#------------------------------------------------------------------------------ #$Date: 2018-01-16 03:48:35 +0200 (Tue, 16 Jan 2018) $ #$Revision: 205234 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/11/7121143.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7121143 loop_ _publ_author_name 'Suzuki, Katsunori' 'Numata, Yasuyuki' 'Fujita, Naoko' 'Hayakawa, Naoki' 'Tanikawa, Tomoharu' 'hashizume, Daisuke' 'Tamao, Kohei' 'Fueno, Hiroyuki' 'Tanaka, Kazuyoshi' 'Matsuo, Tsukasa' _publ_section_title ; A stable free tetragermacyclobutadiene incorporating fused-ring bulky EMind groups ; _journal_name_full 'Chemical Communications' _journal_paper_doi 10.1039/C7CC09443D _journal_year 2018 _chemical_formula_moiety 'C48 H74 Cl2 Ge2' _chemical_formula_sum 'C48 H74 Cl2 Ge2' _chemical_formula_weight 867.15 _chemical_name_common (EMind)ClGe=GeCl(EMind) _chemical_name_systematic dichlorodigermene _chemical_properties_physical Air-sensitive,Moisture-sensitive,Heat-sensitive,Oxygen-sensitive _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2017/1 _audit_update_record ; 2017-10-19 deposited with the CCDC. 2018-01-15 downloaded from the CCDC. ; _cell_angle_alpha 118.544(4) _cell_angle_beta 92.150(3) _cell_angle_gamma 113.282(3) _cell_formula_units_Z 1 _cell_length_a 10.9924(4) _cell_length_b 11.3428(4) _cell_length_c 11.8084(5) _cell_measurement_reflns_used 8311 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 30.9590 _cell_measurement_theta_min 3.7020 _cell_volume 1140.33(10) _computing_cell_refinement 'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)' _computing_molecular_graphics SHELXLE _computing_publication_material 'SHELXL-2017/1 (Sheldrick, 2017)' _computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)' _computing_structure_solution SIR2008 _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 5.811 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'XtaLAB Pro: Kappa single' _diffrn_measurement_method '\w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_unetI/netI 0.0432 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 18211 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.489 _diffrn_reflns_theta_min 3.626 _diffrn_source 'fine-focus sealed X-ray tube' _exptl_absorpt_coefficient_mu 1.466 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.78275 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour Yellow _exptl_crystal_density_diffrn 1.263 _exptl_crystal_description Block _exptl_crystal_F_000 460 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: THF and pentane' _exptl_crystal_size_max 0.184 _exptl_crystal_size_mid 0.123 _exptl_crystal_size_min 0.111 _refine_diff_density_max 0.783 _refine_diff_density_min -0.468 _refine_diff_density_rms 0.076 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 258 _refine_ls_number_reflns 5213 _refine_ls_number_restraints 21 _refine_ls_restrained_S_all 1.141 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0438 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0293P)^2^+2.1871P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1116 _refine_ls_wR_factor_ref 0.1150 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4378 _reflns_number_total 5213 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7cc09443d2.cif _cod_data_source_block EMind2Ge2Cl2 _cod_original_cell_volume 1140.33(9) _cod_database_code 7121143 _shelx_shelxl_version_number 2017/1 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.774 _shelx_estimated_absorpt_t_max 0.854 _shelx_res_file ; TITL EM2Ge2Cl2 shelxl.res created by SHELXL-2017/1 at 17:50:09 on 25-Sep-2017 CELL 0.71073 10.99240 11.34280 11.80840 118.54400 92.15000 113.28200 ZERR 1 0.00040 0.00040 0.00050 0.00400 0.00300 0.00300 LATT 1 SFAC C H CL GE UNIT 48 74 2 2 OMIT -10.0 55.0 L.S. 10 FMAP 2 PLAN 25 WPDB -2 HTAB BOND $H CONF LIST 4 TEMP -173.0 ACTA SIZE 0.184 0.123 0.111 SADI 0.004 GE1 CL1 GE1B CL1B EADP GE1 GE1B EADP CL1 CL1B WGHT 0.029300 2.187100 FVAR 1.93219 0.95651 0.83504 PART 1 21.0 GE1 4 0.108867 0.572596 0.082205 21.00000 0.02468 0.01821 = 0.02990 0.01192 0.00892 0.00902 CL1 3 0.066465 0.527992 0.242106 21.00000 0.05336 0.03703 = 0.04759 0.03118 0.02176 0.02045 PART 2 -21.0 GE1B 4 0.044437 0.609557 0.112883 -21.00000 0.02468 0.01821 = 0.02990 0.01192 0.00892 0.00902 CL1B 3 0.034209 0.501943 0.227808 -21.00000 0.05336 0.03703 = 0.04759 0.03118 0.02176 0.02045 PART 0 C1 1 0.225376 0.794796 0.169053 11.00000 0.02228 0.01894 = 0.02448 0.01217 0.00578 0.00819 C2 1 0.184741 0.909565 0.226180 11.00000 0.01917 0.02278 = 0.01922 0.01171 0.00520 0.00853 C3 1 0.040918 0.896181 0.233172 11.00000 0.02032 0.02449 = 0.02745 0.01301 0.00961 0.01187 C4 1 0.077934 1.064187 0.336393 11.00000 0.02734 0.02769 = 0.02830 0.01386 0.01247 0.01547 AFIX 23 H4A 2 0.007184 1.087312 0.311256 11.00000 -1.20000 H4B 2 0.080228 1.080836 0.426911 11.00000 -1.20000 AFIX 0 C5 1 0.220058 1.169354 0.337935 11.00000 0.02248 0.02091 = 0.02509 0.01060 0.00730 0.01071 C6 1 0.282697 1.062127 0.284972 11.00000 0.02316 0.02127 = 0.02044 0.01113 0.00481 0.01108 C7 1 0.420808 1.103132 0.291229 11.00000 0.02038 0.02076 = 0.02802 0.01284 0.00364 0.00788 AFIX 43 H7 2 0.487076 1.207269 0.334266 11.00000 -1.20000 AFIX 0 C8 1 0.461342 0.990748 0.234090 11.00000 0.02159 0.02560 = 0.02836 0.01650 0.00486 0.01159 C9 1 0.607810 1.017035 0.232097 11.00000 0.01910 0.03310 = 0.04247 0.02293 0.00760 0.01519 C10 1 0.590667 0.854631 0.158028 11.00000 0.03521 0.03589 = 0.09233 0.03063 0.02694 0.02201 AFIX 23 H10A 2 0.643420 0.843290 0.218596 11.00000 -1.20000 H10B 2 0.627302 0.835304 0.079174 11.00000 -1.20000 AFIX 0 C11 1 0.433928 0.736798 0.110985 11.00000 0.03063 0.02863 = 0.05218 0.02543 0.01914 0.01980 C12 1 0.364496 0.837723 0.171748 11.00000 0.02522 0.02419 = 0.03210 0.01838 0.01136 0.01470 C13 1 -0.047489 0.836579 0.095354 11.00000 0.02008 0.02595 = 0.03345 0.01250 0.00412 0.01113 AFIX 137 H13A 2 -0.062481 0.733528 0.030997 11.00000 -1.20000 H13B 2 0.000261 0.903656 0.063953 11.00000 -1.20000 H13C 2 -0.136640 0.834535 0.103203 11.00000 -1.20000 AFIX 0 C14 1 -0.039040 0.797611 0.286427 11.00000 0.03005 0.03165 = 0.03566 0.01867 0.01654 0.01374 AFIX 137 H14A 2 0.021330 0.826314 0.368250 11.00000 -1.20000 H14B 2 -0.070555 0.690215 0.218234 11.00000 -1.20000 H14C 2 -0.118961 0.813352 0.306807 11.00000 -1.20000 AFIX 0 C15 1 0.305858 1.306045 0.481346 11.00000 0.03390 0.02611 = 0.02763 0.00774 0.00544 0.01221 AFIX 23 H15A 2 0.314327 1.267244 0.539012 11.00000 -1.20000 H15B 2 0.399898 1.363120 0.478845 11.00000 -1.20000 AFIX 0 C16 1 0.246129 1.415823 0.545662 11.00000 0.05314 0.03028 = 0.03804 0.00631 0.01434 0.02042 AFIX 137 H16A 2 0.254206 1.470341 0.499973 11.00000 -1.20000 H16B 2 0.297207 1.489014 0.640858 11.00000 -1.20000 H16C 2 0.148695 1.358467 0.537375 11.00000 -1.20000 AFIX 0 C17 1 0.202959 1.221583 0.241258 11.00000 0.02877 0.02603 = 0.03435 0.01563 0.00747 0.01512 AFIX 23 H17A 2 0.149007 1.129775 0.150665 11.00000 -1.20000 H17B 2 0.147789 1.276181 0.271223 11.00000 -1.20000 AFIX 0 C18 1 0.334321 1.322923 0.229333 11.00000 0.03830 0.03946 = 0.05047 0.03120 0.01283 0.01829 AFIX 137 H18A 2 0.311427 1.345074 0.163136 11.00000 -1.20000 H18B 2 0.390879 1.271184 0.200400 11.00000 -1.20000 H18C 2 0.385839 1.418226 0.316732 11.00000 -1.20000 AFIX 0 DFIX 1.54 0.005 C9 C19 C9 C19B C19 C20 C19B C20B DFIX -2.05 0.010 H10A H19C H10A H19D DANG 2.52 0.01 C9 C20 C9 C20B EADP C19 C19B EADP C20 C20B ISOR 0.01 0.02 C20 C20B PART 1 31.0 C19 1 0.711415 1.126724 0.374029 31.00000 0.02381 0.04652 = 0.05607 0.02840 0.00027 0.01274 AFIX 23 H19A 2 0.801999 1.129901 0.367082 31.00000 -1.20000 H19B 2 0.723623 1.230434 0.408750 31.00000 -1.20000 AFIX 0 C20 1 0.666034 1.081461 0.474054 31.00000 0.05014 0.09917 = 0.03916 0.03415 -0.00412 0.02539 AFIX 137 H20A 2 0.578849 1.083441 0.485318 31.00000 -1.50000 H20B 2 0.736875 1.153223 0.560796 31.00000 -1.50000 H20C 2 0.653235 0.978651 0.440284 31.00000 -1.50000 AFIX 0 PART 2 -31.0 C19B 1 0.678982 1.060776 0.371401 -31.00000 0.02381 0.04652 = 0.05607 0.02840 0.00027 0.01274 AFIX 23 H19C 2 0.620267 0.984769 0.391297 -31.00000 -1.20000 H19D 2 0.768005 1.058445 0.369724 -31.00000 -1.20000 AFIX 0 C20B 1 0.705104 1.218759 0.482692 -31.00000 0.05014 0.09917 = 0.03916 0.03415 -0.00412 0.02539 AFIX 137 H20D 2 0.717184 1.282336 0.445581 -31.00000 -1.50000 H20E 2 0.788666 1.265456 0.553691 -31.00000 -1.50000 H20F 2 0.626214 1.209803 0.520178 -31.00000 -1.50000 AFIX 0 PART 0 C21 1 0.658962 1.094859 0.154531 11.00000 0.02902 0.05696 = 0.07064 0.04746 0.02217 0.02592 AFIX 23 H21A 2 0.593598 1.030010 0.063579 11.00000 -1.20000 H21B 2 0.655559 1.192388 0.200149 11.00000 -1.20000 AFIX 0 C22 1 0.804249 1.127577 0.139425 11.00000 0.03361 0.06301 = 0.09009 0.05636 0.03030 0.02703 AFIX 137 H22A 2 0.811177 1.033084 0.098494 11.00000 -1.20000 H22B 2 0.871755 1.201635 0.228055 11.00000 -1.20000 H22C 2 0.822969 1.168989 0.082040 11.00000 -1.20000 AFIX 0 C23 1 0.418449 0.634698 0.163539 11.00000 0.04440 0.04562 = 0.06753 0.03969 0.02253 0.03180 AFIX 137 H23A 2 0.479267 0.588613 0.134329 11.00000 -1.20000 H23B 2 0.322514 0.554420 0.128399 11.00000 -1.20000 H23C 2 0.443552 0.695001 0.261892 11.00000 -1.20000 AFIX 0 C24 1 0.382292 0.642122 -0.041209 11.00000 0.05532 0.04712 = 0.05218 0.02907 0.03269 0.03728 AFIX 137 H24A 2 0.282004 0.578712 -0.069299 11.00000 -1.20000 H24B 2 0.426312 0.576898 -0.077366 11.00000 -1.20000 H24C 2 0.405211 0.709610 -0.075259 11.00000 -1.20000 AFIX 0 HKLF 4 REM EM2Ge2Cl2 REM R1 = 0.0438 for 4378 Fo > 4sig(Fo) and 0.0552 for all 5213 data REM 258 parameters refined using 21 restraints END WGHT 0.0293 2.1871 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 0.783, deepest hole -0.468, 1-sigma level 0.076 Q1 1 0.5535 0.8409 0.0766 11.00000 0.05 0.78 Q2 1 0.7020 1.1610 0.4550 11.00000 0.05 0.62 Q3 1 0.1526 0.4967 0.0472 11.00000 0.05 0.54 Q4 1 0.1165 0.6779 0.1322 11.00000 0.05 0.44 Q5 1 0.2522 1.1180 0.3150 11.00000 0.05 0.41 Q6 1 0.3994 0.7968 0.1518 11.00000 0.05 0.40 Q7 1 0.2365 0.9847 0.2576 11.00000 0.05 0.35 Q8 1 0.1161 0.5750 0.1726 11.00000 0.05 0.35 Q9 1 0.2112 0.8633 0.1615 11.00000 0.05 0.33 Q10 1 0.1024 0.5855 -0.0075 11.00000 0.05 0.33 Q11 1 0.2602 1.2232 0.3964 11.00000 0.05 0.32 Q12 1 0.5837 0.9432 0.1923 11.00000 0.05 0.31 Q13 1 0.4049 0.9115 0.1889 11.00000 0.05 0.31 Q14 1 0.2128 0.8651 0.2306 11.00000 0.05 0.31 Q15 1 0.6346 0.8056 0.1088 11.00000 0.05 0.30 Q16 1 -0.0568 0.4244 0.0883 11.00000 0.05 0.29 Q17 1 0.1596 1.1347 0.3490 11.00000 0.05 0.29 Q18 1 0.4286 0.6939 0.1406 11.00000 0.05 0.28 Q19 1 -0.0010 0.8817 0.1718 11.00000 0.05 0.28 Q20 1 0.0664 0.9746 0.2799 11.00000 0.05 0.27 Q21 1 0.3131 0.8264 0.1991 11.00000 0.05 0.27 Q22 1 0.0176 0.8760 0.2881 11.00000 0.05 0.27 Q23 1 0.0970 0.4490 0.1893 11.00000 0.05 0.27 Q24 1 0.5357 1.0068 0.2152 11.00000 0.05 0.26 Q25 1 0.3279 1.0752 0.2661 11.00000 0.05 0.25 ; _shelx_res_checksum 3081 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ge1 Ge 0.10887(4) 0.57260(4) 0.08221(4) 0.02512(11) Uani 0.9565(8) 1 d D . P A 1 Cl1 Cl 0.06647(15) 0.52799(19) 0.24211(18) 0.0419(4) Uani 0.9565(8) 1 d D . P A 1 Ge1B Ge 0.0444(8) 0.6096(8) 0.1129(8) 0.02512(11) Uani 0.0435(8) 1 d D . P A 2 Cl1B Cl 0.034(5) 0.502(5) 0.228(5) 0.0419(4) Uani 0.0435(8) 1 d D . P A 2 C1 C 0.2254(3) 0.7948(3) 0.1691(3) 0.0223(6) Uani 1 1 d . . . . . C2 C 0.1847(3) 0.9096(3) 0.2262(3) 0.0207(6) Uani 1 1 d . . . . . C3 C 0.0409(3) 0.8962(3) 0.2332(3) 0.0239(6) Uani 1 1 d . . . . . C4 C 0.0779(3) 1.0642(3) 0.3364(3) 0.0272(7) Uani 1 1 d . . . . . H4A H 0.007184 1.087312 0.311256 0.033 Uiso 1 1 calc R U . . . H4B H 0.080228 1.080836 0.426911 0.033 Uiso 1 1 calc R U . . . C5 C 0.2201(3) 1.1694(3) 0.3379(3) 0.0235(6) Uani 1 1 d . . . . . C6 C 0.2827(3) 1.0621(3) 0.2850(3) 0.0215(6) Uani 1 1 d . . . . . C7 C 0.4208(3) 1.1031(3) 0.2912(3) 0.0240(6) Uani 1 1 d . . . . . H7 H 0.487076 1.207269 0.334266 0.029 Uiso 1 1 calc R U . . . C8 C 0.4613(3) 0.9907(3) 0.2341(3) 0.0241(6) Uani 1 1 d . . . . . C9 C 0.6078(3) 1.0170(4) 0.2321(3) 0.0292(7) Uani 1 1 d D . . . . C10 C 0.5907(4) 0.8546(4) 0.1580(5) 0.0540(12) Uani 1 1 d . . . . . H10A H 0.643420 0.843290 0.218596 0.065 Uiso 1 1 calc DR U . . . H10B H 0.627302 0.835304 0.079174 0.065 Uiso 1 1 calc R U . . . C11 C 0.4339(4) 0.7368(4) 0.1110(4) 0.0328(8) Uani 1 1 d . . . . . C12 C 0.3645(3) 0.8377(3) 0.1717(3) 0.0243(6) Uani 1 1 d . . . . . C13 C -0.0475(3) 0.8366(4) 0.0954(3) 0.0282(7) Uani 1 1 d . . . . . H13A H -0.062481 0.733528 0.030997 0.034 Uiso 1 1 calc R U . . . H13B H 0.000261 0.903656 0.063953 0.034 Uiso 1 1 calc R U . . . H13C H -0.136640 0.834535 0.103203 0.034 Uiso 1 1 calc R U . . . C14 C -0.0390(4) 0.7976(4) 0.2864(4) 0.0322(7) Uani 1 1 d . . . . . H14A H 0.021330 0.826314 0.368250 0.039 Uiso 1 1 calc R U . . . H14B H -0.070555 0.690215 0.218234 0.039 Uiso 1 1 calc R U . . . H14C H -0.118961 0.813352 0.306807 0.039 Uiso 1 1 calc R U . . . C15 C 0.3059(4) 1.3060(4) 0.4813(3) 0.0333(7) Uani 1 1 d . . . . . H15A H 0.314327 1.267244 0.539012 0.040 Uiso 1 1 calc R U . . . H15B H 0.399898 1.363120 0.478845 0.040 Uiso 1 1 calc R U . . . C16 C 0.2461(4) 1.4158(4) 0.5457(4) 0.0460(10) Uani 1 1 d . . . . . H16A H 0.254206 1.470341 0.499973 0.055 Uiso 1 1 calc R U . . . H16B H 0.297207 1.489014 0.640858 0.055 Uiso 1 1 calc R U . . . H16C H 0.148695 1.358467 0.537375 0.055 Uiso 1 1 calc R U . . . C17 C 0.2030(3) 1.2216(4) 0.2413(3) 0.0292(7) Uani 1 1 d . . . . . H17A H 0.149007 1.129775 0.150665 0.035 Uiso 1 1 calc R U . . . H17B H 0.147789 1.276181 0.271223 0.035 Uiso 1 1 calc R U . . . C18 C 0.3343(4) 1.3229(4) 0.2293(4) 0.0393(8) Uani 1 1 d . . . . . H18A H 0.311427 1.345074 0.163136 0.047 Uiso 1 1 calc R U . . . H18B H 0.390879 1.271184 0.200400 0.047 Uiso 1 1 calc R U . . . H18C H 0.385839 1.418226 0.316732 0.047 Uiso 1 1 calc R U . . . C19 C 0.7114(4) 1.1267(5) 0.3740(4) 0.0435(13) Uani 0.835(7) 1 d D . P B 1 H19A H 0.801999 1.129901 0.367082 0.052 Uiso 0.835(7) 1 calc R U P B 1 H19B H 0.723623 1.230434 0.408750 0.052 Uiso 0.835(7) 1 calc R U P B 1 C20 C 0.6660(6) 1.0815(8) 0.4741(5) 0.0686(18) Uani 0.835(7) 1 d D U P B 1 H20A H 0.578849 1.083441 0.485318 0.103 Uiso 0.835(7) 1 calc R U P B 1 H20B H 0.736875 1.153223 0.560796 0.103 Uiso 0.835(7) 1 calc R U P B 1 H20C H 0.653235 0.978651 0.440284 0.103 Uiso 0.835(7) 1 calc R U P B 1 C19B C 0.6790(15) 1.0608(12) 0.3714(6) 0.0435(13) Uani 0.165(7) 1 d D . P B 2 H19C H 0.620267 0.984769 0.391297 0.052 Uiso 0.165(7) 1 calc DR U P B 2 H19D H 0.768005 1.058445 0.369724 0.052 Uiso 0.165(7) 1 calc DR U P B 2 C20B C 0.705(3) 1.2188(19) 0.4827(12) 0.0686(18) Uani 0.165(7) 1 d D U P B 2 H20D H 0.717184 1.282336 0.445581 0.103 Uiso 0.165(7) 1 calc R U P B 2 H20E H 0.788666 1.265456 0.553691 0.103 Uiso 0.165(7) 1 calc R U P B 2 H20F H 0.626214 1.209803 0.520178 0.103 Uiso 0.165(7) 1 calc R U P B 2 C21 C 0.6590(4) 1.0949(5) 0.1545(5) 0.0433(9) Uani 1 1 d . . . . . H21A H 0.593598 1.030010 0.063579 0.052 Uiso 1 1 calc R U . . . H21B H 0.655559 1.192388 0.200149 0.052 Uiso 1 1 calc R U . . . C22 C 0.8042(4) 1.1276(5) 0.1394(5) 0.0527(11) Uani 1 1 d . . . . . H22A H 0.811177 1.033084 0.098494 0.063 Uiso 1 1 calc R U . . . H22B H 0.871755 1.201635 0.228055 0.063 Uiso 1 1 calc R U . . . H22C H 0.822969 1.168989 0.082040 0.063 Uiso 1 1 calc R U . . . C23 C 0.4184(4) 0.6347(5) 0.1635(5) 0.0436(9) Uani 1 1 d . . . . . H23A H 0.479267 0.588613 0.134329 0.052 Uiso 1 1 calc R U . . . H23B H 0.322514 0.554420 0.128399 0.052 Uiso 1 1 calc R U . . . H23C H 0.443552 0.695001 0.261892 0.052 Uiso 1 1 calc R U . . . C24 C 0.3823(4) 0.6421(5) -0.0412(4) 0.0447(9) Uani 1 1 d . . . . . H24A H 0.282004 0.578712 -0.069299 0.054 Uiso 1 1 calc R U . . . H24B H 0.426312 0.576898 -0.077366 0.054 Uiso 1 1 calc R U . . . H24C H 0.405211 0.709610 -0.075259 0.054 Uiso 1 1 calc R U . . . 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 0.02468(19) 0.01821(17) 0.0299(2) 0.01192(14) 0.00892(14) 0.00902(13) Cl1 0.0534(11) 0.0370(8) 0.0476(7) 0.0312(7) 0.0218(7) 0.0205(7) Ge1B 0.02468(19) 0.01821(17) 0.0299(2) 0.01192(14) 0.00892(14) 0.00902(13) Cl1B 0.0534(11) 0.0370(8) 0.0476(7) 0.0312(7) 0.0218(7) 0.0205(7) C1 0.0223(15) 0.0189(14) 0.0245(15) 0.0122(12) 0.0058(12) 0.0082(12) C2 0.0192(14) 0.0228(14) 0.0192(14) 0.0117(12) 0.0052(11) 0.0085(12) C3 0.0203(15) 0.0245(15) 0.0275(16) 0.0130(13) 0.0096(12) 0.0119(12) C4 0.0273(16) 0.0277(16) 0.0283(17) 0.0139(14) 0.0125(13) 0.0155(13) C5 0.0225(15) 0.0209(14) 0.0251(16) 0.0106(13) 0.0073(12) 0.0107(12) C6 0.0232(15) 0.0213(14) 0.0204(14) 0.0111(12) 0.0048(12) 0.0111(12) C7 0.0204(14) 0.0208(14) 0.0280(16) 0.0128(13) 0.0036(12) 0.0079(12) C8 0.0216(15) 0.0256(15) 0.0284(16) 0.0165(13) 0.0049(12) 0.0116(12) C9 0.0191(15) 0.0331(17) 0.042(2) 0.0229(16) 0.0076(14) 0.0152(13) C10 0.035(2) 0.036(2) 0.092(4) 0.031(2) 0.027(2) 0.0220(18) C11 0.0306(17) 0.0286(16) 0.052(2) 0.0254(16) 0.0191(16) 0.0198(14) C12 0.0252(15) 0.0242(15) 0.0321(17) 0.0184(13) 0.0114(13) 0.0147(13) C13 0.0201(15) 0.0260(15) 0.0334(18) 0.0125(14) 0.0041(13) 0.0111(13) C14 0.0301(17) 0.0316(17) 0.0357(19) 0.0187(15) 0.0165(15) 0.0137(14) C15 0.0339(18) 0.0261(16) 0.0276(17) 0.0077(14) 0.0054(14) 0.0122(14) C16 0.053(2) 0.0303(19) 0.038(2) 0.0063(16) 0.0143(18) 0.0204(18) C17 0.0288(17) 0.0260(16) 0.0344(18) 0.0156(14) 0.0075(14) 0.0151(14) C18 0.038(2) 0.039(2) 0.050(2) 0.0312(18) 0.0128(17) 0.0183(17) C19 0.024(2) 0.047(3) 0.056(3) 0.028(2) 0.000(2) 0.013(2) C20 0.050(3) 0.099(5) 0.039(3) 0.034(3) -0.004(2) 0.025(3) C19B 0.024(2) 0.047(3) 0.056(3) 0.028(2) 0.000(2) 0.013(2) C20B 0.050(3) 0.099(5) 0.039(3) 0.034(3) -0.004(2) 0.025(3) C21 0.0290(19) 0.057(2) 0.071(3) 0.047(2) 0.0222(19) 0.0259(18) C22 0.034(2) 0.063(3) 0.090(3) 0.056(3) 0.030(2) 0.027(2) C23 0.044(2) 0.046(2) 0.068(3) 0.040(2) 0.023(2) 0.0318(19) C24 0.055(2) 0.047(2) 0.052(2) 0.029(2) 0.033(2) 0.037(2) 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' 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' 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_3 C1 Ge1 Cl1 107.57(10) . C1 Ge1 Ge1 124.24(9) 2_565 Cl1 Ge1 Ge1 104.89(4) 2_565 C1 Ge1B Cl1B 115.5(13) . C1 Ge1B Ge1B 120.7(5) 2_565 Cl1B Ge1B Ge1B 100.5(15) 2_565 C12 C1 C2 118.4(3) . C12 C1 Ge1 113.6(2) . C2 C1 Ge1 128.0(2) . C12 C1 Ge1B 141.1(3) . C2 C1 Ge1B 100.4(3) . C6 C2 C1 120.0(3) . C6 C2 C3 110.2(2) . C1 C2 C3 129.9(3) . C14 C3 C13 109.2(3) . C14 C3 C2 114.8(3) . C13 C3 C2 110.8(2) . C14 C3 C4 108.9(3) . C13 C3 C4 111.7(2) . C2 C3 C4 101.3(2) . C5 C4 C3 109.0(2) . C5 C4 H4A 109.9 . C3 C4 H4A 109.9 . C5 C4 H4B 109.9 . C3 C4 H4B 109.9 . H4A C4 H4B 108.3 . C6 C5 C4 100.9(2) . C6 C5 C15 111.0(2) . C4 C5 C15 111.6(3) . C6 C5 C17 111.1(2) . C4 C5 C17 110.3(3) . C15 C5 C17 111.6(3) . C7 C6 C2 120.9(3) . C7 C6 C5 126.4(3) . C2 C6 C5 112.7(3) . C6 C7 C8 119.5(3) . C6 C7 H7 120.3 . C8 C7 H7 120.3 . C7 C8 C12 120.4(3) . C7 C8 C9 125.8(3) . C12 C8 C9 113.8(3) . C8 C9 C21 109.0(2) . C8 C9 C10 102.8(3) . C21 C9 C10 111.9(3) . C8 C9 C19B 105.7(6) . C21 C9 C19B 129.2(6) . C10 C9 C19B 94.9(4) . C8 C9 C19 112.8(3) . C21 C9 C19 105.4(3) . C10 C9 C19 115.0(3) . C9 C10 C11 109.6(3) . C9 C10 H10A 109.7 . C11 C10 H10A 109.7 . C9 C10 H10B 109.7 . C11 C10 H10B 109.7 . H10A C10 H10B 108.2 . C23 C11 C24 109.9(3) . C23 C11 C12 113.9(3) . C24 C11 C12 111.1(3) . C23 C11 C10 108.2(3) . C24 C11 C10 110.1(3) . C12 C11 C10 103.3(3) . C8 C12 C1 120.8(3) . C8 C12 C11 110.2(3) . C1 C12 C11 129.0(3) . C3 C13 H13A 109.5 . C3 C13 H13B 109.5 . H13A C13 H13B 109.5 . C3 C13 H13C 109.5 . H13A C13 H13C 109.5 . H13B C13 H13C 109.5 . C3 C14 H14A 109.5 . C3 C14 H14B 109.5 . H14A C14 H14B 109.5 . C3 C14 H14C 109.5 . H14A C14 H14C 109.5 . H14B C14 H14C 109.5 . C16 C15 C5 114.6(3) . C16 C15 H15A 108.6 . C5 C15 H15A 108.6 . C16 C15 H15B 108.6 . C5 C15 H15B 108.6 . H15A C15 H15B 107.6 . C15 C16 H16A 109.5 . C15 C16 H16B 109.5 . H16A C16 H16B 109.5 . C15 C16 H16C 109.5 . H16A C16 H16C 109.5 . H16B C16 H16C 109.5 . C18 C17 C5 116.5(3) . C18 C17 H17A 108.2 . C5 C17 H17A 108.2 . C18 C17 H17B 108.2 . C5 C17 H17B 108.2 . H17A C17 H17B 107.3 . C17 C18 H18A 109.5 . C17 C18 H18B 109.5 . H18A C18 H18B 109.5 . C17 C18 H18C 109.5 . H18A C18 H18C 109.5 . H18B C18 H18C 109.5 . C20 C19 C9 113.4(3) . C20 C19 H19A 108.9 . C9 C19 H19A 108.9 . C20 C19 H19B 108.9 . C9 C19 H19B 108.9 . H19A C19 H19B 107.7 . C19 C20 H20A 109.5 . C19 C20 H20B 109.5 . H20A C20 H20B 109.5 . C19 C20 H20C 109.5 . H20A C20 H20C 109.5 . H20B C20 H20C 109.5 . C20B C19B C9 112.1(7) . C20B C19B H19C 109.2 . C9 C19B H19C 109.2 . C20B C19B H19D 109.2 . C9 C19B H19D 109.2 . H19C C19B H19D 107.9 . C19B C20B H20D 109.5 . C19B C20B H20E 109.5 . H20D C20B H20E 109.5 . C19B C20B H20F 109.5 . H20D C20B H20F 109.5 . H20E C20B H20F 109.5 . C22 C21 C9 116.5(3) . C22 C21 H21A 108.2 . C9 C21 H21A 108.2 . C22 C21 H21B 108.2 . C9 C21 H21B 108.2 . H21A C21 H21B 107.3 . C21 C22 H22A 109.5 . C21 C22 H22B 109.5 . H22A C22 H22B 109.5 . C21 C22 H22C 109.5 . H22A C22 H22C 109.5 . H22B C22 H22C 109.5 . C11 C23 H23A 109.5 . C11 C23 H23B 109.5 . H23A C23 H23B 109.5 . C11 C23 H23C 109.5 . H23A C23 H23C 109.5 . H23B C23 H23C 109.5 . C11 C24 H24A 109.5 . C11 C24 H24B 109.5 . H24A C24 H24B 109.5 . C11 C24 H24C 109.5 . H24A C24 H24C 109.5 . H24B C24 H24C 109.5 . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Ge1 C1 1.981(3) . Ge1 Cl1 2.1980(13) . Ge1 Ge1 2.3853(7) 2_565 Ge1B C1 2.019(8) . Ge1B Cl1B 2.198(4) . Ge1B Ge1B 2.407(15) 2_565 C1 C12 1.403(4) . C1 C2 1.412(4) . C2 C6 1.400(4) . C2 C3 1.537(4) . C3 C14 1.534(4) . C3 C13 1.536(4) . C3 C4 1.553(4) . C4 C5 1.539(4) . C4 H4A 0.9900 . C4 H4B 0.9900 . C5 C6 1.520(4) . C5 C15 1.541(4) . C5 C17 1.552(4) . C6 C7 1.388(4) . C7 C8 1.389(4) . C7 H7 0.9500 . C8 C12 1.395(4) . C8 C9 1.520(4) . C9 C21 1.534(5) . C9 C10 1.539(5) . C9 C19B 1.543(5) . C9 C19 1.548(4) . C10 C11 1.569(5) . C10 H10A 0.9900 . C10 H10B 0.9900 . C11 C23 1.515(5) . C11 C24 1.517(6) . C11 C12 1.534(4) . C13 H13A 0.9800 . C13 H13B 0.9800 . C13 H13C 0.9800 . C14 H14A 0.9800 . C14 H14B 0.9800 . C14 H14C 0.9800 . C15 C16 1.529(5) . C15 H15A 0.9900 . C15 H15B 0.9900 . C16 H16A 0.9800 . C16 H16B 0.9800 . C16 H16C 0.9800 . C17 C18 1.511(5) . C17 H17A 0.9900 . C17 H17B 0.9900 . C18 H18A 0.9800 . C18 H18B 0.9800 . C18 H18C 0.9800 . C19 C20 1.526(4) . C19 H19A 0.9900 . C19 H19B 0.9900 . C20 H20A 0.9800 . C20 H20B 0.9800 . C20 H20C 0.9800 . C19B C20B 1.528(5) . C19B H19C 0.9900 . C19B H19D 0.9900 . C20B H20D 0.9800 . C20B H20E 0.9800 . C20B H20F 0.9800 . C21 C22 1.528(5) . C21 H21A 0.9900 . C21 H21B 0.9900 . C22 H22A 0.9800 . C22 H22B 0.9800 . C22 H22C 0.9800 . C23 H23A 0.9800 . C23 H23B 0.9800 . C23 H23C 0.9800 . C24 H24A 0.9800 . C24 H24B 0.9800 . C24 H24C 0.9800 . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion C12 C1 C2 C6 -0.7(4) Ge1 C1 C2 C6 179.3(2) Ge1B C1 C2 C6 177.2(3) C12 C1 C2 C3 177.6(3) Ge1 C1 C2 C3 -2.5(5) Ge1B C1 C2 C3 -4.5(4) C6 C2 C3 C14 -131.3(3) C1 C2 C3 C14 50.3(4) C6 C2 C3 C13 104.4(3) C1 C2 C3 C13 -74.0(4) C6 C2 C3 C4 -14.2(3) C1 C2 C3 C4 167.4(3) C14 C3 C4 C5 144.8(3) C13 C3 C4 C5 -94.5(3) C2 C3 C4 C5 23.5(3) C3 C4 C5 C6 -23.3(3) C3 C4 C5 C15 -141.2(3) C3 C4 C5 C17 94.2(3) C1 C2 C6 C7 -1.7(4) C3 C2 C6 C7 179.7(3) C1 C2 C6 C5 178.5(3) C3 C2 C6 C5 -0.1(3) C4 C5 C6 C7 -165.3(3) C15 C5 C6 C7 -47.0(4) C17 C5 C6 C7 77.8(4) C4 C5 C6 C2 14.5(3) C15 C5 C6 C2 132.8(3) C17 C5 C6 C2 -102.5(3) C2 C6 C7 C8 2.3(4) C5 C6 C7 C8 -177.9(3) C6 C7 C8 C12 -0.5(5) C6 C7 C8 C9 179.7(3) C7 C8 C9 C21 -61.6(4) C12 C8 C9 C21 118.7(3) C7 C8 C9 C10 179.5(3) C12 C8 C9 C10 -0.2(4) C7 C8 C9 C19B 80.7(5) C12 C8 C9 C19B -99.1(5) C7 C8 C9 C19 55.1(4) C12 C8 C9 C19 -124.7(3) C8 C9 C10 C11 3.3(4) C21 C9 C10 C11 -113.5(4) C19B C9 C10 C11 110.6(7) C19 C9 C10 C11 126.4(4) C9 C10 C11 C23 -126.1(4) C9 C10 C11 C24 113.8(4) C9 C10 C11 C12 -5.0(4) C7 C8 C12 C1 -1.9(5) C9 C8 C12 C1 177.9(3) C7 C8 C12 C11 177.2(3) C9 C8 C12 C11 -3.1(4) C2 C1 C12 C8 2.5(4) Ge1 C1 C12 C8 -177.5(2) Ge1B C1 C12 C8 -174.3(4) C2 C1 C12 C11 -176.4(3) Ge1 C1 C12 C11 3.6(4) Ge1B C1 C12 C11 6.9(7) C23 C11 C12 C8 122.0(3) C24 C11 C12 C8 -113.2(3) C10 C11 C12 C8 4.8(4) C23 C11 C12 C1 -59.0(5) C24 C11 C12 C1 65.7(4) C10 C11 C12 C1 -176.2(3) C6 C5 C15 C16 -176.9(3) C4 C5 C15 C16 -65.2(4) C17 C5 C15 C16 58.6(4) C6 C5 C17 C18 -67.5(4) C4 C5 C17 C18 -178.6(3) C15 C5 C17 C18 56.8(4) C8 C9 C19 C20 52.2(5) C21 C9 C19 C20 171.0(4) C10 C9 C19 C20 -65.3(5) C8 C9 C19B C20B -70.5(16) C21 C9 C19B C20B 61.1(18) C10 C9 C19B C20B -175.3(16) C8 C9 C21 C22 -178.8(3) C10 C9 C21 C22 -65.7(5) C19B C9 C21 C22 50.8(8) C19 C9 C21 C22 59.9(5)