C11 C13 1.529(7) . ? C14 C15 1.398(7) . ? C14 C19 1.414(7) . ? C15 C16 1.391(8) . ? C15 C20 1.526(7) . ? C16 C17 1.381(8) . ? C17 C18 1.365(8) . ? C18 C19 1.402(8) . ? C19 C23 1.499(7) . ? C20 C22 1.512(8) . ? C20 C21 1.537(8) . ? C23 C24 1.533(8) . ? C23 C25 1.538(8) . ? C27 C28 1.397(7) . ? C27 C32 1.404(7) . ? C28 C29 1.396(8) . ? C28 C33 1.509(8) . ? C29 C30 1.370(8) . ? C30 C31 1.375(8) . ? C31 C32 1.397(7) . ? C32 C36 1.518(8) . ? C33 C35 1.518(10) . ? C33 C34 1.521(10) . ? C36 C37 1.513(8) . ? C36 C38 1.540(8) . ? C39 C44 1.404(7) . ? C39 C40 1.412(7) . ? C40 C41 1.401(8) . ? C40 C45 1.514(8) . ? C41 C42 1.371(8) . ? C42 C43 1.376(8) . ? C43 C44 1.386(7) . ? C44 C48 1.517(7) . ? C45 C47 1.522(8) . ? C45 C46 1.533(8) . ? C48 C49 1.513(7) . ? C48 C50 1.519(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Ge1 N1 102.78(17) . . ? N3 Ge1 N4 62.29(16) . . ? N1 Ge1 N4 94.51(17) . . ? N3 Ge1 N2 91.07(16) . . ? N1 Ge1 N2 61.76(17) . . ? N4 Ge1 N2 140.57(14) . . ? C1 N1 C2 122.7(4) . . ? C1 N1 Ge1 96.1(3) . . ? C2 N1 Ge1 136.6(4) . . ? C1 N2 C14 123.0(5) . . ? C1 N2 Ge1 84.3(3) . . ? C14 N2 Ge1 146.6(3) . . ? C26 N3 C27 123.3(4) . . ? C26 N3 Ge1 96.3(3) . . ? C27 N3 Ge1 137.7(4) . . ? C26 N4 C39 120.7(4) . . ? C26 N4 Ge1 85.2(3) . . ? C39 N4 Ge1 146.6(3) . . ? N2 C1 N1 115.9(5) . . ? C7 C2 C3 121.1(5) . . ? C7 C2 N1 119.5(5) . . ? C3 C2 N1 119.4(5) . . ? C4 C3 C2 118.1(5) . . ? C4 C3 C8 119.0(5) . . ? C2 C3 C8 122.8(5) . . ? C5 C4 C3 121.6(5) . . ? C4 C5 C6 119.8(5) . . ? C5 C6 C7 121.5(5) . . ? C2 C7 C6 117.9(5) . . ? C2 C7 C11 123.5(5) . . ? C6 C7 C11 118.6(5) . . ? C9 C8 C3 110.5(6) . . ? C9 C8 C10 111.2(5) . . ? C3 C8 C10 112.9(5) . . ? C7 C11 C12 112.9(5) . . ? C7 C11 C13 109.8(4) . . ? C12 C11 C13 110.7(5) . . ? C15 C14 C19 121.0(5) . . ? C15 C14 N2 119.6(5) . . ? C19 C14 N2 119.3(5) . . ? C16 C15 C14 119.1(5) . . ? C16 C15 C20 120.0(5) . . ? C14 C15 C20 121.0(5) . . ? C17 C16 C15 120.3(5) . . ? C18 C17 C16 120.7(6) . . ? C17 C18 C19 121.5(5) . . ? C18 C19 C14 117.4(5) . . ? C18 C19 C23 120.4(5) . . ? C14 C19 C23 122.1(5) . . ? C22 C20 C15 110.6(5) . . ? C22 C20 C21 109.8(5) . . ? C15 C20 C21 112.4(5) . . ? C19 C23 C24 109.9(5) . . ? C19 C23 C25 113.0(5) . . ? C24 C23 C25 110.4(5) . . ? N4 C26 N3 114.1(5) . . ? C28 C27 C32 122.1(5) . . ? C28 C27 N3 118.2(5) . . ? C32 C27 N3 119.8(5) . . ? C29 C28 C27 117.5(5) . . ? C29 C28 C33 119.6(5) . . ? C27 C28 C33 122.8(5) . . ? C30 C29 C28 121.9(6) . . ? C29 C30 C31 119.4(6) . . ? C30 C31 C32 122.0(6) . . ? C31 C32 C27 117.1(5) . . ? C31 C32 C36 119.4(5) . . ? C27 C32 C36 123.4(5) . . ? C28 C33 C35 113.4(6) . . ? C28 C33 C34 111.0(6) . . ? C35 C33 C34 110.1(6) . . ? C37 C36 C32 111.2(5) . . ? C37 C36 C38 110.2(5) . . ? C32 C36 C38 111.7(5) . . ? C44 C39 C40 120.9(5) . . ? C44 C39 N4 119.2(5) . . ? C40 C39 N4 119.9(5) . . ? C41 C40 C39 117.1(5) . . ? C41 C40 C45 120.5(5) . . ? C39 C40 C45 122.4(5) . . ? C42 C41 C40 122.5(5) . . ? C41 C42 C43 119.1(6) . . ? C42 C43 C44 121.8(6) . . ? C43 C44 C39 118.5(5) . . ? C43 C44 C48 120.2(5) . . ? C39 C44 C48 121.2(5) . . ? C40 C45 C47 111.0(5) . . ? C40 C45 C46 110.7(5) . . ? C47 C45 C46 110.5(5) . . ? C49 C48 C44 110.3(5) . . ? C49 C48 C50 112.1(5) . . ? C44 C48 C50 111.9(5) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.330 _refine_diff_density_min -0.369 _refine_diff_density_rms 0.079 # Attachment 'cmpd3.CIF' data_compound3 _database_code_depnum_ccdc_archive 'CCDC 675664' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H48 Fe Ge N2 O2' _chemical_formula_weight 669.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 '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)/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 22.080(4) _cell_length_b 16.626(5) _cell_length_c 19.551(5) _cell_angle_alpha 90.00 _cell_angle_beta 109.600(10) _cell_angle_gamma 90.00 _cell_volume 6761(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.315 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2816 _exptl_absorpt_coefficient_mu 1.351 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.594 _exptl_absorpt_correction_T_max 0.673 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 48937 _diffrn_reflns_av_R_equivalents 0.0576 _diffrn_reflns_av_sigmaI/netI 0.0568 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 26.35 _reflns_number_total 13741 _reflns_number_gt 8460 _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. Two crystallographically independent molecules were refined in the asymmetric unit. There are no significant geometric differences between the two. The tert-butyl and one isopropyl group of each was found to be disordered over two sites. This disorder was successfully modelled. ; _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^)+(0.0213P)^2^+24.4826P] 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 13741 _refine_ls_number_parameters 861 _refine_ls_number_restraints 32 _refine_ls_R_factor_all 0.1109 _refine_ls_R_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.1418 _refine_ls_wR_factor_gt 0.1219 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.076 _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 0.33756(2) 0.16369(3) 0.22937(3) 0.02570(15) Uani 1 1 d . . . Ge2 Ge 0.16717(2) -0.33757(3) 0.26942(3) 0.02605(15) Uani 1 1 d . . . Fe1 Fe 0.27885(3) 0.18691(5) 0.10081(4) 0.0297(2) Uani 1 1 d . . . Fe2 Fe 0.22156(3) -0.31017(5) 0.39847(4) 0.0315(2) Uani 1 1 d . . . O1 O 0.3176(2) 0.0278(3) 0.0707(2) 0.0487(11) Uani 1 1 d . . . O2 O 0.3949(2) 0.2727(3) 0.1055(3) 0.090(2) Uani 1 1 d . . . O3 O 0.1762(2) -0.4650(3) 0.4295(2) 0.0544(11) Uani 1 1 d . . . O4 O 0.1097(2) -0.2137(3) 0.3847(3) 0.0883(19) Uani 1 1 d . . . N1 N 0.41821(18) 0.0970(2) 0.2418(2) 0.0239(9) Uani 1 1 d . . . N2 N 0.33317(19) 0.0459(2) 0.2571(2) 0.0252(9) Uani 1 1 d . . . N3 N 0.17147(17) -0.4569(2) 0.2456(2) 0.0243(9) Uani 1 1 d . . . N4 N 0.08564(17) -0.4034(2) 0.2550(2) 0.0245(9) Uani 1 1 d . . . C1 C 0.3965(2) 0.0340(3) 0.2697(2) 0.0233(10) Uani 1 1 d . A . C2 C 0.4351(2) -0.0406(3) 0.3073(3) 0.0305(12) Uani 1 1 d . . . C3 C 0.4033(4) -0.1143(4) 0.2651(5) 0.030(2) Uani 0.595(8) 1 d PU A 1 H3A H 0.3995 -0.1078 0.2140 0.044 Uiso 0.595(8) 1 calc PR A 1 H3B H 0.3603 -0.1207 0.2688 0.044 Uiso 0.595(8) 1 calc PR A 1 H3C H 0.4293 -0.1619 0.2851 0.044 Uiso 0.595(8) 1 calc PR A 1 C3A C 0.3932(9) -0.1086(11) 0.3320(12) 0.076(7) Uani 0.405(8) 1 d P A 2 H3A1 H 0.3550 -0.1223 0.2906 0.113 Uiso 0.405(8) 1 calc PR A 2 H3A2 H 0.3799 -0.0873 0.3716 0.113 Uiso 0.405(8) 1 calc PR A 2 H3A3 H 0.4194 -0.1569 0.3487 0.113 Uiso 0.405(8) 1 calc PR A 2 C4 C 0.5065(4) -0.0416(5) 0.3118(5) 0.024(2) Uani 0.595(8) 1 d P A 1 H4A H 0.5261 -0.0930 0.3323 0.037 Uiso 0.595(8) 1 calc PR A 1 H4B H 0.5295 0.0026 0.3429 0.037 Uiso 0.595(8) 1 calc PR A 1 H4C H 0.5091 -0.0351 0.2630 0.037 Uiso 0.595(8) 1 calc PR A 1 C4A C 0.4622(9) -0.0817(10) 0.2570(12) 0.075(7) Uani 0.405(8) 1 d P A 2 H4A1 H 0.4823 -0.1324 0.2787 0.112 Uiso 0.405(8) 1 calc PR A 2 H4A2 H 0.4945 -0.0471 0.2477 0.112 Uiso 0.405(8) 1 calc PR A 2 H4A3 H 0.4277 -0.0929 0.2111 0.112 Uiso 0.405(8) 1 calc PR A 2 C5 C 0.4349(4) -0.0478(5) 0.3850(5) 0.036(2) Uani 0.595(8) 1 d PU A 1 H5A H 0.3904 -0.0485 0.3847 0.053 Uiso 0.595(8) 1 calc PR A 1 H5B H 0.4575 -0.0017 0.4135 0.053 Uiso 0.595(8) 1 calc PR A 1 H5C H 0.4565 -0.0977 0.4068 0.053 Uiso 0.595(8) 1 calc PR A 1 C5A C 0.4867(8) -0.0157(11) 0.3802(10) 0.071(6) Uani 0.405(8) 1 d P A 2 H5A1 H 0.4683 0.0239 0.4048 0.106 Uiso 0.405(8) 1 calc PR A 2 H5A2 H 0.5237 0.0080 0.3706 0.106 Uiso 0.405(8) 1 calc PR A 2 H5A3 H 0.5006 -0.0632 0.4112 0.106 Uiso 0.405(8) 1 calc PR A 2 C6 C 0.4835(2) 0.1203(3) 0.2543(3) 0.0300(12) Uani 1 1 d . . . C7 C 0.5109(2) 0.1072(3) 0.1989(3) 0.0362(13) Uani 1 1 d . C . C8 C 0.5755(2) 0.1256(4) 0.2146(4) 0.0518(17) Uani 1 1 d . . . H8 H 0.5951 0.1144 0.1792 0.062 Uiso 1 1 calc R . . C9 C 0.6115(3) 0.1589(5) 0.2784(4) 0.065(2) Uani 1 1 d . . . H9 H 0.6560 0.1685 0.2881 0.078 Uiso 1 1 calc R . . C10 C 0.5835(3) 0.1788(4) 0.3294(4) 0.0553(18) Uani 1 1 d . . . H10 H 0.6079 0.2056 0.3728 0.066 Uiso 1 1 calc R . . C11 C 0.5188(3) 0.1595(3) 0.3172(3) 0.0353(12) Uani 1 1 d . . . C12 C 0.4730(3) 0.0750(4) 0.1256(3) 0.0480(16) Uani 1 1 d . . . H12 H 0.4273 0.0888 0.1185 0.058 Uiso 1 1 calc R B 1 C13 C 0.4903(5) 0.1232(7) 0.0615(5) 0.031(3) Uani 0.544(17) 1 d P C 1 H13A H 0.4553 0.1161 0.0152 0.046 Uiso 0.544(17) 1 calc PR C 1 H13B H 0.5303 0.1019 0.0573 0.046 Uiso 0.544(17) 1 calc PR C 1 H13C H 0.4956 0.1806 0.0735 0.046 Uiso 0.544(17) 1 calc PR C 1 C13A C 0.4664(13) 0.1271(16) 0.0726(15) 0.108(9) Uiso 0.456(17) 1 d P C 2 H13D H 0.5076 0.1337 0.0645 0.162 Uiso 0.456(17) 1 calc PR C 2 H13E H 0.4526 0.1791 0.0860 0.162 Uiso 0.456(17) 1 calc PR C 2 H13F H 0.4340 0.1074 0.0280 0.162 Uiso 0.456(17) 1 calc PR C 2 C14 C 0.4732(4) -0.0110(5) 0.1117(5) 0.023(3) Uani 0.544(17) 1 d P C 1 H14A H 0.4481 -0.0218 0.0608 0.035 Uiso 0.544(17) 1 calc PR C 1 H14B H 0.4540 -0.0397 0.1432 0.035 Uiso 0.544(17) 1 calc PR C 1 H14C H 0.5175 -0.0294 0.1218 0.035 Uiso 0.544(17) 1 calc PR C 1 C14A C 0.5192(13) -0.0014(14) 0.1201(14) 0.110(9) Uiso 0.456(17) 1 d P C 2 H14D H 0.4949 -0.0374 0.0807 0.165 Uiso 0.456(17) 1 calc PR C 2 H14E H 0.5329 -0.0310 0.1661 0.165 Uiso 0.456(17) 1 calc PR C 2 H14F H 0.5570 0.0190 0.1101 0.165 Uiso 0.456(17) 1 calc PR C 2 C15 C 0.4884(3) 0.1870(3) 0.3730(3) 0.0439(15) Uani 1 1 d . . . H15 H 0.4463 0.1583 0.3612 0.053 Uiso 1 1 calc R . . C16 C 0.4733(4) 0.2778(4) 0.3660(4) 0.080(2) Uani 1 1 d . . . H16A H 0.5133 0.3082 0.3760 0.121 Uiso 1 1 calc R . . H16B H 0.4521 0.2932 0.4008 0.121 Uiso 1 1 calc R . . H16C H 0.4447 0.2896 0.3166 0.121 Uiso 1 1 calc R . . C17 C 0.5270(4) 0.1674(5) 0.4522(4) 0.080(2) Uani 1 1 d . . . H17A H 0.5376 0.1100 0.4567 0.120 Uiso 1 1 calc R . . H17B H 0.5014 0.1807 0.4831 0.120 Uiso 1 1 calc R . . H17C H 0.5668 0.1990 0.4676 0.120 Uiso 1 1 calc R . . C18 C 0.2875(2) 0.0081(3) 0.2853(3) 0.0286(11) Uani 1 1 d . . . C19 C 0.2851(3) 0.0332(4) 0.3533(3) 0.0412(14) Uani 1 1 d . . . C20 C 0.2343(3) 0.0049(4) 0.3734(3) 0.0523(17) Uani 1 1 d . . . H20 H 0.2313 0.0216 0.4186 0.063 Uiso 1 1 calc R . . C21 C 0.1883(4) -0.0462(4) 0.3306(4) 0.062(2) Uani 1 1 d . . . H21 H 0.1544 -0.0645 0.3464 0.074 Uiso 1 1 calc R . . C22 C 0.1915(3) -0.0709(4) 0.2641(4) 0.0570(18) Uani 1 1 d . . . H22 H 0.1600 -0.1065 0.2343 0.068 Uiso 1 1 calc R . . C23 C 0.2419(3) -0.0431(3) 0.2406(3) 0.0432(15) Uani 1 1 d . . . C24 C 0.3319(3) 0.0909(4) 0.4031(3) 0.0527(17) Uani 1 1 d . . . H24 H 0.3687 0.0978 0.3848 0.063 Uiso 1 1 calc R . . C25 C 0.3022(4) 0.1725(5) 0.4033(4) 0.077(2) Uani 1 1 d . . . H25A H 0.2864 0.1938 0.3537 0.116 Uiso 1 1 calc R . . H25B H 0.3346 0.2091 0.4344 0.116 Uiso 1 1 calc R . . H25C H 0.2663 0.1677 0.4220 0.116 Uiso 1 1 calc R . . C26 C 0.3591(4) 0.0593(5) 0.4816(4) 0.083(2) Uani 1 1 d U . . H26A H 0.3273 0.0672 0.5059 0.124 Uiso 1 1 calc R . . H26B H 0.3985 0.0887 0.5079 0.124 Uiso 1 1 calc R . . H26C H 0.3688 0.0018 0.4809 0.124 Uiso 1 1 calc R . . C27 C 0.2425(3) -0.0707(5) 0.1672(4) 0.064(2) Uani 1 1 d . . . H27 H 0.2799 -0.0453 0.1576 0.077 Uiso 1 1 calc R . . C28 C 0.2478(5) -0.1626(5) 0.1621(5) 0.108(3) Uani 1 1 d U . . H28A H 0.2832 -0.1822 0.2040 0.162 Uiso 1 1 calc R . . H28B H 0.2562 -0.1764 0.1173 0.162 Uiso 1 1 calc R . . H28C H 0.2075 -0.1876 0.1616 0.162 Uiso 1 1 calc R . . C29 C 0.1817(5) -0.0436(6) 0.1100(5) 0.105(3) Uani 1 1 d . . . H29A H 0.1826 -0.0594 0.0621 0.157 Uiso 1 1 calc R . . H29B H 0.1781 0.0150 0.1121 0.157 Uiso 1 1 calc R . . H29C H 0.1447 -0.0687 0.1185 0.157 Uiso 1 1 calc R . . C30 C 0.2173(3) 0.2678(5) 0.1282(4) 0.063(2) Uani 1 1 d . . . H30 H 0.2293 0.3004 0.1706 0.076 Uiso 1 1 calc R . . C31 C 0.1925(3) 0.1903(5) 0.1231(4) 0.066(2) Uani 1 1 d . . . H31 H 0.1849 0.1604 0.1609 0.079 Uiso 1 1 calc R . . C32 C 0.1808(3) 0.1643(4) 0.0501(4) 0.0556(18) Uani 1 1 d . . . H32 H 0.1642 0.1135 0.0303 0.067 Uiso 1 1 calc R . . C33 C 0.1982(3) 0.2274(4) 0.0134(3) 0.0491(16) Uani 1 1 d . . . H33 H 0.1944 0.2272 -0.0364 0.059 Uiso 1 1 calc R . . C34 C 0.2219(3) 0.2903(4) 0.0613(4) 0.0581(18) Uani 1 1 d . . . H34 H 0.2383 0.3398 0.0506 0.070 Uiso 1 1 calc R . . C35 C 0.3035(2) 0.0910(4) 0.0842(3) 0.0346(13) Uani 1 1 d . . . C36 C 0.3497(3) 0.2362(4) 0.1027(3) 0.0453(15) Uani 1 1 d . . . C37 C 0.1083(2) -0.4680(3) 0.2300(2) 0.0237(10) Uani 1 1 d . D . C38 C 0.0691(2) -0.5422(3) 0.1933(3) 0.0291(11) Uani 1 1 d . . . C39 C 0.1093(3) -0.6086(4) 0.1751(4) 0.0281(18) Uani 0.710(8) 1 d P D 1 H39A H 0.1426 -0.6267 0.2198 0.042 Uiso 0.710(8) 1 calc PR D 1 H39B H 0.1297 -0.5876 0.1413 0.042 Uiso 0.710(8) 1 calc PR D 1 H39C H 0.0815 -0.6540 0.1526 0.042 Uiso 0.710(8) 1 calc PR D 1 C39A C 0.0696(12) -0.5494(15) 0.1131(14) 0.065(7) Uiso 0.290(8) 1 d P D 2 H39D H 0.1136 -0.5596 0.1140 0.098 Uiso 0.290(8) 1 calc PR D 2 H39E H 0.0539 -0.4991 0.0871 0.098 Uiso 0.290(8) 1 calc PR D 2 H39F H 0.0417 -0.5939 0.0885 0.098 Uiso 0.290(8) 1 calc PR D 2 C40 C 0.0375(4) -0.5792(4) 0.2457(4) 0.037(2) Uani 0.710(8) 1 d P D 1 H40A H 0.0134 -0.6275 0.2236 0.055 Uiso 0.710(8) 1 calc PR D 1 H40B H 0.0082 -0.5399 0.2552 0.055 Uiso 0.710(8) 1 calc PR D 1 H40C H 0.0710 -0.5936 0.2915 0.055 Uiso 0.710(8) 1 calc PR D 1 C40A C 0.0967(15) -0.6162(18) 0.2401(17) 0.089(10) Uiso 0.290(8) 1 d P D 2 H40D H 0.0710 -0.6636 0.2187 0.134 Uiso 0.290(8) 1 calc PR D 2 H40E H 0.0955 -0.6076 0.2892 0.134 Uiso 0.290(8) 1 calc PR D 2 H40F H 0.1412 -0.6245 0.2424 0.134 Uiso 0.290(8) 1 calc PR D 2 C41 C 0.0166(3) -0.5201(4) 0.1233(4) 0.038(2) Uani 0.710(8) 1 d P D 1 H41A H -0.0082 -0.5682 0.1022 0.057 Uiso 0.710(8) 1 calc PR D 1 H41B H 0.0359 -0.4976 0.0891 0.057 Uiso 0.710(8) 1 calc PR D 1 H41C H -0.0119 -0.4801 0.1334 0.057 Uiso 0.710(8) 1 calc PR D 1 C41A C -0.0077(11) -0.5377(15) 0.1846(14) 0.060(7) Uiso 0.290(8) 1 d P D 2 H41D H -0.0297 -0.5858 0.1592 0.090 Uiso 0.290(8) 1 calc PR D 2 H41E H -0.0269 -0.4897 0.1566 0.090 Uiso 0.290(8) 1 calc PR D 2 H41F H -0.0121 -0.5349 0.2328 0.090 Uiso 0.290(8) 1 calc PR D 2 C42 C 0.2186(2) -0.4953(3) 0.2215(3) 0.0314(12) Uani 1 1 d . . . C43 C 0.2683(3) -0.5405(3) 0.2700(3) 0.0429(14) Uani 1 1 d . F . C44 C 0.3164(3) -0.5709(4) 0.2467(4) 0.0559(18) Uani 1 1 d . . . H44 H 0.3488 -0.6040 0.2784 0.067 Uiso 1 1 calc R . . C45 C 0.3183(3) -0.5540(4) 0.1785(4) 0.0596(19) Uani 1 1 d . . . H45 H 0.3525 -0.5738 0.1641 0.071 Uiso 1 1 calc R . . C46 C 0.2717(3) -0.5095(4) 0.1326(4) 0.0571(19) Uani 1 1 d . . . H46 H 0.2735 -0.4985 0.0856 0.069 Uiso 1 1 calc R . . C47 C 0.2207(2) -0.4788(4) 0.1511(3) 0.0380(14) Uani 1 1 d . . . C48 C 0.2702(3) -0.5531(4) 0.3478(4) 0.059(2) Uani 1 1 d D . . H48 H 0.2557 -0.5007 0.3622 0.071 Uiso 1 1 calc R E 1 C49 C 0.3413(5) -0.5672(9) 0.4053(6) 0.064(4) Uani 0.623(14) 1 d P F 1 H49A H 0.3703 -0.5254 0.3990 0.096 Uiso 0.623(14) 1 calc PR F 1 H49B H 0.3571 -0.6202 0.3970 0.096 Uiso 0.623(14) 1 calc PR F 1 H49C H 0.3398 -0.5647 0.4547 0.096 Uiso 0.623(14) 1 calc PR F 1 C49A C 0.3222(13) -0.5363(17) 0.3946(15) 0.076(8) Uiso 0.377(14) 1 d P F 2 H49D H 0.3181 -0.5411 0.4428 0.114 Uiso 0.377(14) 1 calc PR F 2 H49E H 0.3342 -0.4811 0.3873 0.114 Uiso 0.377(14) 1 calc PR F 2 H49F H 0.3553 -0.5735 0.3908 0.114 Uiso 0.377(14) 1 calc PR F 2 C50 C 0.2293(4) -0.6120(5) 0.3621(5) 0.036(3) Uani 0.623(14) 1 d P F 1 H50A H 0.2354 -0.6636 0.3411 0.054 Uiso 0.623(14) 1 calc PR F 1 H50B H 0.1844 -0.5950 0.3405 0.054 Uiso 0.623(14) 1 calc PR F 1 H50C H 0.2399 -0.6180 0.4147 0.054 Uiso 0.623(14) 1 calc PR F 1 C50A C 0.2627(12) -0.6528(10) 0.3434(13) 0.086(8) Uiso 0.377(14) 1 d PD F 2 H50D H 0.3037 -0.6771 0.3456 0.130 Uiso 0.377(14) 1 calc PR F 2 H50E H 0.2294 -0.6680 0.2977 0.130 Uiso 0.377(14) 1 calc PR F 2 H50F H 0.2505 -0.6721 0.3844 0.130 Uiso 0.377(14) 1 calc PR F 2 C51 C 0.1705(3) -0.4291(5) 0.0957(3) 0.0580(19) Uani 1 1 d . . . H51 H 0.1340 -0.4209 0.1145 0.070 Uiso 1 1 calc R . . C52 C 0.1972(4) -0.3460(6) 0.0879(4) 0.092(3) Uani 1 1 d . . . H52A H 0.2111 -0.3187 0.1350 0.138 Uiso 1 1 calc R . . H52B H 0.1637 -0.3141 0.0527 0.138 Uiso 1 1 calc R . . H52C H 0.2340 -0.3520 0.0709 0.138 Uiso 1 1 calc R . . C53 C 0.1430(4) -0.4702(6) 0.0209(4) 0.085(2) Uani 1 1 d U . . H53A H 0.1777 -0.4801 0.0013 0.127 Uiso 1 1 calc R . . H53B H 0.1106 -0.4352 -0.0124 0.127 Uiso 1 1 calc R . . H53C H 0.1230 -0.5214 0.0261 0.127 Uiso 1 1 calc R . . C54 C 0.0197(2) -0.3787(3) 0.2408(3) 0.0329(12) Uani 1 1 d . . . C55 C -0.0114(2) -0.3343(3) 0.1749(3) 0.0413(14) Uani 1 1 d . . . C56 C -0.0749(3) -0.3121(5) 0.1636(5) 0.080(3) Uani 1 1 d . . . H56 H -0.0977 -0.2846 0.1200 0.096 Uiso 1 1 calc R . . C57 C -0.1057(3) -0.3279(6) 0.2117(6) 0.096(3) Uani 1 1 d . . . H57 H -0.1494 -0.3125 0.2006 0.115 Uiso 1 1 calc R . . C58 C -0.0737(3) -0.3664(5) 0.2772(5) 0.072(2) Uani 1 1 d . . . H58 H -0.0950 -0.3758 0.3114 0.086 Uiso 1 1 calc R . . C59 C -0.0105(2) -0.3911(3) 0.2921(4) 0.0431(15) Uani 1 1 d . H . C60 C 0.0213(3) -0.3093(3) 0.1229(3) 0.0489(16) Uani 1 1 d . . . H60 H 0.0626 -0.3396 0.1344 0.059 Uiso 1 1 calc R . . C61 C -0.0200(3) -0.3267(5) 0.0437(4) 0.076(2) Uani 1 1 d . . . H61A H -0.0375 -0.3813 0.0400 0.114 Uiso 1 1 calc R . . H61B H 0.0067 -0.3219 0.0126 0.114 Uiso 1 1 calc R . . H61C H -0.0554 -0.2879 0.0279 0.114 Uiso 1 1 calc R . . C62 C 0.0364(4) -0.2195(4) 0.1320(4) 0.084(3) Uani 1 1 d . . . H62A H -0.0036 -0.1886 0.1136 0.125 Uiso 1 1 calc R . . H62B H 0.0648 -0.2049 0.1047 0.125 Uiso 1 1 calc R . . H62C H 0.0578 -0.2073 0.1835 0.125 Uiso 1 1 calc R . . C63 C 0.0220(3) -0.4290(4) 0.3660(4) 0.0544(18) Uani 1 1 d D . . H63 H 0.0636 -0.4530 0.3661 0.065 Uiso 1 1 calc R G 1 C64 C -0.0219(6) -0.4999(5) 0.3781(6) 0.050(4) Uani 0.62(2) 1 d P H 1 H64A H -0.0365 -0.5337 0.3345 0.075 Uiso 0.62(2) 1 calc PR H 1 H64B H -0.0593 -0.4771 0.3874 0.075 Uiso 0.62(2) 1 calc PR H 1 H64C H 0.0030 -0.5326 0.4198 0.075 Uiso 0.62(2) 1 calc PR H 1 C64A C 0.0247(17) -0.5082(16) 0.3881(15) 0.107(11) Uiso 0.38(2) 1 d P H 2 H64D H 0.0403 -0.5106 0.4412 0.161 Uiso 0.38(2) 1 calc PR H 2 H64E H 0.0541 -0.5382 0.3695 0.161 Uiso 0.38(2) 1 calc PR H 2 H64F H -0.0183 -0.5321 0.3692 0.161 Uiso 0.38(2) 1 calc PR H 2 C65 C 0.0361(6) -0.3713(6) 0.4246(6) 0.046(3) Uani 0.62(2) 1 d P H 1 H65A H 0.0538 -0.3993 0.4712 0.069 Uiso 0.62(2) 1 calc PR H 1 H65B H -0.0035 -0.3433 0.4227 0.069 Uiso 0.62(2) 1 calc PR H 1 H65C H 0.0675 -0.3321 0.4196 0.069 Uiso 0.62(2) 1 calc PR H 1 C65A C 0.0153(16) -0.3783(18) 0.4323(14) 0.088(11) Uiso 0.38(2) 1 d PD H 2 H65D H -0.0293 -0.3807 0.4315 0.133 Uiso 0.38(2) 1 calc PR H 2 H65E H 0.0271 -0.3222 0.4280 0.133 Uiso 0.38(2) 1 calc PR H 2 H65F H 0.0438 -0.4008 0.4781 0.133 Uiso 0.38(2) 1 calc PR H 2 C66 C 0.2877(3) -0.2330(6) 0.3762(5) 0.072(2) Uani 1 1 d . . . H66 H 0.2773 -0.1975 0.3358 0.086 Uiso 1 1 calc R . . C67 C 0.3084(3) -0.3112(6) 0.3768(4) 0.076(3) Uani 1 1 d . . . H67 H 0.3151 -0.3390 0.3375 0.091 Uiso 1 1 calc R . . C68 C 0.3180(3) -0.3429(5) 0.4481(5) 0.072(2) Uani 1 1 d . . . H68 H 0.3318 -0.3955 0.4651 0.087 Uiso 1 1 calc R . . C69 C 0.3027(3) -0.2793(6) 0.4879(4) 0.071(2) Uani 1 1 d . . . H69 H 0.3047 -0.2814 0.5371 0.085 Uiso 1 1 calc R . . C70 C 0.2845(3) -0.2149(5) 0.4427(5) 0.069(2) Uani 1 1 d . . . H70 H 0.2715 -0.1644 0.4557 0.082 Uiso 1 1 calc R . . C71 C 0.1919(3) -0.4020(4) 0.4157(3) 0.0385(13) Uani 1 1 d . . . C72 C 0.1535(3) -0.2535(4) 0.3893(4) 0.0498(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ge1 0.0278(3) 0.0260(3) 0.0212(3) 0.0020(2) 0.0054(2) 0.0023(2) Ge2 0.0251(3) 0.0295(3) 0.0206(3) -0.0028(2) 0.0037(2) -0.0042(2) Fe1 0.0218(4) 0.0425(5) 0.0237(4) 0.0073(3) 0.0061(3) 0.0061(3) Fe2 0.0223(4) 0.0472(5) 0.0245(4) -0.0110(3) 0.0071(3) -0.0058(3) O1 0.054(3) 0.053(3) 0.039(3) -0.006(2) 0.015(2) 0.009(2) O2 0.051(3) 0.097(4) 0.113(5) 0.055(4) 0.014(3) -0.026(3) O3 0.064(3) 0.060(3) 0.040(3) 0.005(2) 0.018(2) -0.008(2) O4 0.049(3) 0.093(4) 0.125(5) -0.048(4) 0.032(3) 0.010(3) N1 0.0211(19) 0.023(2) 0.026(2) 0.0049(17) 0.0063(18) 0.0001(17) N2 0.031(2) 0.024(2) 0.024(2) 0.0034(17) 0.0129(19) -0.0036(18) N3 0.0208(19) 0.033(2) 0.020(2) -0.0068(17) 0.0089(17) -0.0018(17) N4 0.0189(19) 0.023(2) 0.027(2) 0.0005(17) 0.0020(18) 0.0041(17) C1 0.023(2) 0.027(3) 0.019(3) -0.003(2) 0.006(2) 0.004(2) C2 0.032(3) 0.021(3) 0.040(3) 0.007(2) 0.014(2) -0.002(2) C3 0.029(4) 0.012(3) 0.048(5) 0.000(3) 0.014(3) -0.004(3) C3A 0.071(13) 0.068(13) 0.098(17) 0.031(12) 0.041(12) 0.008(11) C4 0.021(4) 0.016(4) 0.035(5) 0.009(3) 0.008(3) 0.007(3) C4A 0.080(14) 0.049(11) 0.117(19) 0.020(11) 0.062(14) 0.011(10) C5 0.041(4) 0.034(4) 0.034(4) 0.021(3) 0.016(4) 0.020(4) C5A 0.054(11) 0.067(12) 0.065(13) 0.020(10) -0.016(9) -0.002(9) C6 0.020(2) 0.025(3) 0.034(3) 0.006(2) -0.005(2) -0.006(2) C7 0.026(3) 0.040(3) 0.045(3) 0.003(3) 0.015(2) -0.004(2) C8 0.020(3) 0.073(5) 0.059(4) 0.007(3) 0.009(3) -0.012(3) C9 0.032(3) 0.102(6) 0.059(5) 0.004(4) 0.015(3) -0.027(4) C10 0.043(3) 0.060(4) 0.045(4) -0.001(3) -0.008(3) -0.033(3) C11 0.039(3) 0.028(3) 0.034(3) 0.005(2) 0.005(2) -0.005(2) C12 0.031(3) 0.070(4) 0.054(4) -0.010(3) 0.028(3) -0.007(3) C13 0.027(5) 0.054(7) 0.014(5) 0.007(4) 0.012(4) -0.001(5) C14 0.023(5) 0.022(5) 0.026(5) -0.003(3) 0.008(4) -0.004(3) C15 0.044(3) 0.033(3) 0.035(3) -0.002(3) -0.013(3) -0.009(3) C16 0.115(7) 0.048(4) 0.068(6) -0.017(4) 0.018(5) -0.007(4) C17 0.091(6) 0.093(6) 0.036(4) 0.000(4) -0.006(4) -0.023(5) C18 0.036(3) 0.023(3) 0.032(3) 0.004(2) 0.019(2) 0.002(2) C19 0.045(3) 0.046(3) 0.042(4) 0.009(3) 0.027(3) 0.010(3) C20 0.063(4) 0.066(4) 0.041(4) 0.010(3) 0.036(3) 0.000(4) C21 0.076(5) 0.055(4) 0.083(6) 0.024(4) 0.065(5) 0.006(4) C22 0.066(4) 0.039(3) 0.083(5) -0.003(3) 0.048(4) -0.014(3) C23 0.048(3) 0.040(3) 0.059(4) -0.003(3) 0.040(3) -0.013(3) C24 0.043(3) 0.093(5) 0.025(3) -0.007(3) 0.016(3) -0.002(3) C25 0.081(5) 0.095(6) 0.064(5) -0.037(4) 0.038(4) 0.007(5) C26 0.083(5) 0.125(5) 0.046(4) 0.007(4) 0.028(4) 0.005(4) C27 0.062(4) 0.079(5) 0.059(5) -0.029(4) 0.030(4) -0.050(4) C28 0.121(6) 0.107(5) 0.097(5) -0.041(4) 0.037(5) 0.009(5) C29 0.149(9) 0.119(8) 0.071(6) 0.026(6) 0.070(7) 0.015(7) C30 0.046(4) 0.100(6) 0.044(4) -0.007(4) 0.015(3) 0.025(4) C31 0.025(3) 0.130(7) 0.047(4) 0.022(4) 0.017(3) 0.006(4) C32 0.021(3) 0.077(5) 0.058(5) -0.009(4) -0.001(3) -0.002(3) C33 0.032(3) 0.073(5) 0.034(4) 0.018(3) 0.001(3) 0.020(3) C34 0.060(4) 0.055(4) 0.055(5) 0.001(4) 0.012(4) 0.020(3) C35 0.027(3) 0.051(4) 0.024(3) 0.002(3) 0.007(2) -0.005(3) C36 0.031(3) 0.060(4) 0.041(4) 0.028(3) 0.007(3) 0.009(3) C37 0.029(2) 0.024(3) 0.018(3) 0.001(2) 0.008(2) 0.006(2) C38 0.026(3) 0.027(3) 0.032(3) -0.004(2) 0.007(2) -0.003(2) C39 0.025(3) 0.020(3) 0.039(4) -0.015(3) 0.012(3) -0.002(3) C40 0.040(4) 0.025(4) 0.055(5) -0.003(4) 0.029(4) -0.008(3) C41 0.028(4) 0.028(4) 0.049(5) -0.018(4) -0.001(4) -0.003(3) C42 0.025(2) 0.041(3) 0.034(3) -0.016(2) 0.016(2) -0.007(2) C43 0.043(3) 0.042(3) 0.049(4) 0.006(3) 0.023(3) 0.017(3) C44 0.040(3) 0.066(4) 0.071(5) -0.008(4) 0.033(3) 0.016(3) C45 0.033(3) 0.090(5) 0.066(5) -0.029(4) 0.031(3) -0.005(3) C46 0.033(3) 0.101(6) 0.048(4) -0.027(4) 0.028(3) -0.018(4) C47 0.031(3) 0.064(4) 0.020(3) -0.018(3) 0.009(2) -0.013(3) C48 0.058(4) 0.073(5) 0.059(4) 0.030(4) 0.035(4) 0.040(4) C49 0.050(6) 0.094(9) 0.040(6) 0.011(6) 0.006(5) 0.057(7) C50 0.052(5) 0.026(4) 0.037(5) 0.016(4) 0.023(4) 0.015(4) C51 0.053(4) 0.102(6) 0.022(3) -0.007(3) 0.017(3) -0.014(4) C52 0.088(6) 0.146(8) 0.045(5) 0.050(5) 0.025(4) 0.022(6) C53 0.075(4) 0.141(6) 0.038(4) -0.018(4) 0.019(3) -0.007(4) C54 0.022(2) 0.025(3) 0.049(4) -0.008(2) 0.008(2) -0.002(2) C55 0.029(3) 0.034(3) 0.045(4) -0.007(3) -0.009(3) 0.010(2) C56 0.040(4) 0.097(6) 0.080(6) -0.010(5) -0.013(4) 0.034(4) C57 0.025(3) 0.123(8) 0.121(8) -0.031(6) 0.001(4) 0.034(4) C58 0.032(4) 0.086(6) 0.102(7) -0.017(5) 0.029(4) 0.011(4) C59 0.022(3) 0.038(3) 0.071(4) -0.010(3) 0.019(3) 0.001(2) C60 0.060(4) 0.035(3) 0.039(4) 0.002(3) 0.000(3) 0.008(3) C61 0.070(5) 0.084(6) 0.042(4) 0.000(4) -0.024(4) 0.011(4) C62 0.121(7) 0.032(4) 0.074(6) 0.005(4) 0.002(5) -0.003(4) C63 0.048(4) 0.056(4) 0.076(5) 0.015(4) 0.043(4) 0.012(3) C64 0.064(8) 0.035(5) 0.080(8) -0.018(5) 0.062(7) -0.026(5) C65 0.054(7) 0.044(6) 0.055(7) -0.021(5) 0.038(6) -0.030(5) C66 0.038(4) 0.105(7) 0.075(6) 0.011(5) 0.023(4) -0.029(4) C67 0.020(3) 0.158(9) 0.053(5) -0.037(5) 0.016(3) -0.011(4) C68 0.022(3) 0.093(6) 0.082(6) -0.001(5) -0.009(3) -0.001(4) C69 0.039(4) 0.139(8) 0.029(4) -0.013(5) 0.003(3) -0.039(4) C70 0.054(4) 0.082(6) 0.071(6) -0.031(5) 0.022(4) -0.043(4) C71 0.031(3) 0.059(4) 0.023(3) -0.004(3) 0.006(2) -0.007(3) C72 0.042(3) 0.052(4) 0.057(4) -0.023(3) 0.019(3) -0.010(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ge1 N1 2.042(4) . ? Ge1 N2 2.043(4) . ? Ge1 Fe1 2.4415(11) . ? Ge2 N4 2.043(4) . ? Ge2 N3 2.048(4) . ? Ge2 Fe2 2.4460(11) . ? Fe1 C35 1.750(6) . ? Fe1 C36 1.756(6) . ? Fe1 C32 2.091(5) . ? Fe1 C31 2.094(6) . ? Fe1 C30 2.105(6) . ? Fe1 C34 2.118(6) . ? Fe1 C33 2.122(5) . ? Fe2 C72 1.730(6) . ? Fe2 C71 1.738(6) . ? Fe2 C70 2.094(6) . ? Fe2 C68 2.095(6) . ? Fe2 C66 2.096(6) . ? Fe2 C67 2.098(6) . ? Fe2 C69 2.104(6) . ? O1 C35 1.152(6) . ? O2 C36 1.153(7) . ? O3 C71 1.164(7) . ? O4 C72 1.152(7) . ? N1 C1 1.341(6) . ? N1 C6 1.432(6) . ? N2 C1 1.351(6) . ? N2 C18 1.445(6) . ? N3 C37 1.337(6) . ? N3 C42 1.428(6) . ? N4 C37 1.344(6) . ? N4 C54 1.448(6) . ? C1 C2 1.545(7) . ? C2 C4A 1.479(18) . ? C2 C3 1.512(9) . ? C2 C5 1.526(10) . ? C2 C4 1.549(8) . ? C2 C5A 1.551(17) . ? C2 C3A 1.634(17) . ? C6 C11 1.380(7) . ? C6 C7 1.424(7) . ? C7 C8 1.388(7) . ? C7 C12 1.497(8) . ? C8 C9 1.353(9) . ? C9 C10 1.378(9) . ? C10 C11 1.403(7) . ? C11 C15 1.531(8) . ? C12 C13A 1.32(3) . ? C12 C14 1.454(10) . ? C12 C13 1.637(11) . ? C12 C14A 1.65(2) . ? C15 C17 1.533(8) . ? C15 C16 1.541(8) . ? C18 C23 1.382(8) . ? C18 C19 1.412(7) . ? C19 C20 1.391(8) . ? C19 C24 1.504(8) . ? C20 C21 1.372(9) . ? C21 C22 1.388(9) . ? C22 C23 1.416(7) . ? C23 C27 1.511(8) . ? C24 C25 1.506(9) . ? C24 C26 1.540(9) . ? C27 C29 1.499(11) . ? C27 C28 1.538(10) . ? C30 C31 1.392(10) . ? C30 C34 1.396(9) . ? C31 C32 1.429(9) . ? C32 C33 1.396(9) . ? C33 C34 1.384(9) . ? C37 C38 1.540(7) . ? C38 C41 1.511(9) . ? C38 C40A 1.53(3) . ? C38 C39 1.532(7) . ? C38 C40 1.546(8) . ? C38 C39A 1.58(2) . ? C38 C41A 1.65(2) . ? C42 C43 1.403(8) . ? C42 C47 1.420(7) . ? C43 C44 1.383(7) . ? C43 C48 1.521(8) . ? C44 C45 1.378(9) . ? C45 C46 1.338(9) . ? C46 C47 1.390(7) . ? C47 C51 1.510(9) . ? C48 C49A 1.24(3) . ? C48 C50 1.424(10) . ? C48 C49 1.613(12) . ? C48 C50A 1.667(15) . ? C51 C52 1.529(10) . ? C51 C53 1.543(9) . ? C54 C59 1.393(8) . ? C54 C55 1.444(8) . ? C55 C56 1.394(8) . ? C55 C60 1.490(9) . ? C56 C57 1.360(12) . ? C57 C58 1.394(12) . ? C58 C59 1.389(7) . ? C59 C63 1.518(9) . ? C60 C62 1.528(8) . ? C60 C61 1.538(8) . ? C63 C64A 1.38(3) . ? C63 C65 1.447(12) . ? C63 C64 1.594(10) . ? C63 C65A 1.595(17) . ? C66 C70 1.358(10) . ? C66 C67 1.376(11) . ? C67 C68 1.438(11) . ? C68 C69 1.418(11) . ? C69 C70 1.361(11) . ? 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 64.19(15) . . ? N1 Ge1 Fe1 110.45(11) . . ? N2 Ge1 Fe1 111.61(12) . . ? N4 Ge2 N3 63.62(14) . . ? N4 Ge2 Fe2 110.32(11) . . ? N3 Ge2 Fe2 111.78(11) . . ? C35 Fe1 C36 95.7(3) . . ? C35 Fe1 C32 94.9(3) . . ? C36 Fe1 C32 150.2(3) . . ? C35 Fe1 C31 115.1(3) . . ? C36 Fe1 C31 148.2(3) . . ? C32 Fe1 C31 39.9(3) . . ? C35 Fe1 C30 153.7(3) . . ? C36 Fe1 C30 110.1(3) . . ? C32 Fe1 C30 65.3(3) . . ? C31 Fe1 C30 38.7(3) . . ? C35 Fe1 C34 148.8(3) . . ? C36 Fe1 C34 92.5(3) . . ? C32 Fe1 C34 65.1(3) . . ? C31 Fe1 C34 65.4(3) . . ? C30 Fe1 C34 38.6(3) . . ? C35 Fe1 C33 111.6(3) . . ? C36 Fe1 C33 111.7(2) . . ? C32 Fe1 C33 38.7(2) . . ? C31 Fe1 C33 65.3(2) . . ? C30 Fe1 C33 64.1(3) . . ? C34 Fe1 C33 38.1(2) . . ? C35 Fe1 Ge1 87.49(17) . . ? C36 Fe1 Ge1 83.74(19) . . ? C32 Fe1 Ge1 124.5(2) . . ? C31 Fe1 Ge1 89.76(19) . . ? C30 Fe1 Ge1 90.25(19) . . ? C34 Fe1 Ge1 123.31(19) . . ? C33 Fe1 Ge1 153.05(18) . . ? C72 Fe2 C71 97.3(3) . . ? C72 Fe2 C70 93.7(3) . . ? C71 Fe2 C70 145.7(3) . . ? C72 Fe2 C68 154.4(3) . . ? C71 Fe2 C68 94.2(3) . . ? C70 Fe2 C68 64.8(3) . . ? C72 Fe2 C66 106.6(3) . . ? C71 Fe2 C66 155.8(3) . . ? C70 Fe2 C66 37.8(3) . . ? C68 Fe2 C66 65.4(3) . . ? C72 Fe2 C67 143.5(4) . . ? C71 Fe2 C67 117.5(3) . . ? C70 Fe2 C67 64.1(3) . . ? C68 Fe2 C67 40.1(3) . . ? C66 Fe2 C67 38.3(3) . . ? C72 Fe2 C69 114.9(3) . . ? C71 Fe2 C69 109.0(3) . . ? C70 Fe2 C69 37.8(3) . . ? C68 Fe2 C69 39.5(3) . . ? C66 Fe2 C69 64.2(3) . . ? C67 Fe2 C69 65.7(3) . . ? C72 Fe2 Ge2 83.4(2) . . ? C71 Fe2 Ge2 87.10(18) . . ? C70 Fe2 Ge2 126.5(2) . . ? C68 Fe2 Ge2 120.1(3) . . ? C66 Fe2 Ge2 92.0(2) . . ? C67 Fe2 Ge2 87.5(2) . . ? C69 Fe2 Ge2 152.74(19) . . ? C1 N1 C6 128.2(4) . . ? C1 N1 Ge1 93.2(3) . . ? C6 N1 Ge1 131.4(3) . . ? C1 N2 C18 132.7(4) . . ? C1 N2 Ge1 92.9(3) . . ? C18 N2 Ge1 128.2(3) . . ? C37 N3 C42 133.1(4) . . ? C37 N3 Ge2 93.4(3) . . ? C42 N3 Ge2 127.1(3) . . ? C37 N4 C54 129.0(4) . . ? C37 N4 Ge2 93.5(3) . . ? C54 N4 Ge2 131.2(3) . . ? N1 C1 N2 107.5(4) . . ? N1 C1 C2 127.2(4) . . ? N2 C1 C2 125.2(4) . . ? C4A C2 C3 58.7(8) . . ? C4A C2 C5 139.8(9) . . ? C3 C2 C5 108.9(6) . . ? C4A C2 C1 109.6(8) . . ? C3 C2 C1 108.0(5) . . ? C5 C2 C1 110.5(5) . . ? C4A C2 C4 53.3(9) . . ? C3 C2 C4 107.5(5) . . ? C5 C2 C4 106.7(6) . . ? C1 C2 C4 115.1(4) . . ? C4A C2 C5A 113.5(12) . . ? C3 C2 C5A 141.4(8) . . ? C5 C2 C5A 49.7(8) . . ? C1 C2 C5A 109.9(8) . . ? C4 C2 C5A 62.1(8) . . ? C4A C2 C3A 105.8(10) . . ? C3 C2 C3A 52.8(8) . . ? C5 C2 C3A 57.3(8) . . ? C1 C2 C3A 114.7(7) . . ? C4 C2 C3A 130.0(8) . . ? C5A C2 C3A 103.1(11) . . ? C11 C6 C7 119.4(5) . . ? C11 C6 N1 121.1(5) . . ? C7 C6 N1 119.4(4) . . ? C8 C7 C6 117.8(5) . . ? C8 C7 C12 119.5(5) . . ? C6 C7 C12 122.6(4) . . ? C9 C8 C7 122.4(6) . . ? C8 C9 C10 119.9(6) . . ? C9 C10 C11 120.0(6) . . ? C6 C11 C10 119.9(5) . . ? C6 C11 C15 121.6(5) . . ? C10 C11 C15 118.4(5) . . ? C13A C12 C14 120.4(14) . . ? C13A C12 C7 113.3(13) . . ? C14 C12 C7 119.7(6) . . ? C13A C12 C13 21.7(13) . . ? C14 C12 C13 108.9(6) . . ? C7 C12 C13 111.0(6) . . ? C13A C12 C14A 111.3(15) . . ? C14 C12 C14A 36.3(9) . . ? C7 C12 C14A 100.3(10) . . ? C13 C12 C14A 91.2(10) . . ? C11 C15 C17 115.3(5) . . ? C11 C15 C16 111.2(5) . . ? C17 C15 C16 109.2(6) . . ? C23 C18 C19 121.8(5) . . ? C23 C18 N2 118.7(4) . . ? C19 C18 N2 118.9(5) . . ? C20 C19 C18 117.1(6) . . ? C20 C19 C24 118.4(5) . . ? C18 C19 C24 124.4(5) . . ? C21 C20 C19 122.6(6) . . ? C20 C21 C22 119.6(5) . . ? C21 C22 C23 120.0(6) . . ? C18 C23 C22 118.8(5) . . ? C18 C23 C27 123.4(4) . . ? C22 C23 C27 117.8(5) . . ? C19 C24 C25 111.9(5) . . ? C19 C24 C26 112.4(6) . . ? C25 C24 C26 109.3(6) . . ? C29 C27 C23 109.1(6) . . ? C29 C27 C28 108.6(7) . . ? C23 C27 C28 112.9(6) . . ? C31 C30 C34 109.4(7) . . ? C31 C30 Fe1 70.2(4) . . ? C34 C30 Fe1 71.2(4) . . ? C30 C31 C32 106.7(6) . . ? C30 C31 Fe1 71.1(3) . . ? C32 C31 Fe1 69.9(3) . . ? C33 C32 C31 107.3(6) . . ? C33 C32 Fe1 71.8(3) . . ? C31 C32 Fe1 70.1(3) . . ? C34 C33 C32 109.1(6) . . ? C34 C33 Fe1 70.8(4) . . ? C32 C33 Fe1 69.5(3) . . ? C33 C34 C30 107.5(7) . . ? C33 C34 Fe1 71.1(4) . . ? C30 C34 Fe1 70.2(4) . . ? O1 C35 Fe1 177.3(5) . . ? O2 C36 Fe1 175.8(7) . . ? N3 C37 N4 107.1(4) . . ? N3 C37 C38 126.6(4) . . ? N4 C37 C38 126.2(4) . . ? C41 C38 C40A 140.1(13) . . ? C41 C38 C39 107.1(5) . . ? C40A C38 C39 54.2(12) . . ? C41 C38 C37 111.5(5) . . ? C40A C38 C37 108.4(12) . . ? C39 C38 C37 114.0(4) . . ? C41 C38 C40 108.5(5) . . ? C40A C38 C40 57.5(12) . . ? C39 C38 C40 107.0(5) . . ? C37 C38 C40 108.5(5) . . ? C41 C38 C39A 51.5(9) . . ? C40A C38 C39A 113.6(15) . . ? C39 C38 C39A 61.1(10) . . ? C37 C38 C39A 109.5(10) . . ? C40 C38 C39A 141.7(10) . . ? C41 C38 C41A 56.4(9) . . ? C40A C38 C41A 106.7(15) . . ? C39 C38 C41A 131.8(9) . . ? C37 C38 C41A 114.2(9) . . ? C40 C38 C41A 53.9(9) . . ? C39A C38 C41A 104.6(13) . . ? C43 C42 C47 119.0(5) . . ? C43 C42 N3 120.5(5) . . ? C47 C42 N3 119.8(5) . . ? C44 C43 C42 119.1(6) . . ? C44 C43 C48 120.8(5) . . ? C42 C43 C48 120.1(5) . . ? C45 C44 C43 121.3(6) . . ? C46 C45 C44 119.8(5) . . ? C45 C46 C47 122.4(6) . . ? C46 C47 C42 118.4(6) . . ? C46 C47 C51 118.6(5) . . ? C42 C47 C51 123.1(5) . . ? C49A C48 C50 120.1(14) . . ? C49A C48 C43 114.7(13) . . ? C50 C48 C43 119.0(7) . . ? C49A C48 C49 21.8(14) . . ? C50 C48 C49 107.2(7) . . ? C43 C48 C49 114.3(6) . . ? C49A C48 C50A 108.3(16) . . ? C50 C48 C50A 42.7(9) . . ? C43 C48 C50A 96.7(10) . . ? C49 C48 C50A 87.0(10) . . ? C47 C51 C52 110.6(5) . . ? C47 C51 C53 113.5(6) . . ? C52 C51 C53 110.3(6) . . ? C59 C54 C55 121.3(5) . . ? C59 C54 N4 120.9(5) . . ? C55 C54 N4 117.5(5) . . ? C56 C55 C54 115.3(6) . . ? C56 C55 C60 120.6(6) . . ? C54 C55 C60 124.0(5) . . ? C57 C56 C55 123.4(8) . . ? C56 C57 C58 120.5(6) . . ? C59 C58 C57 119.5(7) . . ? C58 C59 C54 119.7(7) . . ? C58 C59 C63 116.3(6) . . ? C54 C59 C63 124.0(5) . . ? C55 C60 C62 109.3(6) . . ? C55 C60 C61 112.1(6) . . ? C62 C60 C61 109.5(6) . . ? C64A C63 C65 114.2(14) . . ? C64A C63 C59 130.6(13) . . ? C65 C63 C59 112.7(7) . . ? C64A C63 C64 38.1(14) . . ? C65 C63 C64 110.7(7) . . ? C59 C63 C64 109.4(7) . . ? C64A C63 C65A 104.8(17) . . ? C65 C63 C65A 19.8(12) . . ? C59 C63 C65A 114.3(13) . . ? C64 C63 C65A 92.5(12) . . ? C70 C66 C67 109.0(8) . . ? C70 C66 Fe2 71.0(4) . . ? C67 C66 Fe2 70.9(4) . . ? C66 C67 C68 107.1(7) . . ? C66 C67 Fe2 70.8(4) . . ? C68 C67 Fe2 69.8(4) . . ? C69 C68 C67 105.9(7) . . ? C69 C68 Fe2 70.6(4) . . ? C67 C68 Fe2 70.1(4) . . ? C70 C69 C68 107.6(7) . . ? C70 C69 Fe2 70.7(4) . . ? C68 C69 Fe2 69.9(4) . . ? C66 C70 C69 110.4(8) . . ? C66 C70 Fe2 71.2(4) . . ? C69 C70 Fe2 71.5(4) . . ? O3 C71 Fe2 175.5(5) . . ? O4 C72 Fe2 177.5(6) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.35 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.927 _refine_diff_density_min -0.976 _refine_diff_density_rms 0.080 # Attachment 'cmpd4.CIF' data_compound4 _database_code_depnum_ccdc_archive 'CCDC 675665' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H43 Cl Ge N2 O5 W' _chemical_formula_weight 851.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.592(2) _cell_length_b 16.684(3) _cell_length_c 21.013(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.67(3) _cell_angle_gamma 90.00 _cell_volume 3636.6(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.555 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1696 _exptl_absorpt_coefficient_mu 4.100 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.412 _exptl_absorpt_correction_T_max 0.682 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26171 _diffrn_reflns_av_R_equivalents 0.0613 _diffrn_reflns_av_sigmaI/netI 0.0487 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 26.37 _reflns_number_total 7377 _reflns_number_gt 6361 _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. The tert-butyl group of the molecule was found to be disordered over two sites. This disorder was successfully modelled. ; _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^)+(0.0304P)^2^+5.6010P] 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 7377 _refine_ls_number_parameters 440 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0424 _refine_ls_R_factor_gt 0.0335 _refine_ls_wR_factor_ref 0.0788 _refine_ls_wR_factor_gt 0.0748 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 W1 W 0.267465(14) 0.106817(10) 0.080170(7) 0.02857(8) Uani 1 1 d . . . Ge1 Ge 0.34839(3) 0.20917(2) 0.169669(17) 0.01933(10) Uani 1 1 d . . . Cl1 Cl 0.19632(8) 0.29535(6) 0.18124(4) 0.0276(2) Uani 1 1 d . . . O1 O 0.1227(4) 0.0260(3) 0.1819(2) 0.0753(12) Uani 1 1 d . . . N1 N 0.5004(3) 0.27896(17) 0.18635(14) 0.0192(6) Uani 1 1 d . . . C1 C 0.5276(3) 0.2632(2) 0.25080(16) 0.0180(7) Uani 1 1 d . A . O2 O 0.0292(3) 0.2230(2) 0.03390(16) 0.0601(10) Uani 1 1 d . . . N2 N 0.4388(3) 0.21069(17) 0.26175(13) 0.0176(6) Uani 1 1 d . . . C2 C 0.6291(3) 0.3067(2) 0.30141(18) 0.0260(8) Uani 1 1 d . . . O3 O 0.1264(4) -0.0061(3) -0.03201(19) 0.0741(13) Uani 1 1 d . . . C3 C 0.5741(8) 0.3963(4) 0.2943(4) 0.037(2) Uani 0.586(7) 1 d P A 1 H3A H 0.6299 0.4312 0.3254 0.055 Uiso 0.586(7) 1 calc PR A 1 H3B H 0.4866 0.3970 0.3030 0.055 Uiso 0.586(7) 1 calc PR A 1 H3C H 0.5721 0.4156 0.2500 0.055 Uiso 0.586(7) 1 calc PR A 1 O4 O 0.4186(4) 0.1988(3) -0.01417(18) 0.0748(13) Uani 1 1 d . . . C4 C 0.7641(7) 0.3091(6) 0.2853(4) 0.037(2) Uani 0.586(7) 1 d P A 1 H4A H 0.7583 0.3305 0.2414 0.056 Uiso 0.586(7) 1 calc PR A 1 H4B H 0.7999 0.2547 0.2875 0.056 Uiso 0.586(7) 1 calc PR A 1 H4C H 0.8204 0.3435 0.3167 0.056 Uiso 0.586(7) 1 calc PR A 1 O5 O 0.4951(3) -0.0211(2) 0.10815(19) 0.0559(9) Uani 1 1 d . . . C5 C 0.6386(7) 0.2803(5) 0.3698(3) 0.035(2) Uani 0.586(7) 1 d P A 1 H5A H 0.7059 0.3113 0.3983 0.052 Uiso 0.586(7) 1 calc PR A 1 H5B H 0.6606 0.2232 0.3736 0.052 Uiso 0.586(7) 1 calc PR A 1 H5C H 0.5558 0.2890 0.3827 0.052 Uiso 0.586(7) 1 calc PR A 1 C6 C 0.5728(3) 0.3180(2) 0.14472(16) 0.0216(7) Uani 1 1 d . . . C7 C 0.5273(4) 0.3912(2) 0.11539(18) 0.0243(8) Uani 1 1 d . . . C8 C 0.5944(4) 0.4266(2) 0.0727(2) 0.0320(9) Uani 1 1 d . . . H8 H 0.5656 0.4766 0.0535 0.038 Uiso 1 1 calc R . . C9 C 0.7028(4) 0.3909(2) 0.0574(2) 0.0356(10) Uani 1 1 d . . . H9 H 0.7473 0.4161 0.0279 0.043 Uiso 1 1 calc R . . C10 C 0.7456(4) 0.3182(3) 0.08549(19) 0.0329(9) Uani 1 1 d . . . H10 H 0.8199 0.2939 0.0750 0.039 Uiso 1 1 calc R . . C11 C 0.6820(3) 0.2798(2) 0.12878(18) 0.0255(8) Uani 1 1 d . . . C12 C 0.4047(4) 0.4307(2) 0.12750(19) 0.0277(8) Uani 1 1 d . . . H12 H 0.3803 0.4040 0.1659 0.033 Uiso 1 1 calc R . . C13 C 0.2952(4) 0.4155(3) 0.0674(2) 0.0433(11) Uani 1 1 d . . . H13A H 0.3167 0.4417 0.0292 0.065 Uiso 1 1 calc R . . H13B H 0.2141 0.4375 0.0756 0.065 Uiso 1 1 calc R . . H13C H 0.2855 0.3577 0.0595 0.065 Uiso 1 1 calc R . . C14 C 0.4187(5) 0.5204(3) 0.1417(2) 0.0438(11) Uani 1 1 d . . . H14A H 0.4878 0.5292 0.1797 0.066 Uiso 1 1 calc R . . H14B H 0.3374 0.5414 0.1504 0.066 Uiso 1 1 calc R . . H14C H 0.4397 0.5481 0.1040 0.066 Uiso 1 1 calc R . . C15 C 0.7310(4) 0.1976(2) 0.1551(2) 0.0306(9) Uani 1 1 d . . . H15 H 0.6876 0.1837 0.1918 0.037 Uiso 1 1 calc R . . C16 C 0.8769(4) 0.1953(3) 0.1808(3) 0.0566(14) Uani 1 1 d . . . H16A H 0.9007 0.1441 0.2028 0.085 Uiso 1 1 calc R . . H16B H 0.9021 0.2394 0.2115 0.085 Uiso 1 1 calc R . . H16C H 0.9213 0.2009 0.1444 0.085 Uiso 1 1 calc R . . C17 C 0.6961(5) 0.1346(3) 0.1032(3) 0.0505(13) Uani 1 1 d . . . H17A H 0.7391 0.1466 0.0671 0.076 Uiso 1 1 calc R . . H17B H 0.6025 0.1343 0.0873 0.076 Uiso 1 1 calc R . . H17C H 0.7241 0.0819 0.1214 0.076 Uiso 1 1 calc R . . C18 C 0.4299(3) 0.1685(2) 0.32063(17) 0.0198(7) Uani 1 1 d . . . C19 C 0.3605(3) 0.2002(2) 0.36462(18) 0.0224(8) Uani 1 1 d . . . C20 C 0.3676(4) 0.1606(2) 0.42353(18) 0.0280(8) Uani 1 1 d . . . H20 H 0.3224 0.1817 0.4545 0.034 Uiso 1 1 calc R . . C21 C 0.4394(4) 0.0911(3) 0.4378(2) 0.0344(10) Uani 1 1 d . . . H21 H 0.4479 0.0669 0.4794 0.041 Uiso 1 1 calc R . . C22 C 0.4982(4) 0.0572(3) 0.3916(2) 0.0338(9) Uani 1 1 d . . . H22 H 0.5436 0.0081 0.4010 0.041 Uiso 1 1 calc R . . C23 C 0.4924(4) 0.0937(2) 0.33142(19) 0.0256(8) Uani 1 1 d . . . C24 C 0.2741(3) 0.2735(2) 0.35042(19) 0.0268(8) Uani 1 1 d . . . H24 H 0.2950 0.3013 0.3117 0.032 Uiso 1 1 calc R . . C25 C 0.2909(5) 0.3340(3) 0.4063(2) 0.0503(13) Uani 1 1 d . . . H25A H 0.2635 0.3096 0.4437 0.075 Uiso 1 1 calc R . . H25B H 0.2382 0.3816 0.3923 0.075 Uiso 1 1 calc R . . H25C H 0.3818 0.3496 0.4186 0.075 Uiso 1 1 calc R . . C26 C 0.1332(4) 0.2464(3) 0.3330(2) 0.0455(12) Uani 1 1 d . . . H26A H 0.1224 0.2080 0.2970 0.068 Uiso 1 1 calc R . . H26B H 0.0776 0.2930 0.3200 0.068 Uiso 1 1 calc R . . H26C H 0.1094 0.2208 0.3708 0.068 Uiso 1 1 calc R . . C27 C 0.5494(4) 0.0512(2) 0.2797(2) 0.0337(9) Uani 1 1 d . . . H27 H 0.5248 0.0824 0.2384 0.040 Uiso 1 1 calc R . . C28 C 0.4923(7) -0.0323(3) 0.2674(3) 0.0707(18) Uani 1 1 d . . . H28A H 0.5189 -0.0651 0.3065 0.106 Uiso 1 1 calc R . . H28B H 0.5231 -0.0569 0.2311 0.106 Uiso 1 1 calc R . . H28C H 0.3980 -0.0286 0.2568 0.106 Uiso 1 1 calc R . . C29 C 0.6967(5) 0.0476(5) 0.2975(3) 0.081(2) Uani 1 1 d . . . H29A H 0.7314 0.1020 0.3052 0.122 Uiso 1 1 calc R . . H29B H 0.7297 0.0231 0.2617 0.122 Uiso 1 1 calc R . . H29C H 0.7235 0.0154 0.3369 0.122 Uiso 1 1 calc R . . C30 C 0.1758(4) 0.0537(3) 0.1451(2) 0.0434(11) Uani 1 1 d . . . C31 C 0.1156(4) 0.1828(3) 0.0516(2) 0.0398(11) Uani 1 1 d . . . C32 C 0.1801(4) 0.0341(3) 0.0090(2) 0.0495(13) Uani 1 1 d . . . C33 C 0.3635(5) 0.1649(3) 0.0197(2) 0.0470(12) Uani 1 1 d . . . C34 C 0.4146(4) 0.0264(3) 0.1001(2) 0.0366(10) Uani 1 1 d . . . C5A C 0.5709(10) 0.3396(6) 0.3566(5) 0.033(3) Uani 0.414(7) 1 d P A 2 H5A1 H 0.6372 0.3683 0.3874 0.049 Uiso 0.414(7) 1 calc PR A 2 H5A2 H 0.5374 0.2952 0.3789 0.049 Uiso 0.414(7) 1 calc PR A 2 H5A3 H 0.5004 0.3764 0.3389 0.049 Uiso 0.414(7) 1 calc PR A 2 C4A C 0.7315(9) 0.2371(7) 0.3359(5) 0.038(3) Uani 0.414(7) 1 d P A 2 H4A1 H 0.7650 0.2080 0.3024 0.056 Uiso 0.414(7) 1 calc PR A 2 H4A2 H 0.6872 0.1996 0.3598 0.056 Uiso 0.414(7) 1 calc PR A 2 H4A3 H 0.8031 0.2625 0.3660 0.056 Uiso 0.414(7) 1 calc PR A 2 C3A C 0.7052(11) 0.3675(7) 0.2763(5) 0.038(3) Uani 0.414(7) 1 d P A 2 H3A1 H 0.7652 0.3924 0.3125 0.057 Uiso 0.414(7) 1 calc PR A 2 H3A2 H 0.6476 0.4085 0.2529 0.057 Uiso 0.414(7) 1 calc PR A 2 H3A3 H 0.7538 0.3424 0.2466 0.057 Uiso 0.414(7) 1 calc PR A 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 W1 0.02559(10) 0.03509(12) 0.02294(10) -0.00739(6) -0.00005(6) -0.00087(6) Ge1 0.01739(18) 0.0214(2) 0.01791(19) 0.00123(15) 0.00056(14) -0.00050(14) Cl1 0.0207(4) 0.0318(5) 0.0290(5) 0.0027(4) 0.0021(3) 0.0063(4) O1 0.078(3) 0.071(3) 0.089(3) 0.002(2) 0.045(3) -0.026(2) N1 0.0172(13) 0.0224(15) 0.0173(14) 0.0036(12) 0.0019(11) -0.0020(12) C1 0.0190(16) 0.0178(17) 0.0167(16) 0.0020(14) 0.0026(13) 0.0039(14) O2 0.0449(19) 0.087(3) 0.0403(19) -0.0063(18) -0.0116(15) 0.029(2) N2 0.0184(14) 0.0187(15) 0.0147(14) 0.0008(11) 0.0013(11) -0.0023(12) C2 0.0236(18) 0.034(2) 0.0197(18) -0.0024(16) 0.0021(15) -0.0081(16) O3 0.063(2) 0.089(3) 0.060(2) -0.050(2) -0.0104(19) -0.003(2) C3 0.041(4) 0.030(4) 0.036(4) -0.009(3) 0.002(3) -0.003(3) O4 0.061(2) 0.123(4) 0.042(2) 0.033(2) 0.0144(19) 0.004(2) C4 0.024(3) 0.058(6) 0.027(4) -0.006(4) -0.001(3) -0.012(4) O5 0.049(2) 0.044(2) 0.076(3) -0.0006(18) 0.0163(18) 0.0140(17) C5 0.031(4) 0.041(5) 0.028(4) 0.003(3) -0.003(3) -0.014(3) C6 0.0236(17) 0.0252(19) 0.0149(16) 0.0022(14) 0.0015(13) -0.0049(15) C7 0.0281(19) 0.0233(19) 0.0202(18) 0.0020(14) 0.0020(15) -0.0025(15) C8 0.044(2) 0.025(2) 0.030(2) 0.0055(17) 0.0139(18) -0.0033(18) C9 0.049(3) 0.034(2) 0.028(2) 0.0037(17) 0.0194(19) -0.0040(19) C10 0.035(2) 0.035(2) 0.032(2) -0.0022(18) 0.0136(18) -0.0026(18) C11 0.0242(18) 0.030(2) 0.0228(18) 0.0024(16) 0.0066(15) -0.0008(16) C12 0.0298(19) 0.024(2) 0.029(2) 0.0095(16) 0.0058(16) 0.0035(16) C13 0.037(2) 0.046(3) 0.043(3) 0.014(2) 0.000(2) 0.000(2) C14 0.053(3) 0.028(2) 0.053(3) 0.007(2) 0.016(2) 0.006(2) C15 0.0241(18) 0.035(2) 0.034(2) 0.0066(18) 0.0098(16) 0.0051(17) C16 0.029(2) 0.070(4) 0.067(3) 0.027(3) 0.001(2) 0.010(2) C17 0.051(3) 0.032(2) 0.068(3) -0.003(2) 0.010(3) 0.009(2) C18 0.0169(16) 0.0219(18) 0.0200(17) 0.0041(14) 0.0026(13) -0.0020(14) C19 0.0210(17) 0.0213(19) 0.0248(19) -0.0004(15) 0.0045(14) -0.0042(14) C20 0.0302(19) 0.031(2) 0.0233(19) 0.0006(16) 0.0073(16) -0.0034(17) C21 0.044(2) 0.036(2) 0.024(2) 0.0141(18) 0.0088(18) -0.0018(19) C22 0.035(2) 0.031(2) 0.036(2) 0.0113(18) 0.0072(18) 0.0043(18) C23 0.0238(18) 0.025(2) 0.029(2) 0.0068(16) 0.0068(16) 0.0036(15) C24 0.0268(18) 0.028(2) 0.0256(19) 0.0016(16) 0.0059(15) 0.0045(16) C25 0.069(3) 0.040(3) 0.038(3) -0.010(2) 0.005(2) 0.020(2) C26 0.028(2) 0.063(3) 0.047(3) 0.016(2) 0.0099(19) 0.004(2) C27 0.041(2) 0.032(2) 0.031(2) 0.0124(18) 0.0127(18) 0.0134(18) C28 0.123(5) 0.034(3) 0.066(4) -0.005(3) 0.044(4) 0.000(3) C29 0.054(3) 0.128(6) 0.067(4) 0.016(4) 0.027(3) 0.038(4) C30 0.042(2) 0.041(3) 0.048(3) -0.007(2) 0.010(2) -0.011(2) C31 0.032(2) 0.060(3) 0.025(2) -0.008(2) -0.0008(17) -0.004(2) C32 0.039(2) 0.064(3) 0.044(3) -0.019(3) 0.002(2) 0.005(2) C33 0.042(2) 0.069(3) 0.027(2) 0.009(2) 0.001(2) 0.011(2) C34 0.040(2) 0.037(2) 0.034(2) -0.0058(19) 0.0110(19) -0.006(2) C5A 0.037(5) 0.032(6) 0.031(5) -0.012(4) 0.009(4) -0.016(5) C4A 0.026(5) 0.047(7) 0.035(6) 0.004(5) -0.005(4) -0.009(5) C3A 0.037(6) 0.048(7) 0.028(5) 0.000(5) 0.001(4) -0.028(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 W1 C32 2.001(5) . ? W1 C33 2.027(5) . ? W1 C30 2.031(5) . ? W1 C34 2.035(5) . ? W1 C31 2.041(5) . ? W1 Ge1 2.5564(6) . ? Ge1 N1 1.961(3) . ? Ge1 N2 1.978(3) . ? Ge1 Cl1 2.2091(10) . ? O1 C30 1.142(6) . ? N1 C1 1.352(4) . ? N1 C6 1.431(5) . ? C1 N2 1.340(4) . ? C1 C2 1.533(5) . ? O2 C31 1.134(5) . ? N2 C18 1.443(4) . ? C2 C3A 1.460(10) . ? C2 C5 1.488(8) . ? C2 C5A 1.521(11) . ? C2 C4 1.536(8) . ? C2 C3 1.601(8) . ? C2 C4A 1.653(11) . ? O3 C32 1.148(5) . ? O4 C33 1.156(6) . ? O5 C34 1.151(5) . ? C6 C7 1.408(5) . ? C6 C11 1.418(5) . ? C7 C8 1.384(6) . ? C7 C12 1.523(5) . ? C8 C9 1.388(6) . ? C9 C10 1.384(6) . ? C10 C11 1.392(5) . ? C11 C15 1.530(5) . ? C12 C14 1.526(6) . ? C12 C13 1.553(5) . ? C15 C17 1.507(6) . ? C15 C16 1.531(5) . ? C18 C19 1.396(5) . ? C18 C23 1.411(5) . ? C19 C20 1.391(5) . ? C19 C24 1.521(5) . ? C20 C21 1.386(6) . ? C21 C22 1.377(6) . ? C22 C23 1.394(6) . ? C23 C27 1.521(6) . ? C24 C25 1.530(6) . ? C24 C26 1.531(5) . ? C27 C28 1.518(7) . ? C27 C29 1.531(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C32 W1 C33 92.1(2) . . ? C32 W1 C30 91.5(2) . . ? C33 W1 C30 176.41(19) . . ? C32 W1 C34 88.47(18) . . ? C33 W1 C34 89.05(18) . . ? C30 W1 C34 91.39(19) . . ? C32 W1 C31 86.50(18) . . ? C33 W1 C31 89.15(19) . . ? C30 W1 C31 90.72(19) . . ? C34 W1 C31 174.59(16) . . ? C32 W1 Ge1 172.00(14) . . ? C33 W1 Ge1 90.32(15) . . ? C30 W1 Ge1 86.08(13) . . ? C34 W1 Ge1 99.21(12) . . ? C31 W1 Ge1 85.90(12) . . ? N1 Ge1 N2 66.42(12) . . ? N1 Ge1 Cl1 100.64(9) . . ? N2 Ge1 Cl1 95.93(9) . . ? N1 Ge1 W1 132.01(9) . . ? N2 Ge1 W1 138.78(8) . . ? Cl1 Ge1 W1 111.86(3) . . ? C1 N1 C6 132.0(3) . . ? C1 N1 Ge1 93.7(2) . . ? C6 N1 Ge1 133.1(2) . . ? N2 C1 N1 106.5(3) . . ? N2 C1 C2 127.5(3) . . ? N1 C1 C2 125.5(3) . . ? C1 N2 C18 129.5(3) . . ? C1 N2 Ge1 93.3(2) . . ? C18 N2 Ge1 136.9(2) . . ? C3A C2 C5 128.4(5) . . ? C3A C2 C5A 111.3(7) . . ? C5 C2 C5A 47.9(5) . . ? C3A C2 C1 116.0(5) . . ? C5 C2 C1 115.6(4) . . ? C5A C2 C1 111.4(4) . . ? C3A C2 C4 45.2(6) . . ? C5 C2 C4 109.7(5) . . ? C5A C2 C4 134.3(5) . . ? C1 C2 C4 114.4(4) . . ? C3A C2 C3 62.2(6) . . ? C5 C2 C3 108.6(5) . . ? C5A C2 C3 62.5(5) . . ? C1 C2 C3 100.8(3) . . ? C4 C2 C3 107.0(5) . . ? C3A C2 C4A 106.6(7) . . ? C5 C2 C4A 57.2(5) . . ? C5A C2 C4A 104.5(6) . . ? C1 C2 C4A 106.1(4) . . ? C4 C2 C4A 63.7(5) . . ? C3 C2 C4A 153.0(5) . . ? C7 C6 C11 120.6(3) . . ? C7 C6 N1 118.9(3) . . ? C11 C6 N1 120.2(3) . . ? C8 C7 C6 118.6(4) . . ? C8 C7 C12 119.3(3) . . ? C6 C7 C12 122.1(3) . . ? C7 C8 C9 121.6(4) . . ? C10 C9 C8 119.5(4) . . ? C9 C10 C11 121.4(4) . . ? C10 C11 C6 118.3(4) . . ? C10 C11 C15 118.4(3) . . ? C6 C11 C15 123.3(3) . . ? C7 C12 C14 113.9(3) . . ? C7 C12 C13 108.4(3) . . ? C14 C12 C13 110.2(3) . . ? C17 C15 C11 110.4(3) . . ? C17 C15 C16 108.6(4) . . ? C11 C15 C16 113.2(4) . . ? C19 C18 C23 121.4(3) . . ? C19 C18 N2 121.2(3) . . ? C23 C18 N2 117.3(3) . . ? C20 C19 C18 118.0(3) . . ? C20 C19 C24 118.6(3) . . ? C18 C19 C24 123.4(3) . . ? C21 C20 C19 121.2(4) . . ? C22 C21 C20 119.9(4) . . ? C21 C22 C23 121.2(4) . . ? C22 C23 C18 117.7(4) . . ? C22 C23 C27 119.6(3) . . ? C18 C23 C27 122.7(3) . . ? C19 C24 C25 114.1(3) . . ? C19 C24 C26 109.1(3) . . ? C25 C24 C26 109.6(4) . . ? C28 C27 C23 110.3(4) . . ? C28 C27 C29 110.9(5) . . ? C23 C27 C29 112.1(4) . . ? O1 C30 W1 178.0(5) . . ? O2 C31 W1 177.4(4) . . ? O3 C32 W1 177.8(4) . . ? O4 C33 W1 179.1(5) . . ? O5 C34 W1 176.2(4) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.995 _refine_diff_density_min -1.268 _refine_diff_density_rms 0.111 # Attachment 'cmpd5.CIF' data_compound5 _database_code_depnum_ccdc_archive 'CCDC 675666' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H45 Cl3 Ge N2' _chemical_formula_weight 600.61 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 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 10.665(2) _cell_length_b 18.049(4) _cell_length_c 17.156(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.93(3) _cell_angle_gamma 90.00 _cell_volume 3218.7(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.239 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 1.220 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.706 _exptl_absorpt_correction_T_max 0.896 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18619 _diffrn_reflns_av_R_equivalents 0.0900 _diffrn_reflns_av_sigmaI/netI 0.0886 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 26.37 _reflns_number_total 6527 _reflns_number_gt 4608 _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^)+(0.0405P)^2^+3.5099P] 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 6527 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0924 _refine_ls_R_factor_gt 0.0572 _refine_ls_wR_factor_ref 0.1294 _refine_ls_wR_factor_gt 0.1148 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ge1 Ge 0.56226(4) 0.16313(2) 0.18917(2) 0.02866(13) Uani 1 1 d . . . Cl1 Cl 0.50029(9) 0.10479(6) 0.06529(5) 0.0332(2) Uani 1 1 d . . . Cl2 Cl 0.77859(9) 0.17048(6) 0.18897(6) 0.0401(3) Uani 1 1 d . . . Cl3 Cl 0.57183(11) 0.05502(6) 0.25880(5) 0.0414(3) Uani 1 1 d . . . N1 N 0.0205(3) 0.27276(15) 0.27976(16) 0.0191(6) Uani 1 1 d . . . H1 H -0.0599 0.2578 0.2720 0.023 Uiso 1 1 calc R . . N2 N -0.0121(2) 0.31018(15) 0.39947(16) 0.0190(6) Uani 1 1 d . . . H2 H 0.0179 0.3336 0.4448 0.023 Uiso 1 1 calc R . . C1 C 0.0634(3) 0.30815(18) 0.34818(19) 0.0170(7) Uani 1 1 d . . . C2 C 0.1923(3) 0.34945(18) 0.3750(2) 0.0208(7) Uani 1 1 d . . . C3 C 0.1595(3) 0.43181(19) 0.3847(2) 0.0274(8) Uani 1 1 d . . . H3A H 0.2392 0.4602 0.4016 0.041 Uiso 1 1 calc R . . H3B H 0.1080 0.4364 0.4252 0.041 Uiso 1 1 calc R . . H3C H 0.1104 0.4511 0.3335 0.041 Uiso 1 1 calc R . . C4 C 0.2829(3) 0.3452(2) 0.3172(2) 0.0309(9) Uani 1 1 d . . . H4A H 0.3617 0.3730 0.3394 0.046 Uiso 1 1 calc R . . H4B H 0.2403 0.3667 0.2656 0.046 Uiso 1 1 calc R . . H4C H 0.3044 0.2933 0.3096 0.046 Uiso 1 1 calc R . . C5 C 0.2621(3) 0.3185(2) 0.4566(2) 0.0328(9) Uani 1 1 d . . . H5A H 0.2744 0.2650 0.4522 0.049 Uiso 1 1 calc R . . H5B H 0.2105 0.3281 0.4961 0.049 Uiso 1 1 calc R . . H5C H 0.3460 0.3428 0.4736 0.049 Uiso 1 1 calc R . . C6 C 0.0835(3) 0.25420(19) 0.21493(19) 0.0211(8) Uani 1 1 d . . . C7 C 0.0758(3) 0.3039(2) 0.1519(2) 0.0256(8) Uani 1 1 d . . . C8 C 0.1357(4) 0.2831(2) 0.0906(2) 0.0350(9) Uani 1 1 d . . . H8 H 0.1326 0.3159 0.0469 0.042 Uiso 1 1 calc R . . C9 C 0.1992(4) 0.2163(2) 0.0919(2) 0.0396(10) Uani 1 1 d . . . H9 H 0.2425 0.2044 0.0508 0.048 Uiso 1 1 calc R . . C10 C 0.1995(4) 0.1671(2) 0.1532(2) 0.0338(9) Uani 1 1 d . . . H10 H 0.2411 0.1205 0.1529 0.041 Uiso 1 1 calc R . . C11 C 0.1398(3) 0.1840(2) 0.2157(2) 0.0248(8) Uani 1 1 d . . . C12 C 0.0022(4) 0.37667(19) 0.1451(2) 0.0269(8) Uani 1 1 d . . . H12 H -0.0081 0.3906 0.1997 0.032 Uiso 1 1 calc R . . C13 C -0.1318(4) 0.3663(3) 0.0917(3) 0.0500(12) Uani 1 1 d . . . H13A H -0.1244 0.3556 0.0369 0.075 Uiso 1 1 calc R . . H13B H -0.1821 0.4117 0.0922 0.075 Uiso 1 1 calc R . . H13C H -0.1750 0.3249 0.1118 0.075 Uiso 1 1 calc R . . C14 C 0.0718(5) 0.4401(2) 0.1134(3) 0.0457(11) Uani 1 1 d . . . H14A H 0.1597 0.4443 0.1459 0.069 Uiso 1 1 calc R . . H14B H 0.0256 0.4866 0.1162 0.069 Uiso 1 1 calc R . . H14C H 0.0749 0.4301 0.0577 0.069 Uiso 1 1 calc R . . C15 C 0.1375(4) 0.1272(2) 0.2806(2) 0.0286(9) Uani 1 1 d . . . H15 H 0.0697 0.1427 0.3092 0.034 Uiso 1 1 calc R . . C16 C 0.2646(4) 0.1238(2) 0.3419(3) 0.0433(11) Uani 1 1 d . . . H16A H 0.3332 0.1088 0.3156 0.065 Uiso 1 1 calc R . . H16B H 0.2582 0.0877 0.3835 0.065 Uiso 1 1 calc R . . H16C H 0.2845 0.1728 0.3663 0.065 Uiso 1 1 calc R . . C17 C 0.1018(4) 0.0500(2) 0.2458(3) 0.0455(11) Uani 1 1 d . . . H17A H 0.0215 0.0529 0.2048 0.068 Uiso 1 1 calc R . . H17B H 0.0902 0.0164 0.2885 0.068 Uiso 1 1 calc R . . H17C H 0.1707 0.0313 0.2217 0.068 Uiso 1 1 calc R . . C18 C -0.1390(3) 0.27789(19) 0.38914(19) 0.0195(7) Uani 1 1 d . . . C19 C -0.1494(3) 0.2041(2) 0.41481(19) 0.0223(8) Uani 1 1 d . . . C20 C -0.2726(4) 0.1767(2) 0.4076(2) 0.0290(9) Uani 1 1 d . . . H20 H -0.2834 0.1269 0.4228 0.035 Uiso 1 1 calc R . . C21 C -0.3795(4) 0.2191(2) 0.3793(2) 0.0326(9) Uani 1 1 d . . . H21 H -0.4626 0.1991 0.3768 0.039 Uiso 1 1 calc R . . C22 C -0.3672(3) 0.2908(2) 0.3544(2) 0.0305(9) Uani 1 1 d . . . H22 H -0.4421 0.3194 0.3341 0.037 Uiso 1 1 calc R . . C23 C -0.2459(3) 0.3218(2) 0.3585(2) 0.0233(8) Uani 1 1 d . . . C24 C -0.0329(4) 0.1576(2) 0.4511(2) 0.0295(9) Uani 1 1 d . . . H24 H 0.0428 0.1784 0.4330 0.035 Uiso 1 1 calc R . . C25 C -0.0052(5) 0.1626(3) 0.5421(3) 0.0555(13) Uani 1 1 d . . . H25A H 0.0100 0.2144 0.5586 0.083 Uiso 1 1 calc R . . H25B H 0.0713 0.1331 0.5651 0.083 Uiso 1 1 calc R . . H25C H -0.0791 0.1435 0.5611 0.083 Uiso 1 1 calc R . . C26 C -0.0499(4) 0.0769(2) 0.4234(3) 0.0438(11) Uani 1 1 d . . . H26A H -0.1129 0.0526 0.4486 0.066 Uiso 1 1 calc R . . H26B H 0.0328 0.0510 0.4386 0.066 Uiso 1 1 calc R . . H26C H -0.0805 0.0753 0.3651 0.066 Uiso 1 1 calc R . . C27 C -0.2369(4) 0.4015(2) 0.3317(2) 0.0342(9) Uani 1 1 d . . . H27 H -0.1453 0.4114 0.3299 0.041 Uiso 1 1 calc R . . C28 C -0.2741(4) 0.4557(2) 0.3911(3) 0.0490(12) Uani 1 1 d . . . H28A H -0.3647 0.4484 0.3924 0.073 Uiso 1 1 calc R . . H28B H -0.2615 0.5066 0.3744 0.073 Uiso 1 1 calc R . . H28C H -0.2200 0.4470 0.4445 0.073 Uiso 1 1 calc R . . C29 C -0.3194(5) 0.4139(3) 0.2480(3) 0.0540(13) Uani 1 1 d . . . H29A H -0.2971 0.3772 0.2113 0.081 Uiso 1 1 calc R . . H29B H -0.3038 0.4638 0.2297 0.081 Uiso 1 1 calc R . . H29C H -0.4105 0.4088 0.2491 0.081 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 0.0360(2) 0.0248(2) 0.0247(2) -0.00136(17) 0.00567(17) -0.00353(18) Cl1 0.0407(5) 0.0364(6) 0.0203(4) 0.0011(4) 0.0021(4) -0.0100(4) Cl2 0.0367(5) 0.0481(7) 0.0351(5) -0.0104(5) 0.0070(4) -0.0189(5) Cl3 0.0686(7) 0.0305(5) 0.0252(5) 0.0002(4) 0.0107(5) -0.0159(5) N1 0.0177(14) 0.0203(15) 0.0197(14) -0.0013(12) 0.0053(12) -0.0031(12) N2 0.0200(14) 0.0213(15) 0.0148(14) -0.0038(12) 0.0022(12) -0.0035(12) C1 0.0192(16) 0.0152(17) 0.0171(16) 0.0012(14) 0.0049(14) 0.0047(14) C2 0.0188(17) 0.0185(19) 0.0241(18) -0.0008(15) 0.0028(15) -0.0027(14) C3 0.030(2) 0.0164(19) 0.036(2) -0.0031(16) 0.0084(17) -0.0057(16) C4 0.0261(19) 0.030(2) 0.038(2) -0.0046(18) 0.0110(17) -0.0059(17) C5 0.0228(19) 0.034(2) 0.037(2) 0.0016(18) -0.0014(17) 0.0007(17) C6 0.0222(18) 0.0254(19) 0.0174(17) -0.0068(15) 0.0079(14) -0.0050(15) C7 0.030(2) 0.0234(19) 0.0236(18) -0.0047(16) 0.0075(16) -0.0040(16) C8 0.051(3) 0.031(2) 0.029(2) 0.0006(18) 0.0202(19) -0.001(2) C9 0.052(3) 0.037(2) 0.039(2) -0.006(2) 0.030(2) 0.002(2) C10 0.038(2) 0.027(2) 0.041(2) -0.0083(19) 0.0194(19) 0.0039(18) C11 0.0243(18) 0.025(2) 0.0261(19) -0.0049(16) 0.0069(16) -0.0044(15) C12 0.042(2) 0.0211(19) 0.0197(18) -0.0009(15) 0.0111(17) -0.0004(17) C13 0.047(3) 0.035(3) 0.064(3) 0.000(2) 0.004(2) 0.002(2) C14 0.065(3) 0.025(2) 0.053(3) 0.000(2) 0.027(2) -0.003(2) C15 0.034(2) 0.020(2) 0.036(2) -0.0024(17) 0.0158(18) 0.0022(16) C16 0.051(3) 0.028(2) 0.047(3) 0.001(2) 0.002(2) -0.004(2) C17 0.059(3) 0.029(2) 0.050(3) -0.003(2) 0.017(2) -0.012(2) C18 0.0208(17) 0.0230(19) 0.0151(16) -0.0028(14) 0.0049(14) -0.0030(15) C19 0.0302(19) 0.025(2) 0.0123(16) -0.0039(15) 0.0060(15) -0.0037(16) C20 0.036(2) 0.030(2) 0.0228(19) -0.0054(16) 0.0119(17) -0.0104(18) C21 0.025(2) 0.046(3) 0.030(2) -0.0104(19) 0.0130(17) -0.0127(19) C22 0.0177(18) 0.041(2) 0.031(2) -0.0015(18) 0.0020(16) 0.0053(17) C23 0.0211(18) 0.028(2) 0.0205(18) 0.0008(15) 0.0044(15) 0.0031(15) C24 0.036(2) 0.024(2) 0.030(2) 0.0043(17) 0.0098(17) 0.0033(17) C25 0.058(3) 0.068(3) 0.036(2) 0.010(2) -0.001(2) 0.022(3) C26 0.056(3) 0.020(2) 0.060(3) 0.006(2) 0.023(2) 0.002(2) C27 0.0263(19) 0.031(2) 0.043(2) 0.0112(19) 0.0025(18) 0.0048(17) C28 0.055(3) 0.028(2) 0.055(3) -0.001(2) -0.005(2) 0.006(2) C29 0.061(3) 0.056(3) 0.042(3) 0.018(2) 0.004(2) 0.009(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ge1 Cl3 2.2782(11) . ? Ge1 Cl2 2.3118(11) . ? Ge1 Cl1 2.3311(11) . ? N1 C1 1.325(4) . ? N1 C6 1.461(4) . ? N2 C1 1.319(4) . ? N2 C18 1.448(4) . ? C1 C2 1.541(5) . ? C2 C4 1.534(5) . ? C2 C5 1.536(5) . ? C2 C3 1.544(5) . ? C6 C7 1.394(5) . ? C6 C11 1.401(5) . ? C7 C8 1.397(5) . ? C7 C12 1.521(5) . ? C8 C9 1.381(6) . ? C9 C10 1.375(6) . ? C10 C11 1.399(5) . ? C11 C15 1.517(5) . ? C12 C13 1.526(6) . ? C12 C14 1.530(5) . ? C15 C16 1.520(6) . ? C15 C17 1.530(5) . ? C18 C23 1.391(5) . ? C18 C19 1.415(5) . ? C19 C20 1.384(5) . ? C19 C24 1.513(5) . ? C20 C21 1.369(5) . ? C21 C22 1.378(6) . ? C22 C23 1.396(5) . ? C23 C27 1.520(5) . ? C24 C25 1.526(6) . ? C24 C26 1.530(5) . ? C27 C29 1.524(6) . ? C27 C28 1.528(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl3 Ge1 Cl2 97.02(5) . . ? Cl3 Ge1 Cl1 93.52(4) . . ? Cl2 Ge1 Cl1 95.97(5) . . ? C1 N1 C6 131.2(3) . . ? C1 N2 C18 126.9(3) . . ? N2 C1 N1 117.6(3) . . ? N2 C1 C2 115.1(3) . . ? N1 C1 C2 127.3(3) . . ? C4 C2 C5 108.9(3) . . ? C4 C2 C1 115.6(3) . . ? C5 C2 C1 108.4(3) . . ? C4 C2 C3 107.9(3) . . ? C5 C2 C3 109.1(3) . . ? C1 C2 C3 106.8(3) . . ? C7 C6 C11 122.7(3) . . ? C7 C6 N1 119.1(3) . . ? C11 C6 N1 117.9(3) . . ? C6 C7 C8 117.0(3) . . ? C6 C7 C12 123.7(3) . . ? C8 C7 C12 119.3(3) . . ? C9 C8 C7 121.8(4) . . ? C10 C9 C8 119.6(3) . . ? C9 C10 C11 121.4(4) . . ? C10 C11 C6 117.2(3) . . ? C10 C11 C15 120.0(3) . . ? C6 C11 C15 122.8(3) . . ? C7 C12 C13 109.8(3) . . ? C7 C12 C14 112.9(3) . . ? C13 C12 C14 110.0(3) . . ? C11 C15 C16 112.1(3) . . ? C11 C15 C17 111.8(3) . . ? C16 C15 C17 109.9(3) . . ? C23 C18 C19 122.6(3) . . ? C23 C18 N2 118.8(3) . . ? C19 C18 N2 118.5(3) . . ? C20 C19 C18 116.6(3) . . ? C20 C19 C24 120.9(3) . . ? C18 C19 C24 122.5(3) . . ? C21 C20 C19 122.1(4) . . ? C20 C21 C22 120.4(3) . . ? C21 C22 C23 120.8(3) . . ? C18 C23 C22 117.5(3) . . ? C18 C23 C27 123.4(3) . . ? C22 C23 C27 119.0(3) . . ? C19 C24 C25 109.9(3) . . ? C19 C24 C26 111.8(3) . . ? C25 C24 C26 110.9(4) . . ? C23 C27 C29 111.3(3) . . ? C23 C27 C28 111.1(3) . . ? C29 C27 C28 110.6(3) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.445 _refine_diff_density_min -0.920 _refine_diff_density_rms 0.084 # Attachment 'cmpd6.CIF' data_compound6 _database_code_depnum_ccdc_archive 'CCDC 675667' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H56 Cl Ge N3' _chemical_formula_weight 650.89 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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)/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 10.586(2) _cell_length_b 18.950(4) _cell_length_c 18.311(4) _cell_angle_alpha 90.00 _cell_angle_beta 103.50(3) _cell_angle_gamma 90.00 _cell_volume 3571.9(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.210 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 0.961 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.809 _exptl_absorpt_correction_T_max 0.928 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34978 _diffrn_reflns_av_R_equivalents 0.0895 _diffrn_reflns_av_sigmaI/netI 0.0678 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.01 _reflns_number_total 6257 _reflns_number_gt 4595 _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^)+(0.0555P)^2^+8.5705P] 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 6257 _refine_ls_number_parameters 387 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1056 _refine_ls_R_factor_gt 0.0724 _refine_ls_wR_factor_ref 0.1621 _refine_ls_wR_factor_gt 0.1487 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _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 0.15156(6) 0.22019(3) 0.81350(3) 0.0440(2) Uani 1 1 d . . . Cl1 Cl 0.2972(3) 0.13230(11) 0.82577(13) 0.1256(10) Uani 1 1 d . . . N1 N 0.2423(3) 0.29814(18) 0.77341(17) 0.0226(8) Uani 1 1 d . . . C1 C 0.1721(4) 0.2887(2) 0.7016(2) 0.0216(9) Uani 1 1 d . . . N2 N 0.1032(3) 0.22918(18) 0.70145(17) 0.0237(8) Uani 1 1 d . . . C2 C 0.2860(4) 0.3626(2) 0.8122(2) 0.0228(9) Uani 1 1 d . . . N3 N 0.1704(3) 0.33238(18) 0.64243(18) 0.0224(8) Uani 1 1 d . . . C3 C 0.1985(4) 0.4160(2) 0.8212(2) 0.0277(10) Uani 1 1 d . . . C4 C 0.2481(5) 0.4736(2) 0.8653(2) 0.0332(11) Uani 1 1 d . . . H4 H 0.1909 0.5104 0.8719 0.040 Uiso 1 1 calc R . . C5 C 0.3792(5) 0.4788(3) 0.9000(3) 0.0383(12) Uani 1 1 d . . . H5 H 0.4111 0.5190 0.9295 0.046 Uiso 1 1 calc R . . C6 C 0.4626(4) 0.4256(3) 0.8914(2) 0.0337(11) Uani 1 1 d . . . H6 H 0.5521 0.4295 0.9154 0.040 Uiso 1 1 calc R . . C7 C 0.4189(4) 0.3662(2) 0.8484(2) 0.0263(10) Uani 1 1 d . . . C8 C 0.0532(4) 0.4125(3) 0.7864(3) 0.0342(11) Uani 1 1 d . . . H8 H 0.0387 0.3794 0.7427 0.041 Uiso 1 1 calc R . . C9 C -0.0192(5) 0.3839(4) 0.8430(3) 0.0687(19) Uani 1 1 d . . . H9A H 0.0171 0.3380 0.8616 0.103 Uiso 1 1 calc R . . H9B H -0.1115 0.3786 0.8187 0.103 Uiso 1 1 calc R . . H9C H -0.0096 0.4169 0.8852 0.103 Uiso 1 1 calc R . . C10 C -0.0062(5) 0.4845(3) 0.7581(3) 0.0511(15) Uani 1 1 d . . . H10A H -0.0043 0.5157 0.8011 0.077 Uiso 1 1 calc R . . H10B H -0.0963 0.4779 0.7301 0.077 Uiso 1 1 calc R . . H10C H 0.0442 0.5058 0.7252 0.077 Uiso 1 1 calc R . . C11 C 0.5116(4) 0.3067(3) 0.8439(3) 0.0349(11) Uani 1 1 d . . . H11 H 0.4697 0.2759 0.8007 0.042 Uiso 1 1 calc R . . C12 C 0.5335(5) 0.2620(3) 0.9159(3) 0.0547(15) Uani 1 1 d . . . H12A H 0.5759 0.2909 0.9591 0.082 Uiso 1 1 calc R . . H12B H 0.5889 0.2216 0.9115 0.082 Uiso 1 1 calc R . . H12C H 0.4497 0.2452 0.9230 0.082 Uiso 1 1 calc R . . C13 C 0.6408(5) 0.3326(3) 0.8301(3) 0.0507(15) Uani 1 1 d . . . H13A H 0.6245 0.3613 0.7844 0.076 Uiso 1 1 calc R . . H13B H 0.6948 0.2919 0.8242 0.076 Uiso 1 1 calc R . . H13C H 0.6860 0.3611 0.8729 0.076 Uiso 1 1 calc R . . C14 C 0.0399(4) 0.1842(2) 0.6418(2) 0.0232(9) Uani 1 1 d . . . C15 C -0.0957(4) 0.1777(2) 0.6272(2) 0.0225(9) Uani 1 1 d . . . C16 C -0.1583(4) 0.1345(2) 0.5684(2) 0.0270(10) Uani 1 1 d . . . H16 H -0.2504 0.1310 0.5568 0.032 Uiso 1 1 calc R . . C17 C -0.0889(4) 0.0964(2) 0.5266(2) 0.0305(11) Uani 1 1 d . . . H17 H -0.1331 0.0678 0.4860 0.037 Uiso 1 1 calc R . . C18 C 0.0445(4) 0.1002(2) 0.5442(2) 0.0309(11) Uani 1 1 d . . . H18 H 0.0916 0.0725 0.5163 0.037 Uiso 1 1 calc R . . C19 C 0.1124(4) 0.1433(2) 0.6014(2) 0.0259(10) Uani 1 1 d . . . C20 C -0.1741(4) 0.2127(2) 0.6770(2) 0.0301(10) Uani 1 1 d . . . H20 H -0.1222 0.2535 0.7027 0.036 Uiso 1 1 calc R . . C21 C -0.3049(5) 0.2412(3) 0.6338(3) 0.0513(15) Uani 1 1 d . . . H21A H -0.2923 0.2704 0.5919 0.077 Uiso 1 1 calc R . . H21B H -0.3437 0.2698 0.6674 0.077 Uiso 1 1 calc R . . H21C H -0.3627 0.2017 0.6143 0.077 Uiso 1 1 calc R . . C22 C -0.1931(5) 0.1613(3) 0.7374(3) 0.0430(13) Uani 1 1 d . . . H22A H -0.2443 0.1208 0.7138 0.065 Uiso 1 1 calc R . . H22B H -0.2390 0.1851 0.7712 0.065 Uiso 1 1 calc R . . H22C H -0.1082 0.1450 0.7662 0.065 Uiso 1 1 calc R . . C23 C 0.2610(4) 0.1422(3) 0.6188(3) 0.0377(12) Uani 1 1 d . . . H23 H 0.2947 0.1790 0.6576 0.045 Uiso 1 1 calc R . . C24 C 0.3137(5) 0.1573(3) 0.5500(3) 0.0500(14) Uani 1 1 d . . . H24A H 0.2905 0.1185 0.5140 0.075 Uiso 1 1 calc R . . H24B H 0.4085 0.1618 0.5650 0.075 Uiso 1 1 calc R . . H24C H 0.2761 0.2014 0.5266 0.075 Uiso 1 1 calc R . . C25 C 0.3097(6) 0.0693(3) 0.6515(4) 0.0678(18) Uani 1 1 d . . . H25A H 0.2810 0.0329 0.6132 0.102 Uiso 1 1 calc R . . H25B H 0.2741 0.0592 0.6952 0.102 Uiso 1 1 calc R . . H25C H 0.4048 0.0696 0.6667 0.102 Uiso 1 1 calc R . . C26 C 0.2894(4) 0.3752(2) 0.6424(2) 0.0269(10) Uani 1 1 d . . . H26 H 0.3583 0.3564 0.6850 0.032 Uiso 1 1 calc R . . C27 C 0.3406(5) 0.3636(3) 0.5721(3) 0.0449(13) Uani 1 1 d . . . H27A H 0.2801 0.3850 0.5282 0.054 Uiso 1 1 calc R . . H27B H 0.3460 0.3124 0.5625 0.054 Uiso 1 1 calc R . . C28 C 0.4766(5) 0.3973(3) 0.5820(4) 0.0565(16) Uani 1 1 d . . . H28A H 0.5386 0.3735 0.6235 0.068 Uiso 1 1 calc R . . H28B H 0.5077 0.3909 0.5355 0.068 Uiso 1 1 calc R . . C29 C 0.4719(5) 0.4762(3) 0.5995(3) 0.0516(15) Uani 1 1 d . . . H29A H 0.5606 0.4962 0.6088 0.062 Uiso 1 1 calc R . . H29B H 0.4173 0.5009 0.5557 0.062 Uiso 1 1 calc R . . C30 C 0.4170(5) 0.4878(3) 0.6672(3) 0.0469(13) Uani 1 1 d . . . H30A H 0.4104 0.5391 0.6759 0.056 Uiso 1 1 calc R . . H30B H 0.4765 0.4673 0.7120 0.056 Uiso 1 1 calc R . . C31 C 0.2827(4) 0.4542(2) 0.6570(3) 0.0301(10) Uani 1 1 d . . . H31A H 0.2497 0.4620 0.7027 0.036 Uiso 1 1 calc R . . H31B H 0.2215 0.4767 0.6141 0.036 Uiso 1 1 calc R . . C32 C 0.0475(4) 0.3381(2) 0.5826(2) 0.0253(10) Uani 1 1 d . . . H32 H -0.0192 0.3118 0.6025 0.030 Uiso 1 1 calc R . . C33 C -0.0046(4) 0.4129(2) 0.5691(2) 0.0323(11) Uani 1 1 d . . . H33A H 0.0517 0.4407 0.5436 0.039 Uiso 1 1 calc R . . H33B H -0.0037 0.4358 0.6178 0.039 Uiso 1 1 calc R . . C34 C -0.1442(4) 0.4117(3) 0.5203(3) 0.0365(11) Uani 1 1 d . . . H34A H -0.2015 0.3866 0.5474 0.044 Uiso 1 1 calc R . . H34B H -0.1765 0.4606 0.5107 0.044 Uiso 1 1 calc R . . C35 C -0.1487(5) 0.3748(3) 0.4458(3) 0.0384(12) Uani 1 1 d . . . H35A H -0.2400 0.3715 0.4168 0.046 Uiso 1 1 calc R . . H35B H -0.0999 0.4031 0.4161 0.046 Uiso 1 1 calc R . . C36 C -0.0909(5) 0.3016(3) 0.4577(3) 0.0379(12) Uani 1 1 d . . . H36A H -0.0897 0.2805 0.4084 0.045 Uiso 1 1 calc R . . H36B H -0.1462 0.2716 0.4817 0.045 Uiso 1 1 calc R . . C37 C 0.0479(4) 0.3028(2) 0.5071(2) 0.0297(10) Uani 1 1 d . . . H37A H 0.0814 0.2540 0.5158 0.036 Uiso 1 1 calc R . . H37B H 0.1056 0.3293 0.4814 0.036 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 0.0598(4) 0.0475(4) 0.0194(3) 0.0061(2) -0.0017(2) -0.0204(3) Cl1 0.161(2) 0.0669(13) 0.1054(17) -0.0037(12) -0.0579(15) 0.0137(13) N1 0.0243(18) 0.026(2) 0.0148(17) -0.0011(14) -0.0003(14) -0.0044(15) C1 0.019(2) 0.023(2) 0.021(2) -0.0045(18) 0.0016(17) 0.0024(18) N2 0.0279(19) 0.027(2) 0.0130(16) 0.0023(14) -0.0017(14) -0.0034(16) C2 0.024(2) 0.031(2) 0.0129(19) -0.0029(17) 0.0043(17) -0.0043(19) N3 0.0218(18) 0.026(2) 0.0188(18) 0.0023(15) 0.0025(14) -0.0004(15) C3 0.026(2) 0.039(3) 0.020(2) -0.0013(19) 0.0090(18) 0.000(2) C4 0.040(3) 0.033(3) 0.028(2) -0.007(2) 0.009(2) 0.001(2) C5 0.045(3) 0.035(3) 0.032(3) -0.012(2) 0.005(2) -0.010(2) C6 0.023(2) 0.049(3) 0.026(2) -0.006(2) -0.0011(19) -0.011(2) C7 0.022(2) 0.034(3) 0.021(2) -0.0027(19) 0.0014(18) -0.0047(19) C8 0.023(2) 0.047(3) 0.033(3) -0.007(2) 0.006(2) 0.005(2) C9 0.033(3) 0.120(6) 0.059(4) 0.005(4) 0.021(3) -0.006(3) C10 0.039(3) 0.058(4) 0.051(3) -0.020(3) -0.001(3) 0.016(3) C11 0.024(2) 0.045(3) 0.031(3) -0.009(2) -0.003(2) 0.002(2) C12 0.042(3) 0.058(4) 0.057(4) 0.005(3) -0.003(3) 0.010(3) C13 0.032(3) 0.076(4) 0.045(3) -0.012(3) 0.008(2) 0.006(3) C14 0.029(2) 0.019(2) 0.019(2) 0.0020(17) -0.0003(18) -0.0019(18) C15 0.028(2) 0.017(2) 0.021(2) 0.0037(17) 0.0025(18) -0.0013(18) C16 0.025(2) 0.031(2) 0.023(2) 0.0038(19) 0.0015(18) -0.0045(19) C17 0.042(3) 0.023(2) 0.024(2) -0.0028(19) 0.002(2) -0.012(2) C18 0.039(3) 0.025(3) 0.028(2) -0.0029(19) 0.008(2) -0.001(2) C19 0.029(2) 0.023(2) 0.025(2) 0.0036(18) 0.0061(19) 0.0018(19) C20 0.029(2) 0.031(3) 0.028(2) -0.004(2) 0.003(2) 0.000(2) C21 0.038(3) 0.074(4) 0.040(3) -0.007(3) 0.005(2) 0.022(3) C22 0.051(3) 0.051(3) 0.031(3) -0.005(2) 0.016(2) 0.002(3) C23 0.028(3) 0.041(3) 0.043(3) -0.009(2) 0.006(2) 0.003(2) C24 0.034(3) 0.058(4) 0.063(4) -0.013(3) 0.021(3) -0.006(3) C25 0.043(3) 0.064(4) 0.092(5) 0.014(4) 0.008(3) 0.024(3) C26 0.023(2) 0.031(3) 0.028(2) 0.0023(19) 0.0073(19) -0.0017(19) C27 0.045(3) 0.044(3) 0.053(3) -0.002(3) 0.027(3) -0.003(2) C28 0.040(3) 0.065(4) 0.074(4) 0.008(3) 0.033(3) -0.002(3) C29 0.037(3) 0.057(4) 0.063(4) 0.009(3) 0.017(3) -0.013(3) C30 0.041(3) 0.042(3) 0.056(3) 0.006(3) 0.007(3) -0.012(2) C31 0.033(3) 0.026(3) 0.031(2) 0.0031(19) 0.009(2) -0.003(2) C32 0.025(2) 0.031(2) 0.018(2) 0.0026(18) 0.0005(18) -0.0033(19) C33 0.037(3) 0.031(3) 0.026(2) -0.002(2) 0.001(2) 0.004(2) C34 0.035(3) 0.034(3) 0.036(3) 0.007(2) 0.001(2) 0.008(2) C35 0.034(3) 0.044(3) 0.029(3) 0.006(2) -0.009(2) -0.001(2) C36 0.046(3) 0.039(3) 0.022(2) -0.002(2) -0.004(2) -0.004(2) C37 0.037(3) 0.030(3) 0.020(2) 0.0027(18) 0.0010(19) 0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ge1 N1 1.993(3) . ? Ge1 N2 2.003(3) . ? Ge1 Cl1 2.245(2) . ? N1 C1 1.363(5) . ? N1 C2 1.434(5) . ? C1 N2 1.342(5) . ? C1 N3 1.360(5) . ? N2 C14 1.425(5) . ? C2 C3 1.408(6) . ? C2 C7 1.410(6) . ? N3 C32 1.497(5) . ? N3 C26 1.498(5) . ? C3 C4 1.385(6) . ? C3 C8 1.523(6) . ? C4 C5 1.389(7) . ? C5 C6 1.373(7) . ? C6 C7 1.390(6) . ? C7 C11 1.509(6) . ? C8 C9 1.525(7) . ? C8 C10 1.540(7) . ? C11 C13 1.528(7) . ? C11 C12 1.538(7) . ? C14 C15 1.404(6) . ? C14 C19 1.413(6) . ? C15 C16 1.392(6) . ? C15 C20 1.520(6) . ? C16 C17 1.381(6) . ? C17 C18 1.375(6) . ? C18 C19 1.390(6) . ? C19 C23 1.531(6) . ? C20 C22 1.523(6) . ? C20 C21 1.524(6) . ? C23 C24 1.520(7) . ? C23 C25 1.545(7) . ? C26 C31 1.525(6) . ? C26 C27 1.526(6) . ? C27 C28 1.546(7) . ? C28 C29 1.531(8) . ? C29 C30 1.504(7) . ? C30 C31 1.529(6) . ? C32 C33 1.521(6) . ? C32 C37 1.535(6) . ? C33 C34 1.538(6) . ? C34 C35 1.524(7) . ? C35 C36 1.511(7) . ? C36 C37 1.536(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ge1 N2 65.76(13) . . ? N1 Ge1 Cl1 102.01(13) . . ? N2 Ge1 Cl1 99.84(12) . . ? C1 N1 C2 129.1(3) . . ? C1 N1 Ge1 93.3(2) . . ? C2 N1 Ge1 125.2(2) . . ? N2 C1 N3 127.1(3) . . ? N2 C1 N1 106.6(3) . . ? N3 C1 N1 126.2(4) . . ? C1 N2 C14 131.5(3) . . ? C1 N2 Ge1 93.5(2) . . ? C14 N2 Ge1 134.2(3) . . ? C3 C2 C7 121.4(4) . . ? C3 C2 N1 121.7(4) . . ? C7 C2 N1 116.5(4) . . ? C1 N3 C32 118.3(3) . . ? C1 N3 C26 118.4(3) . . ? C32 N3 C26 123.2(3) . . ? C4 C3 C2 117.7(4) . . ? C4 C3 C8 119.1(4) . . ? C2 C3 C8 123.2(4) . . ? C3 C4 C5 121.7(4) . . ? C6 C5 C4 119.8(4) . . ? C5 C6 C7 121.4(4) . . ? C6 C7 C2 118.0(4) . . ? C6 C7 C11 120.1(4) . . ? C2 C7 C11 121.9(4) . . ? C3 C8 C9 110.4(4) . . ? C3 C8 C10 113.3(4) . . ? C9 C8 C10 108.2(4) . . ? C7 C11 C13 112.9(4) . . ? C7 C11 C12 109.5(4) . . ? C13 C11 C12 110.9(4) . . ? C15 C14 C19 120.6(4) . . ? C15 C14 N2 118.3(4) . . ? C19 C14 N2 120.9(4) . . ? C16 C15 C14 118.6(4) . . ? C16 C15 C20 119.5(4) . . ? C14 C15 C20 121.7(4) . . ? C17 C16 C15 121.2(4) . . ? C18 C17 C16 119.5(4) . . ? C17 C18 C19 122.0(4) . . ? C18 C19 C14 117.9(4) . . ? C18 C19 C23 118.3(4) . . ? C14 C19 C23 123.8(4) . . ? C15 C20 C22 109.9(4) . . ? C15 C20 C21 113.6(4) . . ? C22 C20 C21 110.2(4) . . ? C24 C23 C19 112.6(4) . . ? C24 C23 C25 109.6(4) . . ? C19 C23 C25 109.0(4) . . ? N3 C26 C31 117.2(3) . . ? N3 C26 C27 112.8(4) . . ? C31 C26 C27 109.2(4) . . ? C26 C27 C28 110.2(4) . . ? C29 C28 C27 110.7(4) . . ? C30 C29 C28 110.7(4) . . ? C29 C30 C31 111.3(4) . . ? C26 C31 C30 110.6(4) . . ? N3 C32 C33 113.9(3) . . ? N3 C32 C37 116.3(3) . . ? C33 C32 C37 109.7(3) . . ? C32 C33 C34 110.0(4) . . ? C35 C34 C33 110.6(4) . . ? C36 C35 C34 111.4(4) . . ? C35 C36 C37 111.8(4) . . ? C32 C37 C36 109.5(4) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.958 _refine_diff_density_min -0.687 _refine_diff_density_rms 0.072 # Attachment 'cmpd8.CIF' data_compound8 _database_code_depnum_ccdc_archive 'CCDC 675668' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H48 Cl4 Ga Ge N3' _chemical_formula_weight 746.83 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' Ga Ga 0.2307 1.6083 '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' Cl Cl 0.1484 0.1585 '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)/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 16.025(3) _cell_length_b 12.550(3) _cell_length_c 19.558(4) _cell_angle_alpha 90.00 _cell_angle_beta 110.87(3) _cell_angle_gamma 90.00 _cell_volume 3675.4(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 1.865 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.682 _exptl_absorpt_correction_T_max 0.843 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15624 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.00 _reflns_number_total 8003 _reflns_number_gt 6406 _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^)+(0.0232P)^2^+2.4273P] 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 8003 _refine_ls_number_parameters 373 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0746 _refine_ls_wR_factor_gt 0.0695 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 0.175276(16) 0.409600(19) 0.141569(13) 0.02369(7) Uani 1 1 d . . . Ga1 Ga 0.250911(18) 0.61046(2) 0.299049(14) 0.02943(8) Uani 1 1 d . . . Cl1 Cl 0.30045(4) 0.53125(5) 0.21683(3) 0.03507(15) Uani 1 1 d . . . N1 N 0.25144(12) 0.28580(14) 0.14941(10) 0.0221(4) Uani 1 1 d . . . C1 C 0.25745(14) 0.30198(17) 0.08261(12) 0.0203(5) Uani 1 1 d . . . Cl2 Cl 0.14096(5) 0.51466(6) 0.30329(4) 0.04699(18) Uani 1 1 d . . . N2 N 0.22189(11) 0.40192(13) 0.06192(9) 0.0190(4) Uani 1 1 d . . . C2 C 0.29165(16) 0.20758(17) 0.20472(12) 0.0269(5) Uani 1 1 d . . . Cl3 Cl 0.36146(5) 0.61060(6) 0.40107(4) 0.04805(18) Uani 1 1 d . . . N3 N 0.28992(13) 0.23609(14) 0.04397(10) 0.0247(4) Uani 1 1 d . . . C3 C 0.23468(19) 0.13187(19) 0.21866(13) 0.0350(6) Uani 1 1 d . . . Cl4 Cl 0.21050(6) 0.76669(6) 0.25608(4) 0.0595(2) Uani 1 1 d . . . C4 C 0.2740(2) 0.0550(2) 0.27241(15) 0.0485(8) Uani 1 1 d . . . H4 H 0.2374 0.0034 0.2835 0.058 Uiso 1 1 calc R . . C5 C 0.3645(3) 0.0528(2) 0.30932(16) 0.0563(9) Uani 1 1 d . . . H5 H 0.3901 -0.0021 0.3439 0.068 Uiso 1 1 calc R . . C6 C 0.4187(2) 0.1295(2) 0.29667(15) 0.0478(8) Uani 1 1 d . . . H6 H 0.4811 0.1276 0.3235 0.057 Uiso 1 1 calc R . . C7 C 0.38381(17) 0.21032(19) 0.24506(13) 0.0329(6) Uani 1 1 d . . . C8 C 0.13432(19) 0.1353(2) 0.17854(15) 0.0392(6) Uani 1 1 d . . . H8 H 0.1229 0.1759 0.1321 0.047 Uiso 1 1 calc R . . C9 C 0.0885(2) 0.1955(2) 0.22341(17) 0.0496(8) Uani 1 1 d . . . H9A H 0.0985 0.1576 0.2695 0.074 Uiso 1 1 calc R . . H9B H 0.0243 0.1999 0.1956 0.074 Uiso 1 1 calc R . . H9C H 0.1135 0.2675 0.2340 0.074 Uiso 1 1 calc R . . C10 C 0.0927(2) 0.0240(2) 0.15780(19) 0.0604(9) Uani 1 1 d . . . H10A H 0.0993 -0.0162 0.2024 0.091 Uiso 1 1 calc R . . H10B H 0.1232 -0.0139 0.1296 0.091 Uiso 1 1 calc R . . H10C H 0.0292 0.0312 0.1282 0.091 Uiso 1 1 calc R . . C11 C 0.44513(16) 0.2983(2) 0.23783(14) 0.0378(6) Uani 1 1 d . . . H11 H 0.4099 0.3454 0.1963 0.045 Uiso 1 1 calc R . . C12 C 0.4769(2) 0.3662(2) 0.30799(17) 0.0579(9) Uani 1 1 d . . . H12A H 0.4249 0.3916 0.3186 0.087 Uiso 1 1 calc R . . H12B H 0.5111 0.4273 0.3011 0.087 Uiso 1 1 calc R . . H12C H 0.5148 0.3228 0.3489 0.087 Uiso 1 1 calc R . . C13 C 0.5261(2) 0.2576(3) 0.22194(19) 0.0579(9) Uani 1 1 d . . . H13A H 0.5621 0.2117 0.2622 0.087 Uiso 1 1 calc R . . H13B H 0.5623 0.3182 0.2172 0.087 Uiso 1 1 calc R . . H13C H 0.5060 0.2168 0.1762 0.087 Uiso 1 1 calc R . . C14 C 0.17774(14) 0.44657(17) -0.00952(11) 0.0200(5) Uani 1 1 d . . . C15 C 0.21215(15) 0.54191(18) -0.02588(13) 0.0257(5) Uani 1 1 d . . . C16 C 0.16571(17) 0.5918(2) -0.09243(14) 0.0334(6) Uani 1 1 d . . . H16 H 0.1884 0.6560 -0.1048 0.040 Uiso 1 1 calc R . . C17 C 0.08781(18) 0.5496(2) -0.14030(13) 0.0357(6) Uani 1 1 d . . . H17 H 0.0571 0.5847 -0.1853 0.043 Uiso 1 1 calc R . . C18 C 0.05393(16) 0.4562(2) -0.12325(13) 0.0316(6) Uani 1 1 d . . . H18 H -0.0001 0.4279 -0.1569 0.038 Uiso 1 1 calc R . . C19 C 0.09721(14) 0.40290(17) -0.05787(12) 0.0246(5) Uani 1 1 d . . . C20 C 0.29720(16) 0.59286(19) 0.02616(14) 0.0325(6) Uani 1 1 d . . . H20 H 0.3212 0.5455 0.0699 0.039 Uiso 1 1 calc R . . C21 C 0.27825(19) 0.7016(2) 0.05271(16) 0.0465(7) Uani 1 1 d . . . H21A H 0.2540 0.7497 0.0108 0.070 Uiso 1 1 calc R . . H21B H 0.3338 0.7314 0.0872 0.070 Uiso 1 1 calc R . . H21C H 0.2348 0.6934 0.0771 0.070 Uiso 1 1 calc R . . C22 C 0.36877(19) 0.6021(2) -0.00844(18) 0.0510(8) Uani 1 1 d . . . H22A H 0.3473 0.6489 -0.0513 0.077 Uiso 1 1 calc R . . H22B H 0.3814 0.5313 -0.0235 0.077 Uiso 1 1 calc R . . H22C H 0.4234 0.6319 0.0273 0.077 Uiso 1 1 calc R . . C23 C 0.05374(15) 0.30485(18) -0.03954(14) 0.0300(5) Uani 1 1 d . . . H23 H 0.0990 0.2690 0.0034 0.036 Uiso 1 1 calc R . . C24 C -0.02568(17) 0.3370(2) -0.01744(17) 0.0449(7) Uani 1 1 d . . . H24A H -0.0056 0.3879 0.0232 0.067 Uiso 1 1 calc R . . H24B H -0.0501 0.2736 -0.0022 0.067 Uiso 1 1 calc R . . H24C H -0.0720 0.3702 -0.0593 0.067 Uiso 1 1 calc R . . C25 C 0.02272(19) 0.2244(2) -0.10203(17) 0.0485(8) Uani 1 1 d . . . H25A H -0.0251 0.2559 -0.1436 0.073 Uiso 1 1 calc R . . H25B H 0.0003 0.1604 -0.0856 0.073 Uiso 1 1 calc R . . H25C H 0.0730 0.2053 -0.1170 0.073 Uiso 1 1 calc R . . C26 C 0.29459(18) 0.11870(18) 0.06020(14) 0.0338(6) Uani 1 1 d . . . H26 H 0.2946 0.1121 0.1112 0.041 Uiso 1 1 calc R . . C27 C 0.2117(2) 0.0604(2) 0.01163(16) 0.0457(7) Uani 1 1 d . . . H27A H 0.1584 0.0974 0.0128 0.068 Uiso 1 1 calc R . . H27B H 0.2123 -0.0127 0.0294 0.068 Uiso 1 1 calc R . . H27C H 0.2109 0.0589 -0.0387 0.068 Uiso 1 1 calc R . . C28 C 0.3795(2) 0.0645(2) 0.06077(18) 0.0547(8) Uani 1 1 d . . . H28A H 0.3820 0.0664 0.0115 0.082 Uiso 1 1 calc R . . H28B H 0.3798 -0.0098 0.0764 0.082 Uiso 1 1 calc R . . H28C H 0.4314 0.1017 0.0948 0.082 Uiso 1 1 calc R . . C29 C 0.31876(15) 0.28212(19) -0.01462(12) 0.0275(5) Uani 1 1 d . . . H29 H 0.2923 0.3552 -0.0243 0.033 Uiso 1 1 calc R . . C30 C 0.28260(19) 0.2234(2) -0.08729(14) 0.0429(7) Uani 1 1 d . . . H30A H 0.3100 0.1526 -0.0820 0.064 Uiso 1 1 calc R . . H30B H 0.2968 0.2638 -0.1246 0.064 Uiso 1 1 calc R . . H30C H 0.2177 0.2160 -0.1021 0.064 Uiso 1 1 calc R . . C31 C 0.41910(17) 0.2978(2) 0.01132(17) 0.0477(7) Uani 1 1 d . . . H31A H 0.4486 0.2282 0.0169 0.072 Uiso 1 1 calc R . . H31B H 0.4394 0.3348 0.0585 0.072 Uiso 1 1 calc R . . H31C H 0.4342 0.3404 -0.0246 0.072 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 0.02437(13) 0.02452(13) 0.02397(13) -0.00135(10) 0.01080(10) 0.00004(10) Ga1 0.03546(16) 0.02841(14) 0.02276(14) -0.00311(11) 0.00834(11) 0.00268(11) Cl1 0.0360(3) 0.0342(3) 0.0382(4) -0.0145(3) 0.0171(3) -0.0064(3) N1 0.0269(10) 0.0200(9) 0.0195(10) 0.0013(8) 0.0082(8) -0.0008(8) C1 0.0169(11) 0.0225(11) 0.0198(11) -0.0013(9) 0.0045(9) -0.0043(9) Cl2 0.0369(4) 0.0705(5) 0.0341(4) 0.0017(3) 0.0133(3) -0.0083(3) N2 0.0192(9) 0.0186(9) 0.0191(9) 0.0012(7) 0.0065(7) 0.0005(7) C2 0.0446(15) 0.0181(11) 0.0182(12) -0.0008(9) 0.0115(11) 0.0031(10) Cl3 0.0470(4) 0.0604(5) 0.0276(3) -0.0023(3) 0.0021(3) -0.0114(3) N3 0.0330(11) 0.0212(9) 0.0217(10) 0.0026(8) 0.0116(9) 0.0061(8) C3 0.0624(18) 0.0218(12) 0.0265(13) -0.0033(10) 0.0227(13) -0.0043(12) Cl4 0.0878(6) 0.0321(4) 0.0544(5) 0.0029(3) 0.0202(4) 0.0217(4) C4 0.093(3) 0.0243(14) 0.0361(16) 0.0053(12) 0.0328(17) 0.0008(15) C5 0.099(3) 0.0381(17) 0.0315(16) 0.0125(13) 0.0225(18) 0.0239(18) C6 0.0617(19) 0.0442(17) 0.0292(15) 0.0017(13) 0.0061(14) 0.0199(15) C7 0.0430(15) 0.0293(13) 0.0225(13) -0.0018(10) 0.0068(11) 0.0099(11) C8 0.0571(18) 0.0282(13) 0.0407(16) -0.0048(12) 0.0277(14) -0.0161(12) C9 0.0615(19) 0.0380(16) 0.063(2) -0.0031(14) 0.0381(17) -0.0101(14) C10 0.082(2) 0.0399(17) 0.074(2) -0.0149(16) 0.045(2) -0.0286(17) C11 0.0306(14) 0.0399(15) 0.0333(14) -0.0026(12) -0.0002(11) 0.0056(12) C12 0.0553(19) 0.0490(18) 0.0478(19) -0.0159(15) -0.0083(15) 0.0043(15) C13 0.0392(17) 0.064(2) 0.065(2) -0.0058(17) 0.0116(15) 0.0067(15) C14 0.0211(11) 0.0220(11) 0.0180(11) -0.0009(9) 0.0084(9) 0.0033(9) C15 0.0287(12) 0.0266(12) 0.0243(12) 0.0037(10) 0.0125(10) 0.0022(10) C16 0.0426(15) 0.0297(13) 0.0315(14) 0.0073(11) 0.0178(12) 0.0066(11) C17 0.0465(16) 0.0391(15) 0.0202(13) 0.0052(11) 0.0101(12) 0.0171(13) C18 0.0246(13) 0.0403(15) 0.0247(13) -0.0086(11) 0.0025(10) 0.0093(11) C19 0.0224(11) 0.0246(12) 0.0260(12) -0.0059(10) 0.0076(10) 0.0041(9) C20 0.0290(13) 0.0323(13) 0.0364(14) 0.0051(11) 0.0119(11) -0.0072(11) C21 0.0464(17) 0.0380(16) 0.0524(19) -0.0065(14) 0.0142(14) -0.0118(13) C22 0.0388(16) 0.0567(19) 0.064(2) 0.0086(16) 0.0262(15) -0.0085(14) C23 0.0213(12) 0.0285(13) 0.0359(14) -0.0057(11) 0.0047(10) -0.0029(10) C24 0.0346(15) 0.0451(16) 0.062(2) -0.0089(14) 0.0263(14) -0.0053(13) C25 0.0429(17) 0.0400(16) 0.0579(19) -0.0201(14) 0.0123(14) -0.0103(13) C26 0.0579(17) 0.0195(12) 0.0264(13) 0.0028(10) 0.0180(12) 0.0098(11) C27 0.0577(18) 0.0272(14) 0.0537(19) 0.0040(13) 0.0218(15) -0.0016(13) C28 0.0575(19) 0.0363(16) 0.056(2) -0.0011(14) 0.0022(16) 0.0197(14) C29 0.0293(13) 0.0325(13) 0.0262(13) 0.0069(10) 0.0165(10) 0.0086(10) C30 0.0520(17) 0.0537(17) 0.0257(14) 0.0030(13) 0.0170(13) -0.0006(14) C31 0.0344(15) 0.0558(18) 0.0539(19) 0.0102(15) 0.0171(14) 0.0028(13) _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 1.9477(18) . ? Ge1 N2 1.9552(18) . ? Ge1 Cl1 2.5333(9) . ? Ga1 Cl4 2.1406(8) . ? Ga1 Cl3 2.1451(11) . ? Ga1 Cl2 2.1590(8) . ? Ga1 Cl1 2.2613(8) . ? N1 C1 1.359(3) . ? N1 C2 1.433(3) . ? C1 N3 1.344(3) . ? C1 N2 1.377(3) . ? N2 C14 1.436(3) . ? C2 C7 1.405(3) . ? C2 C3 1.410(3) . ? N3 C29 1.496(3) . ? N3 C26 1.503(3) . ? C3 C4 1.401(4) . ? C3 C8 1.518(4) . ? C4 C5 1.371(5) . ? C5 C6 1.377(4) . ? C6 C7 1.399(4) . ? C7 C11 1.518(4) . ? C8 C9 1.529(4) . ? C8 C10 1.539(4) . ? C11 C13 1.526(4) . ? C11 C12 1.539(4) . ? C14 C15 1.401(3) . ? C14 C19 1.411(3) . ? C15 C16 1.396(3) . ? C15 C20 1.521(3) . ? C16 C17 1.372(4) . ? C17 C18 1.382(4) . ? C18 C19 1.390(3) . ? C19 C23 1.519(3) . ? C20 C21 1.529(4) . ? C20 C22 1.530(4) . ? C23 C25 1.526(3) . ? C23 C24 1.537(3) . ? C26 C28 1.518(4) . ? C26 C27 1.518(4) . ? C29 C31 1.517(3) . ? C29 C30 1.520(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ge1 N2 67.47(7) . . ? N1 Ge1 Cl1 95.20(6) . . ? N2 Ge1 Cl1 92.55(5) . . ? Cl4 Ga1 Cl3 113.49(3) . . ? Cl4 Ga1 Cl2 112.85(4) . . ? Cl3 Ga1 Cl2 112.31(3) . . ? Cl4 Ga1 Cl1 104.91(3) . . ? Cl3 Ga1 Cl1 106.20(3) . . ? Cl2 Ga1 Cl1 106.29(3) . . ? Ga1 Cl1 Ge1 105.80(3) . . ? C1 N1 C2 131.41(19) . . ? C1 N1 Ge1 93.56(13) . . ? C2 N1 Ge1 134.97(15) . . ? N3 C1 N1 128.52(19) . . ? N3 C1 N2 126.7(2) . . ? N1 C1 N2 104.76(18) . . ? C1 N2 C14 130.53(18) . . ? C1 N2 Ge1 92.66(13) . . ? C14 N2 Ge1 124.08(13) . . ? C7 C2 C3 122.1(2) . . ? C7 C2 N1 120.5(2) . . ? C3 C2 N1 117.4(2) . . ? C1 N3 C29 118.70(18) . . ? C1 N3 C26 118.98(19) . . ? C29 N3 C26 122.31(18) . . ? C4 C3 C2 117.4(3) . . ? C4 C3 C8 121.2(2) . . ? C2 C3 C8 121.4(2) . . ? C5 C4 C3 121.2(3) . . ? C4 C5 C6 120.6(3) . . ? C5 C6 C7 121.4(3) . . ? C6 C7 C2 117.2(3) . . ? C6 C7 C11 119.3(2) . . ? C2 C7 C11 123.5(2) . . ? C3 C8 C9 110.7(2) . . ? C3 C8 C10 113.0(2) . . ? C9 C8 C10 110.4(2) . . ? C7 C11 C13 113.6(2) . . ? C7 C11 C12 109.8(2) . . ? C13 C11 C12 109.4(2) . . ? C15 C14 C19 121.3(2) . . ? C15 C14 N2 117.24(19) . . ? C19 C14 N2 121.10(19) . . ? C16 C15 C14 118.2(2) . . ? C16 C15 C20 119.2(2) . . ? C14 C15 C20 122.5(2) . . ? C17 C16 C15 121.1(2) . . ? C16 C17 C18 120.2(2) . . ? C17 C18 C19 121.3(2) . . ? C18 C19 C14 117.9(2) . . ? C18 C19 C23 119.1(2) . . ? C14 C19 C23 122.9(2) . . ? C15 C20 C21 111.3(2) . . ? C15 C20 C22 111.7(2) . . ? C21 C20 C22 110.7(2) . . ? C19 C23 C25 113.2(2) . . ? C19 C23 C24 110.4(2) . . ? C25 C23 C24 109.5(2) . . ? N3 C26 C28 114.7(2) . . ? N3 C26 C27 111.9(2) . . ? C28 C26 C27 111.8(2) . . ? N3 C29 C31 111.9(2) . . ? N3 C29 C30 114.2(2) . . ? C31 C29 C30 112.4(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.318 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.063