#------------------------------------------------------------------------------ #$Date: 2021-08-06 04:33:14 +0300 (Fri, 06 Aug 2021) $ #$Revision: 267968 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/79/7707961.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_7707961 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 'C34 H36 Ge O4' _chemical_formula_sum 'C34 H36 Ge O4' _chemical_formula_weight 581.24 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-I 2ya' _space_group_name_H-M_alt 'I 1 2/a 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 99.212(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 16.2702(8) _cell_length_b 10.6138(4) _cell_length_c 16.3833(13) _cell_measurement_reflns_used 9554 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 30.32 _cell_measurement_theta_min 2.30 _cell_volume 2792.7(3) _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 0.999 _diffrn_measured_fraction_theta_max 0.999 _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 0.0949 _diffrn_reflns_av_unetI/netI 0.0325 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 71564 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.994 _diffrn_reflns_theta_min 2.295 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\ms' _exptl_absorpt_coefficient_mu 1.135 _exptl_absorpt_correction_T_max 0.7465 _exptl_absorpt_correction_T_min 0.5332 _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 1.382 _exptl_crystal_description block _exptl_crystal_F_000 1216 _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.19 _refine_diff_density_max 0.382 _refine_diff_density_min -0.488 _refine_diff_density_rms 0.054 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 181 _refine_ls_number_reflns 2735 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.077 _refine_ls_R_factor_all 0.0273 _refine_ls_R_factor_gt 0.0246 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0085P)^2^+4.6828P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0604 _refine_ls_wR_factor_ref 0.0624 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2567 _reflns_number_total 2735 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1dt02091a3.cif _cod_data_source_block AT1083_a _cod_original_sg_symbol_H-M 'I 2/a' _cod_database_code 7707961 _publcif_datablock.id {67828e27-5ff9-49ea-bc0c-a2a2b756291a} _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_res_file ; TITL AT1083_a.res in I2/a AT1083_a.res created by SHELXL-2018/3 at 17:41:39 on 15-Sep-2020 CELL 0.71073 16.2702 10.6138 16.3833 90 99.212 90 ZERR 4 0.0008 0.0004 0.0013 0 0.005 0 LATT 2 SYMM 0.5-X,+Y,-Z SFAC C 2.310 20.844 1.02 10.208 1.589 0.569 0.865 51.651 0.216 0.003 0.002 = 11.5 0.68 12.01 SFAC H 0.493 10.511 0.323 26.126 0.14 3.142 0.041 57.8 0.003 0 0 0.624 = 0.35 1.008 SFAC Ge 16.082 2.851 6.375 0.252 3.707 11.447 3.683 54.763 2.131 0.155 1.8 = 7380 1.27 72.61 SFAC O 3.049 13.277 2.287 5.701 1.546 0.324 0.867 32.909 0.251 0.011 0.006 = 32.5 0.68 16 UNIT 136 144 4 16 L.S. 5 PLAN 1 TEMP -173 CONF LIST 6 BOND $H fmap 2 acta 50 HTAB ACTA EQIV $2 x+1/2, -y+1, z HTAB C9 O1_$2 CONF MORE -1 OMIT -3 52 OMIT 6 0 0 OMIT 3 3 12 OMIT -8 2 4 WGHT 0.008500 4.682800 FVAR 0.28528 GE1 3 0.250000 0.390282 0.500000 10.50000 0.00919 0.00962 = 0.01064 0.00000 0.00133 0.00000 O1 4 0.117835 0.463217 0.580581 11.00000 0.01335 0.01910 = 0.02360 -0.00097 0.00695 -0.00154 O2 4 0.352635 0.591687 0.583264 11.00000 0.00973 0.01604 = 0.02017 -0.00226 0.00281 -0.00088 C1 1 0.185593 0.501070 0.568847 11.00000 0.01186 0.01481 = 0.01107 0.00104 0.00034 0.00184 C2 1 0.168623 0.278397 0.430268 11.00000 0.01067 0.01087 = 0.01205 -0.00088 0.00099 0.00101 C3 1 0.213607 0.630087 0.599265 11.00000 0.01616 0.01330 = 0.01198 -0.00047 0.00168 0.00157 C4 1 0.154046 0.710484 0.623849 11.00000 0.01770 0.01914 = 0.01956 -0.00156 0.00374 0.00258 AFIX 43 H4 2 0.099032 0.680359 0.623655 11.00000 -1.20000 AFIX 0 C5 1 0.173592 0.833078 0.648467 11.00000 0.02843 0.01913 = 0.03026 -0.00678 0.00537 0.00768 AFIX 43 H5 2 0.132496 0.886399 0.665304 11.00000 -1.20000 AFIX 0 C6 1 0.253686 0.877234 0.648305 11.00000 0.03215 0.01452 = 0.03621 -0.00755 0.00201 0.00070 AFIX 43 H6 2 0.267100 0.961731 0.664326 11.00000 -1.20000 AFIX 0 C7 1 0.314412 0.799882 0.625114 11.00000 0.02084 0.01802 = 0.02651 -0.00276 -0.00023 -0.00363 AFIX 43 H7 2 0.369105 0.831261 0.625178 11.00000 -1.20000 AFIX 0 C8 1 0.295110 0.675966 0.601693 11.00000 0.01497 0.01457 = 0.01240 0.00022 0.00031 0.00125 C9 1 0.435202 0.636328 0.579343 11.00000 0.01024 0.03076 = 0.02338 -0.00093 0.00116 -0.00382 AFIX 137 H9A 2 0.469451 0.566390 0.564840 11.00000 -1.50000 H9B 2 0.459863 0.670634 0.633261 11.00000 -1.50000 H9C 2 0.432656 0.702435 0.537253 11.00000 -1.50000 AFIX 0 C10 1 0.127856 0.183657 0.469022 11.00000 0.01260 0.01348 = 0.01350 0.00005 0.00219 0.00100 C11 1 0.076987 0.095675 0.421375 11.00000 0.01397 0.01468 = 0.01685 0.00147 0.00387 -0.00207 AFIX 43 H11 2 0.049667 0.033012 0.448609 11.00000 -1.20000 AFIX 0 C12 1 0.065230 0.097145 0.335638 11.00000 0.01101 0.01424 = 0.01735 -0.00221 0.00075 0.00111 C13 1 0.104713 0.191590 0.297731 11.00000 0.01237 0.01598 = 0.01128 0.00032 0.00049 0.00172 AFIX 43 H13 2 0.096580 0.195322 0.239054 11.00000 -1.20000 AFIX 0 C14 1 0.155975 0.281272 0.342969 11.00000 0.01038 0.01185 = 0.01439 0.00112 0.00193 0.00329 C15 1 0.138026 0.169622 0.561895 11.00000 0.02223 0.01767 = 0.01391 0.00158 0.00387 -0.00583 AFIX 137 H15A 2 0.195804 0.147064 0.583593 11.00000 -1.50000 H15B 2 0.100752 0.103258 0.575833 11.00000 -1.50000 H15C 2 0.124117 0.249442 0.586482 11.00000 -1.50000 AFIX 0 C16 1 0.013735 -0.001732 0.284280 11.00000 0.01741 0.01922 = 0.01945 -0.00343 0.00204 -0.00454 AFIX 137 H16A 2 0.047189 -0.041249 0.246619 11.00000 -1.50000 H16B 2 -0.035459 0.037918 0.252114 11.00000 -1.50000 H16C 2 -0.003905 -0.065960 0.320816 11.00000 -1.50000 AFIX 0 C17 1 0.197638 0.374909 0.293478 11.00000 0.01679 0.01411 = 0.01135 0.00055 0.00126 -0.00085 AFIX 137 H17A 2 0.258125 0.363227 0.305317 11.00000 -1.50000 H17B 2 0.183691 0.460701 0.308641 11.00000 -1.50000 H17C 2 0.178135 0.361563 0.234362 11.00000 -1.50000 AFIX 0 HKLF 4 1 0 0 -1 0 1 0 1 0 1 REM AT1083_a.res in I2/a REM wR2 = 0.062352, GooF = S = 1.07700, Restrained GooF = 1.07700 for all data REM R1 = 0.024606 for 2567 Fo > 4sig(Fo) and 0.027277 for all 2735 data REM 181 parameters refined using 0 restraints END WGHT 0.0085 4.6796 REM Instructions for potential hydrogen bonds HTAB C9 O1_$2 REM Highest difference peak 0.382, deepest hole -0.488, 1-sigma level 0.054 Q1 1 0.2094 0.3239 0.4608 11.00000 0.05 0.38 ; _shelx_res_checksum 61176 _publcif_funding_html ; ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' '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 0.250000 0.39028(2) 0.500000 0.00984(8) Uani 1 2 d S T P . . O1 O 0.11784(7) 0.46322(11) 0.58058(7) 0.0182(3) Uani 1 1 d . . . . . O2 O 0.35264(7) 0.59169(10) 0.58326(7) 0.0153(2) Uani 1 1 d . . . . . C1 C 0.18559(9) 0.50107(15) 0.56885(9) 0.0127(3) Uani 1 1 d . . . . . C2 C 0.16862(9) 0.27840(14) 0.43027(9) 0.0113(3) Uani 1 1 d . . . . . C3 C 0.21361(10) 0.63009(15) 0.59926(10) 0.0139(3) Uani 1 1 d . . . . . C4 C 0.15405(11) 0.71048(16) 0.62385(10) 0.0187(3) Uani 1 1 d . . . . . H4 H 0.099032 0.680359 0.623655 0.022 Uiso 1 1 calc R U . . . C5 C 0.17359(12) 0.83308(17) 0.64847(12) 0.0259(4) Uani 1 1 d . . . . . H5 H 0.132496 0.886399 0.665304 0.031 Uiso 1 1 calc R U . . . C6 C 0.25369(13) 0.87723(17) 0.64830(13) 0.0280(4) Uani 1 1 d . . . . . H6 H 0.267100 0.961731 0.664326 0.034 Uiso 1 1 calc R U . . . C7 C 0.31441(11) 0.79988(16) 0.62511(11) 0.0222(4) Uani 1 1 d . . . . . H7 H 0.369105 0.831261 0.625178 0.027 Uiso 1 1 calc R U . . . C8 C 0.29511(10) 0.67597(15) 0.60169(10) 0.0142(3) Uani 1 1 d . . . . . C9 C 0.43520(10) 0.63633(18) 0.57934(11) 0.0216(4) Uani 1 1 d . . . . . H9A H 0.469451 0.566390 0.564840 0.032 Uiso 1 1 calc R U . . . H9B H 0.459863 0.670634 0.633261 0.032 Uiso 1 1 calc R U . . . H9C H 0.432656 0.702435 0.537253 0.032 Uiso 1 1 calc R U . . . C10 C 0.12786(9) 0.18366(14) 0.46902(10) 0.0132(3) Uani 1 1 d . . . . . C11 C 0.07699(10) 0.09568(15) 0.42138(10) 0.0150(3) Uani 1 1 d . . . . . H11 H 0.049667 0.033012 0.448609 0.018 Uiso 1 1 calc R U . . . C12 C 0.06523(10) 0.09714(15) 0.33564(10) 0.0144(3) Uani 1 1 d . . . . . C13 C 0.10471(10) 0.19159(15) 0.29773(10) 0.0134(3) Uani 1 1 d . . . . . H13 H 0.096580 0.195322 0.239054 0.016 Uiso 1 1 calc R U . . . C14 C 0.15597(9) 0.28127(14) 0.34297(10) 0.0122(3) Uani 1 1 d . . . . . C15 C 0.13803(11) 0.16962(16) 0.56190(10) 0.0178(3) Uani 1 1 d . . . . . H15A H 0.195804 0.147064 0.583593 0.027 Uiso 1 1 calc R U . . . H15B H 0.100752 0.103258 0.575833 0.027 Uiso 1 1 calc R U . . . H15C H 0.124117 0.249442 0.586482 0.027 Uiso 1 1 calc R U . . . C16 C 0.01374(11) -0.00173(16) 0.28428(10) 0.0188(4) Uani 1 1 d . . . . . H16A H 0.047189 -0.041249 0.246619 0.028 Uiso 1 1 calc R U . . . H16B H -0.035459 0.037918 0.252114 0.028 Uiso 1 1 calc R U . . . H16C H -0.003905 -0.065960 0.320816 0.028 Uiso 1 1 calc R U . . . C17 C 0.19764(10) 0.37491(15) 0.29348(10) 0.0142(3) Uani 1 1 d . . . . . H17A H 0.258125 0.363227 0.305317 0.021 Uiso 1 1 calc R U . . . H17B H 0.183691 0.460701 0.308641 0.021 Uiso 1 1 calc R U . . . H17C H 0.178135 0.361563 0.234362 0.021 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 0.00919(12) 0.00962(12) 0.01064(12) 0.000 0.00133(8) 0.000 O1 0.0133(6) 0.0191(6) 0.0236(6) -0.0010(5) 0.0069(5) -0.0015(5) O2 0.0097(5) 0.0160(6) 0.0202(6) -0.0023(4) 0.0028(4) -0.0009(4) C1 0.0119(8) 0.0148(8) 0.0111(7) 0.0010(6) 0.0003(6) 0.0018(6) C2 0.0107(7) 0.0109(7) 0.0121(7) -0.0009(6) 0.0010(6) 0.0010(6) C3 0.0162(8) 0.0133(8) 0.0120(7) -0.0005(6) 0.0017(6) 0.0016(6) C4 0.0177(8) 0.0191(8) 0.0196(9) -0.0016(7) 0.0037(7) 0.0026(7) C5 0.0284(10) 0.0191(9) 0.0303(10) -0.0068(8) 0.0054(8) 0.0077(7) C6 0.0322(11) 0.0145(9) 0.0362(11) -0.0076(7) 0.0020(8) 0.0007(7) C7 0.0208(9) 0.0180(9) 0.0265(9) -0.0028(7) -0.0002(7) -0.0036(7) C8 0.0150(8) 0.0146(8) 0.0124(8) 0.0002(6) 0.0003(6) 0.0012(6) C9 0.0102(8) 0.0308(10) 0.0234(9) -0.0009(7) 0.0012(7) -0.0038(7) C10 0.0126(8) 0.0135(8) 0.0135(8) 0.0001(6) 0.0022(6) 0.0010(6) C11 0.0140(8) 0.0147(8) 0.0168(8) 0.0015(6) 0.0039(6) -0.0021(6) C12 0.0110(7) 0.0142(8) 0.0173(8) -0.0022(6) 0.0008(6) 0.0011(6) C13 0.0124(7) 0.0160(8) 0.0113(7) 0.0003(6) 0.0005(6) 0.0017(6) C14 0.0104(7) 0.0119(7) 0.0144(8) 0.0011(6) 0.0019(6) 0.0033(6) C15 0.0222(9) 0.0177(8) 0.0139(8) 0.0016(6) 0.0039(6) -0.0058(7) C16 0.0174(8) 0.0192(8) 0.0195(9) -0.0034(7) 0.0020(7) -0.0045(7) C17 0.0168(8) 0.0141(8) 0.0113(7) 0.0006(6) 0.0013(6) -0.0009(6) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.1550 1.8000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 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 C2 Ge1 C2 106.98(9) 2_556 . ? C2 Ge1 C1 107.95(6) 2_556 2_556 ? C2 Ge1 C1 112.35(6) . 2_556 ? C2 Ge1 C1 112.35(6) 2_556 . ? C2 Ge1 C1 107.95(6) . . ? C1 Ge1 C1 109.31(9) 2_556 . ? C8 O2 C9 118.29(13) . . ? O1 C1 C3 118.86(14) . . ? O1 C1 Ge1 117.20(12) . . ? C3 C1 Ge1 123.72(11) . . ? C10 C2 C14 117.94(14) . . ? C10 C2 Ge1 118.89(11) . . ? C14 C2 Ge1 122.86(11) . . ? C4 C3 C8 118.30(15) . . ? C4 C3 C1 117.66(14) . . ? C8 C3 C1 123.99(14) . . ? C5 C4 C3 121.35(16) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 C5 C6 119.33(16) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C7 C6 C5 120.87(17) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C8 119.79(16) . . ? C6 C7 H7 120.1 . . ? C8 C7 H7 120.1 . . ? O2 C8 C7 123.27(15) . . ? O2 C8 C3 116.36(14) . . ? C7 C8 C3 120.32(15) . . ? O2 C9 H9A 109.5 . . ? O2 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? O2 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C2 120.22(14) . . ? C11 C10 C15 117.09(14) . . ? C2 C10 C15 122.68(14) . . ? C12 C11 C10 122.05(15) . . ? C12 C11 H11 119.0 . . ? C10 C11 H11 119.0 . . ? C11 C12 C13 117.52(15) . . ? C11 C12 C16 122.01(15) . . ? C13 C12 C16 120.44(15) . . ? C12 C13 C14 122.25(15) . . ? C12 C13 H13 118.9 . . ? C14 C13 H13 118.9 . . ? C13 C14 C2 120.01(14) . . ? C13 C14 C17 116.40(14) . . ? C2 C14 C17 123.56(14) . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C12 C16 H16A 109.5 . . ? C12 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C12 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 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 C2 1.9960(15) 2_556 ? Ge1 C2 1.9960(15) . ? Ge1 C1 2.0326(15) 2_556 ? Ge1 C1 2.0326(15) . ? O1 C1 1.2172(19) . ? O2 C8 1.3630(19) . ? O2 C9 1.4356(19) . ? C1 C3 1.503(2) . ? C2 C10 1.410(2) . ? C2 C14 1.412(2) . ? C3 C4 1.398(2) . ? C3 C8 1.407(2) . ? C4 C5 1.384(2) . ? C4 H4 0.9500 . ? C5 C6 1.385(3) . ? C5 H5 0.9500 . ? C6 C7 1.384(3) . ? C6 H6 0.9500 . ? C7 C8 1.392(2) . ? C7 H7 0.9500 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.400(2) . ? C10 C15 1.511(2) . ? C11 C12 1.387(2) . ? C11 H11 0.9500 . ? C12 C13 1.390(2) . ? C12 C16 1.512(2) . ? C13 C14 1.398(2) . ? C13 H13 0.9500 . ? C14 C17 1.510(2) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag C9 H9A O1 0.98 2.41 3.151(2) 132.2 6_665 yes 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 -13.2(2) . . . . ? Ge1 C1 C3 C4 161.34(12) . . . . ? O1 C1 C3 C8 169.13(15) . . . . ? Ge1 C1 C3 C8 -16.3(2) . . . . ? C8 C3 C4 C5 1.3(3) . . . . ? C1 C3 C4 C5 -176.53(16) . . . . ? C3 C4 C5 C6 0.4(3) . . . . ? C4 C5 C6 C7 -1.0(3) . . . . ? C5 C6 C7 C8 -0.1(3) . . . . ? C9 O2 C8 C7 -6.8(2) . . . . ? C9 O2 C8 C3 175.75(14) . . . . ? C6 C7 C8 O2 -175.59(16) . . . . ? C6 C7 C8 C3 1.8(3) . . . . ? C4 C3 C8 O2 175.18(14) . . . . ? C1 C3 C8 O2 -7.1(2) . . . . ? C4 C3 C8 C7 -2.4(2) . . . . ? C1 C3 C8 C7 175.31(15) . . . . ? C14 C2 C10 C11 0.3(2) . . . . ? Ge1 C2 C10 C11 -173.49(12) . . . . ? C14 C2 C10 C15 178.74(14) . . . . ? Ge1 C2 C10 C15 5.0(2) . . . . ? C2 C10 C11 C12 0.5(2) . . . . ? C15 C10 C11 C12 -177.99(15) . . . . ? C10 C11 C12 C13 -1.3(2) . . . . ? C10 C11 C12 C16 176.91(15) . . . . ? C11 C12 C13 C14 1.3(2) . . . . ? C16 C12 C13 C14 -176.97(14) . . . . ? C12 C13 C14 C2 -0.5(2) . . . . ? C12 C13 C14 C17 177.49(14) . . . . ? C10 C2 C14 C13 -0.3(2) . . . . ? Ge1 C2 C14 C13 173.19(11) . . . . ? C10 C2 C14 C17 -178.13(14) . . . . ? Ge1 C2 C14 C17 -4.6(2) . . . . ?