#------------------------------------------------------------------------------
#$Date: 2019-11-24 13:25:10 +0200 (Sun, 24 Nov 2019) $
#$Revision: 238009 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/91/4089141.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_4089141
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         'C18 H12 Br F3 Ge'
_chemical_formula_sum            'C18 H12 Br F3 Ge'
_chemical_formula_weight         437.78
_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                 91.27(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.4984(5)
_cell_length_b                   11.4856(6)
_cell_length_c                   14.0151(6)
_cell_measurement_reflns_used    12022
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      66.21
_cell_measurement_theta_min      3.85
_cell_volume                     1689.53(14)
_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 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'STADIVARI Pilatus'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_av_sigmaI/netI    0.0582
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5852
_diffrn_reflns_theta_full        65.99
_diffrn_reflns_theta_max         65.99
_diffrn_reflns_theta_min         4.98
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_source_voltage           50
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    5.471
_exptl_absorpt_correction_T_max  0.8262
_exptl_absorpt_correction_T_min  0.4368
_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    1.721
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             856
_exptl_crystal_size_max          .12
_exptl_crystal_size_mid          .07
_exptl_crystal_size_min          .05
_refine_diff_density_max         0.953
_refine_diff_density_min         -0.845
_refine_diff_density_rms         0.139
_refine_ls_extinction_coef       0.0063(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2850
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0522
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1023P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1429
_refine_ls_wR_factor_ref         0.1533
_reflns_number_gt                2234
_reflns_number_total             2850
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om6b00767_si_002.cif
_cod_data_source_block           kirill4
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4089141
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 0.02852(5) 0.81058(4) 0.18433(4) 0.0435(3) Uani 1 1 d .
Br1 Br 0.23696(6) 0.82383(6) 0.13541(6) 0.0747(3) Uani 1 1 d .
F1 F -0.2435(4) 0.4899(3) -0.0941(3) 0.1010(13) Uani 1 1 d .
F2 F -0.2016(4) 1.2899(3) 0.2030(3) 0.0914(12) Uani 1 1 d .
F3 F 0.0628(3) 0.6382(3) 0.5918(2) 0.0738(9) Uani 1 1 d .
C1 C -0.0579(4) 0.7066(4) 0.0953(4) 0.0475(11) Uani 1 1 d .
C2 C -0.1073(5) 0.5999(5) 0.1258(4) 0.0623(14) Uani 1 1 d .
H2 H -0.0979 0.5782 0.1895 0.075 Uiso 1 1 calc R
C3 C -0.1698(6) 0.5270(5) 0.0623(5) 0.0749(17) Uani 1 1 d .
H3 H -0.2017 0.4557 0.0822 0.090 Uiso 1 1 calc R
C4 C -0.1835(5) 0.5610(5) -0.0291(4) 0.0659(15) Uani 1 1 d .
C5 C -0.1382(6) 0.6644(5) -0.0627(4) 0.0686(15) Uani 1 1 d .
H5 H -0.1498 0.6859 -0.1262 0.082 Uiso 1 1 calc R
C6 C -0.0749(6) 0.7353(5) 0.0015(4) 0.0628(14) Uani 1 1 d .
H6 H -0.0423 0.8057 -0.0198 0.075 Uiso 1 1 calc R
C7 C -0.0393(4) 0.9664(4) 0.1822(3) 0.0436(10) Uani 1 1 d .
C8 C -0.1579(4) 0.9892(4) 0.1417(4) 0.0548(12) Uani 1 1 d .
H8 H -0.2017 0.9300 0.1099 0.066 Uiso 1 1 calc R
C9 C -0.2126(5) 1.0982(5) 0.1475(4) 0.0641(14) Uani 1 1 d .
H9 H -0.2923 1.1131 0.1198 0.077 Uiso 1 1 calc R
C10 C -0.1468(6) 1.1832(4) 0.1949(4) 0.0601(14) Uani 1 1 d .
C11 C -0.0286(5) 1.1662(4) 0.2354(4) 0.0575(13) Uani 1 1 d .
H11 H 0.0142 1.2265 0.2666 0.069 Uiso 1 1 calc R
C12 C 0.0255(5) 1.0567(4) 0.2286(4) 0.0539(12) Uani 1 1 d .
H12 H 0.1060 1.0433 0.2553 0.065 Uiso 1 1 calc R
C13 C 0.0405(4) 0.7530(4) 0.3147(3) 0.0443(10) Uani 1 1 d .
C14 C -0.0076(5) 0.8194(4) 0.3883(4) 0.0517(12) Uani 1 1 d .
H14 H -0.0463 0.8904 0.3743 0.062 Uiso 1 1 calc R
C15 C 0.0008(5) 0.7823(4) 0.4813(4) 0.0531(12) Uani 1 1 d .
H15 H -0.0308 0.8274 0.5305 0.064 Uiso 1 1 calc R
C16 C 0.0570(5) 0.6767(4) 0.4992(4) 0.0525(12) Uani 1 1 d .
C17 C 0.1053(5) 0.6086(4) 0.4298(4) 0.0574(12) Uani 1 1 d .
H17 H 0.1424 0.5371 0.4447 0.069 Uiso 1 1 calc R
C18 C 0.0983(5) 0.6474(4) 0.3367(4) 0.0550(12) Uani 1 1 d .
H18 H 0.1325 0.6025 0.2883 0.066 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 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge -1.0885 0.8855 '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
C7 Ge1 C1 113.26(18)
C7 Ge1 C13 110.28(19)
C1 Ge1 C13 114.5(2)
C7 Ge1 Br1 106.63(14)
C1 Ge1 Br1 106.38(15)
C13 Ge1 Br1 105.00(13)
C6 C1 C2 117.7(5)
C6 C1 Ge1 121.4(4)
C2 C1 Ge1 120.9(4)
C3 C2 C1 120.6(5)
C4 C3 C2 118.6(5)
C3 C4 C5 123.4(5)
C3 C4 F1 119.9(5)
C5 C4 F1 116.7(5)
C4 C5 C6 117.2(5)
C1 C6 C5 122.6(5)
C8 C7 C12 118.4(4)
C8 C7 Ge1 120.8(3)
C12 C7 Ge1 120.5(3)
C9 C8 C7 121.4(5)
C10 C9 C8 118.2(5)
F2 C10 C9 118.4(5)
F2 C10 C11 118.4(5)
C9 C10 C11 123.1(5)
C10 C11 C12 118.2(4)
C11 C12 C7 120.8(4)
C14 C13 C18 118.7(4)
C14 C13 Ge1 119.6(3)
C18 C13 Ge1 121.6(4)
C15 C14 C13 121.3(4)
C16 C15 C14 117.9(5)
C17 C16 C15 123.1(5)
C17 C16 F3 118.9(4)
C15 C16 F3 118.0(5)
C16 C17 C18 118.6(5)
C17 C18 C13 120.4(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ge1 C7 1.926(4)
Ge1 C1 1.938(5)
Ge1 C13 1.945(5)
Ge1 Br1 2.3126(8)
F1 C4 1.367(6)
F2 C10 1.360(6)
F3 C16 1.371(6)
C1 C6 1.362(7)
C1 C2 1.401(7)
C2 C3 1.378(8)
C3 C4 1.344(9)
C4 C5 1.366(8)
C5 C6 1.374(8)
C7 C8 1.382(6)
C7 C12 1.394(6)
C8 C9 1.380(7)
C9 C10 1.361(8)
C10 C11 1.367(8)
C11 C12 1.383(7)
C13 C14 1.386(7)
C13 C18 1.387(6)
C14 C15 1.372(7)
C15 C16 1.369(7)
C16 C17 1.356(7)
C17 C18 1.380(7)
