#------------------------------------------------------------------------------
#$Date: 2020-07-04 04:48:26 +0300 (Sat, 04 Jul 2020) $
#$Revision: 253726 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/50/4135062.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_4135062
loop_
_publ_author_name
'Debrauwer, Vincent'
'Turlik, Aneta'
'Rummler, Lénaic'
'Prescimone, Alessandro'
'Blanchard, Nicolas'
'Houk, K. N.'
'Bizet, Vincent'
_publ_section_title
;
 Ligand-Controlled Regiodivergent Palladium-Catalyzed Hydrogermylation of
 Ynamides.
;
_journal_issue                   25
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11153
_journal_page_last               11164
_journal_paper_doi               10.1021/jacs.0c03556
_journal_volume                  142
_journal_year                    2020
_chemical_formula_moiety         'C30 H27 Ge N O3'
_chemical_formula_sum            'C30 H27 Ge N O3'
_chemical_formula_weight         522.11
_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     dual
_audit_creation_date             2020-04-29
_audit_creation_method
;
Olex2 1.3
(compiled 2020.01.31 svn.r88ba2a32 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                90
_cell_angle_beta                 115.273(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.0288(8)
_cell_length_b                   14.5601(7)
_cell_length_c                   18.7951(8)
_cell_measurement_reflns_used    9907
_cell_measurement_temperature    123
_cell_volume                     4956.4(4)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            30707
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.114
_diffrn_reflns_theta_min         2.439
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.935
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.6447
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0980 before and 0.0384 after correction.
The Ratio of minimum to maximum transmission is 0.8558.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_description       block
_exptl_crystal_F_000             2160
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.051
_refine_diff_density_min         -0.922
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         9240
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0514P)²+5.5802P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.1034
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8195
_reflns_number_total             9240
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c03556_si_005.cif
_cod_data_source_block           dt0075_123k_0ma
_cod_depositor_comments
'Adding full bibliography for 4135061--4135063.cif.'
_cod_database_code               4135062
_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_max   0.909
_shelx_estimated_absorpt_t_min   0.710
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C32(H32A,H32B), C3(H3A,H3B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C38(H38), C35(H35), C44(H44), C50(H50), C48(H48), C45(H45), C37(H37),
 C40(H40), C53(H53), C54(H54), C41(H41), C20(H20), C51(H51), C52(H52), C8(H8),
 C46(H46), C47(H47), C23(H23), C10(H10), C14(H14), C21(H21), C56(H56), C26(H26),
  C24(H24), C22(H22), C7(H7), C11(H11), C5(H5), C60(H60), C18(H18), C28(H28),
 C27(H27), C15(H15), C30(H30), C57(H57), C29(H29), C59(H59), C16(H16), C58(H58),
  C17(H17)
2.c Idealised Me refined as rotating group:
 C42(H42A,H42B,H42C), C12(H12A,H12B,H12C)
;
_olex2_date_sample_data_collection 2016-06-29
_olex2_date_sample_submission    2016-04-26
_olex2_submission_original_sample_id DT0075_123K
_olex2_submission_special_instructions 'No special instructions were received'
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
Ge2 Ge 0.53348(2) 0.93240(2) 0.33390(2) 0.01792(8) Uani 1 1 d . . . . .
Ge1 Ge 0.94330(2) 0.52158(2) 0.29460(2) 0.02673(9) Uani 1 1 d . . . . .
O6 O 0.69385(10) 0.49675(13) 0.44569(11) 0.0331(4) Uani 1 1 d . . . . .
O5 O 0.70555(11) 1.17536(13) 0.45532(11) 0.0352(4) Uani 1 1 d . . . . .
O3 O 0.82658(11) 0.97907(14) 0.22973(12) 0.0364(4) Uani 1 1 d . . . . .
O4 O 0.72213(11) 1.06690(14) 0.37872(12) 0.0378(5) Uani 1 1 d . . . . .
N2 N 0.65090(11) 1.04111(14) 0.44613(12) 0.0235(4) Uani 1 1 d . . . . .
O2 O 0.77652(13) 0.30249(17) 0.28022(14) 0.0512(6) Uani 1 1 d . . . . .
O1 O 0.77913(14) 0.39283(18) 0.18472(13) 0.0534(6) Uani 1 1 d . . . . .
N1 N 0.81859(13) 0.44499(17) 0.31137(13) 0.0351(5) Uani 1 1 d . . . . .
C49 C 0.47118(13) 1.03484(16) 0.33497(13) 0.0202(5) Uani 1 1 d . . . . .
C36 C 0.67740(12) 0.78184(18) 0.46025(13) 0.0226(5) Uani 1 1 d . . . . .
C38 C 0.65372(13) 0.64027(18) 0.38527(14) 0.0251(5) Uani 1 1 d . . . . .
H38 H 0.633739 0.609600 0.335935 0.030 Uiso 1 1 calc R U . . .
C35 C 0.67734(13) 0.88250(18) 0.46821(13) 0.0234(5) Uani 1 1 d . . . . .
H35 H 0.717721 0.906031 0.513192 0.028 Uiso 1 1 calc R U . . .
C34 C 0.63046(13) 0.94657(17) 0.42328(13) 0.0218(5) Uani 1 1 d . . . . .
C44 C 0.61290(13) 0.92686(16) 0.23457(14) 0.0224(5) Uani 1 1 d . . . . .
H44 H 0.656090 0.922882 0.282738 0.027 Uiso 1 1 calc R U . . .
C55 C 0.48432(13) 0.82191(16) 0.34541(15) 0.0225(5) Uani 1 1 d . . . . .
C31 C 0.69450(14) 1.09033(18) 0.42204(14) 0.0267(5) Uani 1 1 d . . . . .
C50 C 0.40600(14) 1.01862(17) 0.34316(14) 0.0247(5) Uani 1 1 d . . . . .
H50 H 0.392000 0.957266 0.347477 0.030 Uiso 1 1 calc R U . . .
C39 C 0.68902(13) 0.58991(18) 0.45459(15) 0.0255(5) Uani 1 1 d . . . . .
C43 C 0.54401(13) 0.93566(15) 0.23570(13) 0.0197(5) Uani 1 1 d . . . . .
C48 C 0.48139(14) 0.94398(16) 0.16421(14) 0.0234(5) Uani 1 1 d . . . . .
H48 H 0.434196 0.951850 0.163931 0.028 Uiso 1 1 calc R U . . .
C19 C 0.93181(14) 0.50575(19) 0.18721(15) 0.0272(5) Uani 1 1 d . . . . .
C45 C 0.61899(14) 0.92384(17) 0.16342(15) 0.0247(5) Uani 1 1 d . . . . .
H45 H 0.666152 0.917556 0.163307 0.030 Uiso 1 1 calc R U . . .
C37 C 0.64776(13) 0.73471(18) 0.38820(14) 0.0240(5) Uani 1 1 d . . . . .
H37 H 0.623216 0.768222 0.340677 0.029 Uiso 1 1 calc R U . . .
C40 C 0.71822(13) 0.63480(19) 0.52698(14) 0.0280(5) Uani 1 1 d . . . . .
H40 H 0.741580 0.600939 0.574488 0.034 Uiso 1 1 calc R U . . .
C53 C 0.44545(14) 1.19797(17) 0.33009(14) 0.0269(5) Uani 1 1 d . . . . .
H53 H 0.459280 1.259436 0.325917 0.032 Uiso 1 1 calc R U . . .
C54 C 0.48943(13) 1.12557(16) 0.32727(14) 0.0230(5) Uani 1 1 d . . . . .
H54 H 0.532640 1.138078 0.319967 0.028 Uiso 1 1 calc R U . . .
C4 C 0.84822(14) 0.5321(2) 0.30177(15) 0.0296(5) Uani 1 1 d . . . . .
C41 C 0.71271(13) 0.72955(19) 0.52867(14) 0.0283(5) Uani 1 1 d . . . . .
H41 H 0.733649 0.760099 0.578048 0.034 Uiso 1 1 calc R U . . .
C25 C 0.99617(14) 0.41378(19) 0.35515(14) 0.0276(5) Uani 1 1 d . . . . .
C9 C 0.82699(13) 0.8918(2) 0.25560(15) 0.0294(5) Uani 1 1 d . . . . .
C20 C 0.86787(14) 0.52830(19) 0.12067(15) 0.0277(5) Uani 1 1 d . . . . .
H20 H 0.825942 0.550385 0.126692 0.033 Uiso 1 1 calc R U . . .
C51 C 0.36139(15) 1.09067(19) 0.34510(16) 0.0309(6) Uani 1 1 d . . . . .
H51 H 0.317228 1.078442 0.350589 0.037 Uiso 1 1 calc R U . . .
C6 C 0.82279(13) 0.7044(2) 0.29190(15) 0.0308(6) Uani 1 1 d . . . . .
C52 C 0.38138(15) 1.18058(18) 0.33901(15) 0.0300(6) Uani 1 1 d . . . . .
H52 H 0.351260 1.230039 0.340935 0.036 Uiso 1 1 calc R U . . .
C8 C 0.85216(14) 0.8234(2) 0.21993(14) 0.0303(6) Uani 1 1 d . . . . .
H8 H 0.870933 0.840477 0.183168 0.036 Uiso 1 1 calc R U . . .
C46 C 0.55654(15) 0.92998(17) 0.09311(14) 0.0270(5) Uani 1 1 d . . . . .
H46 H 0.560620 0.926810 0.044631 0.032 Uiso 1 1 calc R U . . .
C47 C 0.48794(15) 0.94076(17) 0.09341(14) 0.0275(5) Uani 1 1 d . . . . .
H47 H 0.445109 0.945990 0.045035 0.033 Uiso 1 1 calc R U . . .
C13 C 1.00905(14) 0.62618(19) 0.34601(15) 0.0289(5) Uani 1 1 d . . . . .
C23 C 0.98844(15) 0.4617(2) 0.10101(17) 0.0365(6) Uani 1 1 d . . . . .
H23 H 1.029744 0.438201 0.094536 0.044 Uiso 1 1 calc R U . . .
C10 C 0.80351(14) 0.8670(2) 0.31250(15) 0.0332(6) Uani 1 1 d . . . . .
H10 H 0.789596 0.912452 0.339842 0.040 Uiso 1 1 calc R U . . .
C14 C 1.06666(14) 0.6458(2) 0.32647(16) 0.0336(6) Uani 1 1 d . . . . .
H14 H 1.070763 0.613792 0.284482 0.040 Uiso 1 1 calc R U . . .
C33 C 0.63623(15) 1.08840(19) 0.50656(15) 0.0305(6) Uani 1 1 d . . . . .
H33A H 0.664744 1.061391 0.559304 0.037 Uiso 1 1 calc R U . . .
H33B H 0.583005 1.087875 0.494322 0.037 Uiso 1 1 calc R U . . .
C21 C 0.86460(15) 0.51892(19) 0.04570(15) 0.0311(6) Uani 1 1 d . . . . .
H21 H 0.820805 0.535140 0.000961 0.037 Uiso 1 1 calc R U . . .
C56 C 0.49435(14) 0.79475(19) 0.42057(16) 0.0298(6) Uani 1 1 d . . . . .
H56 H 0.528165 0.826959 0.465460 0.036 Uiso 1 1 calc R U . . .
C26 C 1.05762(15) 0.42614(19) 0.42756(15) 0.0308(6) Uani 1 1 d . . . . .
H26 H 1.071903 0.486499 0.447425 0.037 Uiso 1 1 calc R U . . .
C24 C 0.99173(15) 0.4718(2) 0.17600(16) 0.0331(6) Uani 1 1 d . . . . .
H24 H 1.035636 0.455197 0.220464 0.040 Uiso 1 1 calc R U . . .
C22 C 0.92515(16) 0.4859(2) 0.03608(16) 0.0341(6) Uani 1 1 d . . . . .
H22 H 0.923021 0.480016 -0.015184 0.041 Uiso 1 1 calc R U . . .
C7 C 0.84989(14) 0.7326(2) 0.23764(15) 0.0305(6) Uani 1 1 d . . . . .
H7 H 0.866989 0.687594 0.212719 0.037 Uiso 1 1 calc R U . . .
C11 C 0.80072(14) 0.7735(2) 0.32884(15) 0.0338(6) Uani 1 1 d . . . . .
H11 H 0.783104 0.756494 0.366571 0.041 Uiso 1 1 calc R U . . .
C5 C 0.81157(14) 0.6077(2) 0.30579(15) 0.0324(6) Uani 1 1 d . . . . .
H5 H 0.772010 0.596736 0.319874 0.039 Uiso 1 1 calc R U . . .
C60 C 0.43427(15) 0.77375(18) 0.28032(17) 0.0306(6) Uani 1 1 d . . . . .
H60 H 0.427237 0.791366 0.228927 0.037 Uiso 1 1 calc R U . . .
C18 C 1.00498(15) 0.6718(2) 0.40853(16) 0.0351(6) Uani 1 1 d . . . . .
H18 H 0.966535 0.657378 0.423562 0.042 Uiso 1 1 calc R U . . .
C28 C 1.07709(19) 0.2634(2) 0.44277(18) 0.0424(7) Uani 1 1 d . . . . .
H28 H 1.104276 0.212358 0.472533 0.051 Uiso 1 1 calc R U . . .
C42 C 0.73110(17) 0.4434(2) 0.51576(18) 0.0392(7) Uani 1 1 d . . . . .
H42A H 0.731846 0.378719 0.501582 0.059 Uiso 1 1 calc R U . . .
H42B H 0.705058 0.449244 0.549384 0.059 Uiso 1 1 calc R U . . .
H42C H 0.781864 0.465625 0.544191 0.059 Uiso 1 1 calc R U . . .
C32 C 0.66326(18) 1.1852(2) 0.50040(18) 0.0384(6) Uani 1 1 d . . . . .
H32A H 0.620937 1.227089 0.473528 0.046 Uiso 1 1 calc R U . . .
H32B H 0.694368 1.210103 0.553330 0.046 Uiso 1 1 calc R U . . .
C27 C 1.09775(17) 0.3518(2) 0.47049(16) 0.0387(7) Uani 1 1 d . . . . .
H27 H 1.139571 0.361407 0.519094 0.046 Uiso 1 1 calc R U . . .
C15 C 1.11857(15) 0.7121(2) 0.36790(18) 0.0376(6) Uani 1 1 d . . . . .
H15 H 1.158302 0.724896 0.354497 0.045 Uiso 1 1 calc R U . . .
C1 C 0.79087(15) 0.3828(2) 0.25197(17) 0.0367(6) Uani 1 1 d . . . . .
C30 C 0.97686(17) 0.3241(2) 0.32761(17) 0.0370(6) Uani 1 1 d . . . . .
H30 H 0.936050 0.313871 0.278288 0.044 Uiso 1 1 calc R U . . .
C57 C 0.45497(17) 0.7207(2) 0.4299(2) 0.0403(7) Uani 1 1 d . . . . .
H57 H 0.462130 0.702178 0.481136 0.048 Uiso 1 1 calc R U . . .
C29 C 1.01667(19) 0.2498(2) 0.37153(19) 0.0444(7) Uani 1 1 d . . . . .
H29 H 1.002321 0.189116 0.352547 0.053 Uiso 1 1 calc R U . . .
C59 C 0.39447(18) 0.7001(2) 0.2899(2) 0.0438(7) Uani 1 1 d . . . . .
H59 H 0.360082 0.668110 0.245213 0.053 Uiso 1 1 calc R U . . .
C16 C 1.11258(16) 0.7593(2) 0.42829(19) 0.0423(7) Uani 1 1 d . . . . .
H16 H 1.147046 0.806234 0.455354 0.051 Uiso 1 1 calc R U . . .
C12 C 0.80678(17) 1.0521(2) 0.2686(2) 0.0425(7) Uani 1 1 d . . . . .
H12A H 0.807982 1.110818 0.243636 0.064 Uiso 1 1 calc R U . . .
H12B H 0.841935 1.053969 0.324198 0.064 Uiso 1 1 calc R U . . .
H12C H 0.756937 1.041372 0.264415 0.064 Uiso 1 1 calc R U . . .
C58 C 0.40514(19) 0.6737(2) 0.3644(2) 0.0457(8) Uani 1 1 d . . . . .
H58 H 0.378316 0.623134 0.370961 0.055 Uiso 1 1 calc R U . . .
C17 C 1.05647(17) 0.7383(2) 0.44940(18) 0.0438(7) Uani 1 1 d . . . . .
H17 H 1.053091 0.769479 0.492127 0.053 Uiso 1 1 calc R U . . .
C3 C 0.8323(2) 0.4046(2) 0.38689(18) 0.0476(8) Uani 1 1 d . . . . .
H3A H 0.813839 0.444216 0.417420 0.057 Uiso 1 1 calc R U . . .
H3B H 0.885441 0.391868 0.418517 0.057 Uiso 1 1 calc R U . . .
C2 C 0.7878(3) 0.3167(3) 0.3604(2) 0.0774(15) Uani 1 1 d . . . . .
H2A H 0.815193 0.264420 0.393885 0.093 Uiso 1 1 calc R U . . .
H2B H 0.739909 0.322901 0.363535 0.093 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -1.0885 0.8855 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C49 Ge2 C34 108.33(10) . . ?
C55 Ge2 C49 105.95(10) . . ?
C55 Ge2 C34 110.77(10) . . ?
C55 Ge2 C43 112.99(10) . . ?
C43 Ge2 C49 108.66(9) . . ?
C43 Ge2 C34 109.93(10) . . ?
C19 Ge1 C4 112.97(10) . . ?
C19 Ge1 C25 107.60(11) . . ?
C19 Ge1 C13 110.97(11) . . ?
C4 Ge1 C13 111.60(11) . . ?
C25 Ge1 C4 108.69(11) . . ?
C25 Ge1 C13 104.54(11) . . ?
C39 O6 C42 117.3(2) . . ?
C31 O5 C32 109.9(2) . . ?
C9 O3 C12 118.1(2) . . ?
C34 N2 C33 123.59(19) . . ?
C31 N2 C34 123.2(2) . . ?
C31 N2 C33 112.6(2) . . ?
C1 O2 C2 108.6(3) . . ?
C4 N1 C3 124.2(2) . . ?
C1 N1 C4 121.9(2) . . ?
C1 N1 C3 112.0(3) . . ?
C50 C49 Ge2 120.23(18) . . ?
C54 C49 Ge2 121.75(17) . . ?
C54 C49 C50 118.0(2) . . ?
C37 C36 C35 124.5(2) . . ?
C41 C36 C35 118.0(2) . . ?
C41 C36 C37 117.4(2) . . ?
C39 C38 H38 119.9 . . ?
C37 C38 H38 119.9 . . ?
C37 C38 C39 120.2(2) . . ?
C36 C35 H35 114.3 . . ?
C34 C35 C36 131.4(2) . . ?
C34 C35 H35 114.3 . . ?
N2 C34 Ge2 113.90(16) . . ?
C35 C34 Ge2 129.69(19) . . ?
C35 C34 N2 116.3(2) . . ?
C43 C44 H44 119.7 . . ?
C45 C44 H44 119.7 . . ?
C45 C44 C43 120.6(2) . . ?
C56 C55 Ge2 119.05(19) . . ?
C60 C55 Ge2 121.76(19) . . ?
C60 C55 C56 118.9(2) . . ?
O4 C31 O5 122.2(2) . . ?
O4 C31 N2 128.5(2) . . ?
N2 C31 O5 109.3(2) . . ?
C49 C50 H50 119.4 . . ?
C51 C50 C49 121.1(2) . . ?
C51 C50 H50 119.4 . . ?
O6 C39 C38 116.0(2) . . ?
O6 C39 C40 124.0(2) . . ?
C40 C39 C38 120.0(2) . . ?
C44 C43 Ge2 121.38(17) . . ?
C44 C43 C48 118.7(2) . . ?
C48 C43 Ge2 119.85(18) . . ?
C43 C48 H48 119.9 . . ?
C47 C48 C43 120.2(2) . . ?
C47 C48 H48 119.9 . . ?
C20 C19 Ge1 124.01(19) . . ?
C20 C19 C24 117.9(2) . . ?
C24 C19 Ge1 118.07(19) . . ?
C44 C45 H45 120.0 . . ?
C46 C45 C44 120.1(2) . . ?
C46 C45 H45 120.0 . . ?
C36 C37 H37 119.5 . . ?
C38 C37 C36 121.1(2) . . ?
C38 C37 H37 119.5 . . ?
C39 C40 H40 120.5 . . ?
C41 C40 C39 119.0(2) . . ?
C41 C40 H40 120.5 . . ?
C54 C53 H53 120.0 . . ?
C52 C53 H53 120.0 . . ?
C52 C53 C54 120.0(2) . . ?
C49 C54 H54 119.5 . . ?
C53 C54 C49 121.1(2) . . ?
C53 C54 H54 119.5 . . ?
N1 C4 Ge1 113.60(19) . . ?
C5 C4 Ge1 129.4(2) . . ?
C5 C4 N1 116.7(2) . . ?
C36 C41 H41 118.8 . . ?
C40 C41 C36 122.3(2) . . ?
C40 C41 H41 118.8 . . ?
C26 C25 Ge1 119.5(2) . . ?
C30 C25 Ge1 122.5(2) . . ?
C30 C25 C26 117.9(3) . . ?
O3 C9 C8 116.1(2) . . ?
O3 C9 C10 124.5(3) . . ?
C10 C9 C8 119.4(3) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 120.9(2) . . ?
C21 C20 H20 119.5 . . ?
C50 C51 H51 120.0 . . ?
C52 C51 C50 119.9(2) . . ?
C52 C51 H51 120.0 . . ?
C7 C6 C5 123.0(2) . . ?
C11 C6 C7 116.9(3) . . ?
C11 C6 C5 119.9(2) . . ?
C53 C52 C51 119.8(2) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
C9 C8 H8 119.6 . . ?
C7 C8 C9 120.8(2) . . ?
C7 C8 H8 119.6 . . ?
C45 C46 H46 120.1 . . ?
C45 C46 C47 119.9(2) . . ?
C47 C46 H46 120.1 . . ?
C48 C47 H47 119.8 . . ?
C46 C47 C48 120.4(2) . . ?
C46 C47 H47 119.8 . . ?
C14 C13 Ge1 119.2(2) . . ?
C14 C13 C18 119.0(3) . . ?
C18 C13 Ge1 121.2(2) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.9(3) . . ?
C9 C10 H10 120.6 . . ?
C9 C10 C11 118.7(3) . . ?
C11 C10 H10 120.6 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.3(3) . . ?
C15 C14 H14 119.8 . . ?
N2 C33 H33A 111.7 . . ?
N2 C33 H33B 111.7 . . ?
N2 C33 C32 100.4(2) . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33A 111.7 . . ?
C32 C33 H33B 111.7 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 120.0 . . ?
C55 C56 H56 119.9 . . ?
C57 C56 C55 120.2(3) . . ?
C57 C56 H56 119.9 . . ?
C25 C26 H26 119.5 . . ?
C27 C26 C25 121.0(3) . . ?
C27 C26 H26 119.5 . . ?
C19 C24 H24 119.4 . . ?
C23 C24 C19 121.3(3) . . ?
C23 C24 H24 119.4 . . ?
C23 C22 C21 119.9(2) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C6 C7 H7 119.3 . . ?
C8 C7 C6 121.4(2) . . ?
C8 C7 H7 119.3 . . ?
C6 C11 C10 122.7(2) . . ?
C6 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
C4 C5 C6 130.4(2) . . ?
C4 C5 H5 114.8 . . ?
C6 C5 H5 114.8 . . ?
C55 C60 H60 119.7 . . ?
C59 C60 C55 120.7(3) . . ?
C59 C60 H60 119.7 . . ?
C13 C18 H18 119.7 . . ?
C13 C18 C17 120.5(3) . . ?
C17 C18 H18 119.7 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.7(3) . . ?
C29 C28 H28 120.1 . . ?
O6 C42 H42A 109.5 . . ?
O6 C42 H42B 109.5 . . ?
O6 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O5 C32 C33 105.6(2) . . ?
O5 C32 H32A 110.6 . . ?
O5 C32 H32B 110.6 . . ?
C33 C32 H32A 110.6 . . ?
C33 C32 H32B 110.6 . . ?
H32A C32 H32B 108.8 . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.1(3) . . ?
C28 C27 H27 119.9 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(3) . . ?
C16 C15 H15 119.9 . . ?
O1 C1 O2 122.6(3) . . ?
O1 C1 N1 128.0(3) . . ?
N1 C1 O2 109.4(2) . . ?
C25 C30 H30 119.7 . . ?
C29 C30 C25 120.7(3) . . ?
C29 C30 H30 119.7 . . ?
C56 C57 H57 120.0 . . ?
C58 C57 C56 120.1(3) . . ?
C58 C57 H57 120.0 . . ?
C28 C29 C30 120.4(3) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C60 C59 H59 120.1 . . ?
C58 C59 C60 119.8(3) . . ?
C58 C59 H59 120.1 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.8(3) . . ?
C17 C16 H16 120.1 . . ?
O3 C12 H12A 109.5 . . ?
O3 C12 H12B 109.5 . . ?
O3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C57 C58 H58 119.9 . . ?
C59 C58 C57 120.3(3) . . ?
C59 C58 H58 119.9 . . ?
C18 C17 H17 119.9 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
N1 C3 H3A 111.7 . . ?
N1 C3 H3B 111.7 . . ?
N1 C3 C2 100.5(3) . . ?
H3A C3 H3B 109.4 . . ?
C2 C3 H3A 111.7 . . ?
C2 C3 H3B 111.7 . . ?
O2 C2 C3 105.8(3) . . ?
O2 C2 H2A 110.6 . . ?
O2 C2 H2B 110.6 . . ?
C3 C2 H2A 110.6 . . ?
C3 C2 H2B 110.6 . . ?
H2A C2 H2B 108.7 . . ?
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
Ge2 C49 1.950(2) . ?
Ge2 C34 1.963(2) . ?
Ge2 C55 1.946(2) . ?
Ge2 C43 1.946(2) . ?
Ge1 C19 1.945(2) . ?
Ge1 C4 1.972(3) . ?
Ge1 C25 1.962(3) . ?
Ge1 C13 1.975(3) . ?
O6 C39 1.375(3) . ?
O6 C42 1.434(3) . ?
O5 C31 1.362(3) . ?
O5 C32 1.438(3) . ?
O3 C9 1.359(4) . ?
O3 C12 1.439(4) . ?
O4 C31 1.213(3) . ?
N2 C34 1.448(3) . ?
N2 C31 1.349(3) . ?
N2 C33 1.461(3) . ?
O2 C1 1.365(4) . ?
O2 C2 1.441(4) . ?
O1 C1 1.192(4) . ?
N1 C4 1.444(4) . ?
N1 C1 1.358(4) . ?
N1 C3 1.450(4) . ?
C49 C50 1.398(3) . ?
C49 C54 1.395(3) . ?
C36 C35 1.473(4) . ?
C36 C37 1.404(3) . ?
C36 C41 1.399(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.396(3) . ?
C38 C37 1.383(4) . ?
C35 H35 0.9500 . ?
C35 C34 1.337(3) . ?
C44 H44 0.9500 . ?
C44 C43 1.395(3) . ?
C44 C45 1.394(3) . ?
C55 C56 1.397(3) . ?
C55 C60 1.395(4) . ?
C50 H50 0.9500 . ?
C50 C51 1.389(4) . ?
C39 C40 1.393(4) . ?
C43 C48 1.398(3) . ?
C48 H48 0.9500 . ?
C48 C47 1.392(3) . ?
C19 C20 1.395(4) . ?
C19 C24 1.395(4) . ?
C45 H45 0.9500 . ?
C45 C46 1.381(4) . ?
C37 H37 0.9500 . ?
C40 H40 0.9500 . ?
C40 C41 1.385(4) . ?
C53 H53 0.9500 . ?
C53 C54 1.389(4) . ?
C53 C52 1.387(4) . ?
C54 H54 0.9500 . ?
C4 C5 1.342(4) . ?
C41 H41 0.9500 . ?
C25 C26 1.403(4) . ?
C25 C30 1.397(4) . ?
C9 C8 1.409(4) . ?
C9 C10 1.387(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.389(4) . ?
C51 H51 0.9500 . ?
C51 C52 1.388(4) . ?
C6 C7 1.405(4) . ?
C6 C11 1.397(4) . ?
C6 C5 1.468(4) . ?
C52 H52 0.9500 . ?
C8 H8 0.9500 . ?
C8 C7 1.369(4) . ?
C46 H46 0.9500 . ?
C46 C47 1.385(4) . ?
C47 H47 0.9500 . ?
C13 C14 1.382(4) . ?
C13 C18 1.382(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.390(4) . ?
C23 C22 1.378(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.401(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C32 1.532(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.386(4) . ?
C56 H56 0.9500 . ?
C56 C57 1.391(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.384(4) . ?
C24 H24 0.9500 . ?
C22 H22 0.9500 . ?
C7 H7 0.9500 . ?
C11 H11 0.9500 . ?
C5 H5 0.9500 . ?
C60 H60 0.9500 . ?
C60 C59 1.393(4) . ?
C18 H18 0.9500 . ?
C18 C17 1.383(4) . ?
C28 H28 0.9500 . ?
C28 C27 1.383(5) . ?
C28 C29 1.383(5) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C27 H27 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.375(5) . ?
C30 H30 0.9500 . ?
C30 C29 1.388(4) . ?
C57 H57 0.9500 . ?
C57 C58 1.390(5) . ?
C29 H29 0.9500 . ?
C59 H59 0.9500 . ?
C59 C58 1.377(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C58 H58 0.9500 . ?
C17 H17 0.9500 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.517(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
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
Ge2 C49 C50 C51 179.15(19) . . . . ?
Ge2 C49 C54 C53 -178.39(18) . . . . ?
Ge2 C55 C56 C57 174.5(2) . . . . ?
Ge2 C55 C60 C59 -173.8(2) . . . . ?
Ge2 C43 C48 C47 -176.09(18) . . . . ?
Ge1 C19 C20 C21 177.2(2) . . . . ?
Ge1 C19 C24 C23 -177.7(2) . . . . ?
Ge1 C4 C5 C6 12.6(4) . . . . ?
Ge1 C25 C26 C27 -177.7(2) . . . . ?
Ge1 C25 C30 C29 178.6(2) . . . . ?
Ge1 C13 C14 C15 -172.7(2) . . . . ?
Ge1 C13 C18 C17 173.0(2) . . . . ?
O6 C39 C40 C41 177.4(2) . . . . ?
O3 C9 C8 C7 -175.3(2) . . . . ?
O3 C9 C10 C11 174.4(2) . . . . ?
N2 C33 C32 O5 -14.4(3) . . . . ?
N1 C4 C5 C6 -174.0(3) . . . . ?
N1 C3 C2 O2 18.9(4) . . . . ?
C49 C50 C51 C52 -0.1(4) . . . . ?
C36 C35 C34 Ge2 9.2(4) . . . . ?
C36 C35 C34 N2 -175.5(2) . . . . ?
C38 C39 C40 C41 -1.1(4) . . . . ?
C35 C36 C37 C38 176.2(2) . . . . ?
C35 C36 C41 C40 -177.4(2) . . . . ?
C34 N2 C31 O5 -178.0(2) . . . . ?
C34 N2 C31 O4 1.1(4) . . . . ?
C34 N2 C33 C32 -175.6(2) . . . . ?
C44 C43 C48 C47 1.9(4) . . . . ?
C44 C45 C46 C47 1.1(4) . . . . ?
C55 C56 C57 C58 -0.4(4) . . . . ?
C55 C60 C59 C58 -0.7(4) . . . . ?
C31 O5 C32 C33 11.8(3) . . . . ?
C31 N2 C34 Ge2 -97.0(2) . . . . ?
C31 N2 C34 C35 86.9(3) . . . . ?
C31 N2 C33 C32 13.3(3) . . . . ?
C50 C49 C54 C53 2.0(3) . . . . ?
C50 C51 C52 C53 0.7(4) . . . . ?
C39 C38 C37 C36 0.6(4) . . . . ?
C39 C40 C41 C36 1.4(4) . . . . ?
C43 C44 C45 C46 0.3(4) . . . . ?
C43 C48 C47 C46 -0.5(4) . . . . ?
C19 C20 C21 C22 0.6(4) . . . . ?
C45 C44 C43 Ge2 176.14(18) . . . . ?
C45 C44 C43 C48 -1.8(3) . . . . ?
C45 C46 C47 C48 -1.0(4) . . . . ?
C37 C36 C35 C34 30.0(4) . . . . ?
C37 C36 C41 C40 -0.7(4) . . . . ?
C37 C38 C39 O6 -178.5(2) . . . . ?
C37 C38 C39 C40 0.1(4) . . . . ?
C54 C49 C50 C51 -1.2(4) . . . . ?
C54 C53 C52 C51 0.0(4) . . . . ?
C4 N1 C1 O2 171.5(2) . . . . ?
C4 N1 C1 O1 -9.0(5) . . . . ?
C4 N1 C3 C2 179.6(3) . . . . ?
C41 C36 C35 C34 -153.5(3) . . . . ?
C41 C36 C37 C38 -0.3(3) . . . . ?
C25 C26 C27 C28 -0.8(4) . . . . ?
C25 C30 C29 C28 -1.2(5) . . . . ?
C9 C8 C7 C6 -0.2(4) . . . . ?
C9 C10 C11 C6 2.0(4) . . . . ?
C20 C19 C24 C23 0.8(4) . . . . ?
C20 C21 C22 C23 0.5(4) . . . . ?
C52 C53 C54 C49 -1.4(4) . . . . ?
C8 C9 C10 C11 -4.4(4) . . . . ?
C13 C14 C15 C16 -0.6(4) . . . . ?
C13 C18 C17 C16 -0.3(5) . . . . ?
C10 C9 C8 C7 3.6(4) . . . . ?
C14 C13 C18 C17 2.1(4) . . . . ?
C14 C15 C16 C17 2.3(5) . . . . ?
C33 N2 C34 Ge2 92.8(2) . . . . ?
C33 N2 C34 C35 -83.3(3) . . . . ?
C33 N2 C31 O5 -6.8(3) . . . . ?
C33 N2 C31 O4 172.3(3) . . . . ?
C56 C55 C60 C59 0.4(4) . . . . ?
C56 C57 C58 C59 0.0(5) . . . . ?
C26 C25 C30 C29 1.2(4) . . . . ?
C24 C19 C20 C21 -1.3(4) . . . . ?
C24 C23 C22 C21 -1.0(5) . . . . ?
C22 C23 C24 C19 0.3(5) . . . . ?
C7 C6 C11 C10 1.2(4) . . . . ?
C7 C6 C5 C4 31.5(4) . . . . ?
C11 C6 C7 C8 -2.1(4) . . . . ?
C11 C6 C5 C4 -153.7(3) . . . . ?
C5 C6 C7 C8 172.8(2) . . . . ?
C5 C6 C11 C10 -173.9(2) . . . . ?
C60 C55 C56 C57 0.1(4) . . . . ?
C60 C59 C58 C57 0.5(5) . . . . ?
C18 C13 C14 C15 -1.6(4) . . . . ?
C42 O6 C39 C38 178.8(2) . . . . ?
C42 O6 C39 C40 0.3(4) . . . . ?
C32 O5 C31 O4 177.1(3) . . . . ?
C32 O5 C31 N2 -3.7(3) . . . . ?
C27 C28 C29 C30 0.2(5) . . . . ?
C15 C16 C17 C18 -1.9(5) . . . . ?
C1 O2 C2 C3 -16.6(5) . . . . ?
C1 N1 C4 Ge1 -71.1(3) . . . . ?
C1 N1 C4 C5 114.4(3) . . . . ?
C1 N1 C3 C2 -15.9(4) . . . . ?
C30 C25 C26 C27 -0.2(4) . . . . ?
C29 C28 C27 C26 0.7(4) . . . . ?
C12 O3 C9 C8 -175.3(2) . . . . ?
C12 O3 C9 C10 5.8(4) . . . . ?
C3 N1 C4 Ge1 91.9(3) . . . . ?
C3 N1 C4 C5 -82.6(4) . . . . ?
C3 N1 C1 O2 6.6(4) . . . . ?
C3 N1 C1 O1 -173.9(3) . . . . ?
C2 O2 C1 O1 -172.7(4) . . . . ?
C2 O2 C1 N1 6.7(4) . . . . ?
