#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:32:24 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179250 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/70/4317038.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_4317038
loop_
_publ_author_name
'Dumitru Ghereg'
'Heinz Gornitzka'
'Jean Escudié'
'Sonia Ladeira'
_publ_section_title
;
 The Reactivity of Phosphagermaallene Tip(t-Bu)Ge=C=PMes* with Doubly and
 Triply Bonded Nitrogen Compounds
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10497
_journal_page_last               10505
_journal_paper_doi               10.1021/ic1014913
_journal_volume                  49
_journal_year                    2010
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C49 H76 Ge N O P, (C4 H10 O)0.5'
_chemical_formula_sum            'C51 H81 Ge N O1.5 P'
_chemical_formula_weight         835.7704
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                97.9100(10)
_cell_angle_beta                 99.6360(10)
_cell_angle_gamma                105.7450(10)
_cell_formula_units_Z            2
_cell_length_a                   10.9509(2)
_cell_length_b                   12.2987(2)
_cell_length_c                   19.9337(3)
_cell_measurement_reflns_used    9946
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      28.21
_cell_measurement_theta_min      2.21
_cell_measurement_wavelength     0.71073
_cell_volume                     2499.67(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_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            55247
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.676
_exptl_absorpt_correction_T_max  0.874
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.11
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             906
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.621
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     547
_refine_ls_number_reflns         9151
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0343
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0398P)²+1.6385P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0901
_reflns_number_gt                7786
_reflns_number_total             9151
_reflns_threshold_expression     >2/sigma(I)
_cod_data_source_file            ic1014913_si_001_2.cif
_cod_data_source_block           6
_cod_database_code               4317038
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.31036(19) 0.52769(16) 0.21517(10) 0.0268(4) Uani 1 1 d . . .
C2 C 0.2119(2) 0.56688(17) 0.23783(11) 0.0301(4) Uani 1 1 d . . .
C3 C 0.2447(2) 0.6692(2) 0.28632(12) 0.0414(5) Uani 1 1 d . . .
H3 H 0.1769 0.6936 0.3014 0.05 Uiso 1 1 calc R . .
C4 C 0.3714(3) 0.73629(19) 0.31323(12) 0.0449(6) Uani 1 1 d . . .
C5 C 0.4667(2) 0.69696(18) 0.29069(12) 0.0393(5) Uani 1 1 d . . .
H5 H 0.5547 0.7418 0.3086 0.047 Uiso 1 1 calc R . .
C6 C 0.4416(2) 0.59575(17) 0.24333(11) 0.0316(5) Uani 1 1 d . . .
C7 C 0.0672(2) 0.50481(19) 0.21260(12) 0.0350(5) Uani 1 1 d . . .
H7 H 0.0568 0.4342 0.1779 0.042 Uiso 1 1 calc R . .
C8 C -0.0015(2) 0.5812(2) 0.17598(13) 0.0459(6) Uani 1 1 d . . .
H8A H -0.0006 0.6471 0.21 0.069 Uiso 1 1 calc R . .
H8B H -0.0916 0.5362 0.1543 0.069 Uiso 1 1 calc R . .
H8C H 0.0439 0.6087 0.1403 0.069 Uiso 1 1 calc R . .
C9 C 0.0012(3) 0.4671(2) 0.27104(14) 0.0520(6) Uani 1 1 d . . .
H9A H 0.0459 0.4193 0.2947 0.078 Uiso 1 1 calc R . .
H9B H -0.0898 0.4225 0.2516 0.078 Uiso 1 1 calc R . .
H9C H 0.0054 0.5352 0.3043 0.078 Uiso 1 1 calc R . .
C10 C 0.4108(3) 0.8490(3) 0.36580(16) 0.0707(9) Uani 1 1 d . . .
H10 H 0.4785 0.9022 0.3477 0.085 Uiso 1 1 calc R . .
C11 C 0.3124(4) 0.9065(3) 0.3682(2) 0.1029(15) Uani 1 1 d . . .
H11A H 0.2421 0.8607 0.3866 0.154 Uiso 1 1 calc R . .
H11B H 0.2776 0.9152 0.3213 0.154 Uiso 1 1 calc R . .
H11C H 0.3508 0.9826 0.3983 0.154 Uiso 1 1 calc R . .
C12 C 0.4827(4) 0.8376(3) 0.43352(15) 0.0832(11) Uani 1 1 d . . .
H12A H 0.5121 0.9121 0.4655 0.125 Uiso 1 1 calc R . .
H12B H 0.5581 0.8126 0.4265 0.125 Uiso 1 1 calc R . .
H12C H 0.4252 0.7806 0.4532 0.125 Uiso 1 1 calc R . .
C13 C 0.5606(2) 0.5672(2) 0.22517(14) 0.0484(6) Uani 1 1 d . . .
H13 H 0.5313 0.4842 0.2021 0.058 Uiso 1 1 calc R . .
C14 C 0.6672(3) 0.5811(4) 0.2886(2) 0.0957(13) Uani 1 1 d . . .
H14A H 0.7295 0.5425 0.2755 0.144 Uiso 1 1 calc R . .
H14B H 0.6285 0.5465 0.3245 0.144 Uiso 1 1 calc R . .
H14C H 0.7121 0.6631 0.3066 0.144 Uiso 1 1 calc R . .
C15 C 0.6120(4) 0.6348(4) 0.1739(2) 0.1085(15) Uani 1 1 d . . .
H15A H 0.5427 0.6216 0.1329 0.163 Uiso 1 1 calc R . .
H15B H 0.6838 0.6102 0.1602 0.163 Uiso 1 1 calc R . .
H15C H 0.6435 0.7169 0.1949 0.163 Uiso 1 1 calc R . .
C16 C 0.1456(2) 0.36143(18) 0.05472(11) 0.0358(5) Uani 1 1 d . . .
C17 C 0.0066(2) 0.3656(2) 0.05020(12) 0.0467(6) Uani 1 1 d . . .
H17A H 0.0079 0.4415 0.0736 0.07 Uiso 1 1 calc R . .
H17B H -0.0399 0.3062 0.0727 0.07 Uiso 1 1 calc R . .
H17C H -0.0373 0.3517 0.0014 0.07 Uiso 1 1 calc R . .
C18 C 0.2212(3) 0.4644(2) 0.02717(14) 0.0594(8) Uani 1 1 d . . .
H18A H 0.1773 0.4617 -0.0204 0.089 Uiso 1 1 calc R . .
H18B H 0.3097 0.4609 0.0276 0.089 Uiso 1 1 calc R . .
H18C H 0.2249 0.5363 0.0568 0.089 Uiso 1 1 calc R . .
C19 C 0.1390(3) 0.2488(2) 0.00807(12) 0.0483(6) Uani 1 1 d . . .
H19A H 0.0865 0.1834 0.024 0.073 Uiso 1 1 calc R . .
H19B H 0.2269 0.2428 0.0103 0.073 Uiso 1 1 calc R . .
H19C H 0.0993 0.2484 -0.0399 0.073 Uiso 1 1 calc R . .
C20 C 0.5230(2) 0.25382(19) 0.07326(13) 0.0420(6) Uani 1 1 d . . .
C21 C 0.5218(3) 0.3209(3) 0.01402(17) 0.0702(10) Uani 1 1 d . . .
H21A H 0.4394 0.2872 -0.02 0.105 Uiso 1 1 calc R . .
H21B H 0.594 0.3169 -0.0084 0.105 Uiso 1 1 calc R . .
H21C H 0.5314 0.4015 0.0326 0.105 Uiso 1 1 calc R . .
C22 C 0.5163(3) 0.1308(2) 0.04148(14) 0.0514(7) Uani 1 1 d . . .
H22A H 0.5262 0.087 0.0785 0.077 Uiso 1 1 calc R . .
H22B H 0.5862 0.1334 0.0162 0.077 Uiso 1 1 calc R . .
H22C H 0.4321 0.0934 0.0094 0.077 Uiso 1 1 calc R . .
C23 C 0.6475(3) 0.3075(3) 0.12909(18) 0.0655(9) Uani 1 1 d . . .
H23A H 0.6491 0.3842 0.1514 0.098 Uiso 1 1 calc R . .
H23B H 0.723 0.314 0.1078 0.098 Uiso 1 1 calc R . .
H23C H 0.6503 0.2587 0.1639 0.098 Uiso 1 1 calc R . .
C24 C 0.38772(18) 0.20722(16) 0.16393(10) 0.0254(4) Uani 1 1 d . . .
H24 H 0.4702 0.2451 0.1994 0.031 Uiso 1 1 calc R . .
C25 C 0.3635(2) 0.07800(17) 0.15207(11) 0.0293(4) Uani 1 1 d . . .
C26 C 0.2622(2) 0.00544(19) 0.10012(13) 0.0424(6) Uani 1 1 d . . .
H26 H 0.2079 0.0365 0.0711 0.051 Uiso 1 1 calc R . .
C27 C 0.2404(3) -0.1130(2) 0.09060(18) 0.0645(9) Uani 1 1 d . . .
H27 H 0.1711 -0.1626 0.0549 0.077 Uiso 1 1 calc R . .
C28 C 0.3186(4) -0.1594(2) 0.1326(2) 0.0732(11) Uani 1 1 d . . .
H28 H 0.303 -0.2403 0.126 0.088 Uiso 1 1 calc R . .
C29 C 0.4185(3) -0.0876(2) 0.18387(17) 0.0627(9) Uani 1 1 d . . .
H29 H 0.4728 -0.1189 0.2127 0.075 Uiso 1 1 calc R . .
C30 C 0.4407(2) 0.0305(2) 0.19385(13) 0.0422(6) Uani 1 1 d . . .
H30 H 0.5099 0.0795 0.2298 0.051 Uiso 1 1 calc R . .
C31 C 0.27433(18) 0.24191(15) 0.19072(10) 0.0238(4) Uani 1 1 d . . .
C32 C 0.0999(2) 0.20371(17) 0.29148(11) 0.0296(4) Uani 1 1 d . . .
C33 C 0.1369(2) 0.27191(18) 0.35986(11) 0.0321(5) Uani 1 1 d . . .
C34 C 0.0382(2) 0.28600(19) 0.39355(12) 0.0373(5) Uani 1 1 d . . .
H34 H 0.0626 0.3319 0.4389 0.045 Uiso 1 1 calc R . .
C35 C -0.0923(2) 0.23699(19) 0.36464(12) 0.0388(5) Uani 1 1 d . . .
C36 C -0.1257(2) 0.16615(19) 0.29965(12) 0.0379(5) Uani 1 1 d . . .
H36 H -0.2153 0.1308 0.2792 0.045 Uiso 1 1 calc R . .
C37 C -0.0345(2) 0.14409(17) 0.26271(11) 0.0332(5) Uani 1 1 d . . .
C38 C 0.2795(2) 0.3289(2) 0.40160(12) 0.0397(5) Uani 1 1 d . . .
C39 C 0.2866(3) 0.3948(3) 0.47409(14) 0.0637(8) Uani 1 1 d . . .
H39A H 0.3777 0.427 0.4988 0.096 Uiso 1 1 calc R . .
H39B H 0.2388 0.3421 0.5001 0.096 Uiso 1 1 calc R . .
H39C H 0.248 0.4573 0.4697 0.096 Uiso 1 1 calc R . .
C40 C 0.3590(2) 0.4156(2) 0.36520(13) 0.0494(6) Uani 1 1 d . . .
H40A H 0.4478 0.4487 0.3929 0.074 Uiso 1 1 calc R . .
H40B H 0.319 0.4772 0.3601 0.074 Uiso 1 1 calc R . .
H40C H 0.361 0.3766 0.3193 0.074 Uiso 1 1 calc R . .
C41 C 0.3459(3) 0.2351(3) 0.41411(15) 0.0605(7) Uani 1 1 d . . .
H41A H 0.353 0.195 0.3696 0.091 Uiso 1 1 calc R . .
H41B H 0.2939 0.1797 0.4371 0.091 Uiso 1 1 calc R . .
H41C H 0.4328 0.2711 0.4436 0.091 Uiso 1 1 calc R . .
C42 C -0.0871(2) 0.0516(2) 0.19459(12) 0.0419(5) Uani 1 1 d . . .
C43 C -0.0663(3) 0.1072(3) 0.13141(13) 0.0602(8) Uani 1 1 d . . .
H43A H 0.0267 0.1438 0.1355 0.09 Uiso 1 1 calc R . .
H43B H -0.1122 0.1653 0.1292 0.09 Uiso 1 1 calc R . .
H43C H -0.1002 0.0479 0.0891 0.09 Uiso 1 1 calc R . .
C44 C -0.0236(3) -0.0458(2) 0.19704(16) 0.0635(8) Uani 1 1 d . . .
H44A H -0.0654 -0.1068 0.156 0.095 Uiso 1 1 calc R . .
H44B H -0.0342 -0.0773 0.239 0.095 Uiso 1 1 calc R . .
H44C H 0.0691 -0.0151 0.1976 0.095 Uiso 1 1 calc R . .
C45 C -0.2344(3) -0.0073(2) 0.18265(15) 0.0607(8) Uani 1 1 d . . .
H45A H -0.2629 -0.0667 0.1404 0.091 Uiso 1 1 calc R . .
H45B H -0.2806 0.0502 0.1776 0.091 Uiso 1 1 calc R . .
H45C H -0.2536 -0.0427 0.2223 0.091 Uiso 1 1 calc R . .
C46 C -0.1995(3) 0.2569(2) 0.40173(15) 0.0515(6) Uani 1 1 d . . .
C47 C -0.2738(4) 0.3234(4) 0.3608(2) 0.0961(13) Uani 1 1 d . . .
H47A H -0.2169 0.4015 0.3639 0.144 Uiso 1 1 calc R . .
H47B H -0.3495 0.3274 0.38 0.144 Uiso 1 1 calc R . .
H47C H -0.3027 0.2841 0.3121 0.144 Uiso 1 1 calc R . .
C48 C -0.1448(3) 0.3217(3) 0.47647(18) 0.0850(12) Uani 1 1 d . . .
H48A H -0.0907 0.3997 0.4768 0.128 Uiso 1 1 calc R . .
H48B H -0.092 0.281 0.5014 0.128 Uiso 1 1 calc R . .
H48C H -0.2165 0.3259 0.4992 0.128 Uiso 1 1 calc R . .
C49 C -0.2946(3) 0.1405(3) 0.4040(2) 0.0801(11) Uani 1 1 d . . .
H49A H -0.3639 0.1536 0.4265 0.12 Uiso 1 1 calc R . .
H49B H -0.2481 0.0969 0.4304 0.12 Uiso 1 1 calc R . .
H49C H -0.3326 0.0968 0.3567 0.12 Uiso 1 1 calc R . .
N1 N 0.40077(17) 0.25095(13) 0.09908(9) 0.0297(4) Uani 1 1 d . . .
O1 O 0.40966(14) 0.37342(11) 0.11765(8) 0.0332(3) Uani 1 1 d . . .
P1 P 0.22618(6) 0.16567(5) 0.25038(3) 0.03203(13) Uani 1 1 d . . .
Ge1 Ge 0.26310(2) 0.377401(16) 0.148376(11) 0.02452(7) Uani 1 1 d . . .
C50 C -0.069(3) -0.1471(16) 0.3879(12) 0.210(8) Uani 0.5 1 d PU A -1
H50A H -0.0201 -0.2006 0.3992 0.314 Uiso 0.5 1 calc PR A -1
H50B H -0.0827 -0.148 0.3379 0.314 Uiso 0.5 1 calc PR A -1
H50C H -0.1529 -0.1706 0.4012 0.314 Uiso 0.5 1 calc PR A -1
C51 C 0.0015(17) -0.0362(15) 0.4240(9) 0.146(4) Uani 0.5 1 d PU A -1
H51A H 0.0879 -0.0153 0.4119 0.175 Uiso 0.5 1 calc PR A -1
H51B H -0.0439 0.0181 0.4081 0.175 Uiso 0.5 1 calc PR A -1
O2 O 0.0191(19) -0.0221(13) 0.4948(10) 0.155(4) Uani 0.5 1 d PU A -1
C52 C 0.062(2) 0.0695(15) 0.5347(10) 0.158(5) Uani 0.5 1 d PU A -1
H52A H 0.01 0.1188 0.5176 0.189 Uiso 0.5 1 calc PR A -1
H52B H 0.1509 0.1039 0.5286 0.189 Uiso 0.5 1 calc PR A -1
C53 C 0.069(3) 0.0829(16) 0.6032(11) 0.166(6) Uani 0.5 1 d PU A -1
H53A H 0.0328 0.1448 0.6181 0.249 Uiso 0.5 1 calc PR A -1
H53B H 0.1597 0.1028 0.6274 0.249 Uiso 0.5 1 calc PR A -1
H53C H 0.0188 0.011 0.6142 0.249 Uiso 0.5 1 calc PR A -1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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 C1 C6 117.69(18) . . ?
C2 C1 Ge1 119.80(15) . . ?
C6 C1 Ge1 122.47(15) . . ?
C3 C2 C1 119.9(2) . . ?
C3 C2 C7 115.79(19) . . ?
C1 C2 C7 124.26(18) . . ?
C4 C3 C2 122.7(2) . . ?
C4 C3 H3 118.6 . . ?
C2 C3 H3 118.6 . . ?
C5 C4 C3 116.7(2) . . ?
C5 C4 C10 119.1(2) . . ?
C3 C4 C10 124.2(2) . . ?
C4 C5 C6 123.7(2) . . ?
C4 C5 H5 118.1 . . ?
C6 C5 H5 118.1 . . ?
C5 C6 C1 119.1(2) . . ?
C5 C6 C13 115.69(19) . . ?
C1 C6 C13 125.16(18) . . ?
C2 C7 C9 112.79(19) . . ?
C2 C7 C8 110.54(18) . . ?
C9 C7 C8 109.65(19) . . ?
C2 C7 H7 107.9 . . ?
C9 C7 H7 107.9 . . ?
C8 C7 H7 107.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C12 116.8(3) . . ?
C11 C10 C4 115.9(3) . . ?
C12 C10 C4 110.8(2) . . ?
C11 C10 H10 103.8 . . ?
C12 C10 H10 103.8 . . ?
C4 C10 H10 103.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 C13 C6 111.2(2) . . ?
C15 C13 C14 111.2(3) . . ?
C6 C13 C14 113.3(2) . . ?
C15 C13 H13 106.9 . . ?
C6 C13 H13 106.9 . . ?
C14 C13 H13 106.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C19 107.30(19) . . ?
C17 C16 C18 108.4(2) . . ?
C19 C16 C18 109.5(2) . . ?
C17 C16 Ge1 120.38(16) . . ?
C19 C16 Ge1 108.88(15) . . ?
C18 C16 Ge1 101.97(15) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 C23 113.90(19) . . ?
N1 C20 C21 106.3(2) . . ?
C23 C20 C21 111.0(2) . . ?
N1 C20 C22 109.09(18) . . ?
C23 C20 C22 109.5(2) . . ?
C21 C20 C22 106.8(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C24 C25 110.97(15) . . ?
N1 C24 C31 108.04(15) . . ?
C25 C24 C31 111.61(15) . . ?
N1 C24 H24 108.7 . . ?
C25 C24 H24 108.7 . . ?
C31 C24 H24 108.7 . . ?
C30 C25 C26 119.0(2) . . ?
C30 C25 C24 120.5(2) . . ?
C26 C25 C24 120.56(19) . . ?
C25 C26 C27 119.8(3) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C28 C27 C26 120.7(3) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C29 C28 C27 119.5(2) . . ?
C29 C28 H28 120.3 . . ?
C27 C28 H28 120.3 . . ?
C28 C29 C30 120.2(3) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C25 C30 C29 120.9(3) . . ?
C25 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C24 C31 P1 110.65(13) . . ?
C24 C31 Ge1 103.93(12) . . ?
P1 C31 Ge1 144.58(11) . . ?
C33 C32 C37 119.23(18) . . ?
C33 C32 P1 119.19(16) . . ?
C37 C32 P1 119.94(15) . . ?
C34 C33 C32 118.1(2) . . ?
C34 C33 C38 116.79(19) . . ?
C32 C33 C38 125.10(18) . . ?
C35 C34 C33 123.6(2) . . ?
C35 C34 H34 118.2 . . ?
C33 C34 H34 118.2 . . ?
C34 C35 C36 117.2(2) . . ?
C34 C35 C46 122.8(2) . . ?
C36 C35 C46 120.0(2) . . ?
C35 C36 C37 123.5(2) . . ?
C35 C36 H36 118.3 . . ?
C37 C36 H36 118.3 . . ?
C36 C37 C32 118.02(19) . . ?
C36 C37 C42 117.04(19) . . ?
C32 C37 C42 124.88(19) . . ?
C40 C38 C39 106.4(2) . . ?
C40 C38 C41 110.2(2) . . ?
C39 C38 C41 105.4(2) . . ?
C40 C38 C33 112.19(18) . . ?
C39 C38 C33 112.43(19) . . ?
C41 C38 C33 110.0(2) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C38 C41 H41A 109.5 . . ?
C38 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C38 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C43 C42 C45 106.0(2) . . ?
C43 C42 C44 110.9(2) . . ?
C45 C42 C44 105.8(2) . . ?
C43 C42 C37 110.6(2) . . ?
C45 C42 C37 112.10(19) . . ?
C44 C42 C37 111.2(2) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C42 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C42 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C42 C45 H45A 109.5 . . ?
C42 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C42 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C47 C46 C48 110.2(3) . . ?
C47 C46 C49 108.6(3) . . ?
C48 C46 C49 107.2(3) . . ?
C47 C46 C35 108.6(2) . . ?
C48 C46 C35 112.3(2) . . ?
C49 C46 C35 109.8(2) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C46 C49 H49A 109.5 . . ?
C46 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C46 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
O1 N1 C24 103.94(13) . . ?
O1 N1 C20 103.68(14) . . ?
C24 N1 C20 117.38(17) . . ?
N1 O1 Ge1 106.43(10) . . ?
C31 P1 C32 115.87(9) . . ?
O1 Ge1 C31 87.78(7) . . ?
O1 Ge1 C1 106.09(7) . . ?
C31 Ge1 C1 115.63(8) . . ?
O1 Ge1 C16 97.80(8) . . ?
C31 Ge1 C16 122.34(8) . . ?
C1 Ge1 C16 117.46(8) . . ?
O2 C51 C50 114.9(16) . . ?
O2 C51 H51A 108.5 . . ?
C50 C51 H51A 108.5 . . ?
O2 C51 H51B 108.5 . . ?
C50 C51 H51B 108.5 . . ?
H51A C51 H51B 107.5 . . ?
C52 O2 C51 125.0(17) . . ?
O2 C52 C53 124(2) . . ?
O2 C52 H52A 106.2 . . ?
C53 C52 H52A 106.2 . . ?
O2 C52 H52B 106.2 . . ?
C53 C52 H52B 106.2 . . ?
H52A C52 H52B 106.4 . . ?
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
C1 C2 1.409(3) . ?
C1 C6 1.424(3) . ?
C1 Ge1 2.0074(19) . ?
C2 C3 1.397(3) . ?
C2 C7 1.522(3) . ?
C3 C4 1.379(3) . ?
C3 H3 0.95 . ?
C4 C5 1.377(3) . ?
C4 C10 1.526(3) . ?
C5 C6 1.386(3) . ?
C5 H5 0.95 . ?
C6 C13 1.525(3) . ?
C7 C9 1.531(3) . ?
C7 C8 1.539(3) . ?
C7 H7 1 . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 H9A 0.98 . ?
C9 H9B 0.98 . ?
C9 H9C 0.98 . ?
C10 C11 1.444(4) . ?
C10 C12 1.489(4) . ?
C10 H10 1 . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 C15 1.491(4) . ?
C13 C14 1.526(4) . ?
C13 H13 1 . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 C17 1.525(3) . ?
C16 C19 1.535(3) . ?
C16 C18 1.538(3) . ?
C16 Ge1 2.034(2) . ?
C17 H17A 0.98 . ?
C17 H17B 0.98 . ?
C17 H17C 0.98 . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C19 H19C 0.98 . ?
C20 N1 1.506(3) . ?
C20 C23 1.528(4) . ?
C20 C21 1.531(4) . ?
C20 C22 1.535(3) . ?
C21 H21A 0.98 . ?
C21 H21B 0.98 . ?
C21 H21C 0.98 . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
C23 H23A 0.98 . ?
C23 H23B 0.98 . ?
C23 H23C 0.98 . ?
C24 N1 1.481(3) . ?
C24 C25 1.516(3) . ?
C24 C31 1.567(3) . ?
C24 H24 1 . ?
C25 C30 1.384(3) . ?
C25 C26 1.387(3) . ?
C26 C27 1.391(3) . ?
C26 H26 0.95 . ?
C27 C28 1.384(5) . ?
C27 H27 0.95 . ?
C28 C29 1.368(5) . ?
C28 H28 0.95 . ?
C29 C30 1.386(4) . ?
C29 H29 0.95 . ?
C30 H30 0.95 . ?
C31 P1 1.6792(19) . ?
C31 Ge1 1.9920(19) . ?
C32 C33 1.429(3) . ?
C32 C37 1.431(3) . ?
C32 P1 1.852(2) . ?
C33 C34 1.400(3) . ?
C33 C38 1.560(3) . ?
C34 C35 1.378(3) . ?
C34 H34 0.95 . ?
C35 C36 1.389(3) . ?
C35 C46 1.543(3) . ?
C36 C37 1.397(3) . ?
C36 H36 0.95 . ?
C37 C42 1.558(3) . ?
C38 C40 1.531(3) . ?
C38 C39 1.535(3) . ?
C38 C41 1.548(3) . ?
C39 H39A 0.98 . ?
C39 H39B 0.98 . ?
C39 H39C 0.98 . ?
C40 H40A 0.98 . ?
C40 H40B 0.98 . ?
C40 H40C 0.98 . ?
C41 H41A 0.98 . ?
C41 H41B 0.98 . ?
C41 H41C 0.98 . ?
C42 C43 1.534(4) . ?
C42 C45 1.541(3) . ?
C42 C44 1.542(4) . ?
C43 H43A 0.98 . ?
C43 H43B 0.98 . ?
C43 H43C 0.98 . ?
C44 H44A 0.98 . ?
C44 H44B 0.98 . ?
C44 H44C 0.98 . ?
C45 H45A 0.98 . ?
C45 H45B 0.98 . ?
C45 H45C 0.98 . ?
C46 C47 1.523(4) . ?
C46 C48 1.526(4) . ?
C46 C49 1.536(4) . ?
C47 H47A 0.98 . ?
C47 H47B 0.98 . ?
C47 H47C 0.98 . ?
C48 H48A 0.98 . ?
C48 H48B 0.98 . ?
C48 H48C 0.98 . ?
C49 H49A 0.98 . ?
C49 H49B 0.98 . ?
C49 H49C 0.98 . ?
N1 O1 1.473(2) . ?
O1 Ge1 1.8212(14) . ?
C50 C51 1.39(2) . ?
C50 H50A 0.98 . ?
C50 H50B 0.98 . ?
C50 H50C 0.98 . ?
C51 O2 1.37(2) . ?
C51 H51A 0.99 . ?
C51 H51B 0.99 . ?
O2 C52 1.21(2) . ?
C52 C53 1.34(3) . ?
C52 H52A 0.99 . ?
C52 H52B 0.99 . ?
C53 H53A 0.98 . ?
C53 H53B 0.98 . ?
C53 H53C 0.98 . ?
