#------------------------------------------------------------------------------
#$Date: 2019-11-24 13:25:10 +0200 (Sun, 24 Nov 2019) $
#$Revision: 238009 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/91/4089145.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_4089145
loop_
_publ_author_name
'Zaitsev, Kirill V.'
'Lam, Kevin'
'Zhanabil, Zhaisan'
'Suleimen, Yerlan'
'Kharcheva, Anastasia V.'
'Tafeenko, Viktor A.'
'Oprunenko, Yuri F.'
'Poleshchuk, Oleg Kh.'
'Lermontova, Elmira Kh.'
'Churakov, Andrei V.'
_publ_section_title
;
 Oligogermanes Containing Only Electron-Withdrawing Substituents:
 Synthesis and Properties
;
_journal_issue                   2
_journal_name_full               Organometallics
_journal_page_first              298
_journal_paper_doi               10.1021/acs.organomet.6b00767
_journal_volume                  36
_journal_year                    2016
_chemical_formula_moiety         'C42 H24 F18 Ge2'
_chemical_formula_sum            'C42 H24 F18 Ge2'
_chemical_formula_weight         1015.80
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 91.845(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.9587(4)
_cell_length_b                   8.9279(4)
_cell_length_c                   20.0237(13)
_cell_measurement_reflns_used    863
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      4
_cell_volume                     2136.74(18)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295
_diffrn_detector                 Pilatus100K
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'STADIVARI Pilatus'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_sigmaI/netI    0.0749
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10934
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.85
_diffrn_source                   'Mo LFF Sealed Tube'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.515
_exptl_absorpt_correction_T_max  0.846
_exptl_absorpt_correction_T_min  0.775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1004
_exptl_crystal_size_max          .18
_exptl_crystal_size_mid          .14
_exptl_crystal_size_min          .11
_refine_diff_density_max         0.754
_refine_diff_density_min         -0.740
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4548
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      7.278
_refine_ls_R_factor_all          0.1046
_refine_ls_R_factor_gt           0.0665
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1099P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1683
_refine_ls_wR_factor_ref         0.1897
_reflns_number_gt                2709
_reflns_number_total             4548
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om6b00767_si_002.cif
_cod_data_source_block           kiril3ab
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4089145
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Ge1 Ge 0.5117(3) 0.8658(5) 0.5080(2) 0.0486(17) Uani 1 1 d .
C1 C 0.670(3) 0.814(5) 0.517(2) 0.053(10) Uani 1 1 d .
C2 C 0.750(4) 0.882(6) 0.478(3) 0.072(13) Uani 1 1 d .
H2 H 0.7274 0.9521 0.4460 0.086 Uiso 1 1 calc R
C3 C 0.861(4) 0.847(6) 0.486(3) 0.080(15) Uani 1 1 d .
H3 H 0.9134 0.8934 0.4594 0.096 Uiso 1 1 calc R
C4 C 0.897(4) 0.744(6) 0.533(3) 0.077(14) Uani 1 1 d .
C5 C 0.819(5) 0.674(7) 0.571(4) 0.092(18) Uani 1 1 d .
H5 H 0.8420 0.6036 0.6027 0.111 Uiso 1 1 calc R
C6 C 0.707(4) 0.709(6) 0.562(3) 0.080(15) Uani 1 1 d .
H6 H 0.6551 0.6596 0.5877 0.096 Uiso 1 1 calc R
C7 C 1.016(6) 0.714(8) 0.545(4) 0.11(2) Uani 1 1 d D
C8 C 0.444(3) 0.759(5) 0.431(2) 0.053(9) Uani 1 1 d .
C9 C 0.332(4) 0.771(5) 0.415(2) 0.062(11) Uani 1 1 d .
H9 H 0.2856 0.8269 0.4414 0.074 Uiso 1 1 calc R
C10 C 0.286(4) 0.700(6) 0.359(3) 0.070(13) Uani 1 1 d .
H10 H 0.2100 0.7094 0.3481 0.084 Uiso 1 1 calc R
C11 C 0.354(5) 0.617(5) 0.319(2) 0.068(13) Uani 1 1 d .
C12 C 0.466(5) 0.604(6) 0.335(3) 0.081(15) Uani 1 1 d .
H12 H 0.5113 0.5493 0.3069 0.097 Uiso 1 1 calc R
C13 C 0.511(4) 0.672(6) 0.391(2) 0.068(13) Uani 1 1 d .
H13 H 0.5866 0.6595 0.4018 0.081 Uiso 1 1 calc R
C14 C 0.310(6) 0.544(7) 0.262(3) 0.095(19) Uani 1 1 d D
C15 C 0.443(3) 0.809(5) 0.592(2) 0.052(9) Uani 1 1 d .
C16 C 0.354(4) 0.709(6) 0.594(3) 0.068(12) Uani 1 1 d .
H16 H 0.3261 0.6645 0.5552 0.081 Uiso 1 1 calc R
C17 C 0.306(4) 0.676(6) 0.655(3) 0.078(15) Uani 1 1 d .
H17 H 0.2453 0.6115 0.6564 0.094 Uiso 1 1 calc R
C18 C 0.349(5) 0.739(6) 0.713(3) 0.080(15) Uani 1 1 d .
C19 C 0.436(6) 0.837(6) 0.711(3) 0.084(16) Uani 1 1 d .
H19 H 0.4645 0.8806 0.7503 0.101 Uiso 1 1 calc R
C20 C 0.483(5) 0.871(6) 0.650(2) 0.073(13) Uani 1 1 d .
H20 H 0.5426 0.9382 0.6494 0.088 Uiso 1 1 calc R
C21 C 0.302(8) 0.699(10) 0.777(4) 0.14(3) Uani 1 1 d D
F1 F 1.082(7) 0.756(17) 0.495(7) 0.136(17) Uani 0.52(13) 1 d PD
F2 F 1.054(8) 0.815(12) 0.595(7) 0.136(17) Uani 0.52(13) 1 d PD
F3 F 1.049(8) 0.576(12) 0.558(8) 0.136(17) Uani 0.52(13) 1 d PD
F1A F 1.068(8) 0.675(19) 0.487(6) 0.136(17) Uani 0.48(13) 1 d PD
F2A F 1.082(8) 0.820(13) 0.567(9) 0.136(17) Uani 0.48(13) 1 d PD
F3A F 1.034(9) 0.597(15) 0.587(8) 0.136(17) Uani 0.48(13) 1 d PD
F4 F 0.208(11) 0.573(18) 0.240(7) 0.136(17) Uani 0.39(6) 1 d PD
F5 F 0.364(12) 0.563(17) 0.205(5) 0.136(17) Uani 0.39(6) 1 d PD
F6 F 0.316(14) 0.392(12) 0.269(6) 0.136(17) Uani 0.39(6) 1 d PD
F4A F 0.298(10) 0.626(9) 0.205(3) 0.136(17) Uani 0.61(6) 1 d PD
F5A F 0.364(8) 0.425(10) 0.237(4) 0.136(17) Uani 0.61(6) 1 d PD
F6A F 0.700(8) 1.007(10) 0.765(4) 0.136(17) Uani 0.61(6) 1 d PD
F7 F 0.373(14) 0.613(19) 0.813(7) 0.15(2) Uani 0.39(9) 1 d PD
F8 F 0.208(13) 0.618(19) 0.779(7) 0.15(2) Uani 0.39(9) 1 d PD
F9 F 0.263(18) 0.819(15) 0.810(8) 0.15(2) Uani 0.39(9) 1 d PD
F7A F 0.315(12) 0.559(11) 0.797(5) 0.15(2) Uani 0.61(9) 1 d PD
F8A F 0.186(8) 0.699(13) 0.771(4) 0.15(2) Uani 0.61(9) 1 d PD
F9A F 0.324(10) 0.795(11) 0.827(4) 0.15(2) Uani 0.61(9) 1 d PD
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'
F F 0.0171 0.0103 '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
C1 Ge1 C8 109.3(18) . .
C1 Ge1 C15 107.2(17) . .
C8 Ge1 C15 111.7(18) . .
C1 Ge1 Ge1 110.6(13) . 3_676
C8 Ge1 Ge1 109.5(13) . 3_676
C15 Ge1 Ge1 108.5(13) . 3_676
C6 C1 C2 117(4) . .
C6 C1 Ge1 121(3) . .
C2 C1 Ge1 122(3) . .
C3 C2 C1 121(5) . .
C2 C3 C4 120(5) . .
C5 C4 C3 119(5) . .
C5 C4 C7 120(6) . .
C3 C4 C7 120(5) . .
C4 C5 C6 120(5) . .
C1 C6 C5 122(5) . .
F3 C7 F1 103(8) . .
F2A C7 F3A 105(10) . .
F2A C7 F1A 100(8) . .
F3A C7 F1A 106(8) . .
F3 C7 F2 112(9) . .
F1 C7 F2 100(8) . .
F2A C7 C4 120(7) . .
F3 C7 C4 119(7) . .
F1 C7 C4 115(7) . .
F3A C7 C4 112(7) . .
F1A C7 C4 112(7) . .
F2 C7 C4 107(7) . .
C9 C8 C13 118(4) . .
C9 C8 Ge1 122(3) . .
C13 C8 Ge1 120(3) . .
C10 C9 C8 121(4) . .
C11 C10 C9 119(5) . .
C12 C11 C10 120(4) . .
C12 C11 C14 119(5) . .
C10 C11 C14 121(5) . .
C11 C12 C13 121(5) . .
C12 C13 C8 120(4) . .
F4 C14 F5 99(9) . .
F5A C14 F4A 99(7) . .
F4 C14 F6 106(10) . .
F5 C14 F6 101(9) . .
F5A C14 F6A 103(7) . 4_575
F4A C14 F6A 98(6) . 4_575
F4 C14 C11 120(7) . .
F5 C14 C11 117(8) . .
F5A C14 C11 120(6) . .
F4A C14 C11 118(6) . .
F6 C14 C11 111(7) . .
F6A C14 C11 116(6) 4_575 .
C20 C15 C16 118(4) . .
C20 C15 Ge1 119(3) . .
C16 C15 Ge1 123(3) . .
C15 C16 C17 120(5) . .
C18 C17 C16 120(5) . .
C19 C18 C17 120(5) . .
C19 C18 C21 120(7) . .
C17 C18 C21 120(6) . .
C18 C19 C20 120(5) . .
C15 C20 C19 121(5) . .
F7A C21 F9A 111(9) . .
F8 C21 F9 96(10) . .
F8 C21 F7 101(10) . .
F9 C21 F7 114(10) . .
F7A C21 F8A 97(8) . .
F9A C21 F8A 104(8) . .
F7A C21 C18 118(7) . .
F8 C21 C18 121(9) . .
F9A C21 C18 115(8) . .
F9 C21 C18 113(9) . .
F7 C21 C18 111(8) . .
F8A C21 C18 110(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ge1 C1 1.95(4) .
Ge1 C8 1.96(4) .
Ge1 C15 1.96(4) .
Ge1 Ge1 2.433(8) 3_676
C1 C6 1.37(7) .
C1 C2 1.39(6) .
C2 C3 1.37(7) .
C3 C4 1.38(8) .
C4 C5 1.36(8) .
C4 C7 1.46(8) .
C5 C6 1.39(7) .
C7 F2A 1.30(11) .
C7 F3 1.32(11) .
C7 F1 1.34(11) .
C7 F3A 1.36(11) .
C7 F1A 1.38(12) .
C7 F2 1.41(11) .
C8 C9 1.38(6) .
C8 C13 1.39(6) .
C9 C10 1.38(7) .
C10 C11 1.37(7) .
C11 C12 1.37(7) .
C11 C14 1.40(7) .
C12 C13 1.37(7) .
C14 F4 1.31(11) .
C14 F5 1.34(11) .
C14 F5A 1.35(9) .
C14 F4A 1.35(9) .
C14 F6 1.37(11) .
C14 F6A 1.40(11) 4_575
C15 C20 1.37(7) .
C15 C16 1.39(6) .
C16 C17 1.39(7) .
C17 C18 1.37(8) .
C18 C19 1.36(8) .
C18 C21 1.46(9) .
C19 C20 1.39(7) .
C21 F7A 1.32(10) .
C21 F8 1.34(13) .
C21 F9A 1.34(10) .
C21 F9 1.35(12) .
C21 F7 1.34(12) .
C21 F8A 1.39(10) .
