#------------------------------------------------------------------------------
#$Date: 2016-03-22 13:50:58 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178980 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/03/4120341.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_4120341
loop_
_publ_author_name
'Yan Li'
'Kartik Chandra Mondal'
'Herbert W. Roesky'
'Hongping Zhu'
'Peter Stollberg'
'Regine Herbst-Irmer'
'Dietmar Stalke'
'Diego M. Andrada'
_publ_contact_author_address
;Institute of Inorganic Chemistry
Georg-August-University
Tammannstrasse 4
37077 Goettingen
Germany
;
_publ_contact_author_email       hroesky@gwdg.de
_publ_contact_author_fax         +495513933373
_publ_contact_author_name        'Herbert W. Roesky'
_publ_contact_author_phone       +495513933001
_publ_section_title
;
 Acyclic Germylones: Congeners of Allenes with a Central Germanium Atom
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12422
_journal_page_last               12428
_journal_paper_doi               10.1021/ja406112u
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety         "'C46 H70 Ge N2, 0.5(C6 H14)"
_chemical_formula_sum            'C49 H77 Ge N2'
_chemical_formula_weight         766.71
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                94.809(4)
_cell_angle_beta                 98.576(4)
_cell_angle_gamma                97.669(4)
_cell_formula_units_Z            2
_cell_length_a                   9.290(2)
_cell_length_b                   12.091(2)
_cell_length_c                   19.902(3)
_cell_measurement_temperature    100(2)
_cell_volume                     2178.4(7)
_computing_cell_refinement       'SAINT V7.68A'
_computing_data_collection       'APEX2 v2012.2'
_computing_data_reduction        'SAINT V7.68A'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2012 (Sheldrick, 2012)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker Smart APEX II Quazar'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56086
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            53537
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        19.665
_diffrn_reflns_theta_max         20.363
_diffrn_reflns_theta_min         1.503
_diffrn_source                   'INCOATEC Ag Microsource'
_exptl_absorpt_coefficient_mu    0.395
_exptl_absorpt_correction_T_max  0.7445
_exptl_absorpt_correction_T_min  0.6312
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2012/1
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_description       plate
_exptl_crystal_F_000             834
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.121
_refine_diff_density_max         0.850
_refine_diff_density_min         -0.779
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     482
_refine_ls_number_reflns         8642
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0467P)²+1.1013P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0936
_refine_ls_wR_factor_ref         0.0971
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7409
_reflns_number_total             8642
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja406112u_si_005.cif
_cod_data_source_block           p-1_a
_cod_database_code               4120341
#BEGIN Tags that were not found in dictionaries:
_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   0.930
_shelx_estimated_absorpt_t_max   0.954
_shelxl_version_number           2013-2
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Ge1 Ge 0.21252(2) 0.33804(2) 0.22502(2) 0.01446(8) Uani 1 1 d . .
N1 N 0.24982(17) 0.11727(13) 0.18898(8) 0.0107(3) Uani 1 1 d . .
N2 N 0.18384(17) 0.54861(13) 0.28559(8) 0.0116(3) Uani 1 1 d . .
C1 C 0.2732(2) 0.19417(16) 0.24523(10) 0.0138(4) Uani 1 1 d . .
C2 C 0.3837(2) 0.15444(16) 0.29975(9) 0.0133(4) Uani 1 1 d . .
C1H C 0.1449(3) 0.01669(19) 0.65699(11) 0.0261(5) Uani 1 1 d . .
H1HA H 0.0931 0.0765 0.6734 0.039 Uiso 1 1 calc R U
H1HB H 0.2454 0.0270 0.6824 0.039 Uiso 1 1 calc R U
H1HC H 0.0928 -0.0563 0.6640 0.039 Uiso 1 1 calc R U
C3 C 0.4347(2) 0.05368(16) 0.26125(10) 0.0145(4) Uani 1 1 d . .
H3A H 0.5315 0.0770 0.2476 0.017 Uiso 1 1 calc R U
H3B H 0.4443 -0.0074 0.2910 0.017 Uiso 1 1 calc R U
C2H C 0.1502(3) 0.02125(19) 0.58136(11) 0.0244(5) Uani 1 1 d . .
H2HA H 0.2049 0.0945 0.5748 0.029 Uiso 1 1 calc R U
H2HB H 0.2047 -0.0382 0.5655 0.029 Uiso 1 1 calc R U
C4 C 0.3184(2) 0.01343(16) 0.19812(9) 0.0127(4) Uani 1 1 d . .
C3H C -0.0015(2) 0.00595(19) 0.53817(10) 0.0221(5) Uani 1 1 d . .
H3HA H -0.0505 0.0713 0.5497 0.027 Uiso 1 1 calc R U
H3HB H -0.0610 -0.0618 0.5499 0.027 Uiso 1 1 calc R U
C5 C 0.1587(2) 0.13229(15) 0.12580(9) 0.0118(4) Uani 1 1 d . .
C6 C 0.2266(2) 0.17790(16) 0.07337(10) 0.0137(4) Uani 1 1 d . .
C7 C 0.1378(2) 0.18611(17) 0.01183(10) 0.0171(4) Uani 1 1 d . .
H7 H 0.1822 0.2150 -0.0243 0.021 Uiso 1 1 calc R U
C8 C -0.0127(2) 0.15380(17) 0.00149(10) 0.0194(4) Uani 1 1 d . .
H8 H -0.0703 0.1588 -0.0415 0.023 Uiso 1 1 calc R U
C9 C -0.0784(2) 0.11415(17) 0.05426(10) 0.0169(4) Uani 1 1 d . .
H9 H -0.1823 0.0935 0.0475 0.020 Uiso 1 1 calc R U
C10 C 0.0045(2) 0.10374(16) 0.11727(10) 0.0136(4) Uani 1 1 d . .
C11 C 0.5134(2) 0.24871(17) 0.32528(10) 0.0182(4) Uani 1 1 d . .
H11A H 0.5658 0.2662 0.2868 0.022 Uiso 1 1 calc R U
H11B H 0.4747 0.3171 0.3410 0.022 Uiso 1 1 calc R U
C12 C 0.6225(2) 0.2183(2) 0.38351(12) 0.0298(5) Uani 1 1 d . .
H12A H 0.6988 0.2840 0.4002 0.036 Uiso 1 1 calc R U
H12B H 0.6719 0.1566 0.3662 0.036 Uiso 1 1 calc R U
C13 C 0.5468(3) 0.1818(2) 0.44274(11) 0.0362(6) Uani 1 1 d . .
H13A H 0.6196 0.1575 0.4779 0.043 Uiso 1 1 calc R U
H13B H 0.5082 0.2464 0.4639 0.043 Uiso 1 1 calc R U
C14 C 0.4215(3) 0.0864(2) 0.41887(11) 0.0300(6) Uani 1 1 d . .
H14A H 0.3704 0.0680 0.4577 0.036 Uiso 1 1 calc R U
H14B H 0.4614 0.0189 0.4027 0.036 Uiso 1 1 calc R U
C15 C 0.3115(2) 0.11804(18) 0.36110(10) 0.0186(4) Uani 1 1 d . .
H15A H 0.2639 0.1802 0.3791 0.022 Uiso 1 1 calc R U
H15B H 0.2339 0.0529 0.3451 0.022 Uiso 1 1 calc R U
C16 C 0.2036(2) -0.08353(17) 0.20989(11) 0.0177(4) Uani 1 1 d . .
H16A H 0.1267 -0.1009 0.1695 0.027 Uiso 1 1 calc R U
H16B H 0.1595 -0.0617 0.2498 0.027 Uiso 1 1 calc R U
H16C H 0.2513 -0.1499 0.2178 0.027 Uiso 1 1 calc R U
C17 C 0.3885(2) -0.02511(17) 0.13729(10) 0.0160(4) Uani 1 1 d . .
H17A H 0.3141 -0.0379 0.0959 0.024 Uiso 1 1 calc R U
H17B H 0.4276 -0.0950 0.1455 0.024 Uiso 1 1 calc R U
H17C H 0.4687 0.0328 0.1314 0.024 Uiso 1 1 calc R U
C18 C 0.3898(2) 0.22519(17) 0.08086(10) 0.0167(4) Uani 1 1 d . .
H18 H 0.4394 0.2117 0.1270 0.020 Uiso 1 1 calc R U
C19 C 0.4653(2) 0.16835(19) 0.02659(11) 0.0229(5) Uani 1 1 d . .
H19A H 0.4266 0.1885 -0.0186 0.034 Uiso 1 1 calc R U
H19B H 0.4457 0.0867 0.0268 0.034 Uiso 1 1 calc R U
H19C H 0.5717 0.1935 0.0369 0.034 Uiso 1 1 calc R U
C20 C 0.4110(3) 0.35203(18) 0.07576(11) 0.0244(5) Uani 1 1 d . .
H20A H 0.3676 0.3666 0.0300 0.037 Uiso 1 1 calc R U
H20B H 0.5163 0.3813 0.0842 0.037 Uiso 1 1 calc R U
H20C H 0.3625 0.3892 0.1099 0.037 Uiso 1 1 calc R U
C21 C -0.0780(2) 0.06997(17) 0.17467(10) 0.0155(4) Uani 1 1 d . .
H21 H -0.0042 0.0644 0.2158 0.019 Uiso 1 1 calc R U
C22 C -0.1716(2) 0.16093(18) 0.19292(11) 0.0201(5) Uani 1 1 d . .
H22A H -0.2490 0.1639 0.1542 0.030 Uiso 1 1 calc R U
H22B H -0.1086 0.2340 0.2033 0.030 Uiso 1 1 calc R U
H22C H -0.2165 0.1427 0.2329 0.030 Uiso 1 1 calc R U
C23 C -0.1776(2) -0.04371(18) 0.15611(11) 0.0219(5) Uani 1 1 d . .
H23A H -0.2525 -0.0391 0.1166 0.033 Uiso 1 1 calc R U
H23B H -0.2257 -0.0630 0.1950 0.033 Uiso 1 1 calc R U
H23C H -0.1181 -0.1016 0.1448 0.033 Uiso 1 1 calc R U
C24 C 0.1949(2) 0.44201(16) 0.30196(9) 0.0122(4) Uani 1 1 d . .
C25 C 0.1500(2) 0.43424(16) 0.37249(9) 0.0135(4) Uani 1 1 d . .
C26 C 0.0736(2) 0.53912(17) 0.38322(10) 0.0165(4) Uani 1 1 d . .
H26A H -0.0345 0.5186 0.3711 0.020 Uiso 1 1 calc R U
H26B H 0.0974 0.5715 0.4316 0.020 Uiso 1 1 calc R U
C27 C 0.1304(2) 0.62431(16) 0.33690(9) 0.0142(4) Uani 1 1 d . .
C28 C 0.2325(2) 0.58728(16) 0.22497(10) 0.0137(4) Uani 1 1 d . .
C29 C 0.1312(2) 0.58411(16) 0.16447(10) 0.0159(4) Uani 1 1 d . .
C30 C 0.1830(3) 0.62510(17) 0.10794(11) 0.0213(5) Uani 1 1 d . .
H30 H 0.1155 0.6260 0.0672 0.026 Uiso 1 1 calc R U
C31 C 0.3301(3) 0.66452(18) 0.10966(11) 0.0251(5) Uani 1 1 d . .
H31 H 0.3629 0.6928 0.0706 0.030 Uiso 1 1 calc R U
C32 C 0.4292(3) 0.66268(17) 0.16812(11) 0.0227(5) Uani 1 1 d . .
H32 H 0.5305 0.6886 0.1686 0.027 Uiso 1 1 calc R U
C33 C 0.3841(2) 0.62361(16) 0.22659(11) 0.0177(4) Uani 1 1 d . .
C34 C 0.0442(2) 0.32671(17) 0.37561(9) 0.0144(4) Uani 1 1 d . .
H34A H 0.0875 0.2611 0.3591 0.017 Uiso 1 1 calc R U
H34B H -0.0494 0.3281 0.3448 0.017 Uiso 1 1 calc R U
C35 C 0.0122(2) 0.31336(18) 0.44837(10) 0.0184(4) Uani 1 1 d . .
H35A H -0.0428 0.3736 0.4626 0.022 Uiso 1 1 calc R U
H35B H -0.0507 0.2405 0.4484 0.022 Uiso 1 1 calc R U
C36 C 0.1529(2) 0.31860(18) 0.49960(10) 0.0198(4) Uani 1 1 d . .
H36A H 0.1278 0.3144 0.5460 0.024 Uiso 1 1 calc R U
H36B H 0.2021 0.2532 0.4885 0.024 Uiso 1 1 calc R U
C37 C 0.2579(2) 0.42593(18) 0.49883(10) 0.0200(5) Uani 1 1 d . .
H37A H 0.3510 0.4241 0.5300 0.024 Uiso 1 1 calc R U
H37B H 0.2138 0.4911 0.5154 0.024 Uiso 1 1 calc R U
C38 C 0.2905(2) 0.43922(17) 0.42633(10) 0.0162(4) Uani 1 1 d . .
H38A H 0.3461 0.3790 0.4126 0.019 Uiso 1 1 calc R U
H38B H 0.3538 0.5120 0.4268 0.019 Uiso 1 1 calc R U
C39 C 0.0071(2) 0.68417(17) 0.30481(10) 0.0169(4) Uani 1 1 d . .
H39A H 0.0436 0.7323 0.2719 0.025 Uiso 1 1 calc R U
H39B H -0.0264 0.7303 0.3406 0.025 Uiso 1 1 calc R U
H39C H -0.0753 0.6285 0.2813 0.025 Uiso 1 1 calc R U
C40 C 0.2546(2) 0.71460(18) 0.37459(11) 0.0216(5) Uani 1 1 d . .
H40A H 0.2937 0.7614 0.3416 0.032 Uiso 1 1 calc R U
H40B H 0.3334 0.6785 0.3980 0.032 Uiso 1 1 calc R U
H40C H 0.2161 0.7615 0.4082 0.032 Uiso 1 1 calc R U
C41 C -0.0309(2) 0.53189(17) 0.15491(10) 0.0179(4) Uani 1 1 d . .
H41 H -0.0519 0.5046 0.1990 0.022 Uiso 1 1 calc R U
C42 C -0.0638(3) 0.43139(19) 0.09944(11) 0.0243(5) Uani 1 1 d . .
H42A H -0.0551 0.4580 0.0548 0.036 Uiso 1 1 calc R U
H42B H -0.1639 0.3929 0.0985 0.036 Uiso 1 1 calc R U
H42C H 0.0067 0.3792 0.1096 0.036 Uiso 1 1 calc R U
C43 C -0.1350(3) 0.61630(19) 0.13477(11) 0.0254(5) Uani 1 1 d . .
H43A H -0.1174 0.6424 0.0910 0.038 Uiso 1 1 calc R U
H43B H -0.1168 0.6804 0.1700 0.038 Uiso 1 1 calc R U
H43C H -0.2372 0.5800 0.1304 0.038 Uiso 1 1 calc R U
C44 C 0.5009(2) 0.61473(18) 0.28726(11) 0.0216(5) Uani 1 1 d . .
H44 H 0.4499 0.5880 0.3250 0.026 Uiso 1 1 calc R U
C45 C 0.5985(2) 0.5274(2) 0.26806(13) 0.0283(5) Uani 1 1 d . .
H45A H 0.5361 0.4563 0.2494 0.042 Uiso 1 1 calc R U
H45B H 0.6654 0.5155 0.3089 0.042 Uiso 1 1 calc R U
H45C H 0.6559 0.5547 0.2337 0.042 Uiso 1 1 calc R U
C46 C 0.5972(3) 0.7272(2) 0.31397(13) 0.0328(6) Uani 1 1 d . .
H46A H 0.6534 0.7527 0.2788 0.049 Uiso 1 1 calc R U
H46B H 0.6652 0.7181 0.3551 0.049 Uiso 1 1 calc R U
H46C H 0.5345 0.7829 0.3252 0.049 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 0.0015 0.0009 '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'
N N 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.3016 1.1903 '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
C24 Ge1 C1 117.24(8) . .
C1 N1 C5 122.45(15) . .
C1 N1 C4 115.45(15) . .
C5 N1 C4 122.02(14) . .
C24 N2 C28 121.26(15) . .
C24 N2 C27 116.12(15) . .
C28 N2 C27 122.43(15) . .
N1 C1 C2 107.56(16) . .
N1 C1 Ge1 112.94(13) . .
C2 C1 Ge1 135.80(14) . .
C1 C2 C11 110.02(16) . .
C1 C2 C15 111.68(15) . .
C11 C2 C15 109.23(16) . .
C1 C2 C3 103.60(15) . .
C11 C2 C3 111.07(15) . .
C15 C2 C3 111.15(16) . .
C2H C1H H1HA 109.5 . .
C2H C1H H1HB 109.5 . .
H1HA C1H H1HB 109.5 . .
C2H C1H H1HC 109.5 . .
H1HA C1H H1HC 109.5 . .
H1HB C1H H1HC 109.5 . .
C4 C3 C2 107.31(15) . .
C4 C3 H3A 110.3 . .
C2 C3 H3A 110.3 . .
C4 C3 H3B 110.3 . .
C2 C3 H3B 110.3 . .
H3A C3 H3B 108.5 . .
C3H C2H C1H 112.93(19) . .
C3H C2H H2HA 109.0 . .
C1H C2H H2HA 109.0 . .
C3H C2H H2HB 109.0 . .
C1H C2H H2HB 109.0 . .
H2HA C2H H2HB 107.8 . .
N1 C4 C17 113.39(15) . .
N1 C4 C3 100.65(14) . .
C17 C4 C3 111.35(16) . .
N1 C4 C16 110.56(15) . .
C17 C4 C16 107.94(16) . .
C3 C4 C16 112.95(16) . .
C2H C3H C3H 113.5(2) . 2_556
C2H C3H H3HA 108.9 . .
C3H C3H H3HA 108.9 2_556 .
C2H C3H H3HB 108.9 . .
C3H C3H H3HB 108.9 2_556 .
H3HA C3H H3HB 107.7 . .
C10 C5 C6 120.58(17) . .
C10 C5 N1 120.51(16) . .
C6 C5 N1 118.90(17) . .
C7 C6 C5 117.89(18) . .
C7 C6 C18 117.52(17) . .
C5 C6 C18 124.50(17) . .
C8 C7 C6 122.24(19) . .
C8 C7 H7 118.9 . .
C6 C7 H7 118.9 . .
C7 C8 C9 119.26(19) . .
C7 C8 H8 120.4 . .
C9 C8 H8 120.4 . .
C8 C9 C10 121.33(19) . .
C8 C9 H9 119.3 . .
C10 C9 H9 119.3 . .
C9 C10 C5 118.54(18) . .
C9 C10 C21 117.80(17) . .
C5 C10 C21 123.51(17) . .
C12 C11 C2 112.98(18) . .
C12 C11 H11A 109.0 . .
C2 C11 H11A 109.0 . .
C12 C11 H11B 109.0 . .
C2 C11 H11B 109.0 . .
H11A C11 H11B 107.8 . .
C11 C12 C13 111.80(18) . .
C11 C12 H12A 109.3 . .
C13 C12 H12A 109.3 . .
C11 C12 H12B 109.3 . .
C13 C12 H12B 109.3 . .
H12A C12 H12B 107.9 . .
C14 C13 C12 111.35(18) . .
C14 C13 H13A 109.4 . .
C12 C13 H13A 109.4 . .
C14 C13 H13B 109.4 . .
C12 C13 H13B 109.4 . .
H13A C13 H13B 108.0 . .
C13 C14 C15 110.9(2) . .
C13 C14 H14A 109.5 . .
C15 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
C15 C14 H14B 109.5 . .
H14A C14 H14B 108.0 . .
C14 C15 C2 113.00(17) . .
C14 C15 H15A 109.0 . .
C2 C15 H15A 109.0 . .
C14 C15 H15B 109.0 . .
C2 C15 H15B 109.0 . .
H15A C15 H15B 107.8 . .
C4 C16 H16A 109.5 . .
C4 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C4 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C4 C17 H17A 109.5 . .
C4 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C4 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C6 C18 C20 110.98(17) . .
C6 C18 C19 112.11(17) . .
C20 C18 C19 108.72(17) . .
C6 C18 H18 108.3 . .
C20 C18 H18 108.3 . .
C19 C18 H18 108.3 . .
C18 C19 H19A 109.5 . .
C18 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C18 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C18 C20 H20A 109.5 . .
C18 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C18 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C10 C21 C23 112.44(16) . .
C10 C21 C22 109.76(17) . .
C23 C21 C22 109.45(17) . .
C10 C21 H21 108.4 . .
C23 C21 H21 108.4 . .
C22 C21 H21 108.4 . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
N2 C24 C25 107.15(15) . .
N2 C24 Ge1 113.74(13) . .
C25 C24 Ge1 136.78(14) . .
C24 C25 C34 112.51(15) . .
C24 C25 C26 103.50(15) . .
C34 C25 C26 110.74(16) . .
C24 C25 C38 108.88(15) . .
C34 C25 C38 109.62(16) . .
C26 C25 C38 111.48(16) . .
C27 C26 C25 107.37(15) . .
C27 C26 H26A 110.2 . .
C25 C26 H26A 110.2 . .
C27 C26 H26B 110.2 . .
C25 C26 H26B 110.2 . .
H26A C26 H26B 108.5 . .
N2 C27 C39 112.70(15) . .
N2 C27 C26 100.62(15) . .
C39 C27 C26 111.06(16) . .
N2 C27 C40 111.78(16) . .
C39 C27 C40 107.53(17) . .
C26 C27 C40 113.19(16) . .
C29 C28 C33 120.74(18) . .
C29 C28 N2 120.36(17) . .
C33 C28 N2 118.84(17) . .
C30 C29 C28 118.11(19) . .
C30 C29 C41 117.23(18) . .
C28 C29 C41 124.55(17) . .
C31 C30 C29 121.6(2) . .
C31 C30 H30 119.2 . .
C29 C30 H30 119.2 . .
C32 C31 C30 119.8(2) . .
C32 C31 H31 120.1 . .
C30 C31 H31 120.1 . .
C31 C32 C33 121.4(2) . .
C31 C32 H32 119.3 . .
C33 C32 H32 119.3 . .
C32 C33 C28 118.22(19) . .
C32 C33 C44 118.49(19) . .
C28 C33 C44 123.15(18) . .
C25 C34 C35 112.26(16) . .
C25 C34 H34A 109.2 . .
C35 C34 H34A 109.2 . .
C25 C34 H34B 109.2 . .
C35 C34 H34B 109.2 . .
H34A C34 H34B 107.9 . .
C36 C35 C34 111.95(16) . .
C36 C35 H35A 109.2 . .
C34 C35 H35A 109.2 . .
C36 C35 H35B 109.2 . .
C34 C35 H35B 109.2 . .
H35A C35 H35B 107.9 . .
C37 C36 C35 111.58(17) . .
C37 C36 H36A 109.3 . .
C35 C36 H36A 109.3 . .
C37 C36 H36B 109.3 . .
C35 C36 H36B 109.3 . .
H36A C36 H36B 108.0 . .
C36 C37 C38 110.61(16) . .
C36 C37 H37A 109.5 . .
C38 C37 H37A 109.5 . .
C36 C37 H37B 109.5 . .
C38 C37 H37B 109.5 . .
H37A C37 H37B 108.1 . .
C37 C38 C25 113.42(16) . .
C37 C38 H38A 108.9 . .
C25 C38 H38A 108.9 . .
C37 C38 H38B 108.9 . .
C25 C38 H38B 108.9 . .
H38A C38 H38B 107.7 . .
C27 C39 H39A 109.5 . .
C27 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
C27 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
C27 C40 H40A 109.5 . .
C27 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
C27 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
C29 C41 C43 112.24(17) . .
C29 C41 C42 110.74(17) . .
C43 C41 C42 108.31(17) . .
C29 C41 H41 108.5 . .
C43 C41 H41 108.5 . .
C42 C41 H41 108.5 . .
C41 C42 H42A 109.5 . .
C41 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
C41 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
C41 C43 H43A 109.5 . .
C41 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
C41 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
C33 C44 C46 112.81(18) . .
C33 C44 C45 110.08(18) . .
C46 C44 C45 109.80(18) . .
C33 C44 H44 108.0 . .
C46 C44 H44 108.0 . .
C45 C44 H44 108.0 . .
C44 C45 H45A 109.5 . .
C44 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
C44 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
C44 C46 H46A 109.5 . .
C44 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C44 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ge1 C24 1.9386(18) .
Ge1 C1 1.954(2) .
N1 C1 1.365(2) .
N1 C5 1.446(2) .
N1 C4 1.494(2) .
N2 C24 1.369(3) .
N2 C28 1.442(2) .
N2 C27 1.498(2) .
C1 C2 1.533(3) .
C2 C11 1.537(3) .
C2 C15 1.546(3) .
C2 C3 1.550(3) .
C1H C2H 1.518(3) .
C1H H1HA 0.9800 .
C1H H1HB 0.9800 .
C1H H1HC 0.9800 .
C3 C4 1.528(3) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C2H C3H 1.517(3) .
C2H H2HA 0.9900 .
C2H H2HB 0.9900 .
C4 C17 1.526(3) .
C4 C16 1.534(3) .
C3H C3H 1.519(4) 2_556
C3H H3HA 0.9900 .
C3H H3HB 0.9900 .
C5 C10 1.410(3) .
C5 C6 1.411(3) .
C6 C7 1.390(3) .
C6 C18 1.528(3) .
C7 C8 1.379(3) .
C7 H7 0.9500 .
C8 C9 1.380(3) .
C8 H8 0.9500 .
C9 C10 1.395(3) .
C9 H9 0.9500 .
C10 C21 1.522(3) .
C11 C12 1.525(3) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C13 1.526(4) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.516(4) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C15 1.530(3) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 C20 1.534(3) .
C18 C19 1.537(3) .
C18 H18 1.0000 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 C23 1.535(3) .
C21 C22 1.542(3) .
C21 H21 1.0000 .
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 1.530(3) .
C25 C34 1.533(3) .
C25 C26 1.548(3) .
C25 C38 1.551(3) .
C26 C27 1.532(3) .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C27 C39 1.525(3) .
C27 C40 1.534(3) .
C28 C29 1.408(3) .
C28 C33 1.413(3) .
C29 C30 1.391(3) .
C29 C41 1.530(3) .
C30 C31 1.381(3) .
C30 H30 0.9500 .
C31 C32 1.375(3) .
C31 H31 0.9500 .
C32 C33 1.392(3) .
C32 H32 0.9500 .
C33 C44 1.520(3) .
C34 C35 1.538(3) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 C36 1.524(3) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 C37 1.518(3) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 C38 1.535(3) .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 C43 1.534(3) .
C41 C42 1.538(3) .
C41 H41 1.0000 .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 C46 1.531(3) .
C44 C45 1.541(3) .
C44 H44 1.0000 .
C45 H45A 0.9800 .
C45 H45B 0.9800 .
C45 H45C 0.9800 .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 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_4
C5 N1 C1 C2 -175.67(16) .
C4 N1 C1 C2 7.4(2) .
C5 N1 C1 Ge1 -13.8(2) .
C4 N1 C1 Ge1 169.27(12) .
N1 C1 C2 C11 126.81(17) .
Ge1 C1 C2 C11 -28.9(2) .
N1 C1 C2 C15 -111.72(18) .
Ge1 C1 C2 C15 92.5(2) .
N1 C1 C2 C3 8.0(2) .
Ge1 C1 C2 C3 -147.73(17) .
C1 C2 C3 C4 -19.8(2) .
C11 C2 C3 C4 -137.90(17) .
C15 C2 C3 C4 100.26(18) .
C1 N1 C4 C17 -138.41(17) .
C5 N1 C4 C17 44.6(2) .
C1 N1 C4 C3 -19.4(2) .
C5 N1 C4 C3 163.65(16) .
C1 N1 C4 C16 100.22(19) .
C5 N1 C4 C16 -76.7(2) .
C2 C3 C4 N1 22.98(19) .
C2 C3 C4 C17 143.45(16) .
C2 C3 C4 C16 -94.90(19) .
C1H C2H C3H C3H -172.0(2) 2_556
C1 N1 C5 C10 -82.6(2) .
C4 N1 C5 C10 94.2(2) .
C1 N1 C5 C6 96.3(2) .
C4 N1 C5 C6 -87.0(2) .
C10 C5 C6 C7 -4.5(3) .
N1 C5 C6 C7 176.70(16) .
C10 C5 C6 C18 171.85(17) .
N1 C5 C6 C18 -7.0(3) .
C5 C6 C7 C8 1.5(3) .
C18 C6 C7 C8 -175.07(18) .
C6 C7 C8 C9 1.4(3) .
C7 C8 C9 C10 -1.5(3) .
C8 C9 C10 C5 -1.5(3) .
C8 C9 C10 C21 174.29(18) .
C6 C5 C10 C9 4.5(3) .
N1 C5 C10 C9 -176.73(16) .
C6 C5 C10 C21 -171.02(17) .
N1 C5 C10 C21 7.8(3) .
C1 C2 C11 C12 175.71(16) .
C15 C2 C11 C12 52.8(2) .
C3 C2 C11 C12 -70.2(2) .
C2 C11 C12 C13 -54.5(2) .
C11 C12 C13 C14 54.9(3) .
C12 C13 C14 C15 -55.3(2) .
C13 C14 C15 C2 55.9(2) .
C1 C2 C15 C14 -175.63(17) .
C11 C2 C15 C14 -53.7(2) .
C3 C2 C15 C14 69.2(2) .
C7 C6 C18 C20 62.5(2) .
C5 C6 C18 C20 -113.8(2) .
C7 C6 C18 C19 -59.3(2) .
C5 C6 C18 C19 124.4(2) .
C9 C10 C21 C23 59.0(2) .
C5 C10 C21 C23 -125.5(2) .
C9 C10 C21 C22 -63.1(2) .
C5 C10 C21 C22 112.4(2) .
C28 N2 C24 C25 173.79(16) .
C27 N2 C24 C25 -1.4(2) .
C28 N2 C24 Ge1 -20.5(2) .
C27 N2 C24 Ge1 164.29(12) .
N2 C24 C25 C34 134.37(17) .
Ge1 C24 C25 C34 -26.3(3) .
N2 C24 C25 C26 14.8(2) .
Ge1 C24 C25 C26 -145.89(17) .
N2 C24 C25 C38 -103.90(18) .
Ge1 C24 C25 C38 95.4(2) .
C24 C25 C26 C27 -22.7(2) .
C34 C25 C26 C27 -143.51(16) .
C38 C25 C26 C27 94.17(18) .
C24 N2 C27 C39 -131.02(18) .
C28 N2 C27 C39 53.9(2) .
C24 N2 C27 C26 -12.7(2) .
C28 N2 C27 C26 172.22(16) .
C24 N2 C27 C40 107.74(19) .
C28 N2 C27 C40 -67.4(2) .
C25 C26 C27 N2 21.18(19) .
C25 C26 C27 C39 140.72(16) .
C25 C26 C27 C40 -98.22(19) .
C24 N2 C28 C29 96.5(2) .
C27 N2 C28 C29 -88.7(2) .
C24 N2 C28 C33 -80.8(2) .
C27 N2 C28 C33 94.1(2) .
C33 C28 C29 C30 -4.5(3) .
N2 C28 C29 C30 178.35(17) .
C33 C28 C29 C41 171.53(18) .
N2 C28 C29 C41 -5.7(3) .
C28 C29 C30 C31 2.2(3) .
C41 C29 C30 C31 -174.12(19) .
C29 C30 C31 C32 0.6(3) .
C30 C31 C32 C33 -1.2(3) .
C31 C32 C33 C28 -1.1(3) .
C31 C32 C33 C44 174.88(19) .
C29 C28 C33 C32 3.9(3) .
N2 C28 C33 C32 -178.83(17) .
C29 C28 C33 C44 -171.82(18) .
N2 C28 C33 C44 5.4(3) .
C24 C25 C34 C35 174.03(15) .
C26 C25 C34 C35 -70.7(2) .
C38 C25 C34 C35 52.7(2) .
C25 C34 C35 C36 -55.0(2) .
C34 C35 C36 C37 55.5(2) .
C35 C36 C37 C38 -54.9(2) .
C36 C37 C38 C25 55.0(2) .
C24 C25 C38 C37 -177.00(16) .
C34 C25 C38 C37 -53.5(2) .
C26 C25 C38 C37 69.4(2) .
C30 C29 C41 C43 -61.5(2) .
C28 C29 C41 C43 122.5(2) .
C30 C29 C41 C42 59.7(2) .
C28 C29 C41 C42 -116.3(2) .
C32 C33 C44 C46 58.8(3) .
C28 C33 C44 C46 -125.4(2) .
C32 C33 C44 C45 -64.2(2) .
C28 C33 C44 C45 111.6(2) .
