#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:19:42 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179241 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/61/4316142.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_4316142
loop_
_publ_author_name
'William A. Merrill'
'Robert J. Wright'
'Corneliu S. Stanciu'
'Marilyn M. Olmstead'
'James C. Fettinger'
'Philip P. Power'
_publ_section_title
;
 Synthesis and Structural Characterization of a Series of Dimeric
 Metal(II) Imido Complexes {M(μ-NAr#)}2 [M = Ge, Sn, Pb; Ar#=
 C6H3-2,6-(C6H2-2,4,6-Me3)2] and the Related Monomeric Primary Amido
 Derivatives M{N(H)Ar#}2 (M = Ge, Sn, Pb): Spectroscopic Manifestations of
 Secondary Metal-Ligand Interactions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7097
_journal_page_last               7105
_journal_paper_doi               10.1021/ic100831c
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C48 H52 Ge N2'
_chemical_formula_sum            'C48 H52 Ge N2'
_chemical_formula_weight         729.51
_chemical_name_common            'Compound 4'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 123.311(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.0482(8)
_cell_length_b                   15.1138(6)
_cell_length_c                   16.7892(7)
_cell_measurement_reflns_used    5006
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      30.2
_cell_measurement_theta_min      2.5
_cell_volume                     4039.3(3)
_computing_cell_refinement       'Apex2 (Bruker, 2004)'
_computing_data_collection       'Apex2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXLTL 6.1 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART Apex II'
_diffrn_measurement_method       ω
_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  0.0314
_diffrn_reflns_av_sigmaI/netI    0.0254
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22455
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.793
_exptl_absorpt_correction_T_max  0.8837
_exptl_absorpt_correction_T_min  0.7634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2001)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         5889
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0350
_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)+(0.0502P)²+2.5696P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0941
_refine_ls_wR_factor_ref         0.0975
_reflns_number_gt                4927
_reflns_number_total             5889
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic100831c_si_001_4.cif
_cod_data_source_block           jf1308
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4316142
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.5000 0.386185(14) 0.2500 0.02186(7) Uani 0.87 2 d SP . 1
N1 N 0.4494(2) 0.29637(18) 0.28109(19) 0.0164(4) Uani 0.87 1 d PD A 1
H1 H 0.4746(12) 0.2472(11) 0.2964(14) 0.027(5) Uiso 0.87 1 d PD B 1
Ge1B Ge 0.5000 0.21297(11) 0.2500 0.0314(4) Uani 0.13 2 d SP . 2
N1B N 0.4473(17) 0.3073(16) 0.2661(17) 0.0164(4) Uani 0.13 1 d PD A 2
H1B H 0.477(7) 0.354(5) 0.301(8) 0.020 Uiso 0.13 1 d PD C 2
C1 C 0.38198(8) 0.29629(8) 0.29114(9) 0.0178(2) Uani 1 1 d . . .
C2 C 0.36946(8) 0.22156(8) 0.33254(9) 0.0188(2) Uani 1 1 d . A .
C3 C 0.29922(8) 0.21833(10) 0.33848(10) 0.0235(3) Uani 1 1 d . . .
H3 H 0.2902 0.1677 0.3653 0.028 Uiso 1 1 calc R A .
C4 C 0.24232(9) 0.28788(10) 0.30577(11) 0.0259(3) Uani 1 1 d . A .
H4 H 0.1951 0.2852 0.3109 0.031 Uiso 1 1 calc R . .
C5 C 0.25506(8) 0.36147(9) 0.26544(10) 0.0228(3) Uani 1 1 d . . .
H5 H 0.2160 0.4090 0.2429 0.027 Uiso 1 1 calc R A .
C6 C 0.32401(8) 0.36678(8) 0.25756(9) 0.0185(2) Uani 1 1 d . A .
C7 C 0.42768(8) 0.14424(9) 0.36177(9) 0.0194(2) Uani 1 1 d . . .
C8 C 0.50671(8) 0.14375(9) 0.44840(10) 0.0226(3) Uani 1 1 d . A .
C9 C 0.55955(9) 0.07081(10) 0.47068(10) 0.0263(3) Uani 1 1 d . . .
H9 H 0.6125 0.0700 0.5298 0.032 Uiso 1 1 calc R A .
C10 C 0.53700(9) -0.00034(9) 0.40915(10) 0.0254(3) Uani 1 1 d . A .
C11 C 0.45901(9) 0.00159(9) 0.32340(10) 0.0251(3) Uani 1 1 d . . .
H11 H 0.4426 -0.0468 0.2806 0.030 Uiso 1 1 calc R A .
C12 C 0.40414(9) 0.07283(9) 0.29849(10) 0.0223(3) Uani 1 1 d . A .
C13 C 0.53585(10) 0.22126(11) 0.51607(11) 0.0317(3) Uani 1 1 d . . .
H13A H 0.5541 0.2693 0.4922 0.048 Uiso 1 1 calc R A .
H13B H 0.5829 0.2028 0.5792 0.048 Uiso 1 1 calc R . .
H13C H 0.4895 0.2420 0.5207 0.048 Uiso 1 1 calc R . .
C14 C 0.59572(11) -0.07782(11) 0.43394(13) 0.0345(4) Uani 1 1 d . . .
H14A H 0.5873 -0.1209 0.4716 0.052 Uiso 1 1 calc R A .
H14B H 0.6540 -0.0569 0.4711 0.052 Uiso 1 1 calc R . .
H14C H 0.5840 -0.1059 0.3752 0.052 Uiso 1 1 calc R . .
C15 C 0.32244(10) 0.07523(11) 0.20247(11) 0.0336(3) Uani 1 1 d . . .
H15A H 0.3189 0.0236 0.1651 0.050 Uiso 1 1 calc R A .
H15B H 0.3197 0.1294 0.1688 0.050 Uiso 1 1 calc R . .
H15C H 0.2755 0.0742 0.2109 0.050 Uiso 1 1 calc R . .
C16 C 0.33502(8) 0.44440(8) 0.21084(9) 0.0188(2) Uani 1 1 d . . .
C17 C 0.31157(9) 0.43746(9) 0.11555(10) 0.0237(3) Uani 1 1 d . A .
C18 C 0.32576(10) 0.50907(10) 0.07397(10) 0.0291(3) Uani 1 1 d . . .
H18 H 0.3103 0.5043 0.0098 0.035 Uiso 1 1 calc R A .
C19 C 0.36193(9) 0.58727(10) 0.12343(11) 0.0281(3) Uani 1 1 d . A .
C20 C 0.38530(9) 0.59236(9) 0.21760(11) 0.0253(3) Uani 1 1 d . . .
H20 H 0.4103 0.6453 0.2524 0.030 Uiso 1 1 calc R A .
C21 C 0.37318(8) 0.52213(9) 0.26251(10) 0.0209(3) Uani 1 1 d . A .
C22 C 0.27496(11) 0.35261(11) 0.05997(11) 0.0328(3) Uani 1 1 d . . .
H22A H 0.3195 0.3083 0.0825 0.049 Uiso 1 1 calc R A .
H22B H 0.2500 0.3640 -0.0079 0.049 Uiso 1 1 calc R . .
H22C H 0.2316 0.3305 0.0693 0.049 Uiso 1 1 calc R . .
C23 C 0.37548(12) 0.66424(12) 0.07634(14) 0.0430(4) Uani 1 1 d . . .
H23A H 0.3785 0.6427 0.0233 0.064 Uiso 1 1 calc R A .
H23B H 0.4281 0.6942 0.1229 0.064 Uiso 1 1 calc R . .
H23C H 0.3286 0.7059 0.0522 0.064 Uiso 1 1 calc R . .
C24 C 0.40649(10) 0.52821(10) 0.36722(11) 0.0306(3) Uani 1 1 d . . .
H24A H 0.4578 0.4928 0.4038 0.046 Uiso 1 1 calc R A .
H24B H 0.3642 0.5057 0.3781 0.046 Uiso 1 1 calc R . .
H24C H 0.4191 0.5901 0.3878 0.046 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'
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
N1 Ge1 N1 88.6(2) . 2_655 ?
C1 N1 Ge1 132.83(19) . . ?
C1 N1 H1 111.8(14) . . ?
Ge1 N1 H1 115.1(14) . . ?
N1B Ge1B N1B 79.0(14) 2_655 . ?
C1 N1B Ge1B 123.2(13) . . ?
C1 N1B H1B 103(8) . . ?
Ge1B N1B H1B 121(9) . . ?
N1 C1 C6 121.73(13) . . ?
N1 C1 C2 118.62(13) . . ?
C6 C1 C2 119.59(11) . . ?
C6 C1 N1B 112.7(8) . . ?
C2 C1 N1B 127.3(8) . . ?
C3 C2 C1 119.36(12) . . ?
C3 C2 C7 121.07(12) . . ?
C1 C2 C7 119.38(11) . . ?
C4 C3 C2 121.05(13) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 119.41(12) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C6 121.20(12) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 119.39(12) . . ?
C5 C6 C16 120.57(12) . . ?
C1 C6 C16 120.01(11) . . ?
C12 C7 C8 119.62(12) . . ?
C12 C7 C2 118.75(12) . . ?
C8 C7 C2 121.54(12) . . ?
C9 C8 C7 119.04(13) . . ?
C9 C8 C13 119.83(13) . . ?
C7 C8 C13 121.11(13) . . ?
C10 C9 C8 121.97(13) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C9 C10 C11 118.25(13) . . ?
C9 C10 C14 121.09(14) . . ?
C11 C10 C14 120.66(14) . . ?
C10 C11 C12 121.69(13) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 H11 119.2 . . ?
C11 C12 C7 119.41(13) . . ?
C11 C12 C15 120.22(13) . . ?
C7 C12 C15 120.30(13) . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C21 C16 C17 119.87(12) . . ?
C21 C16 C6 120.60(12) . . ?
C17 C16 C6 119.41(11) . . ?
C18 C17 C16 118.92(13) . . ?
C18 C17 C22 120.03(13) . . ?
C16 C17 C22 121.00(13) . . ?
C19 C18 C17 122.02(14) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C20 C19 C18 118.09(13) . . ?
C20 C19 C23 120.95(15) . . ?
C18 C19 C23 120.96(15) . . ?
C19 C20 C21 121.94(13) . . ?
C19 C20 H20 119.0 . . ?
C21 C20 H20 119.0 . . ?
C20 C21 C16 119.15(12) . . ?
C20 C21 C24 119.71(12) . . ?
C16 C21 C24 121.00(12) . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
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
Ge1 N1 1.896(2) . ?
N1 C1 1.384(3) . ?
N1 H1 0.844(15) . ?
Ge1B N1B 1.85(3) . ?
N1B C1 1.53(2) . ?
N1B H1B 0.89(2) . ?
C1 C6 1.4101(18) . ?
C1 C2 1.4134(17) . ?
C2 C3 1.3962(18) . ?
C2 C7 1.4962(18) . ?
C3 C4 1.388(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.3910(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.3928(18) . ?
C5 H5 0.9500 . ?
C6 C16 1.4887(18) . ?
C7 C12 1.4041(19) . ?
C7 C8 1.4059(19) . ?
C8 C9 1.398(2) . ?
C8 C13 1.510(2) . ?
C9 C10 1.386(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.390(2) . ?
C10 C14 1.511(2) . ?
C11 C12 1.3952(19) . ?
C11 H11 0.9500 . ?
C12 C15 1.506(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C21 1.4030(17) . ?
C16 C17 1.4089(19) . ?
C17 C18 1.393(2) . ?
C17 C22 1.512(2) . ?
C18 C19 1.390(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(2) . ?
C19 C23 1.506(2) . ?
C20 C21 1.3927(19) . ?
C20 H20 0.9500 . ?
C21 C24 1.509(2) . ?
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 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
