#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/61/4086154.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_4086154
loop_
_publ_author_name
'Hadlington, Terrance J.'
'Li, Jiaye'
'Hermann, Markus'
'Davey, Amelia'
'Frenking, Gernot'
'Jones, Cameron'
_publ_section_title
;
 Reactivity of Amido-Digermynes, LGeGeL (L = Bulky Amide), toward Olefins
 and Related Molecules: Facile Reduction, C--H Activation, and Reversible
 Cycloaddition of Unsaturated Substrates
;
_journal_issue                   13
_journal_name_full               Organometallics
_journal_page_first              3175
_journal_paper_doi               10.1021/acs.organomet.5b00206
_journal_volume                  34
_journal_year                    2015
_chemical_formula_sum            'C86 H94 Ge2 N2 Si2'
_chemical_formula_weight         1356.99
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.001(3)
_cell_angle_beta                 100.467(3)
_cell_angle_gamma                98.528(3)
_cell_formula_units_Z            1
_cell_length_a                   10.7558(4)
_cell_length_b                   13.0331(4)
_cell_length_c                   13.8644(6)
_cell_measurement_temperature    123(2)
_cell_volume                     1825.55(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxford Gemini Ultra'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0279
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28975
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.902
_exptl_absorpt_correction_T_max  0.840
_exptl_absorpt_correction_T_min  0.784
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE3 ABSPACK'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         7953
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.147
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0329
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0429P)²+0.8940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0843
_refine_ls_wR_factor_ref         0.0904
_reflns_number_gt                6826
_reflns_number_total             7953
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om5b00206_si_002.cif
_cod_data_source_block           compound5
_cod_original_cell_volume        1825.55(12)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4086154
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
Ge1 Ge 0.670843(19) 0.676947(16) 0.584979(17) 0.02660(8) Uani 1 1 d . . .
Si1 Si 0.63867(7) 0.84225(5) 0.79491(6) 0.04269(18) Uani 1 1 d . . .
N1 N 0.72300(16) 0.79156(13) 0.70361(14) 0.0275(4) Uani 1 1 d . . .
C1 C 0.85463(18) 0.84459(14) 0.71576(15) 0.0237(4) Uani 1 1 d . . .
C2 C 0.95815(19) 0.80261(14) 0.75761(15) 0.0233(4) Uani 1 1 d . . .
C3 C 1.08330(19) 0.86288(15) 0.77999(16) 0.0273(4) Uani 1 1 d . . .
H3 H 1.1527 0.8349 0.8103 0.033 Uiso 1 1 calc R . .
C4 C 1.10971(19) 0.96220(15) 0.75944(17) 0.0281(4) Uani 1 1 d . . .
C5 C 1.00715(19) 0.99762(15) 0.70819(16) 0.0273(4) Uani 1 1 d . . .
H5 H 1.0242 1.0627 0.6886 0.033 Uiso 1 1 calc R . .
C6 C 0.88110(19) 0.94085(14) 0.68487(15) 0.0246(4) Uani 1 1 d . . .
C7 C 1.2438(2) 1.03093(17) 0.7914(2) 0.0388(5) Uani 1 1 d . . .
H7A H 1.2994 1.0009 0.8373 0.058 Uiso 1 1 calc R . .
H7B H 1.2398 1.1042 0.8263 0.058 Uiso 1 1 calc R . .
H7C H 1.2790 1.0323 0.7312 0.058 Uiso 1 1 calc R . .
C8 C 0.93607(19) 0.69148(14) 0.77837(15) 0.0234(4) Uani 1 1 d . . .
H8 H 0.8522 0.6511 0.7321 0.028 Uiso 1 1 calc R . .
C9 C 1.03883(18) 0.62922(14) 0.74703(15) 0.0218(4) Uani 1 1 d . . .
C10 C 1.04598(19) 0.60455(15) 0.64561(15) 0.0261(4) Uani 1 1 d . . .
H10 H 0.9881 0.6273 0.5981 0.031 Uiso 1 1 calc R . .
C11 C 1.1359(2) 0.54742(16) 0.61239(17) 0.0309(4) Uani 1 1 d . . .
H11 H 1.1396 0.5319 0.5428 0.037 Uiso 1 1 calc R . .
C12 C 1.2200(2) 0.51292(16) 0.68041(18) 0.0319(5) Uani 1 1 d . . .
H12 H 1.2810 0.4729 0.6579 0.038 Uiso 1 1 calc R . .
C13 C 1.2143(2) 0.53717(19) 0.78100(19) 0.0386(5) Uani 1 1 d . . .
H13 H 1.2724 0.5145 0.8283 0.046 Uiso 1 1 calc R . .
C14 C 1.1240(2) 0.59476(18) 0.81423(17) 0.0349(5) Uani 1 1 d . . .
H14 H 1.1210 0.6105 0.8840 0.042 Uiso 1 1 calc R . .
C15 C 0.9208(2) 0.69270(16) 0.88552(16) 0.0276(4) Uani 1 1 d . . .
C16 C 0.8606(2) 0.59793(17) 0.90236(18) 0.0330(5) Uani 1 1 d . . .
H16 H 0.8293 0.5359 0.8470 0.040 Uiso 1 1 calc R . .
C17 C 0.8458(2) 0.5928(2) 0.99849(19) 0.0421(6) Uani 1 1 d . . .
H17 H 0.8053 0.5275 1.0089 0.050 Uiso 1 1 calc R . .
C18 C 0.8900(3) 0.6832(2) 1.0793(2) 0.0489(6) Uani 1 1 d . . .
H18 H 0.8799 0.6803 1.1453 0.059 Uiso 1 1 calc R . .
C19 C 0.9489(3) 0.7775(2) 1.06354(19) 0.0469(6) Uani 1 1 d . . .
H19 H 0.9788 0.8397 1.1189 0.056 Uiso 1 1 calc R . .
C20 C 0.9651(2) 0.78249(18) 0.96701(18) 0.0366(5) Uani 1 1 d . . .
H20 H 1.0067 0.8477 0.9572 0.044 Uiso 1 1 calc R . .
C21 C 0.77125(19) 0.97552(15) 0.62118(17) 0.0281(4) Uani 1 1 d . . .
H21 H 0.6973 0.9703 0.6555 0.034 Uiso 1 1 calc R . .
C22 C 0.8048(2) 1.09225(16) 0.61627(18) 0.0306(5) Uani 1 1 d . . .
C23 C 0.8145(2) 1.17417(17) 0.7024(2) 0.0420(6) Uani 1 1 d . . .
H23 H 0.7957 1.1569 0.7619 0.050 Uiso 1 1 calc R . .
C24 C 0.8515(3) 1.28130(19) 0.7029(2) 0.0503(7) Uani 1 1 d . . .
H24 H 0.8594 1.3364 0.7629 0.060 Uiso 1 1 calc R . .
C25 C 0.8766(2) 1.30748(18) 0.6165(2) 0.0503(7) Uani 1 1 d . . .
H25 H 0.9021 1.3805 0.6168 0.060 Uiso 1 1 calc R . .
C26 C 0.8644(3) 1.2275(2) 0.5303(2) 0.0495(7) Uani 1 1 d . . .
H26 H 0.8803 1.2455 0.4703 0.059 Uiso 1 1 calc R . .
C27 C 0.8288(2) 1.11979(18) 0.5298(2) 0.0393(5) Uani 1 1 d . . .
H27 H 0.8210 1.0650 0.4695 0.047 Uiso 1 1 calc R . .
C28 C 0.7262(2) 0.89725(15) 0.51640(17) 0.0306(5) Uani 1 1 d . . .
C29 C 0.5970(2) 0.87232(18) 0.4668(2) 0.0403(5) Uani 1 1 d . . .
H29 H 0.5359 0.9049 0.4980 0.048 Uiso 1 1 calc R . .
C30 C 0.5568(3) 0.7997(2) 0.3713(2) 0.0514(7) Uani 1 1 d . . .
H30 H 0.4683 0.7831 0.3375 0.062 Uiso 1 1 calc R . .
C31 C 0.6449(3) 0.7517(2) 0.3256(2) 0.0527(7) Uani 1 1 d . . .
H31 H 0.6166 0.7010 0.2613 0.063 Uiso 1 1 calc R . .
C32 C 0.7726(3) 0.77701(18) 0.37258(19) 0.0442(6) Uani 1 1 d . . .
H32 H 0.8331 0.7450 0.3402 0.053 Uiso 1 1 calc R . .
C33 C 0.8140(2) 0.84919(16) 0.46726(17) 0.0339(5) Uani 1 1 d . . .
H33 H 0.9030 0.8664 0.4994 0.041 Uiso 1 1 calc R . .
C34 C 0.4888(3) 0.8795(3) 0.7314(3) 0.0730(11) Uani 1 1 d . . .
H34A H 0.5067 0.9558 0.7324 0.109 Uiso 1 1 calc R . .
H34B H 0.4203 0.8663 0.7676 0.109 Uiso 1 1 calc R . .
H34C H 0.4610 0.8360 0.6609 0.109 Uiso 1 1 calc R . .
C35 C 0.7445(3) 0.9636(2) 0.8895(2) 0.0633(9) Uani 1 1 d . . .
H35A H 0.8208 0.9430 0.9246 0.095 Uiso 1 1 calc R . .
H35B H 0.6966 0.9938 0.9390 0.095 Uiso 1 1 calc R . .
H35C H 0.7716 1.0173 0.8542 0.095 Uiso 1 1 calc R . .
C36 C 0.5900(3) 0.7467(2) 0.8702(2) 0.0472(6) Uani 1 1 d . . .
H36A H 0.5237 0.6863 0.8260 0.071 Uiso 1 1 calc R . .
H36B H 0.5555 0.7840 0.9259 0.071 Uiso 1 1 calc R . .
H36C H 0.6653 0.7198 0.8980 0.071 Uiso 1 1 calc R . .
C37 C 0.6009(2) 0.44619(18) 0.5918(2) 0.0396(6) Uani 1 1 d . . .
H37 H 0.6541 0.4194 0.6389 0.048 Uiso 1 1 calc R . .
C38 C 0.5584(2) 0.53710(18) 0.6392(2) 0.0377(5) Uani 1 1 d . . .
H38 H 0.5877 0.5567 0.7110 0.045 Uiso 1 1 calc R . .
C39 C 0.48094(19) 0.60680(19) 0.6040(2) 0.0377(5) Uani 1 1 d . . .
H39 H 0.4701 0.6617 0.6580 0.045 Uiso 1 1 calc R . .
C40 C 0.41601(17) 0.61386(15) 0.50732(16) 0.0392(6) Uani 1 1 d . . .
H40 H 0.3746 0.6738 0.5119 0.047 Uiso 1 1 calc R . .
C43 C 0.58532(17) 0.39603(15) 0.98651(16) 0.0282(18) Uani 0.50 1 d PRD A -1
H43A H 0.5706 0.3780 1.0497 0.034 Uiso 0.50 1 calc PR B -1
H43B H 0.6735 0.4397 1.0017 0.034 Uiso 0.50 1 calc PR C -1
C44 C 0.50052(17) 0.45473(15) 0.95850(16) 0.0258(16) Uani 0.50 1 d PRD A -1
H44A H 0.4116 0.4119 0.9393 0.031 Uiso 0.50 1 calc PR D -1
H44B H 0.5193 0.4811 0.9000 0.031 Uiso 0.50 1 calc PR E -1
C42 C 0.57783(17) 0.30113(15) 0.91310(16) 0.0418(11) Uani 0.50 1 d PRD A -1
H42A H 0.5955 0.3184 0.8503 0.050 Uiso 0.50 1 calc PR F -1
H42B H 0.4896 0.2573 0.8966 0.050 Uiso 0.50 1 calc PR G -1
C41 C 0.6731(6) 0.2385(5) 0.9506(5) 0.0612(16) Uani 0.50 1 d PDU A -1
H41A H 0.7605 0.2756 0.9540 0.092 Uiso 0.50 1 calc PR A -1
H41B H 0.6559 0.1667 0.9040 0.092 Uiso 0.50 1 calc PR A -1
H41C H 0.6652 0.2321 1.0184 0.092 Uiso 0.50 1 calc PR A -1
C45 C 0.5164(9) 0.5483(6) 1.0512(6) 0.074(3) Uani 0.50 1 d PDU A -1
H45A H 0.5029 0.5236 1.1117 0.089 Uiso 0.50 1 calc PR A -1
H45B H 0.6015 0.5969 1.0672 0.089 Uiso 0.50 1 calc PR A -1
C46 C 0.4106(9) 0.5982(8) 1.0116(8) 0.108(5) Uani 0.50 1 d PDU A -1
H46A H 0.3665 0.5557 0.9429 0.162 Uiso 0.50 1 calc PR A -1
H46B H 0.4459 0.6713 1.0096 0.162 Uiso 0.50 1 calc PR A -1
H46C H 0.3492 0.6009 1.0559 0.162 Uiso 0.50 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 0.0000 0.0000 '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'
Si Si 0.0817 0.0704 '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
N1 Ge1 C39 99.95(8) .
N1 Ge1 C38 103.39(8) .
C39 Ge1 C38 36.08(8) .
N1 Si1 C36 114.25(9) .
N1 Si1 C35 109.21(11) .
C36 Si1 C35 105.88(14) .
N1 Si1 C34 109.69(13) .
C36 Si1 C34 107.89(13) .
C35 Si1 C34 109.81(16) .
C1 N1 Si1 117.77(14) .
C1 N1 Ge1 111.10(12) .
Si1 N1 Ge1 131.12(10) .
C2 C1 C6 118.88(17) .
C2 C1 N1 121.08(16) .
C6 C1 N1 120.04(17) .
C3 C2 C1 119.35(17) .
C3 C2 C8 119.64(17) .
C1 C2 C8 121.01(17) .
C4 C3 C2 122.23(18) .
C3 C4 C5 117.53(18) .
C3 C4 C7 121.94(19) .
C5 C4 C7 120.53(18) .
C6 C5 C4 122.16(17) .
C5 C6 C1 119.18(18) .
C5 C6 C21 121.64(16) .
C1 C6 C21 119.08(17) .
C15 C8 C2 114.46(16) .
C15 C8 C9 112.72(15) .
C2 C8 C9 110.71(15) .
C14 C9 C10 117.96(18) .
C14 C9 C8 123.44(18) .
C10 C9 C8 118.59(17) .
C11 C10 C9 121.31(19) .
C12 C11 C10 120.1(2) .
C13 C12 C11 119.18(19) .
C12 C13 C14 120.6(2) .
C9 C14 C13 120.8(2) .
C20 C15 C16 118.62(19) .
C20 C15 C8 123.30(18) .
C16 C15 C8 118.07(18) .
C17 C16 C15 121.1(2) .
C18 C17 C16 119.8(2) .
C19 C18 C17 119.7(2) .
C18 C19 C20 120.6(2) .
C15 C20 C19 120.2(2) .
C28 C21 C6 110.21(15) .
C28 C21 C22 112.55(17) .
C6 C21 C22 113.03(17) .
C27 C22 C23 118.33(19) .
C27 C22 C21 122.6(2) .
C23 C22 C21 119.02(19) .
C22 C23 C24 120.9(2) .
C25 C24 C23 120.1(3) .
C26 C25 C24 119.6(2) .
C25 C26 C27 120.5(3) .
C22 C27 C26 120.5(2) .
C29 C28 C33 118.4(2) .
C29 C28 C21 120.7(2) .
C33 C28 C21 120.93(19) .
C28 C29 C30 120.2(2) .
C31 C30 C29 120.3(3) .
C32 C31 C30 120.2(3) .
C31 C32 C33 120.1(2) .
C32 C33 C28 120.8(2) .
C40 C37 C38 135.3(2) 2_666
C37 C38 C39 134.4(2) .
C37 C38 Ge1 102.94(15) .
C39 C38 Ge1 65.12(11) .
C40 C39 C38 135.4(2) .
C40 C39 Ge1 93.26(13) .
C38 C39 Ge1 78.80(12) .
C37 C40 C39 134.94(19) 2_666
C44 C43 C42 113.5 .
C43 C44 C45 105.2(3) .
C43 C42 C41 110.5(3) .
C46 C45 C44 98.4(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ge1 N1 1.8873(18) .
Ge1 C39 2.197(2) .
Ge1 C38 2.376(2) .
Si1 N1 1.7550(17) .
Si1 C36 1.872(2) .
Si1 C35 1.872(3) .
Si1 C34 1.876(3) .
N1 C1 1.443(2) .
C1 C2 1.402(3) .
C1 C6 1.421(2) .
C2 C3 1.397(3) .
C2 C8 1.532(2) .
C3 C4 1.387(3) .
C4 C5 1.396(3) .
C4 C7 1.511(3) .
C5 C6 1.388(3) .
C6 C21 1.529(3) .
C8 C15 1.521(3) .
C8 C9 1.533(3) .
C9 C14 1.382(3) .
C9 C10 1.389(3) .
C10 C11 1.386(3) .
C11 C12 1.383(3) .
C12 C13 1.374(3) .
C13 C14 1.394(3) .
C15 C20 1.385(3) .
C15 C16 1.395(3) .
C16 C17 1.386(3) .
C17 C18 1.384(4) .
C18 C19 1.378(4) .
C19 C20 1.395(3) .
C21 C28 1.522(3) .
C21 C22 1.530(3) .
C22 C27 1.383(3) .
C22 C23 1.388(3) .
C23 C24 1.392(3) .
C24 C25 1.378(4) .
C25 C26 1.369(4) .
C26 C27 1.398(3) .
C28 C29 1.388(3) .
C28 C33 1.402(3) .
C29 C30 1.394(4) .
C30 C31 1.380(4) .
C31 C32 1.365(4) .
C32 C33 1.383(3) .
C37 C40 1.385(3) 2_666
C37 C38 1.402(4) .
C38 C39 1.426(3) .
C39 C40 1.423(3) .
C40 C37 1.385(3) 2_666
C43 C44 1.3341 .
C43 C42 1.3951 .
C44 C45 1.523(5) .
C42 C41 1.494(4) .
C45 C46 1.474(6) .
