#------------------------------------------------------------------------------ #$Date: 2021-08-06 04:33:14 +0300 (Fri, 06 Aug 2021) $ #$Revision: 267968 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/79/7707963.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_7707963 loop_ _publ_author_name 'P\"uschmann, Sabrina D.' 'Fr\"uhwirt, Philipp' 'M\"uller, Stefanie M.' 'Wagner, Stefan H.' 'Torvisco, Ana' 'Fischer, Roland C.' 'Kelterer, Anne-Marie' 'Griesser, Thomas' 'Gescheidt, Georg' 'Haas, Michael' _publ_section_title ; Synthesis and characterization of diacylgermanes: persistent derivatives with superior photoreactivity ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D1DT02091A _journal_year 2021 _chemical_formula_moiety 'C32 H32 Ge O2' _chemical_formula_sum 'C32 H32 Ge O2' _chemical_formula_weight 521.16 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2021-04-20 deposited with the CCDC. 2021-08-05 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 101.517(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 17.9351(6) _cell_length_b 9.0656(3) _cell_length_c 16.5569(5) _cell_measurement_reflns_used 9868 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 32.06 _cell_measurement_theta_min 2.51 _cell_volume 2637.82(15) _computing_cell_refinement 'SAINT V8.38A (Bruker AXS Inc., 2017)' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'SAINT V8.38A (Bruker AXS Inc., 2017)' _computing_molecular_graphics 'shelXle (C.B. Huebschle, rev 924)' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 100(2) _diffrn_detector 'Bruker APEX2 area detector' _diffrn_detector_type 'CCD area detector' _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator 'multilayer monochromator' _diffrn_radiation_probe x-ray _diffrn_radiation_source 'Incoatec microfocus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1099 _diffrn_reflns_av_unetI/netI 0.0500 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 137154 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 33.194 _diffrn_reflns_theta_min 2.318 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\ms' _exptl_absorpt_coefficient_mu 1.188 _exptl_absorpt_correction_T_max 0.7465 _exptl_absorpt_correction_T_min 0.4435 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48 (2015) 3-10 ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.312 _exptl_crystal_description block _exptl_crystal_F_000 1088 _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.190 _exptl_crystal_size_min 0.160 _refine_diff_density_max 0.833 _refine_diff_density_min -0.722 _refine_diff_density_rms 0.074 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 322 _refine_ls_number_reflns 10045 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.027 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0335 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0365P)^2^+0.7880P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0823 _refine_ls_wR_factor_ref 0.0898 _reflns_Friedel_coverage 0.000 _reflns_number_gt 8053 _reflns_number_total 10045 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1dt02091a3.cif _cod_data_source_block AT1072_a _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7707963 _publcif_datablock.id {c848a1ef-5b4f-4e6c-89af-8aae26e95138} _shelx_shelxl_version_number 2018/3 _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 0.797 _shelx_estimated_absorpt_t_max 0.833 _shelx_res_file ; TITL AT1072_a.res in P2(1)/c AT1072_a.res created by SHELXL-2018/3 at 12:10:30 on 03-Jul-2020 REM Old TITL AT1072 in P2(1)/c REM SHELXT solution in P2(1)/c REM R1 0.068, Rweak 0.004, Alpha 0.040, Orientation as input REM Formula found by SHELXT: C32 Ge O2 CELL 0.71073 17.9351 9.0656 16.5569 90 101.517 90 ZERR 4 0.0006 0.0003 0.0005 0 0.002 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Ge O UNIT 128 128 4 8 L.S. 10 PLAN 20 SIZE 0.16 0.19 0.2 TEMP -173.06 BOND $H LIST 6 HTAB CONF fmap 2 acta OMIT 1 0 0 OMIT 2 1 15 OMIT 2 0 10 OMIT -8 2 5 OMIT -6 0 6 OMIT -2 1 8 OMIT -12 6 3 OMIT 9 3 3 OMIT -3 3 9 OMIT 3 1 8 OMIT 0 2 9 OMIT 12 6 3 OMIT -1 1 4 OMIT 6 2 6 WGHT 0.036500 0.788000 FVAR 0.42540 GE1 3 0.739352 0.565051 0.701800 11.00000 0.01138 0.01302 = 0.01394 0.00044 0.00152 0.00013 O1 4 0.707643 0.605587 0.859988 11.00000 0.02789 0.02294 = 0.01789 0.00267 0.00639 0.00279 O2 4 0.600240 0.591660 0.594777 11.00000 0.01837 0.01870 = 0.03414 -0.00621 -0.00613 0.00569 C1 1 0.689835 0.657564 0.791018 11.00000 0.01590 0.01541 = 0.01763 -0.00026 0.00368 -0.00184 C2 1 0.649539 0.498195 0.614201 11.00000 0.01402 0.01656 = 0.01821 -0.00094 0.00192 0.00048 C3 1 0.635432 0.784839 0.775925 11.00000 0.01514 0.01460 = 0.01972 -0.00260 0.00323 -0.00159 C4 1 0.623740 0.868657 0.703744 11.00000 0.01876 0.01633 = 0.01998 -0.00212 0.00229 0.00002 AFIX 43 H4 2 0.649889 0.844404 0.660969 11.00000 -1.20000 AFIX 0 C5 1 0.573665 0.988003 0.694441 11.00000 0.02073 0.01853 = 0.02495 -0.00143 -0.00047 0.00112 AFIX 43 H5 2 0.566356 1.045779 0.645623 11.00000 -1.20000 AFIX 0 C6 1 0.534596 1.022572 0.756038 11.00000 0.01732 0.02182 = 0.03618 -0.00561 0.00251 0.00382 AFIX 43 H6 2 0.500003 1.103091 0.749089 11.00000 -1.20000 AFIX 0 C7 1 0.545897 0.939643 0.828070 11.00000 0.02142 0.02827 = 0.03188 -0.00599 0.01168 0.00172 AFIX 43 H7 2 0.519139 0.963794 0.870352 11.00000 -1.20000 AFIX 0 C8 1 0.596133 0.821779 0.838325 11.00000 0.02160 0.02259 = 0.02285 -0.00185 0.00796 -0.00041 AFIX 43 H8 2 0.603976 0.765805 0.887809 11.00000 -1.20000 AFIX 0 C9 1 0.640317 0.349097 0.574737 11.00000 0.01518 0.01569 = 0.01738 -0.00130 0.00263 0.00059 C10 1 0.698174 0.243098 0.588859 11.00000 0.01605 0.02024 = 0.02618 -0.00367 0.00111 0.00310 AFIX 43 H10 2 0.744509 0.263123 0.626325 11.00000 -1.20000 AFIX 0 C11 1 0.687721 0.108012 0.547856 11.00000 0.02344 0.02011 = 0.03366 -0.00684 0.00407 0.00568 AFIX 43 H11 2 0.727153 0.036346 0.557140 11.00000 -1.20000 AFIX 0 C12 1 0.619786 0.077892 0.493444 11.00000 0.03027 0.02048 = 0.02676 -0.00976 0.00576 -0.00132 AFIX 43 H12 2 0.612951 -0.014256 0.465624 11.00000 -1.20000 AFIX 0 C13 1 0.561834 0.182185 0.479620 11.00000 0.02337 0.02342 = 0.02225 -0.00597 0.00003 -0.00214 AFIX 43 H13 2 0.515297 0.161209 0.442716 11.00000 -1.20000 AFIX 0 C14 1 0.572216 0.317224 0.519969 11.00000 0.01735 0.01850 = 0.01924 -0.00178 -0.00008 0.00141 AFIX 43 H14 2 0.532660 0.388616 0.510256 11.00000 -1.20000 AFIX 0 C15 1 0.794833 0.721497 0.655716 11.00000 0.01394 0.01593 = 0.01605 0.00170 0.00288 0.00137 C16 1 0.799406 0.726398 0.571936 11.00000 0.01779 0.01789 = 0.01731 0.00260 0.00414 0.00416 C17 1 0.839118 0.841698 0.543251 11.00000 0.02141 0.02367 = 0.01982 0.00691 0.00673 0.00425 AFIX 43 H17 2 0.842421 0.843759 0.486706 11.00000 -1.20000 AFIX 0 C18 1 0.873866 0.953273 0.595042 11.00000 0.01810 0.02148 = 0.02744 0.00901 0.00528 0.00038 C19 1 0.869869 0.946360 0.677804 11.00000 0.01728 0.01986 = 0.02647 0.00223 0.00173 -0.00313 AFIX 43 H19 2 0.893147 1.021949 0.713963 11.00000 -1.20000 AFIX 0 C20 1 0.832513 0.831165 0.709344 11.00000 0.01598 0.01921 = 0.01839 0.00017 0.00247 -0.00214 C21 1 0.765023 0.609190 0.511210 11.00000 0.03471 0.02643 = 0.01677 -0.00238 0.00773 -0.00143 AFIX 137 H21A 2 0.709803 0.623303 0.496390 11.00000 -1.50000 H21B 2 0.776113 0.511602 0.536186 11.00000 -1.50000 H21C 2 0.786802 0.616471 0.461578 11.00000 -1.50000 AFIX 0 C22 1 0.914939 1.078079 0.562893 11.00000 0.03608 0.03147 = 0.03951 0.01365 0.01022 -0.00924 AFIX 137 H22A 2 0.905827 1.073282 0.502587 11.00000 -1.50000 H22B 2 0.969642 1.069951 0.585318 11.00000 -1.50000 H22C 2 0.896105 1.172316 0.579829 11.00000 -1.50000 AFIX 0 C23 1 0.837110 0.827156 0.801271 11.00000 0.02882 0.02986 = 0.01867 -0.00389 0.00258 -0.01350 AFIX 137 H23A 2 0.791084 0.871486 0.814288 11.00000 -1.50000 H23B 2 0.881838 0.882769 0.828896 11.00000 -1.50000 H23C 2 0.841394 0.724607 0.820362 11.00000 -1.50000 AFIX 0 C24 1 0.804556 0.410206 0.762086 11.00000 0.01285 0.01417 = 0.01662 -0.00036 0.00120 0.00051 C25 1 0.771763 0.311029 0.810650 11.00000 0.01737 0.01410 = 0.01829 -0.00019 0.00371 -0.00073 C26 1 0.818490 0.218155 0.866226 11.00000 0.02452 0.01391 = 0.01982 0.00177 0.00427 0.00102 AFIX 43 H26 2 0.795830 0.153535 0.899559 11.00000 -1.20000 AFIX 0 C27 1 0.896948 0.217336 0.874266 11.00000 0.02448 0.01445 = 0.01751 -0.00030 0.00002 0.00497 C28 1 0.928354 0.307022 0.821665 11.00000 0.01567 0.01882 = 0.02215 -0.00048 0.00011 0.00385 AFIX 43 H28 2 0.981679 0.303377 0.824000 11.00000 -1.20000 AFIX 0 C29 1 0.883937 0.402260 0.765528 11.00000 0.01398 0.01752 = 0.02043 0.00101 0.00227 0.00110 C30 1 0.924351 0.489339 0.709513 11.00000 0.01518 0.03354 = 0.03563 0.01367 0.00911 0.00478 AFIX 137 H30A 2 0.973835 0.443950 0.708941 11.00000 -1.50000 H30B 2 0.931952 0.590940 0.729693 11.00000 -1.50000 H30C 2 0.893514 0.489679 0.653528 11.00000 -1.50000 AFIX 0 C31 1 0.686897 0.293026 0.803710 11.00000 0.01832 0.02074 = 0.02806 0.00265 0.00616 -0.00372 AFIX 137 H31A 2 0.659890 0.358012 0.760245 11.00000 -1.50000 H31B 2 0.673217 0.319058 0.856334 11.00000 -1.50000 H31C 2 0.672586 0.190342 0.790054 11.00000 -1.50000 AFIX 0 C32 1 0.947388 0.122412 0.937522 11.00000 0.03171 0.02124 = 0.02364 0.00180 -0.00024 0.00958 AFIX 137 H32A 2 0.976174 0.053939 0.909627 11.00000 -1.50000 H32B 2 0.915930 0.066375 0.968759 11.00000 -1.50000 H32C 2 0.982816 0.185282 0.975258 11.00000 -1.50000 AFIX 0 HKLF 4 REM AT1072_a.res in P2(1)/c REM wR2 = 0.089799, GooF = S = 1.02702, Restrained GooF = 1.02702 for all data REM R1 = 0.033483 for 8053 Fo > 4sig(Fo) and 0.048801 for all 10045 data REM 322 parameters refined using 0 restraints END WGHT 0.0366 0.7881 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 0.833, deepest hole -0.722, 1-sigma level 0.074 Q1 1 0.7395 0.5635 0.6546 11.00000 0.05 0.83 Q2 1 0.7297 0.5695 0.7551 11.00000 0.05 0.71 Q3 1 0.6329 0.8238 0.7404 11.00000 0.05 0.55 Q4 1 0.8714 0.9361 0.6355 11.00000 0.05 0.53 Q5 1 0.7940 0.7219 0.6141 11.00000 0.05 0.49 Q6 1 0.7838 0.5663 0.8933 11.00000 0.05 0.46 Q7 1 0.8274 0.7830 0.5663 11.00000 0.05 0.44 Q8 1 0.7956 0.2451 0.8248 11.00000 0.05 0.44 Q9 1 0.8489 0.8854 0.6912 11.00000 0.05 0.44 Q10 1 0.6215 0.7984 0.8093 11.00000 0.05 0.43 Q11 1 0.7923 0.3629 0.7893 11.00000 0.05 0.42 Q12 1 0.6597 0.7239 0.7820 11.00000 0.05 0.41 Q13 1 0.5897 0.9201 0.6971 11.00000 0.05 0.41 Q14 1 0.8365 0.8252 0.7562 11.00000 0.05 0.40 Q15 1 0.7374 0.3004 0.7011 11.00000 0.05 0.40 Q16 1 0.9081 0.2372 0.8360 11.00000 0.05 0.40 Q17 1 0.5631 0.2509 0.4979 11.00000 0.05 0.37 Q18 1 0.5845 0.1204 0.4924 11.00000 0.05 0.37 Q19 1 0.8456 0.4088 0.7678 11.00000 0.05 0.37 Q20 1 0.8971 1.0041 0.5828 11.00000 0.05 0.36 ; _shelx_res_checksum 98495 _publcif_funding_html ; ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 0.73935(2) 0.56505(2) 0.70180(2) 0.01292(4) Uani 1 1 d . . . . . O1 O 0.70764(6) 0.60559(12) 0.85999(6) 0.0227(2) Uani 1 1 d . . . . . O2 O 0.60024(6) 0.59166(11) 0.59478(7) 0.0253(2) Uani 1 1 d . . . . . C1 C 0.68984(7) 0.65756(14) 0.79102(8) 0.0163(2) Uani 1 1 d . . . . . C2 C 0.64954(7) 0.49820(14) 0.61420(8) 0.0164(2) Uani 1 1 d . . . . . C3 C 0.63543(7) 0.78484(14) 0.77592(8) 0.0165(2) Uani 1 1 d . . . . . C4 C 0.62374(7) 0.86866(14) 0.70374(8) 0.0186(2) Uani 1 1 d . . . . . H4 H 0.649889 0.844404 0.660969 0.022 Uiso 1 1 calc R U . . . C5 C 0.57367(8) 0.98800(15) 0.69444(9) 0.0221(3) Uani 1 1 d . . . . . H5 H 0.566356 1.045779 0.645623 0.027 Uiso 1 1 calc R U . . . C6 C 0.53460(8) 1.02257(17) 0.75604(10) 0.0255(3) Uani 1 1 d . . . . . H6 H 0.500003 1.103091 0.749089 0.031 Uiso 1 1 calc R U . . . C7 C 0.54590(9) 0.93964(16) 0.82807(10) 0.0263(3) Uani 1 1 d . . . . . H7 H 0.519139 0.963794 0.870352 0.032 Uiso 1 1 calc R U . . . C8 C 0.59613(8) 0.82178(16) 0.83833(9) 0.0219(3) Uani 1 1 d . . . . . H8 H 0.603976 0.765805 0.887809 0.026 Uiso 1 1 calc R U . . . C9 C 0.64032(7) 0.34910(14) 0.57474(8) 0.0162(2) Uani 1 1 d . . . . . C10 C 0.69817(7) 0.24310(15) 0.58886(9) 0.0213(3) Uani 1 1 d . . . . . H10 H 0.744509 0.263123 0.626325 0.026 Uiso 1 1 calc R U . . . C11 C 0.68772(8) 0.10801(16) 0.54786(10) 0.0260(3) Uani 1 1 d . . . . . H11 H 0.727153 0.036346 0.557140 0.031 Uiso 1 1 calc R U . . . C12 C 0.61979(9) 0.07789(16) 0.49344(10) 0.0258(3) Uani 1 1 d . . . . . H12 H 0.612951 -0.014256 0.465624 0.031 Uiso 1 1 calc R U . . . C13 C 0.56183(8) 0.18219(16) 0.47962(9) 0.0236(3) Uani 1 1 d . . . . . H13 H 0.515297 0.161209 0.442716 0.028 Uiso 1 1 calc R U . . . C14 C 0.57222(7) 0.31722(15) 0.51997(8) 0.0189(2) Uani 1 1 d . . . . . H14 H 0.532660 0.388616 0.510256 0.023 Uiso 1 1 calc R U . . . C15 C 0.79483(7) 0.72150(14) 0.65572(8) 0.0153(2) Uani 1 1 d . . . . . C16 C 0.79941(7) 0.72640(14) 0.57194(8) 0.0176(2) Uani 1 1 d . . . . . C17 C 0.83912(8) 0.84170(15) 0.54325(9) 0.0213(3) Uani 1 1 d . . . . . H17 H 0.842421 0.843759 0.486706 0.026 Uiso 1 1 calc R U . . . C18 C 0.87387(8) 0.95327(15) 0.59504(10) 0.0222(3) Uani 1 1 d . . . . . C19 C 0.86987(8) 0.94636(15) 0.67780(9) 0.0216(3) Uani 1 1 d . . . . . H19 H 0.893147 1.021949 0.713963 0.026 Uiso 1 1 calc R U . . . C20 C 0.83251(7) 0.83116(14) 0.70934(8) 0.0180(2) Uani 1 1 d . . . . . C21 C 0.76502(9) 0.60919(17) 0.51121(9) 0.0256(3) Uani 1 1 d . . . . . H21A H 0.709803 0.623303 0.496390 0.038 Uiso 1 1 calc R U . . . H21B H 0.776113 0.511602 0.536186 0.038 Uiso 1 1 calc R U . . . H21C H 0.786802 0.616471 0.461578 0.038 Uiso 1 1 calc R U . . . C22 C 0.91494(10) 1.07808(19) 0.56289(12) 0.0353(4) Uani 1 1 d . . . . . H22A H 0.905827 1.073282 0.502587 0.053 Uiso 1 1 calc R U . . . H22B H 0.969642 1.069951 0.585318 0.053 Uiso 1 1 calc R U . . . H22C H 0.896105 1.172316 0.579829 0.053 Uiso 1 1 calc R U . . . C23 C 0.83711(9) 0.82716(17) 0.80127(9) 0.0261(3) Uani 1 1 d . . . . . H23A H 0.791084 0.871486 0.814288 0.039 Uiso 1 1 calc R U . . . H23B H 0.881838 0.882769 0.828896 0.039 Uiso 1 1 calc R U . . . H23C H 0.841394 0.724607 0.820362 0.039 Uiso 1 1 calc R U . . . C24 C 0.80456(7) 0.41021(13) 0.76209(8) 0.0148(2) Uani 1 1 d . . . . . C25 C 0.77176(7) 0.31103(14) 0.81065(8) 0.0166(2) Uani 1 1 d . . . . . C26 C 0.81849(8) 0.21816(14) 0.86623(8) 0.0194(2) Uani 1 1 d . . . . . H26 H 0.795830 0.153535 0.899559 0.023 Uiso 1 1 calc R U . . . C27 C 0.89695(8) 0.21734(14) 0.87427(8) 0.0194(2) Uani 1 1 d . . . . . C28 C 0.92835(7) 0.30702(15) 0.82167(8) 0.0194(2) Uani 1 1 d . . . . . H28 H 0.981679 0.303377 0.824000 0.023 Uiso 1 1 calc R U . . . C29 C 0.88394(7) 0.40226(14) 0.76553(8) 0.0175(2) Uani 1 1 d . . . . . C30 C 0.92435(8) 0.48934(18) 0.70951(10) 0.0276(3) Uani 1 1 d . . . . . H30A H 0.973835 0.443950 0.708941 0.041 Uiso 1 1 calc R U . . . H30B H 0.931952 0.590940 0.729693 0.041 Uiso 1 1 calc R U . . . H30C H 0.893514 0.489679 0.653528 0.041 Uiso 1 1 calc R U . . . C31 C 0.68690(8) 0.29303(15) 0.80371(9) 0.0222(3) Uani 1 1 d . . . . . H31A H 0.659890 0.358012 0.760245 0.033 Uiso 1 1 calc R U . . . H31B H 0.673217 0.319058 0.856334 0.033 Uiso 1 1 calc R U . . . H31C H 0.672586 0.190342 0.790054 0.033 Uiso 1 1 calc R U . . . C32 C 0.94739(9) 0.12241(16) 0.93752(9) 0.0263(3) Uani 1 1 d . . . . . H32A H 0.976174 0.053939 0.909627 0.039 Uiso 1 1 calc R U . . . H32B H 0.915930 0.066375 0.968759 0.039 Uiso 1 1 calc R U . . . H32C H 0.982816 0.185282 0.975258 0.039 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 0.01138(6) 0.01302(6) 0.01394(7) 0.00044(4) 0.00152(4) 0.00013(4) O1 0.0279(5) 0.0229(5) 0.0179(5) 0.0027(4) 0.0064(4) 0.0028(4) O2 0.0184(4) 0.0187(4) 0.0341(6) -0.0062(4) -0.0061(4) 0.0057(4) C1 0.0159(5) 0.0154(5) 0.0176(6) -0.0003(4) 0.0037(4) -0.0018(4) C2 0.0140(5) 0.0166(6) 0.0182(6) -0.0009(4) 0.0019(4) 0.0005(4) C3 0.0151(5) 0.0146(5) 0.0197(6) -0.0026(4) 0.0032(4) -0.0016(4) C4 0.0188(6) 0.0163(5) 0.0200(6) -0.0021(5) 0.0023(5) 0.0000(4) C5 0.0207(6) 0.0185(6) 0.0249(7) -0.0014(5) -0.0005(5) 0.0011(5) C6 0.0173(6) 0.0218(6) 0.0362(8) -0.0056(6) 0.0025(6) 0.0038(5) C7 0.0214(6) 0.0283(7) 0.0319(8) -0.0060(6) 0.0117(6) 0.0017(5) C8 0.0216(6) 0.0226(6) 0.0229(7) -0.0019(5) 0.0080(5) -0.0004(5) C9 0.0152(5) 0.0157(5) 0.0174(6) -0.0013(4) 0.0026(4) 0.0006(4) C10 0.0161(6) 0.0202(6) 0.0262(7) -0.0037(5) 0.0011(5) 0.0031(5) C11 0.0234(7) 0.0201(6) 0.0337(8) -0.0068(6) 0.0041(6) 0.0057(5) C12 0.0303(7) 0.0205(6) 0.0268(7) -0.0098(5) 0.0058(6) -0.0013(5) C13 0.0234(6) 0.0234(6) 0.0222(7) -0.0060(5) 0.0000(5) -0.0021(5) C14 0.0173(5) 0.0185(6) 0.0192(6) -0.0018(5) -0.0001(5) 0.0014(4) C15 0.0139(5) 0.0159(5) 0.0161(6) 0.0017(4) 0.0029(4) 0.0014(4) C16 0.0178(5) 0.0179(5) 0.0173(6) 0.0026(4) 0.0041(5) 0.0042(4) C17 0.0214(6) 0.0237(6) 0.0198(6) 0.0069(5) 0.0067(5) 0.0042(5) C18 0.0181(6) 0.0215(6) 0.0274(7) 0.0090(5) 0.0053(5) 0.0004(5) C19 0.0173(6) 0.0199(6) 0.0265(7) 0.0022(5) 0.0017(5) -0.0031(5) C20 0.0160(5) 0.0192(6) 0.0184(6) 0.0002(5) 0.0025(4) -0.0021(4) C21 0.0347(8) 0.0264(7) 0.0168(6) -0.0024(5) 0.0077(6) -0.0014(6) C22 0.0361(9) 0.0315(8) 0.0395(10) 0.0137(7) 0.0102(7) -0.0092(6) C23 0.0288(7) 0.0299(7) 0.0187(6) -0.0039(5) 0.0026(5) -0.0135(6) C24 0.0129(5) 0.0142(5) 0.0166(6) -0.0004(4) 0.0012(4) 0.0005(4) C25 0.0174(5) 0.0141(5) 0.0183(6) -0.0002(4) 0.0037(4) -0.0007(4) C26 0.0245(6) 0.0139(5) 0.0198(6) 0.0018(4) 0.0043(5) 0.0010(5) C27 0.0245(6) 0.0144(5) 0.0175(6) -0.0003(4) 0.0000(5) 0.0050(5) C28 0.0157(5) 0.0188(6) 0.0221(6) -0.0005(5) 0.0001(5) 0.0038(4) C29 0.0140(5) 0.0175(5) 0.0204(6) 0.0010(5) 0.0023(4) 0.0011(4) C30 0.0152(6) 0.0335(8) 0.0356(8) 0.0137(6) 0.0091(6) 0.0048(5) C31 0.0183(6) 0.0207(6) 0.0281(7) 0.0027(5) 0.0062(5) -0.0037(5) C32 0.0317(7) 0.0212(6) 0.0236(7) 0.0018(5) -0.0002(6) 0.0096(6) 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' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C24 Ge1 C15 114.52(5) . . ? C24 Ge1 C2 117.09(5) . . ? C15 Ge1 C2 109.12(5) . . ? C24 Ge1 C1 103.04(5) . . ? C15 Ge1 C1 108.03(5) . . ? C2 Ge1 C1 103.92(5) . . ? O1 C1 C3 119.62(12) . . ? O1 C1 Ge1 116.58(10) . . ? C3 C1 Ge1 123.79(9) . . ? O2 C2 C9 120.07(11) . . ? O2 C2 Ge1 114.21(9) . . ? C9 C2 Ge1 125.71(9) . . ? C4 C3 C8 119.27(12) . . ? C4 C3 C1 122.88(12) . . ? C8 C3 C1 117.84(12) . . ? C5 C4 C3 120.00(13) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C6 C5 C4 120.26(14) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 120.09(13) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C8 C7 C6 120.13(14) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C7 C8 C3 120.25(14) . . ? C7 C8 H8 119.9 . . ? C3 C8 H8 119.9 . . ? C14 C9 C10 119.28(12) . . ? C14 C9 C2 118.42(11) . . ? C10 C9 C2 122.27(11) . . ? C11 C10 C9 119.90(13) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C12 C11 C10 120.21(13) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C13 C12 C11 120.20(13) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C14 C13 C12 119.75(13) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C9 120.65(12) . . ? C13 C14 H14 119.7 . . ? C9 C14 H14 119.7 . . ? C16 C15 C20 118.89(12) . . ? C16 C15 Ge1 122.53(10) . . ? C20 C15 Ge1 118.58(9) . . ? C17 C16 C15 119.46(12) . . ? C17 C16 C21 117.90(12) . . ? C15 C16 C21 122.61(12) . . ? C18 C17 C16 121.98(13) . . ? C18 C17 H17 119.0 . . ? C16 C17 H17 119.0 . . ? C19 C18 C17 118.09(12) . . ? C19 C18 C22 120.59(14) . . ? C17 C18 C22 121.32(14) . . ? C18 C19 C20 121.73(13) . . ? C18 C19 H19 119.1 . . ? C20 C19 H19 119.1 . . ? C19 C20 C15 119.75(12) . . ? C19 C20 C23 117.49(12) . . ? C15 C20 C23 122.72(12) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C18 C22 H22A 109.5 . . ? C18 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C18 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 C29 118.37(11) . . ? C25 C24 Ge1 118.09(9) . . ? C29 C24 Ge1 123.24(9) . . ? C26 C25 C24 119.75(12) . . ? C26 C25 C31 116.59(12) . . ? C24 C25 C31 123.60(11) . . ? C27 C26 C25 122.04(12) . . ? C27 C26 H26 119.0 . . ? C25 C26 H26 119.0 . . ? C26 C27 C28 117.84(12) . . ? C26 C27 C32 121.73(13) . . ? C28 C27 C32 120.43(13) . . ? C27 C28 C29 122.02(12) . . ? C27 C28 H28 119.0 . . ? C29 C28 H28 119.0 . . ? C28 C29 C24 119.61(12) . . ? C28 C29 C30 116.91(12) . . ? C24 C29 C30 123.46(12) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C25 C31 H31A 109.5 . . ? C25 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C25 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C27 C32 H32A 109.5 . . ? C27 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C27 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? 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 C24 1.9668(12) . ? Ge1 C15 1.9715(12) . ? Ge1 C2 2.0329(12) . ? Ge1 C1 2.0489(13) . ? O1 C1 1.2175(16) . ? O2 C2 1.2205(15) . ? C1 C3 1.4995(18) . ? C2 C9 1.4960(18) . ? C3 C4 1.3963(19) . ? C3 C8 1.4025(19) . ? C4 C5 1.3949(19) . ? C4 H4 0.9500 . ? C5 C6 1.384(2) . ? C5 H5 0.9500 . ? C6 C7 1.390(2) . ? C6 H6 0.9500 . ? C7 C8 1.386(2) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C14 1.3983(18) . ? C9 C10 1.3993(17) . ? C10 C11 1.395(2) . ? C10 H10 0.9500 . ? C11 C12 1.390(2) . ? C11 H11 0.9500 . ? C12 C13 1.390(2) . ? C12 H12 0.9500 . ? C13 C14 1.3892(19) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.4065(18) . ? C15 C20 1.4121(18) . ? C16 C17 1.4002(19) . ? C16 C21 1.508(2) . ? C17 C18 1.390(2) . ? C17 H17 0.9500 . ? C18 C19 1.388(2) . ? C18 C22 1.504(2) . ? C19 C20 1.3971(19) . ? C19 H19 0.9500 . ? C20 C23 1.508(2) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? 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 C25 1.4105(18) . ? C24 C29 1.4153(17) . ? C25 C26 1.3964(18) . ? C25 C31 1.5122(18) . ? C26 C27 1.387(2) . ? C26 H26 0.9500 . ? C27 C28 1.390(2) . ? C27 C32 1.5091(19) . ? C28 C29 1.3958(18) . ? C28 H28 0.9500 . ? C29 C30 1.509(2) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C3 C4 167.06(12) . . . . ? Ge1 C1 C3 C4 -11.63(17) . . . . ? O1 C1 C3 C8 -11.63(18) . . . . ? Ge1 C1 C3 C8 169.68(10) . . . . ? C8 C3 C4 C5 0.26(19) . . . . ? C1 C3 C4 C5 -178.41(12) . . . . ? C3 C4 C5 C6 -0.9(2) . . . . ? C4 C5 C6 C7 0.9(2) . . . . ? C5 C6 C7 C8 -0.2(2) . . . . ? C6 C7 C8 C3 -0.5(2) . . . . ? C4 C3 C8 C7 0.4(2) . . . . ? C1 C3 C8 C7 179.16(12) . . . . ? O2 C2 C9 C14 -4.3(2) . . . . ? Ge1 C2 C9 C14 175.15(10) . . . . ? O2 C2 C9 C10 173.70(14) . . . . ? Ge1 C2 C9 C10 -6.87(19) . . . . ? C14 C9 C10 C11 0.6(2) . . . . ? C2 C9 C10 C11 -177.37(14) . . . . ? C9 C10 C11 C12 -0.5(2) . . . . ? C10 C11 C12 C13 -0.1(2) . . . . ? C11 C12 C13 C14 0.4(2) . . . . ? C12 C13 C14 C9 -0.3(2) . . . . ? C10 C9 C14 C13 -0.2(2) . . . . ? C2 C9 C14 C13 177.84(13) . . . . ? C20 C15 C16 C17 -1.86(18) . . . . ? Ge1 C15 C16 C17 179.32(9) . . . . ? C20 C15 C16 C21 176.26(12) . . . . ? Ge1 C15 C16 C21 -2.56(18) . . . . ? C15 C16 C17 C18 -0.6(2) . . . . ? C21 C16 C17 C18 -178.85(13) . . . . ? C16 C17 C18 C19 1.5(2) . . . . ? C16 C17 C18 C22 -178.72(14) . . . . ? C17 C18 C19 C20 0.2(2) . . . . ? C22 C18 C19 C20 -179.58(14) . . . . ? C18 C19 C20 C15 -2.7(2) . . . . ? C18 C19 C20 C23 174.97(13) . . . . ? C16 C15 C20 C19 3.50(18) . . . . ? Ge1 C15 C20 C19 -177.63(10) . . . . ? C16 C15 C20 C23 -174.09(13) . . . . ? Ge1 C15 C20 C23 4.79(17) . . . . ? C29 C24 C25 C26 6.09(19) . . . . ? Ge1 C24 C25 C26 -167.89(10) . . . . ? C29 C24 C25 C31 -170.97(12) . . . . ? Ge1 C24 C25 C31 15.05(17) . . . . ? C24 C25 C26 C27 -1.5(2) . . . . ? C31 C25 C26 C27 175.74(13) . . . . ? C25 C26 C27 C28 -3.4(2) . . . . ? C25 C26 C27 C32 176.78(13) . . . . ? C26 C27 C28 C29 3.8(2) . . . . ? C32 C27 C28 C29 -176.41(13) . . . . ? C27 C28 C29 C24 0.8(2) . . . . ? C27 C28 C29 C30 -177.63(13) . . . . ? C25 C24 C29 C28 -5.73(19) . . . . ? Ge1 C24 C29 C28 167.92(10) . . . . ? C25 C24 C29 C30 172.58(13) . . . . ? Ge1 C24 C29 C30 -13.77(19) . . . . ?