#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:33:58 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178625 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/36/4073684.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_4073684
loop_
_publ_author_name
'Hurni, Krysten L.'
'Rupar, Paul A.'
'Payne, Nicholas C.'
'Baines, Kim M.'
_publ_section_title
;
 On the Synthesis, Structure, and Reactivity of Tetramesityldigermene
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              5569
_journal_paper_doi               10.1021/om7005358
_journal_volume                  26
_journal_year                    2007
_chemical_formula_moiety         'C36 H44 Ge2, C4 H8 O'
_chemical_formula_sum            'C40 H52 Ge2 O'
_chemical_formula_weight         694.00
_chemical_name_common            tetramesityldigemene
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      60
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.816(2)
_cell_length_b                   14.413(3)
_cell_length_c                   20.729(4)
_cell_measurement_temperature    150(2)
_cell_volume                     3530.2(12)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2001)'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 2001)'
_computing_publication_material  SHELXTL/PC
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius Kappa-CCD'
_diffrn_measurement_method       'φ scans, and ω scans with κ offsets'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.063
_diffrn_reflns_av_sigmaI/netI    0.0364
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            25363
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.23
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.732
_exptl_absorpt_correction_T_max  0.9184
_exptl_absorpt_correction_T_min  0.7812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO-SMN (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1456
_exptl_crystal_recrystallization_method '-70C THF'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.309
_refine_diff_density_min         -0.912
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     189
_refine_ls_number_reflns         4049
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0565
_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)+(0.1118P)²+1.2112P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1582
_refine_ls_wR_factor_ref         0.1778
_reflns_number_gt                2818
_reflns_number_total             4049
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om7005358-file003.cif
_cod_data_source_block           Compound1
_cod_original_cell_volume        3530.4(12)
_cod_database_code               4073684
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.96671(3) 0.24205(3) 0.301761(17) 0.02992(18) Uani 1 1 d . . .
C1 C 1.0050(3) 0.3568(2) 0.34996(15) 0.0305(7) Uani 1 1 d . . .
C2 C 1.1051(3) 0.3640(2) 0.38541(15) 0.0343(8) Uani 1 1 d . . .
C3 C 1.1285(3) 0.4469(3) 0.41756(16) 0.0394(8) Uani 1 1 d . . .
H3 H 1.1975 0.4521 0.4408 0.047 Uiso 1 1 calc R . .
C4 C 1.0557(3) 0.5210(3) 0.41684(18) 0.0422(9) Uani 1 1 d . . .
C5 C 0.9566(3) 0.5124(3) 0.38156(19) 0.0436(9) Uani 1 1 d . . .
H5 H 0.9055 0.5632 0.3803 0.052 Uiso 1 1 calc R . .
C6 C 0.9293(3) 0.4317(2) 0.34788(17) 0.0361(8) Uani 1 1 d . . .
C7 C 1.1902(3) 0.2860(3) 0.3886(2) 0.0458(9) Uani 1 1 d . . .
H7A H 1.2527 0.3038 0.4171 0.069 Uiso 1 1 calc R . .
H7B H 1.2197 0.2736 0.3452 0.069 Uiso 1 1 calc R . .
H7C H 1.1535 0.2301 0.4054 0.069 Uiso 1 1 calc R . .
C8 C 1.0833(4) 0.6100(3) 0.4527(2) 0.0619(12) Uani 1 1 d . . .
H8A H 1.0332 0.6597 0.4378 0.093 Uiso 1 1 calc R . .
H8B H 1.1622 0.6272 0.4445 0.093 Uiso 1 1 calc R . .
H8C H 1.0723 0.6004 0.4991 0.093 Uiso 1 1 calc R . .
C9 C 0.8231(3) 0.4290(3) 0.30843(19) 0.0501(10) Uani 1 1 d . . .
H9A H 0.7787 0.4853 0.3165 0.075 Uiso 1 1 calc R . .
H9B H 0.7785 0.3744 0.3204 0.075 Uiso 1 1 calc R . .
H9C H 0.8427 0.4257 0.2625 0.075 Uiso 1 1 calc R . .
C11 C 0.9706(3) 0.1294(2) 0.35575(15) 0.0299(7) Uani 1 1 d . . .
C12 C 1.0465(3) 0.0555(2) 0.34839(16) 0.0346(8) Uani 1 1 d . . .
C13 C 1.0301(3) -0.0257(3) 0.38484(18) 0.0399(9) Uani 1 1 d . . .
H13 H 1.0828 -0.0751 0.3807 0.048 Uiso 1 1 calc R . .
C14 C 0.9396(3) -0.0357(3) 0.42652(17) 0.0381(8) Uani 1 1 d . . .
C15 C 0.8670(3) 0.0378(3) 0.43379(17) 0.0379(8) Uani 1 1 d . . .
H15 H 0.8053 0.0321 0.4629 0.045 Uiso 1 1 calc R . .
C16 C 0.8805(3) 0.1202(2) 0.40003(16) 0.0331(7) Uani 1 1 d . . .
C17 C 1.1449(3) 0.0576(3) 0.30195(17) 0.0473(10) Uani 1 1 d . . .
H17A H 1.1185 0.0409 0.2587 0.071 Uiso 1 1 calc R . .
H17B H 1.2027 0.0132 0.3160 0.071 Uiso 1 1 calc R . .
H17C H 1.1774 0.1202 0.3010 0.071 Uiso 1 1 calc R . .
C18 C 0.9211(4) -0.1253(3) 0.4632(2) 0.0528(10) Uani 1 1 d . . .
H18A H 0.9777 -0.1711 0.4498 0.079 Uiso 1 1 calc R . .
H18B H 0.8452 -0.1491 0.4539 0.079 Uiso 1 1 calc R . .
H18C H 0.9285 -0.1136 0.5095 0.079 Uiso 1 1 calc R . .
C19 C 0.7976(3) 0.1986(3) 0.41127(19) 0.0446(9) Uani 1 1 d . . .
H19A H 0.7423 0.1799 0.4440 0.067 Uiso 1 1 calc R . .
H19B H 0.7583 0.2129 0.3709 0.067 Uiso 1 1 calc R . .
H19C H 0.8387 0.2537 0.4262 0.067 Uiso 1 1 calc R . .
O1S O 0.5542(5) 0.1589(4) 0.2291(3) 0.101(3) Uiso 0.50 1 d PG A -1
C2S C 0.6210(4) 0.2219(4) 0.2668(4) 0.0491(19) Uiso 0.50 1 d PG A -1
H2S1 H 0.6953 0.2325 0.2460 0.059 Uiso 0.50 1 calc PR A -1
H2S2 H 0.6339 0.1965 0.3105 0.059 Uiso 0.50 1 calc PR A -1
C3S C 0.5547(6) 0.3123(3) 0.2707(4) 0.067(3) Uiso 0.50 1 d PG A -1
H3S1 H 0.5735 0.3541 0.2343 0.080 Uiso 0.50 1 calc PR A -1
H3S2 H 0.5691 0.3450 0.3119 0.080 Uiso 0.50 1 calc PR A -1
C4S C 0.4425(5) 0.1959(5) 0.2205(4) 0.115(5) Uiso 0.50 1 d PG A -1
H4S1 H 0.3849 0.1482 0.2305 0.138 Uiso 0.50 1 calc PR A -1
H4S2 H 0.4318 0.2165 0.1753 0.138 Uiso 0.50 1 calc PR A -1
C5S C 0.4316(5) 0.2777(5) 0.2664(4) 0.113(5) Uiso 0.50 1 d PG A -1
H5S1 H 0.4030 0.2579 0.3091 0.136 Uiso 0.50 1 calc PR A -1
H5S2 H 0.3809 0.3261 0.2487 0.136 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'
O O 0.0106 0.0060 '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_3
C11 Ge1 C1 113.28(15) .
C11 Ge1 Ge1 121.64(10) 3_755
C1 Ge1 Ge1 113.22(10) 3_755
C2 C1 C6 120.0(3) .
C2 C1 Ge1 121.3(2) .
C6 C1 Ge1 118.7(3) .
C3 C2 C1 118.9(3) .
C3 C2 C7 119.0(3) .
C1 C2 C7 122.1(3) .
C4 C3 C2 122.5(3) .
C3 C4 C5 117.8(3) .
C3 C4 C8 121.2(4) .
C5 C4 C8 121.1(4) .
C4 C5 C6 122.3(3) .
C5 C6 C1 118.6(3) .
C5 C6 C9 119.3(3) .
C1 C6 C9 122.1(3) .
C12 C11 C16 118.8(3) .
C12 C11 Ge1 125.4(2) .
C16 C11 Ge1 115.4(2) .
C11 C12 C13 119.0(3) .
C11 C12 C17 123.1(3) .
C13 C12 C17 117.8(3) .
C14 C13 C12 122.0(3) .
C15 C14 C13 118.1(3) .
C15 C14 C18 120.9(3) .
C13 C14 C18 121.0(4) .
C14 C15 C16 122.2(3) .
C15 C16 C11 119.7(3) .
C15 C16 C19 119.1(3) .
C11 C16 C19 121.2(3) .
C4S O1S C2S 109.8 .
O1S C2S C3S 106.7 .
C2S C3S C5S 101.9 .
O1S C4S C5S 106.7 .
C4S C5S C3S 101.9 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ge1 C11 1.973(3) .
Ge1 C1 1.985(3) .
Ge1 Ge1 2.2856(8) 3_755
C1 C2 1.397(5) .
C1 C6 1.402(5) .
C2 C3 1.395(5) .
C2 C7 1.510(5) .
C3 C4 1.372(5) .
C4 C5 1.386(5) .
C4 C8 1.518(5) .
C5 C6 1.394(5) .
C6 C9 1.498(5) .
C11 C12 1.401(5) .
C11 C16 1.412(5) .
C12 C13 1.406(5) .
C12 C17 1.510(5) .
C13 C14 1.382(5) .
C14 C15 1.373(5) .
C14 C18 1.513(5) .
C15 C16 1.387(5) .
C16 C19 1.513(5) .
O1S C4S 1.4349 .
O1S C2S 1.4350 .
C2S C3S 1.5219 .
C3S C5S 1.5410 .
C4S C5S 1.5219 .
