#------------------------------------------------------------------------------ #$Date: 2020-06-12 01:39:53 +0300 (Fri, 12 Jun 2020) $ #$Revision: 253099 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/13/50/4135061.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_4135061 loop_ _publ_author_name 'Debrauwer, Vincent' 'Turlik, Aneta' 'Rummler, L\'enaic' 'Prescimone, Alessandro' 'Blanchard, Nicolas' 'Houk, K. N.' 'Bizet, Vincent' _publ_section_title ; Ligand-Controlled Regiodivergent Palladium-Catalyzed Hydrogermylation of Ynamides. ; _journal_name_full 'Journal of the American Chemical Society' _journal_paper_doi 10.1021/jacs.0c03556 _journal_year 2020 _chemical_formula_moiety 'C29 H25 Ge1 N1 O2' _chemical_formula_sum 'C29 H25 Ge N O2' _chemical_formula_weight 492.11 _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary other _cell_angle_alpha 94.497(8) _cell_angle_beta 103.341(7) _cell_angle_gamma 119.914(6) _cell_formula_units_Z 2 _cell_length_a 10.3008(8) _cell_length_b 10.3151(9) _cell_length_c 13.5595(14) _cell_measurement_reflns_used 0 _cell_measurement_temperature 123 _cell_measurement_theta_max 0 _cell_measurement_theta_min 0 _cell_volume 1182.7(2) _computing_cell_refinement 'STOE X-AREA (Stoe & Cie 2011)' _computing_data_collection 'STOE X-AREA (Stoe & Cie 2011)' _computing_data_reduction 'STOE X-RED (Stoe & Cie 1996)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _diffrn_ambient_temperature 123 _diffrn_detector Pilatus300K _diffrn_detector_area_resol_mean 5.81 _diffrn_detector_type STOE _diffrn_measured_fraction_theta_full 0.982 _diffrn_measured_fraction_theta_max 0.959 _diffrn_measurement_device Area _diffrn_measurement_device_type 'Stoe StadiVari' _diffrn_measurement_method '\f & \w scans' _diffrn_radiation_monochromator 'Graded multilayer mirror' _diffrn_radiation_type GaK\a _diffrn_radiation_wavelength 1.34143 _diffrn_reflns_av_R_equivalents 0.050 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 18560 _diffrn_reflns_theta_full 52.800 _diffrn_reflns_theta_max 54.313 _diffrn_reflns_theta_min 2.994 _diffrn_source 'Metaljet D2' _diffrn_source_current 2.860 _diffrn_source_power 0.200 _diffrn_source_voltage 70 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.288 _exptl_absorpt_correction_T_max 0.97 _exptl_absorpt_correction_T_min 0.90 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 508 _exptl_crystal_recrystallization_method ; ; _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_min 0.020 _refine_diff_density_max 1.05 _refine_diff_density_min -0.80 _refine_ls_extinction_method None _refine_ls_goodness_of_fit_ref 1.0623 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 298 _refine_ls_number_reflns 3759 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0511 _refine_ls_R_factor_gt 0.0461 _refine_ls_shift/su_max 0.0005549 _refine_ls_shift/su_mean 0.0001505 _refine_ls_structure_factor_coef F _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.733 0.662 0.248 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0640 _refine_ls_wR_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.0583 _reflns_limit_h_max 11 _reflns_limit_h_min -12 _reflns_limit_k_max 12 _reflns_limit_k_min -12 _reflns_limit_l_max 16 _reflns_limit_l_min 0 _reflns_number_gt 3531 _reflns_number_total 4221 _reflns_threshold_expression I>2.0\s(I) _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _oxford_refine_ls_r_factor_ref 0.0474 _oxford_refine_ls_scale 0.5800(12) _oxford_reflns_number_all 4203 _oxford_reflns_threshold_expression_ref I>1.0\s(I) _iucr_refine_instructions_details ; # # Punched on 04/05/16 at 09:55:56 # #LIST 12 BLOCK SCALE X'S U'S RIDE C ( 2,X'S) H ( 21,X'S) RIDE C ( 4,X'S) H ( 41,X'S) H ( 42,X'S) RIDE C ( 5,X'S) H ( 51,X'S) H ( 52,X'S) RIDE C ( 7,X'S) H ( 71,X'S) RIDE C ( 8,X'S) H ( 81,X'S) RIDE C ( 9,X'S) H ( 91,X'S) RIDE C ( 10,X'S) H ( 101,X'S) RIDE C ( 11,X'S) H ( 111,X'S) RIDE C ( 13,X'S) H ( 131,X'S) RIDE C ( 14,X'S) H ( 141,X'S) RIDE C ( 15,X'S) H ( 151,X'S) RIDE C ( 16,X'S) H ( 161,X'S) RIDE C ( 17,X'S) H ( 171,X'S) RIDE C ( 19,X'S) H ( 191,X'S) RIDE C ( 20,X'S) H ( 201,X'S) RIDE C ( 21,X'S) H ( 211,X'S) RIDE C ( 22,X'S) H ( 221,X'S) RIDE C ( 23,X'S) H ( 231,X'S) RIDE C ( 25,X'S) H ( 251,X'S) RIDE C ( 26,X'S) H ( 261,X'S) RIDE C ( 27,X'S) H ( 271,X'S) RIDE C ( 28,X'S) H ( 281,X'S) RIDE C ( 29,X'S) H ( 291,X'S) END # # Punched on 04/05/16 at 09:55:56 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) END ; _cod_data_source_file ja0c03556_si_002.cif _cod_data_source_block 1 _cod_depositor_comments ; The following automatic conversions were performed: data item '_atom_sites_solution_primary' value 'Other' was changed to 'other' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas ; _cod_original_formula_sum 'C29 H25 Ge1 N1 O2' _cod_database_code 4135061 loop_ _symmetry_equiv_pos_as_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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Ge1 Ge 0.38032(4) 0.41782(3) 0.26138(3) 0.0416 1.0000 Uani . . . . . . N1 N 0.1599(3) 0.4187(3) -0.04022(19) 0.0458 1.0000 Uani . . . . . . O1 O 0.0104(3) 0.4495(3) -0.17091(18) 0.0600 1.0000 Uani . . . . . . O2 O 0.1434(3) 0.6343(3) -0.02425(19) 0.0595 1.0000 Uani . . . . . . C1 C 0.3001(3) 0.3678(3) 0.1090(2) 0.0416 1.0000 Uani . . . . . . C2 C 0.2384(3) 0.4436(3) 0.0651(2) 0.0434 1.0000 Uani . . . . . . C3 C 0.1087(4) 0.5126(4) -0.0728(3) 0.0514 1.0000 Uani . . . . . . C4 C -0.0262(5) 0.2948(4) -0.2002(3) 0.0611 1.0000 Uani . . . . . . C5 C 0.1052(4) 0.2897(4) -0.1249(2) 0.0536 1.0000 Uani . . . . . . C6 C 0.2269(3) 0.2501(3) 0.3091(2) 0.0437 1.0000 Uani . . . . . . C7 C 0.0660(4) 0.1903(4) 0.2644(3) 0.0520 1.0000 Uani . . . . . . C8 C -0.0444(4) 0.0674(4) 0.2934(3) 0.0584 1.0000 Uani . . . . . . C9 C 0.0037(4) 0.0028(4) 0.3672(3) 0.0562 1.0000 Uani . . . . . . C10 C 0.1634(4) 0.0619(4) 0.4133(3) 0.0550 1.0000 Uani . . . . . . C11 C 0.2742(4) 0.1853(3) 0.3836(2) 0.0486 1.0000 Uani . . . . . . C12 C 0.4050(3) 0.6124(3) 0.3143(2) 0.0424 1.0000 Uani . . . . . . C13 C 0.3256(4) 0.6240(4) 0.3820(2) 0.0487 1.0000 Uani . . . . . . C14 C 0.3379(4) 0.7624(4) 0.4138(3) 0.0553 1.0000 Uani . . . . . . C15 C 0.4263(4) 0.8888(4) 0.3772(3) 0.0554 1.0000 Uani . . . . . . C16 C 0.5071(4) 0.8788(4) 0.3109(3) 0.0550 1.0000 Uani . . . . . . C17 C 0.4972(4) 0.7425(3) 0.2808(2) 0.0500 1.0000 Uani . . . . . . C18 C 0.5828(3) 0.4341(3) 0.3075(2) 0.0432 1.0000 Uani . . . . . . C19 C 0.7114(4) 0.5643(3) 0.3804(2) 0.0481 1.0000 Uani . . . . . . C20 C 0.8570(4) 0.5794(4) 0.4139(3) 0.0559 1.0000 Uani . . . . . . C21 C 0.8765(4) 0.4641(4) 0.3744(3) 0.0548 1.0000 Uani . . . . . . C22 C 0.7497(4) 0.3340(4) 0.3030(3) 0.0538 1.0000 Uani . . . . . . C23 C 0.6038(4) 0.3178(4) 0.2701(3) 0.0506 1.0000 Uani . . . . . . C24 C 0.3074(3) 0.2414(3) 0.0554(2) 0.0425 1.0000 Uani . . . . . . C25 C 0.4229(4) 0.2726(4) 0.0079(2) 0.0511 1.0000 Uani . . . . . . C26 C 0.4337(4) 0.1550(4) -0.0376(3) 0.0555 1.0000 Uani . . . . . . C27 C 0.3281(4) 0.0035(4) -0.0376(3) 0.0536 1.0000 Uani . . . . . . C28 C 0.2138(4) -0.0288(4) 0.0097(3) 0.0527 1.0000 Uani . . . . . . C29 C 0.2048(3) 0.0887(3) 0.0570(2) 0.0473 1.0000 Uani . . . . . . H21 H 0.2473 0.5243 0.1084 0.0522 1.0000 Uiso R . . . . . H41 H -0.0300 0.2710 -0.2720 0.0728 1.0000 Uiso R . . . . . H42 H -0.1257 0.2242 -0.1901 0.0730 1.0000 Uiso R . . . . . H51 H 0.1882 0.3037 -0.1548 0.0640 1.0000 Uiso R . . . . . H52 H 0.0651 0.1940 -0.1008 0.0636 1.0000 Uiso R . . . . . H71 H 0.0335 0.2340 0.2149 0.0621 1.0000 Uiso R . . . . . H81 H -0.1520 0.0276 0.2624 0.0694 1.0000 Uiso R . . . . . H91 H -0.0694 -0.0797 0.3860 0.0665 1.0000 Uiso R . . . . . H101 H 0.1953 0.0186 0.4640 0.0659 1.0000 Uiso R . . . . . H111 H 0.3821 0.2250 0.4138 0.0578 1.0000 Uiso R . . . . . H131 H 0.2634 0.5383 0.4064 0.0579 1.0000 Uiso R . . . . . H141 H 0.2864 0.7707 0.4604 0.0660 1.0000 Uiso R . . . . . H151 H 0.4321 0.9814 0.3964 0.0667 1.0000 Uiso R . . . . . H161 H 0.5668 0.9646 0.2861 0.0659 1.0000 Uiso R . . . . . H171 H 0.5519 0.7374 0.2353 0.0599 1.0000 Uiso R . . . . . H191 H 0.6997 0.6430 0.4075 0.0584 1.0000 Uiso R . . . . . H201 H 0.9412 0.6672 0.4629 0.0666 1.0000 Uiso R . . . . . H211 H 0.9744 0.4744 0.3949 0.0656 1.0000 Uiso R . . . . . H221 H 0.7634 0.2563 0.2759 0.0651 1.0000 Uiso R . . . . . H231 H 0.5207 0.2286 0.2216 0.0606 1.0000 Uiso R . . . . . H251 H 0.4916 0.3724 0.0060 0.0604 1.0000 Uiso R . . . . . H261 H 0.5137 0.1788 -0.0679 0.0670 1.0000 Uiso R . . . . . H271 H 0.3335 -0.0760 -0.0696 0.0640 1.0000 Uiso R . . . . . H281 H 0.1417 -0.1314 0.0092 0.0632 1.0000 Uiso R . . . . . H291 H 0.1290 0.0669 0.0914 0.0562 1.0000 Uiso 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 0.0407(2) 0.0368(2) 0.0461(2) 0.01017(14) 0.01482(15) 0.01903(15) N1 0.0521(13) 0.0428(12) 0.0435(13) 0.0130(10) 0.0162(11) 0.0250(11) O1 0.0709(14) 0.0643(14) 0.0471(13) 0.0197(11) 0.0153(11) 0.0381(12) O2 0.0719(15) 0.0491(13) 0.0638(14) 0.0174(11) 0.0245(12) 0.0347(12) C1 0.0415(14) 0.0394(14) 0.0398(15) 0.0106(11) 0.0156(11) 0.0172(11) C2 0.0478(15) 0.0396(14) 0.0414(15) 0.0084(11) 0.0166(12) 0.0213(12) C3 0.0580(18) 0.0512(18) 0.0495(18) 0.0184(14) 0.0211(14) 0.0296(15) C4 0.072(2) 0.061(2) 0.0448(18) 0.0134(15) 0.0128(15) 0.0336(17) C5 0.0647(19) 0.0478(16) 0.0432(16) 0.0097(13) 0.0138(14) 0.0278(15) C6 0.0446(14) 0.0376(14) 0.0441(15) 0.0072(11) 0.0156(12) 0.0182(12) C7 0.0501(16) 0.0552(17) 0.0483(17) 0.0159(14) 0.0172(14) 0.0249(14) C8 0.0477(17) 0.0570(19) 0.058(2) 0.0127(15) 0.0217(15) 0.0169(15) C9 0.065(2) 0.0437(16) 0.0563(19) 0.0157(14) 0.0317(16) 0.0203(15) C10 0.067(2) 0.0518(17) 0.0514(18) 0.0195(14) 0.0241(15) 0.0321(16) C11 0.0518(16) 0.0467(16) 0.0476(17) 0.0092(13) 0.0168(13) 0.0261(13) C12 0.0436(14) 0.0428(14) 0.0395(15) 0.0081(11) 0.0115(11) 0.0229(12) C13 0.0472(15) 0.0496(16) 0.0474(16) 0.0115(13) 0.0148(13) 0.0245(13) C14 0.0580(18) 0.063(2) 0.0493(18) 0.0064(15) 0.0185(14) 0.0359(16) C15 0.0626(19) 0.0477(17) 0.0525(18) 0.0023(14) 0.0098(15) 0.0316(15) C16 0.0633(19) 0.0420(16) 0.0536(18) 0.0101(13) 0.0186(15) 0.0238(14) C17 0.0551(17) 0.0452(16) 0.0470(17) 0.0095(13) 0.0197(14) 0.0234(14) C18 0.0431(14) 0.0446(15) 0.0437(15) 0.0147(12) 0.0170(12) 0.0225(12) C19 0.0509(16) 0.0449(15) 0.0450(16) 0.0125(12) 0.0147(13) 0.0230(13) C20 0.0484(17) 0.0531(18) 0.0513(18) 0.0141(14) 0.0076(14) 0.0196(14) C21 0.0457(16) 0.067(2) 0.0556(18) 0.0245(16) 0.0160(14) 0.0309(15) C22 0.0576(18) 0.0599(18) 0.0531(18) 0.0158(15) 0.0185(15) 0.0367(16) C23 0.0483(16) 0.0476(16) 0.0504(17) 0.0099(13) 0.0102(13) 0.0240(13) C24 0.0431(14) 0.0445(15) 0.0365(14) 0.0097(11) 0.0108(11) 0.0216(12) C25 0.0572(17) 0.0496(17) 0.0498(17) 0.0181(13) 0.0233(14) 0.0272(14) C26 0.0620(19) 0.067(2) 0.0482(18) 0.0180(15) 0.0252(15) 0.0376(17) C27 0.0639(19) 0.0520(17) 0.0473(17) 0.0061(13) 0.0138(14) 0.0348(15) C28 0.0546(17) 0.0414(15) 0.0538(18) 0.0077(13) 0.0145(14) 0.0211(13) C29 0.0436(14) 0.0405(15) 0.0495(17) 0.0108(12) 0.0139(12) 0.0168(12) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0137 0.0067 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ge -1.5186 0.6907 16.0816 2.8509 6.3747 0.2516 3.7068 11.4468 3.6830 54.7625 2.1313 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0241 0.0134 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0389 0.0241 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 . Ge1 . C6 . 107.33(12) yes C1 . Ge1 . C12 . 108.72(12) yes C6 . Ge1 . C12 . 111.37(12) yes C1 . Ge1 . C18 . 110.41(12) yes C6 . Ge1 . C18 . 109.24(12) yes C12 . Ge1 . C18 . 109.74(12) yes C2 . N1 . C3 . 120.5(3) yes C2 . N1 . C5 . 128.0(2) yes C3 . N1 . C5 . 111.1(3) yes C3 . O1 . C4 . 108.8(2) yes Ge1 . C1 . C2 . 117.4(2) yes Ge1 . C1 . C24 . 115.45(19) yes C2 . C1 . C24 . 127.0(3) yes N1 . C2 . C1 . 128.3(3) yes N1 . C2 . H21 . 114.1 no C1 . C2 . H21 . 117.6 no N1 . C3 . O1 . 109.8(3) yes N1 . C3 . O2 . 127.4(3) yes O1 . C3 . O2 . 122.8(3) yes O1 . C4 . C5 . 105.2(3) yes O1 . C4 . H41 . 110.8 no C5 . C4 . H41 . 111.5 no O1 . C4 . H42 . 108.9 no C5 . C4 . H42 . 109.3 no H41 . C4 . H42 . 111.0 no C4 . C5 . N1 . 100.1(3) yes C4 . C5 . H51 . 112.5 no N1 . C5 . H51 . 112.4 no C4 . C5 . H52 . 112.0 no N1 . C5 . H52 . 110.5 no H51 . C5 . H52 . 109.2 no Ge1 . C6 . C7 . 119.7(2) yes Ge1 . C6 . C11 . 121.2(2) yes C7 . C6 . C11 . 119.1(3) yes C6 . C7 . C8 . 120.6(3) yes C6 . C7 . H71 . 119.5 no C8 . C7 . H71 . 119.8 no C7 . C8 . C9 . 119.9(3) yes C7 . C8 . H81 . 119.9 no C9 . C8 . H81 . 120.2 no C8 . C9 . C10 . 120.2(3) yes C8 . C9 . H91 . 120.2 no C10 . C9 . H91 . 119.7 no C9 . C10 . C11 . 119.7(3) yes C9 . C10 . H101 . 119.8 no C11 . C10 . H101 . 120.5 no C10 . C11 . C6 . 120.4(3) yes C10 . C11 . H111 . 120.2 no C6 . C11 . H111 . 119.4 no Ge1 . C12 . C13 . 121.6(2) yes Ge1 . C12 . C17 . 120.0(2) yes C13 . C12 . C17 . 118.3(3) yes C12 . C13 . C14 . 120.5(3) yes C12 . C13 . H131 . 120.1 no C14 . C13 . H131 . 119.4 no C13 . C14 . C15 . 120.3(3) yes C13 . C14 . H141 . 120.3 no C15 . C14 . H141 . 119.4 no C14 . C15 . C16 . 119.6(3) yes C14 . C15 . H151 . 120.7 no C16 . C15 . H151 . 119.7 no C15 . C16 . C17 . 120.1(3) yes C15 . C16 . H161 . 119.5 no C17 . C16 . H161 . 120.4 no C12 . C17 . C16 . 121.1(3) yes C12 . C17 . H171 . 119.8 no C16 . C17 . H171 . 119.0 no Ge1 . C18 . C19 . 119.8(2) yes Ge1 . C18 . C23 . 121.8(2) yes C19 . C18 . C23 . 118.3(3) yes C18 . C19 . C20 . 121.0(3) yes C18 . C19 . H191 . 119.9 no C20 . C19 . H191 . 119.1 no C19 . C20 . C21 . 119.9(3) yes C19 . C20 . H201 . 119.6 no C21 . C20 . H201 . 120.5 no C20 . C21 . C22 . 119.6(3) yes C20 . C21 . H211 . 120.6 no C22 . C21 . H211 . 119.7 no C21 . C22 . C23 . 120.7(3) yes C21 . C22 . H221 . 119.5 no C23 . C22 . H221 . 119.8 no C18 . C23 . C22 . 120.4(3) yes C18 . C23 . H231 . 121.0 no C22 . C23 . H231 . 118.5 no C1 . C24 . C25 . 120.9(3) yes C1 . C24 . C29 . 120.8(3) yes C25 . C24 . C29 . 118.1(3) yes C24 . C25 . C26 . 120.6(3) yes C24 . C25 . H251 . 119.4 no C26 . C25 . H251 . 119.9 no C25 . C26 . C27 . 120.4(3) yes C25 . C26 . H261 . 119.2 no C27 . C26 . H261 . 120.4 no C26 . C27 . C28 . 119.5(3) yes C26 . C27 . H271 . 120.6 no C28 . C27 . H271 . 119.9 no C27 . C28 . C29 . 120.2(3) yes C27 . C28 . H281 . 119.6 no C29 . C28 . H281 . 120.2 no C24 . C29 . C28 . 121.0(3) yes C24 . C29 . H291 . 118.8 no C28 . C29 . H291 . 120.1 no loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ge1 . C1 . 1.959(3) yes Ge1 . C6 . 1.957(3) yes Ge1 . C12 . 1.947(3) yes Ge1 . C18 . 1.950(3) yes N1 . C2 . 1.401(4) yes N1 . C3 . 1.372(4) yes N1 . C5 . 1.456(4) yes O1 . C3 . 1.343(4) yes O1 . C4 . 1.442(4) yes O2 . C3 . 1.204(4) yes C1 . C2 . 1.327(4) yes C1 . C24 . 1.486(4) yes C2 . H21 . 0.932 no C4 . C5 . 1.523(5) yes C4 . H41 . 0.971 no C4 . H42 . 0.968 no C5 . H51 . 0.981 no C5 . H52 . 0.979 no C6 . C7 . 1.397(4) yes C6 . C11 . 1.382(4) yes C7 . C8 . 1.379(4) yes C7 . H71 . 0.927 no C8 . C9 . 1.378(5) yes C8 . H81 . 0.937 no C9 . C10 . 1.390(5) yes C9 . H91 . 0.916 no C10 . C11 . 1.388(5) yes C10 . H101 . 0.934 no C11 . H111 . 0.939 no C12 . C13 . 1.397(4) yes C12 . C17 . 1.391(4) yes C13 . C14 . 1.392(5) yes C13 . H131 . 0.939 no C14 . C15 . 1.379(5) yes C14 . H141 . 0.938 no C15 . C16 . 1.388(5) yes C15 . H151 . 0.939 no C16 . C17 . 1.379(4) yes C16 . H161 . 0.934 no C17 . H171 . 0.941 no C18 . C19 . 1.395(4) yes C18 . C23 . 1.400(4) yes C19 . C20 . 1.386(5) yes C19 . H191 . 0.938 no C20 . C21 . 1.389(5) yes C20 . H201 . 0.933 no C21 . C22 . 1.381(5) yes C21 . H211 . 0.930 no C22 . C23 . 1.384(4) yes C22 . H221 . 0.942 no C23 . H231 . 0.933 no C24 . C25 . 1.392(4) yes C24 . C29 . 1.398(4) yes C25 . C26 . 1.384(5) yes C25 . H251 . 0.920 no C26 . C27 . 1.389(5) yes C26 . H261 . 0.937 no C27 . C28 . 1.378(5) yes C27 . H271 . 0.930 no C28 . C29 . 1.382(4) yes C28 . H281 . 0.941 no C29 . H291 . 0.940 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C28 . H281 . O2 1_545 132 0.94 2.43 3.145(5) yes