#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:50:10 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178536 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/42/4064295.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_4064295
loop_
_publ_author_name
'Matioszek, Dimitri'
'Katir, Nadia'
'Ladeira, Sonia'
'Castel, Annie'
_publ_section_title
;
 Novel Stable Silyl, Germyl, and Stannyl Germanium(II) Compounds
 Containing an Amidinato Ligand
;
_journal_issue                   8
_journal_name_full               Organometallics
_journal_page_first              2230
_journal_paper_doi               10.1021/om200024d
_journal_volume                  30
_journal_year                    2011
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C22 H50 Ge N2 Si5 Sn'
_chemical_formula_sum            'C22 H50 Ge N2 Si5 Sn'
_chemical_formula_weight         674.41
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 112.933(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2717(3)
_cell_length_b                   15.2516(4)
_cell_length_c                   20.4014(6)
_cell_measurement_reflns_used    4450
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      2.35
_cell_measurement_wavelength     0.71073
_cell_volume                     3516.59(17)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_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 0.982
_diffrn_measured_fraction_theta_max 0.982
_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  0.0663
_diffrn_reflns_av_unetI/netI     0.0628
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            50426
_diffrn_reflns_theta_full        30.38
_diffrn_reflns_theta_max         30.38
_diffrn_reflns_theta_min         2.55
_exptl_absorpt_coefficient_mu    1.748
_exptl_absorpt_correction_T_max  0.756
_exptl_absorpt_correction_T_min  0.660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.656
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.09
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         10425
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0397
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0357P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0721
_refine_ls_wR_factor_ref         0.0845
_reflns_number_gt                6756
_reflns_number_total             10425
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om200024d_si_002.cif
_cod_data_source_block           3c
_cod_original_cell_volume        3516.59(16)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4064295
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 1.1051(3) 0.40354(18) 0.70731(14) 0.0324(6) Uani 1 1 d .
C2 C 1.0834(3) 0.3610(2) 0.76032(16) 0.0506(9) Uani 1 1 d .
H2 H 1.0175 0.3226 0.7484 0.061 Uiso 1 1 calc R
C3 C 1.1575(3) 0.3738(3) 0.83147(17) 0.0595(10) Uani 1 1 d .
H3 H 1.1424 0.3437 0.8679 0.071 Uiso 1 1 calc R
C4 C 1.2516(3) 0.4294(2) 0.84893(17) 0.0532(9) Uani 1 1 d .
H4 H 1.3014 0.4386 0.8975 0.064 Uiso 1 1 calc R
C5 C 1.2745(3) 0.4721(2) 0.79674(18) 0.0549(9) Uani 1 1 d .
H5 H 1.3404 0.5105 0.8089 0.066 Uiso 1 1 calc R
C6 C 1.2009(3) 0.4590(2) 0.72603(17) 0.0482(8) Uani 1 1 d .
H6 H 1.2168 0.4889 0.6899 0.058 Uiso 1 1 calc R
C7 C 1.0263(2) 0.39176(18) 0.63072(14) 0.0308(6) Uani 1 1 d .
C8 C 0.9758(3) 0.6204(2) 0.66175(19) 0.0549(9) Uani 1 1 d .
H8A H 1.0403 0.602 0.7059 0.082 Uiso 1 1 calc R
H8B H 0.9349 0.6708 0.6714 0.082 Uiso 1 1 calc R
H8C H 1.0082 0.6368 0.6265 0.082 Uiso 1 1 calc R
C9 C 0.8181(3) 0.4933(2) 0.69698(18) 0.0562(9) Uani 1 1 d .
H9A H 0.7767 0.437 0.6836 0.084 Uiso 1 1 calc R
H9B H 0.764 0.5375 0.7022 0.084 Uiso 1 1 calc R
H9C H 0.8863 0.4868 0.7422 0.084 Uiso 1 1 calc R
C10 C 0.7448(3) 0.5633(2) 0.54481(17) 0.0544(9) Uani 1 1 d .
H10A H 0.7742 0.5767 0.5076 0.082 Uiso 1 1 calc R
H10B H 0.7078 0.6157 0.5549 0.082 Uiso 1 1 calc R
H10C H 0.6864 0.516 0.5285 0.082 Uiso 1 1 calc R
C11 C 1.1323(3) 0.1658(2) 0.65686(19) 0.0575(9) Uani 1 1 d .
H11A H 1.1416 0.1887 0.7036 0.086 Uiso 1 1 calc R
H11B H 1.1901 0.1189 0.6629 0.086 Uiso 1 1 calc R
H11C H 1.0521 0.1424 0.6327 0.086 Uiso 1 1 calc R
C12 C 1.3093(3) 0.2987(2) 0.64718(19) 0.0529(9) Uani 1 1 d .
H12A H 1.3216 0.3468 0.6189 0.079 Uiso 1 1 calc R
H12B H 1.3664 0.2518 0.6517 0.079 Uiso 1 1 calc R
H12C H 1.3206 0.3205 0.6946 0.079 Uiso 1 1 calc R
C13 C 1.1375(3) 0.2155(2) 0.51299(17) 0.0535(9) Uani 1 1 d .
H13A H 1.0588 0.1893 0.4899 0.08 Uiso 1 1 calc R
H13B H 1.198 0.1713 0.5174 0.08 Uiso 1 1 calc R
H13C H 1.1454 0.2647 0.4843 0.08 Uiso 1 1 calc R
C14 C 0.7826(3) 0.2124(3) 0.65095(18) 0.0599(10) Uani 1 1 d .
H14A H 0.8378 0.2619 0.6635 0.09 Uiso 1 1 calc R
H14B H 0.8233 0.1595 0.6451 0.09 Uiso 1 1 calc R
H14C H 0.7537 0.203 0.6889 0.09 Uiso 1 1 calc R
C15 C 0.5690(3) 0.3310(3) 0.5796(2) 0.0649(11) Uani 1 1 d .
H15A H 0.4936 0.3362 0.5384 0.097 Uiso 1 1 calc R
H15B H 0.6145 0.3852 0.5848 0.097 Uiso 1 1 calc R
H15C H 0.5537 0.3211 0.6227 0.097 Uiso 1 1 calc R
C16 C 0.5540(3) 0.1399(3) 0.5419(2) 0.0676(11) Uani 1 1 d .
H16A H 0.5256 0.1288 0.5799 0.101 Uiso 1 1 calc R
H16B H 0.5969 0.0883 0.536 0.101 Uiso 1 1 calc R
H16C H 0.4864 0.1516 0.4973 0.101 Uiso 1 1 calc R
C17 C 0.5450(4) 0.4602(2) 0.3699(2) 0.0698(12) Uani 1 1 d .
H17A H 0.4821 0.482 0.3265 0.105 Uiso 1 1 calc R
H17B H 0.6191 0.4907 0.3772 0.105 Uiso 1 1 calc R
H17C H 0.5235 0.4709 0.4107 0.105 Uiso 1 1 calc R
C18 C 0.4204(3) 0.2848(2) 0.3475(2) 0.0565(9) Uani 1 1 d .
H18A H 0.4011 0.2952 0.3892 0.085 Uiso 1 1 calc R
H18B H 0.427 0.2216 0.3412 0.085 Uiso 1 1 calc R
H18C H 0.3578 0.3092 0.3051 0.085 Uiso 1 1 calc R
C19 C 0.5972(4) 0.3231(3) 0.27878(18) 0.0644(11) Uani 1 1 d .
H19A H 0.5375 0.3539 0.2386 0.097 Uiso 1 1 calc R
H19B H 0.5952 0.2604 0.2679 0.097 Uiso 1 1 calc R
H19C H 0.6758 0.3467 0.287 0.097 Uiso 1 1 calc R
C20 C 0.6197(4) 0.0705(3) 0.3676(3) 0.0869(15) Uani 1 1 d .
H20A H 0.5728 0.1083 0.3277 0.13 Uiso 1 1 calc R
H20B H 0.5765 0.0608 0.3985 0.13 Uiso 1 1 calc R
H20C H 0.6338 0.0141 0.3492 0.13 Uiso 1 1 calc R
C21 C 0.8511(4) 0.0498(2) 0.4951(3) 0.0774(13) Uani 1 1 d .
H21A H 0.8634 -0.0064 0.4758 0.116 Uiso 1 1 calc R
H21B H 0.8065 0.0402 0.5252 0.116 Uiso 1 1 calc R
H21C H 0.928 0.0761 0.5236 0.116 Uiso 1 1 calc R
C22 C 0.8451(4) 0.1365(3) 0.3588(2) 0.0833(14) Uani 1 1 d .
H22A H 0.9132 0.1756 0.3801 0.125 Uiso 1 1 calc R
H22B H 0.791 0.1611 0.3134 0.125 Uiso 1 1 calc R
H22C H 0.8725 0.0787 0.3506 0.125 Uiso 1 1 calc R
Ge1 Ge 0.91724(3) 0.392508(19) 0.501036(15) 0.03010(8) Uani 1 1 d .
N1 N 0.9298(2) 0.43946(14) 0.59790(11) 0.0315(5) Uani 1 1 d .
N2 N 1.0483(2) 0.33566(15) 0.58722(12) 0.0340(5) Uani 1 1 d .
Si1 Si 0.86963(8) 0.52847(5) 0.62660(4) 0.03567(19) Uani 1 1 d .
Si2 Si 1.15698(8) 0.25551(5) 0.60255(4) 0.03576(19) Uani 1 1 d .
Si3 Si 0.65491(8) 0.23682(6) 0.56580(4) 0.0382(2) Uani 1 1 d .
Si4 Si 0.56487(8) 0.33922(6) 0.36116(4) 0.0398(2) Uani 1 1 d .
Si5 Si 0.76624(9) 0.12511(6) 0.42029(6) 0.0511(3) Uani 1 1 d .
Sn1 Sn 0.735257(17) 0.274223(12) 0.470067(10) 0.03112(6) Uani 1 1 d .
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'
Ge Ge 0.1547 1.8001 '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'
Sn Sn -0.6537 1.4246 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C6 118.6(3)
C2 C1 C7 121.4(3)
C6 C1 C7 120.0(3)
C1 C2 C3 120.4(3)
C1 C2 H2 119.8
C3 C2 H2 119.8
C4 C3 C2 120.1(3)
C4 C3 H3 120
C2 C3 H3 120
C3 C4 C5 120.2(3)
C3 C4 H4 119.9
C5 C4 H4 119.9
C4 C5 C6 119.6(3)
C4 C5 H5 120.2
C6 C5 H5 120.2
C1 C6 C5 121.2(3)
C1 C6 H6 119.4
C5 C6 H6 119.4
N1 C7 N2 112.8(2)
N1 C7 C1 123.3(2)
N2 C7 C1 123.8(2)
N1 C7 Ge1 56.60(13)
N2 C7 Ge1 56.84(14)
C1 C7 Ge1 170.1(2)
Si1 C8 H8A 109.5
Si1 C8 H8B 109.5
H8A C8 H8B 109.5
Si1 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
Si1 C9 H9A 109.5
Si1 C9 H9B 109.5
H9A C9 H9B 109.5
Si1 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
Si1 C10 H10A 109.5
Si1 C10 H10B 109.5
H10A C10 H10B 109.5
Si1 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
Si2 C11 H11A 109.5
Si2 C11 H11B 109.5
H11A C11 H11B 109.5
Si2 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
Si2 C12 H12A 109.5
Si2 C12 H12B 109.5
H12A C12 H12B 109.5
Si2 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
Si2 C13 H13A 109.5
Si2 C13 H13B 109.5
H13A C13 H13B 109.5
Si2 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
Si3 C14 H14A 109.5
Si3 C14 H14B 109.5
H14A C14 H14B 109.5
Si3 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
Si3 C15 H15A 109.5
Si3 C15 H15B 109.5
H15A C15 H15B 109.5
Si3 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
Si3 C16 H16A 109.5
Si3 C16 H16B 109.5
H16A C16 H16B 109.5
Si3 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
Si4 C17 H17A 109.5
Si4 C17 H17B 109.5
H17A C17 H17B 109.5
Si4 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
Si4 C18 H18A 109.5
Si4 C18 H18B 109.5
H18A C18 H18B 109.5
Si4 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
Si4 C19 H19A 109.5
Si4 C19 H19B 109.5
H19A C19 H19B 109.5
Si4 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
Si5 C20 H20A 109.5
Si5 C20 H20B 109.5
H20A C20 H20B 109.5
Si5 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
Si5 C21 H21A 109.5
Si5 C21 H21B 109.5
H21A C21 H21B 109.5
Si5 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
Si5 C22 H22A 109.5
Si5 C22 H22B 109.5
H22A C22 H22B 109.5
Si5 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
N1 Ge1 N2 65.36(9)
N1 Ge1 Sn1 101.55(7)
N2 Ge1 Sn1 102.41(7)
C7 Ge1 Sn1 107.31(6)
C7 N1 Si1 131.73(19)
C7 N1 Ge1 90.70(16)
Si1 N1 Ge1 135.20(12)
C7 N2 Si2 132.0(2)
C7 N2 Ge1 90.25(17)
Si2 N2 Ge1 137.51(13)
N1 Si1 C10 103.28(13)
N1 Si1 C8 112.98(15)
C10 Si1 C8 109.96(17)
N1 Si1 C9 110.43(14)
C10 Si1 C9 111.61(17)
C8 Si1 C9 108.56(17)
N2 Si2 C13 104.97(14)
N2 Si2 C12 113.15(14)
C13 Si2 C12 108.65(17)
N2 Si2 C11 109.40(15)
C13 Si2 C11 110.92(16)
C12 Si2 C11 109.68(17)
C15 Si3 C16 107.01(19)
C15 Si3 C14 109.39(18)
C16 Si3 C14 108.41(18)
C15 Si3 Sn1 110.46(13)
C16 Si3 Sn1 112.88(13)
C14 Si3 Sn1 108.62(12)
C18 Si4 C17 107.36(18)
C18 Si4 C19 108.94(17)
C17 Si4 C19 107.03(19)
C18 Si4 Sn1 111.04(12)
C17 Si4 Sn1 112.74(12)
C19 Si4 Sn1 109.60(13)
C22 Si5 C21 109.6(2)
C22 Si5 C20 106.6(2)
C21 Si5 C20 107.3(2)
C22 Si5 Sn1 112.16(15)
C21 Si5 Sn1 109.95(13)
C20 Si5 Sn1 111.04(13)
Si3 Sn1 Si5 105.22(3)
Si3 Sn1 Si4 108.48(3)
Si5 Sn1 Si4 101.18(3)
Si3 Sn1 Ge1 119.28(2)
Si5 Sn1 Ge1 116.01(2)
Si4 Sn1 Ge1 105.01(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.374(4)
C1 C6 1.375(4)
C1 C7 1.494(4)
C2 C3 1.394(4)
C2 H2 0.95
C3 C4 1.365(5)
C3 H3 0.95
C4 C5 1.367(5)
C4 H4 0.95
C5 C6 1.386(4)
C5 H5 0.95
C6 H6 0.95
C7 N1 1.327(3)
C7 N2 1.334(3)
C7 Ge1 2.456(3)
C8 Si1 1.857(3)
C8 H8A 0.98
C8 H8B 0.98
C8 H8C 0.98
C9 Si1 1.860(3)
C9 H9A 0.98
C9 H9B 0.98
C9 H9C 0.98
C10 Si1 1.849(3)
C10 H10A 0.98
C10 H10B 0.98
C10 H10C 0.98
C11 Si2 1.859(3)
C11 H11A 0.98
C11 H11B 0.98
C11 H11C 0.98
C12 Si2 1.852(3)
C12 H12A 0.98
C12 H12B 0.98
C12 H12C 0.98
C13 Si2 1.852(3)
C13 H13A 0.98
C13 H13B 0.98
C13 H13C 0.98
C14 Si3 1.868(3)
C14 H14A 0.98
C14 H14B 0.98
C14 H14C 0.98
C15 Si3 1.867(4)
C15 H15A 0.98
C15 H15B 0.98
C15 H15C 0.98
C16 Si3 1.868(4)
C16 H16A 0.98
C16 H16B 0.98
C16 H16C 0.98
C17 Si4 1.879(4)
C17 H17A 0.98
C17 H17B 0.98
C17 H17C 0.98
C18 Si4 1.877(4)
C18 H18A 0.98
C18 H18B 0.98
C18 H18C 0.98
C19 Si4 1.888(3)
C19 H19A 0.98
C19 H19B 0.98
C19 H19C 0.98
C20 Si5 1.892(4)
C20 H20A 0.98
C20 H20B 0.98
C20 H20C 0.98
C21 Si5 1.870(4)
C21 H21A 0.98
C21 H21B 0.98
C21 H21C 0.98
C22 Si5 1.867(4)
C22 H22A 0.98
C22 H22B 0.98
C22 H22C 0.98
Ge1 N1 2.050(2)
Ge1 N2 2.056(2)
Ge1 Sn1 2.7462(4)
N1 Si1 1.752(2)
N2 Si2 1.745(2)
Si3 Sn1 2.5717(9)
Si4 Sn1 2.5828(9)
Si5 Sn1 2.5785(9)
