#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/53/24/1532474.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_1532474
loop_
_publ_author_name
'Hadlington, Terrance J.'
'Hermann, Markus'
'Frenking, Gernot'
'Jones, Cameron'
_publ_section_title
;
 Two-coordinate group 14 element(ii) hydrides as reagents for the facile,
 and sometimes reversible, hydrogermylation/hydrostannylation of
 unactivated alkenes and alkynes
;
_journal_issue                   12
_journal_name_full               'Chem. Sci.'
_journal_page_first              7249
_journal_paper_doi               10.1039/C5SC03376D
_journal_volume                  6
_journal_year                    2015
_chemical_formula_sum            'C50 H63 Ge N Si'
_chemical_formula_weight         778.69
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-09-07 deposited with the CCDC.
2015-09-22 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 102.077(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.2741(5)
_cell_length_b                   14.6818(7)
_cell_length_c                   14.6417(7)
_cell_measurement_temperature    123(2)
_cell_volume                     2159.71(18)
_computing_cell_refinement       CrysalisPro
_computing_data_collection       CrysalisPro
_computing_data_reduction        CrysalisPro
_computing_molecular_graphics    X-Seed
_computing_publication_material  CifTAB
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Oxford Gemini Ultra'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_sigmaI/netI    0.0607
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            34220
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.04
_exptl_absorpt_coefficient_mu    0.771
_exptl_absorpt_correction_T_max  0.828
_exptl_absorpt_correction_T_min  0.761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE3 ABSPACK'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.393(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         8466
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0426
_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)+(0.0456P)²+0.8199P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0897
_refine_ls_wR_factor_ref         0.0965
_reflns_number_gt                7107
_reflns_number_total             8466
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5sc03376d2.cif
_cod_data_source_block           compound9
_cod_depositor_comments
'Adding full bibliography for 1532469--1532486.cif.'
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               1532474
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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
Ge1 Ge 0.62502(3) 0.75018(2) 0.82369(2) 0.02207(9) Uani 1 1 d .
Si1 Si 0.30708(7) 0.75200(8) 0.85768(5) 0.01912(17) Uani 1 1 d .
N1 N 0.4358(2) 0.7436(2) 0.79349(15) 0.0172(5) Uani 1 1 d .
C1 C 0.3994(3) 0.7292(2) 0.6940(2) 0.0180(8) Uani 1 1 d .
C2 C 0.3847(3) 0.6400(2) 0.6593(2) 0.0165(7) Uani 1 1 d .
C3 C 0.3469(3) 0.6280(2) 0.5614(2) 0.0182(7) Uani 1 1 d .
H3 H 0.3339 0.5678 0.5374 0.022 Uiso 1 1 calc R
C4 C 0.3279(3) 0.6994(2) 0.4994(2) 0.0185(8) Uani 1 1 d .
C5 C 0.3474(3) 0.7874(2) 0.5358(2) 0.0185(8) Uani 1 1 d .
H5 H 0.3349 0.8377 0.4940 0.022 Uiso 1 1 calc R
C6 C 0.3847(3) 0.8039(2) 0.6320(2) 0.0174(7) Uani 1 1 d .
C7 C 0.2887(3) 0.6827(2) 0.3957(2) 0.0219(7) Uani 1 1 d .
H7 H 0.3019 0.6164 0.3849 0.026 Uiso 1 1 calc R
C8 C 0.3736(3) 0.7358(3) 0.3404(2) 0.0317(9) Uani 1 1 d .
H8A H 0.4679 0.7227 0.3653 0.047 Uiso 1 1 calc R
H8B H 0.3573 0.8011 0.3457 0.047 Uiso 1 1 calc R
H8C H 0.3501 0.7176 0.2746 0.047 Uiso 1 1 calc R
C9 C 0.1421(3) 0.7041(3) 0.3591(3) 0.0352(9) Uani 1 1 d .
H9A H 0.1265 0.7692 0.3672 0.053 Uiso 1 1 calc R
H9B H 0.0880 0.6684 0.3937 0.053 Uiso 1 1 calc R
H9C H 0.1175 0.6886 0.2926 0.053 Uiso 1 1 calc R
C10 C 0.4130(3) 0.5585(2) 0.7223(2) 0.0204(7) Uani 1 1 d .
H10 H 0.3970 0.5780 0.7845 0.025 Uiso 1 1 calc R
C11 C 0.3245(3) 0.4753(2) 0.6930(2) 0.0230(7) Uani 1 1 d .
C12 C 0.3767(4) 0.3874(2) 0.7083(3) 0.0338(9) Uani 1 1 d .
H12 H 0.4689 0.3792 0.7339 0.041 Uiso 1 1 calc R
C13 C 0.2948(4) 0.3121(3) 0.6863(3) 0.0391(10) Uani 1 1 d .
H13 H 0.3315 0.2527 0.6972 0.047 Uiso 1 1 calc R
C14 C 0.1624(4) 0.3221(3) 0.6494(3) 0.0395(10) Uani 1 1 d .
H14 H 0.1071 0.2701 0.6338 0.047 Uiso 1 1 calc R
C15 C 0.1093(4) 0.4091(2) 0.6348(3) 0.0300(8) Uani 1 1 d .
H15 H 0.0168 0.4165 0.6101 0.036 Uiso 1 1 calc R
C16 C 0.1888(3) 0.4845(2) 0.6556(2) 0.0244(8) Uani 1 1 d .
H16 H 0.1510 0.5435 0.6444 0.029 Uiso 1 1 calc R
C17 C 0.5597(3) 0.5332(2) 0.7376(2) 0.0201(7) Uani 1 1 d .
C18 C 0.6349(4) 0.5180(3) 0.8263(3) 0.0318(9) Uani 1 1 d .
H18 H 0.5953 0.5254 0.8789 0.038 Uiso 1 1 calc R
C19 C 0.7667(4) 0.4922(3) 0.8395(3) 0.0379(10) Uani 1 1 d .
H19 H 0.8168 0.4827 0.9010 0.045 Uiso 1 1 calc R
C20 C 0.8263(4) 0.4800(3) 0.7651(3) 0.0326(9) Uani 1 1 d .
H20 H 0.9166 0.4611 0.7747 0.039 Uiso 1 1 calc R
C21 C 0.7550(4) 0.4951(3) 0.6779(3) 0.0329(9) Uani 1 1 d .
H21 H 0.7962 0.4873 0.6261 0.039 Uiso 1 1 calc R
C22 C 0.6221(4) 0.5218(3) 0.6628(3) 0.0305(9) Uani 1 1 d .
H22 H 0.5737 0.5324 0.6010 0.037 Uiso 1 1 calc R
C23 C 0.4184(3) 0.9001(2) 0.6662(2) 0.0172(7) Uani 1 1 d .
H23 H 0.4041 0.9024 0.7316 0.021 Uiso 1 1 calc R
C24 C 0.3265(3) 0.9720(2) 0.6118(2) 0.0195(7) Uani 1 1 d .
C25 C 0.1892(3) 0.9617(2) 0.5995(2) 0.0257(8) Uani 1 1 d .
H25 H 0.1542 0.9079 0.6212 0.031 Uiso 1 1 calc R
C26 C 0.1022(3) 1.0292(2) 0.5556(3) 0.0287(8) Uani 1 1 d .
H26 H 0.0088 1.0214 0.5484 0.034 Uiso 1 1 calc R
C27 C 0.1518(4) 1.1068(2) 0.5227(2) 0.0286(8) Uani 1 1 d .
H27 H 0.0928 1.1526 0.4925 0.034 Uiso 1 1 calc R
C28 C 0.2866(4) 1.1178(2) 0.5339(2) 0.0293(8) Uani 1 1 d .
H28 H 0.3211 1.1713 0.5112 0.035 Uiso 1 1 calc R
C29 C 0.3730(3) 1.0513(2) 0.5781(2) 0.0228(8) Uani 1 1 d .
H29 H 0.4662 1.0601 0.5855 0.027 Uiso 1 1 calc R
C30 C 0.5658(3) 0.9202(2) 0.6725(2) 0.0206(7) Uani 1 1 d .
C31 C 0.6363(4) 0.9686(2) 0.7475(3) 0.0272(8) Uani 1 1 d .
H31 H 0.5918 0.9906 0.7938 0.033 Uiso 1 1 calc R
C32 C 0.7725(4) 0.9856(3) 0.7566(3) 0.0352(10) Uani 1 1 d .
H32 H 0.8198 1.0186 0.8090 0.042 Uiso 1 1 calc R
C33 C 0.8371(4) 0.9551(3) 0.6906(3) 0.0394(10) Uani 1 1 d .
H33 H 0.9297 0.9663 0.6971 0.047 Uiso 1 1 calc R
C34 C 0.7687(4) 0.9080(3) 0.6142(3) 0.0380(10) Uani 1 1 d .
H34 H 0.8142 0.8870 0.5680 0.046 Uiso 1 1 calc R
C35 C 0.6340(3) 0.8910(2) 0.6043(3) 0.0296(8) Uani 1 1 d .
H35 H 0.5873 0.8594 0.5508 0.035 Uiso 1 1 calc R
C36 C 0.3696(4) 0.6948(3) 0.9739(3) 0.0390(10) Uani 1 1 d .
H36 H 0.4679 0.7054 0.9888 0.047 Uiso 1 1 calc R
C37 C 0.3528(5) 0.5926(3) 0.9744(3) 0.0539(13) Uani 1 1 d .
H37A H 0.2578 0.5776 0.9636 0.081 Uiso 1 1 calc R
H37B H 0.3982 0.5682 1.0350 0.081 Uiso 1 1 calc R
H37C H 0.3914 0.5656 0.9249 0.081 Uiso 1 1 calc R
C38 C 0.3181(6) 0.7344(4) 1.0578(3) 0.0798(19) Uani 1 1 d .
H38A H 0.3650 0.7053 1.1156 0.120 Uiso 1 1 calc R
H38B H 0.2224 0.7227 1.0492 0.120 Uiso 1 1 calc R
H38C H 0.3343 0.8002 1.0616 0.120 Uiso 1 1 calc R
C39 C 0.2647(4) 0.8775(3) 0.8669(3) 0.0361(10) Uani 1 1 d .
H39 H 0.2495 0.9010 0.8014 0.043 Uiso 1 1 calc R
C40 C 0.3841(4) 0.9318(3) 0.9202(3) 0.0425(11) Uani 1 1 d .
H40A H 0.3991 0.9169 0.9869 0.064 Uiso 1 1 calc R
H40B H 0.3660 0.9971 0.9116 0.064 Uiso 1 1 calc R
H40C H 0.4635 0.9161 0.8963 0.064 Uiso 1 1 calc R
C41 C 0.1375(4) 0.9012(3) 0.9004(3) 0.0473(11) Uani 1 1 d .
H41A H 0.1270 0.9676 0.9012 0.071 Uiso 1 1 calc R
H41B H 0.1432 0.8771 0.9635 0.071 Uiso 1 1 calc R
H41C H 0.0607 0.8743 0.8580 0.071 Uiso 1 1 calc R
C42 C 0.1504(3) 0.6914(2) 0.7954(2) 0.0228(7) Uani 1 1 d .
H42 H 0.1786 0.6287 0.7811 0.027 Uiso 1 1 calc R
C43 C 0.0493(4) 0.6789(3) 0.8588(3) 0.0369(10) Uani 1 1 d .
H43A H -0.0198 0.6358 0.8297 0.055 Uiso 1 1 calc R
H43B H 0.0083 0.7378 0.8673 0.055 Uiso 1 1 calc R
H43C H 0.0951 0.6554 0.9197 0.055 Uiso 1 1 calc R
C44 C 0.0781(3) 0.7315(2) 0.7027(2) 0.0274(9) Uani 1 1 d .
H44A H 0.0518 0.7944 0.7124 0.041 Uiso 1 1 calc R
H44B H -0.0014 0.6952 0.6779 0.041 Uiso 1 1 calc R
H44C H 0.1374 0.7309 0.6583 0.041 Uiso 1 1 calc R
C45 C 0.6818(3) 0.7793(2) 0.9619(2) 0.0283(9) Uani 1 1 d .
H45 H 0.6037 0.7959 0.9893 0.034 Uiso 1 1 calc R
C46 C 0.7510(4) 0.6937(3) 1.0075(3) 0.0383(10) Uani 1 1 d .
H46A H 0.8150 0.6721 0.9703 0.046 Uiso 1 1 calc R
H46B H 0.6837 0.6453 1.0067 0.046 Uiso 1 1 calc R
C47 C 0.8252(5) 0.7098(3) 1.1087(3) 0.0474(11) Uani 1 1 d .
H47A H 0.7602 0.7237 1.1480 0.057 Uiso 1 1 calc R
H47B H 0.8738 0.6538 1.1332 0.057 Uiso 1 1 calc R
C48 C 0.9234(4) 0.7885(3) 1.1141(3) 0.0445(11) Uani 1 1 d .
H48A H 0.9658 0.8004 1.1802 0.053 Uiso 1 1 calc R
H48B H 0.9942 0.7719 1.0805 0.053 Uiso 1 1 calc R
C49 C 0.8530(4) 0.8736(3) 1.0712(3) 0.0406(10) Uani 1 1 d .
H49A H 0.9189 0.9231 1.0729 0.049 Uiso 1 1 calc R
H49B H 0.7880 0.8933 1.1084 0.049 Uiso 1 1 calc R
C50 C 0.7810(4) 0.8574(3) 0.9706(3) 0.0321(9) Uani 1 1 d .
H50A H 0.7333 0.9137 0.9458 0.039 Uiso 1 1 calc R
H50B H 0.8472 0.8438 0.9322 0.039 Uiso 1 1 calc R
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
N1 Ge1 C45 107.99(12)
N1 Si1 C36 107.17(15)
N1 Si1 C42 111.30(14)
C36 Si1 C42 108.62(17)
N1 Si1 C39 108.10(17)
C36 Si1 C39 114.0(2)
C42 Si1 C39 107.71(16)
C1 N1 Si1 118.62(18)
C1 N1 Ge1 106.20(17)
Si1 N1 Ge1 135.18(13)
C2 C1 C6 120.2(3)
C2 C1 N1 119.3(3)
C6 C1 N1 120.4(3)
C1 C2 C3 118.0(3)
C1 C2 C10 122.0(3)
C3 C2 C10 120.0(3)
C4 C3 C2 123.0(3)
C3 C4 C5 117.7(3)
C3 C4 C7 120.8(3)
C5 C4 C7 121.5(3)
C4 C5 C6 122.0(3)
C5 C6 C1 118.9(3)
C5 C6 C23 119.2(3)
C1 C6 C23 121.7(3)
C4 C7 C9 111.0(3)
C4 C7 C8 113.0(3)
C9 C7 C8 110.0(3)
C2 C10 C17 110.0(3)
C2 C10 C11 115.9(3)
C17 C10 C11 111.0(3)
C16 C11 C12 118.1(3)
C16 C11 C10 121.3(3)
C12 C11 C10 120.5(3)
C13 C12 C11 120.4(3)
C14 C13 C12 120.9(4)
C13 C14 C15 119.2(3)
C16 C15 C14 120.8(3)
C15 C16 C11 120.6(3)
C18 C17 C22 117.5(3)
C18 C17 C10 121.2(3)
C22 C17 C10 121.3(3)
C19 C18 C17 121.0(4)
C20 C19 C18 120.9(4)
C21 C20 C19 119.1(4)
C20 C21 C22 121.0(4)
C17 C22 C21 120.5(4)
C6 C23 C24 113.6(3)
C6 C23 C30 110.8(3)
C24 C23 C30 113.3(3)
C29 C24 C25 117.4(3)
C29 C24 C23 123.0(3)
C25 C24 C23 119.4(3)
C24 C25 C26 121.0(3)
C27 C26 C25 120.0(3)
C28 C27 C26 119.7(3)
C27 C28 C29 120.4(3)
C28 C29 C24 121.5(3)
C31 C30 C35 117.9(3)
C31 C30 C23 119.8(3)
C35 C30 C23 122.4(3)
C30 C31 C32 121.0(4)
C33 C32 C31 120.0(4)
C32 C33 C34 120.1(4)
C33 C34 C35 120.3(4)
C34 C35 C30 120.6(4)
C37 C36 C38 108.1(3)
C37 C36 Si1 115.4(3)
C38 C36 Si1 116.1(3)
C41 C39 C40 111.4(3)
C41 C39 Si1 117.8(3)
C40 C39 Si1 111.6(3)
C44 C42 C43 108.5(3)
C44 C42 Si1 116.9(2)
C43 C42 Si1 112.1(2)
C50 C45 C46 110.0(3)
C50 C45 Ge1 106.9(2)
C46 C45 Ge1 105.8(2)
C45 C46 C47 112.8(3)
C48 C47 C46 110.9(3)
C49 C48 C47 110.5(3)
C48 C49 C50 111.5(3)
C45 C50 C49 112.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ge1 N1 1.904(2)
Ge1 C45 2.031(4)
Si1 N1 1.780(2)
Si1 C36 1.886(4)
Si1 C42 1.898(3)
Si1 C39 1.905(4)
N1 C1 1.441(4)
C1 C2 1.401(4)
C1 C6 1.412(4)
C2 C3 1.416(4)
C2 C10 1.502(5)
C3 C4 1.374(5)
C4 C5 1.396(4)
C4 C7 1.507(5)
C5 C6 1.402(5)
C6 C23 1.514(4)
C7 C9 1.522(5)
C7 C8 1.523(5)
C10 C17 1.522(5)
C10 C11 1.529(5)
C11 C16 1.394(5)
C11 C12 1.397(5)
C12 C13 1.386(5)
C13 C14 1.363(5)
C14 C15 1.388(5)
C15 C16 1.372(5)
C17 C18 1.383(5)
C17 C22 1.389(5)
C18 C19 1.381(5)
C19 C20 1.367(5)
C20 C21 1.350(5)
C21 C22 1.394(5)
C23 C24 1.525(5)
C23 C30 1.527(4)
C24 C29 1.387(5)
C24 C25 1.393(5)
C25 C26 1.398(5)
C26 C27 1.376(5)
C27 C28 1.370(5)
C28 C29 1.385(5)
C30 C31 1.379(5)
C30 C35 1.401(5)
C31 C32 1.401(5)
C32 C33 1.358(6)
C33 C34 1.377(6)
C34 C35 1.384(5)
C36 C37 1.511(6)
C36 C38 1.548(6)
C39 C41 1.529(5)
C39 C40 1.533(5)
C42 C44 1.523(5)
C42 C43 1.542(5)
C45 C50 1.521(5)
C45 C46 1.527(5)
C46 C47 1.536(5)
C47 C48 1.525(6)
C48 C49 1.513(6)
C49 C50 1.522(5)
