# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Compound_8
_database_code_depnum_ccdc_archive 'CCDC 1496565'
_audit_update_record             
;
2016-07-28 deposited with the CCDC.
2016-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        Compound_8
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H19 F3 Ge'
_chemical_formula_sum            'C21 H19 F3 Ge'
_chemical_formula_weight         400.95

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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'

_cell_length_a                   16.3551(13)
_cell_length_b                   14.7943(10)
_cell_length_c                   7.4616(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.874(3)
_cell_angle_gamma                90.00
_cell_volume                     1805.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    102(2)
_cell_measurement_reflns_used    2635
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      24.55

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.388
_exptl_crystal_size_mid          0.053
_exptl_crystal_size_min          0.011
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             816
_exptl_absorpt_coefficient_mu    1.726
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6723
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'Bruker APEX3'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      102(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19769
_diffrn_reflns_av_R_equivalents  0.1394
_diffrn_reflns_av_sigmaI/netI    0.0838
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.49
_diffrn_reflns_theta_max         25.09
_reflns_number_total             3199
_reflns_number_gt                2309
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0251P)²+2.1092P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3199
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0874
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.0894
_refine_ls_wR_factor_gt          0.0798
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.24837(3) 0.51459(3) 0.66103(6) 0.01547(13) Uani 1 1 d . . .
C1 C 0.4055(3) 0.6127(3) 1.0816(6) 0.0298(12) Uani 1 1 d . . .
F1 F 0.47809(15) 0.6190(2) 1.0019(4) 0.0498(9) Uani 1 1 d . . .
F2 F 0.42166(16) 0.5807(2) 1.2465(4) 0.0446(8) Uani 1 1 d . . .
C2 C 0.3464(3) 0.5545(3) 0.9800(5) 0.0219(10) Uani 1 1 d . . .
H2A H 0.2972 0.5450 1.0534 0.026 Uiso 1 1 calc R . .
H2B H 0.3717 0.4947 0.9591 0.026 Uiso 1 1 calc R . .
F3 F 0.37929(18) 0.69801(18) 1.1031(4) 0.0465(8) Uani 1 1 d . . .
C3 C 0.3206(3) 0.5951(3) 0.8008(6) 0.0229(11) Uani 1 1 d . . .
H3A H 0.3700 0.6083 0.7305 0.027 Uiso 1 1 calc R . .
H3B H 0.2920 0.6530 0.8221 0.027 Uiso 1 1 calc R . .
C5 C 0.2813(3) 0.3950(3) 0.3603(6) 0.0227(11) Uani 1 1 d . . .
H5 H 0.2267 0.4088 0.3242 0.027 Uiso 1 1 calc R . .
C4 C 0.3131(2) 0.4335(3) 0.5159(6) 0.0181(10) Uani 1 1 d . . .
C8 C 0.4407(3) 0.3575(3) 0.4553(6) 0.0267(11) Uani 1 1 d . . .
H8 H 0.4961 0.3456 0.4878 0.032 Uiso 1 1 calc R . .
C7 C 0.4070(3) 0.3178(3) 0.3042(6) 0.0260(11) Uani 1 1 d . . .
H7 H 0.4384 0.2776 0.2337 0.031 Uiso 1 1 calc R . .
C6 C 0.3268(3) 0.3373(3) 0.2567(6) 0.0261(11) Uani 1 1 d . . .
H6 H 0.3031 0.3108 0.1523 0.031 Uiso 1 1 calc R . .
C9 C 0.3947(3) 0.4142(3) 0.5590(6) 0.0239(11) Uani 1 1 d . . .
H9 H 0.4190 0.4410 0.6626 0.029 Uiso 1 1 calc R . .
C10 C 0.1810(2) 0.4470(3) 0.8255(6) 0.0165(10) Uani 1 1 d . . .
C11 C 0.1325(2) 0.4916(3) 0.9491(5) 0.0216(10) Uani 1 1 d . . .
H11 H 0.1311 0.5558 0.9498 0.026 Uiso 1 1 calc R . .
C12 C 0.0860(3) 0.4439(3) 1.0712(6) 0.0260(11) Uani 1 1 d . . .
H12 H 0.0528 0.4753 1.1538 0.031 Uiso 1 1 calc R . .
C13 C 0.0884(3) 0.3510(3) 1.0723(6) 0.0259(11) Uani 1 1 d . . .
H13 H 0.0568 0.3182 1.1560 0.031 Uiso 1 1 calc R . .
C14 C 0.1361(3) 0.3058(3) 0.9531(6) 0.0298(12) Uani 1 1 d . . .
H14 H 0.1377 0.2416 0.9544 0.036 Uiso 1 1 calc R . .
C15 C 0.1823(3) 0.3534(3) 0.8299(6) 0.0221(10) Uani 1 1 d . . .
H15 H 0.2153 0.3213 0.7476 0.027 Uiso 1 1 calc R . .
C16 C 0.1784(3) 0.5862(3) 0.5016(6) 0.0173(10) Uani 1 1 d . . .
C17 C 0.0929(3) 0.5827(3) 0.5086(6) 0.0219(10) Uani 1 1 d . . .
H17 H 0.0672 0.5459 0.5954 0.026 Uiso 1 1 calc R . .
C18 C 0.0459(3) 0.6331(3) 0.3885(6) 0.0267(11) Uani 1 1 d . . .
H18 H -0.0121 0.6303 0.3931 0.032 Uiso 1 1 calc R . .
C19 C 0.0825(3) 0.6871(3) 0.2628(6) 0.0273(12) Uani 1 1 d . . .
H19 H 0.0499 0.7211 0.1810 0.033 Uiso 1 1 calc R . .
C20 C 0.1666(3) 0.6918(3) 0.2556(6) 0.0261(11) Uani 1 1 d . . .
H20 H 0.1920 0.7292 0.1691 0.031 Uiso 1 1 calc R . .
C21 C 0.2137(3) 0.6420(3) 0.3745(6) 0.0220(10) Uani 1 1 d . . .
H21 H 0.2716 0.6460 0.3694 0.026 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 C10 1.940(4) . ?
Ge1 C4 1.941(4) . ?
Ge1 C16 1.951(4) . ?
Ge1 C3 1.966(4) . ?
C1 F1 1.339(5) . ?
C1 F2 1.341(5) . ?
C1 F3 1.343(5) . ?
C1 C2 1.492(6) . ?
C2 C3 1.519(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 C6 1.378(6) . ?
C5 C4 1.387(6) . ?
C5 H5 0.9500 . ?
C4 C9 1.398(5) . ?
C8 C9 1.373(6) . ?
C8 C7 1.379(6) . ?
C8 H8 0.9500 . ?
C7 C6 1.383(6) . ?
C7 H7 0.9500 . ?
C6 H6 0.9500 . ?
C9 H9 0.9500 . ?
C10 C15 1.385(6) . ?
C10 C11 1.391(6) . ?
C11 C12 1.388(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.374(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.367(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.390(6) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C21 1.389(6) . ?
C16 C17 1.401(6) . ?
C17 C18 1.390(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.376(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.378(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.380(6) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?

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
C10 Ge1 C4 110.76(16) . . ?
C10 Ge1 C16 109.42(17) . . ?
C4 Ge1 C16 108.37(17) . . ?
C10 Ge1 C3 108.62(18) . . ?
C4 Ge1 C3 110.00(18) . . ?
C16 Ge1 C3 109.67(16) . . ?
F1 C1 F2 105.5(4) . . ?
F1 C1 F3 105.9(4) . . ?
F2 C1 F3 106.3(4) . . ?
F1 C1 C2 112.7(4) . . ?
F2 C1 C2 112.3(4) . . ?
F3 C1 C2 113.4(4) . . ?
C1 C2 C3 112.8(4) . . ?
C1 C2 H2A 109.0 . . ?
C3 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C3 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C2 C3 Ge1 112.6(3) . . ?
C2 C3 H3A 109.1 . . ?
Ge1 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
Ge1 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
C6 C5 C4 121.7(4) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C4 C9 117.0(4) . . ?
C5 C4 Ge1 121.3(3) . . ?
C9 C4 Ge1 121.6(3) . . ?
C9 C8 C7 120.3(4) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C7 C6 119.1(4) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C5 C6 C7 120.2(4) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C8 C9 C4 121.6(4) . . ?
C8 C9 H9 119.2 . . ?
C4 C9 H9 119.2 . . ?
C15 C10 C11 117.9(4) . . ?
C15 C10 Ge1 121.4(3) . . ?
C11 C10 Ge1 120.7(3) . . ?
C12 C11 C10 121.2(4) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C13 C12 C11 119.7(4) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C14 C13 C12 120.1(4) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 120.3(4) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C10 C15 C14 120.8(4) . . ?
C10 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C21 C16 C17 118.2(4) . . ?
C21 C16 Ge1 119.6(3) . . ?
C17 C16 Ge1 122.2(3) . . ?
C18 C17 C16 120.0(4) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C19 C18 C17 120.5(4) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 120.1(4) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C19 C20 C21 119.7(4) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C20 C21 C16 121.5(4) . . ?
C20 C21 H21 119.2 . . ?
C16 C21 H21 119.2 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.097
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Compound_7
_database_code_depnum_ccdc_archive 'CCDC 1496566'
_audit_update_record             
;
2016-07-28 deposited with the CCDC.
2016-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        Compound_7
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H18 F2 Ge'
_chemical_formula_sum            'C21 H18 F2 Ge'
_chemical_formula_weight         380.94

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4950(4)
_cell_length_b                   9.7733(4)
_cell_length_c                   10.3171(4)
_cell_angle_alpha                67.024(2)
_cell_angle_beta                 83.103(2)
_cell_angle_gamma                84.211(2)
_cell_volume                     873.54(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9559
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      28.32

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             388
_exptl_absorpt_coefficient_mu    1.771
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5843
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'Bruker APEX2'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28469
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         28.32
_reflns_number_total             4346
_reflns_number_gt                4079
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0322P)²+0.6105P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4346
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0261
_refine_ls_wR_factor_ref         0.0657
_refine_ls_wR_factor_gt          0.0643
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.560801(16) 0.660875(17) 0.681671(16) 0.01496(6) Uani 1 1 d . . .
F1 F 0.92570(12) 0.86162(15) 0.87270(14) 0.0392(3) Uani 1 1 d . . .
C1 C 0.57677(18) 0.7751(2) 0.8001(2) 0.0257(4) Uani 1 1 d . . .
H1A H 0.5030 0.8580 0.7770 0.031 Uiso 1 1 calc R . .
H1B H 0.5558 0.7092 0.9004 0.031 Uiso 1 1 calc R . .
C2 C 0.7178(2) 0.8382(2) 0.78493(19) 0.0265(4) Uani 1 1 d . . .
H2 H 0.7468 0.9114 0.6955 0.032 Uiso 1 1 calc R . .
F2 F 0.78520(18) 0.69910(18) 1.01117(14) 0.0626(5) Uani 1 1 d . . .
C3 C 0.80343(18) 0.8017(2) 0.88283(19) 0.0238(3) Uani 1 1 d . . .
C4 C 0.36275(16) 0.68332(17) 0.64267(16) 0.0166(3) Uani 1 1 d . . .
C6 C 0.11455(18) 0.6513(2) 0.7290(2) 0.0280(4) Uani 1 1 d . . .
H6 H 0.0438 0.6158 0.8057 0.034 Uiso 1 1 calc R . .
C5 C 0.25754(17) 0.63216(18) 0.75450(18) 0.0214(3) Uani 1 1 d . . .
H5 H 0.2836 0.5840 0.8486 0.026 Uiso 1 1 calc R . .
C7 C 0.07522(19) 0.7220(2) 0.5920(2) 0.0309(4) Uani 1 1 d . . .
H7 H -0.0224 0.7359 0.5750 0.037 Uiso 1 1 calc R . .
C9 C 0.32147(18) 0.75321(18) 0.50525(18) 0.0208(3) Uani 1 1 d . . .
H9 H 0.3918 0.7883 0.4281 0.025 Uiso 1 1 calc R . .
C8 C 0.1786(2) 0.7721(2) 0.4800(2) 0.0280(4) Uani 1 1 d . . .
H8 H 0.1519 0.8194 0.3861 0.034 Uiso 1 1 calc R . .
C10 C 0.68249(16) 0.73989(17) 0.50654(16) 0.0167(3) Uani 1 1 d . . .
C11 C 0.69235(18) 0.89346(18) 0.43488(18) 0.0220(3) Uani 1 1 d . . .
H11 H 0.6370 0.9594 0.4711 0.026 Uiso 1 1 calc R . .
C12 C 0.78157(19) 0.95151(19) 0.31168(19) 0.0248(3) Uani 1 1 d . . .
H12 H 0.7876 1.0562 0.2647 0.030 Uiso 1 1 calc R . .
C13 C 0.86176(18) 0.8561(2) 0.25762(18) 0.0240(3) Uani 1 1 d . . .
H13 H 0.9229 0.8954 0.1734 0.029 Uiso 1 1 calc R . .
C14 C 0.85280(18) 0.70340(19) 0.32629(18) 0.0230(3) Uani 1 1 d . . .
H14 H 0.9073 0.6382 0.2887 0.028 Uiso 1 1 calc R . .
C15 C 0.76403(17) 0.64539(18) 0.45027(17) 0.0195(3) Uani 1 1 d . . .
H15 H 0.7588 0.5406 0.4971 0.023 Uiso 1 1 calc R . .
C16 C 0.61392(17) 0.45157(18) 0.78319(16) 0.0179(3) Uani 1 1 d . . .
C17 C 0.52902(19) 0.34002(19) 0.78963(17) 0.0218(3) Uani 1 1 d . . .
H17 H 0.4433 0.3666 0.7443 0.026 Uiso 1 1 calc R . .
C18 C 0.5685(2) 0.1898(2) 0.86195(18) 0.0277(4) Uani 1 1 d . . .
H18 H 0.5102 0.1150 0.8650 0.033 Uiso 1 1 calc R . .
C19 C 0.6926(2) 0.1503(2) 0.92905(19) 0.0317(4) Uani 1 1 d . . .
H19 H 0.7191 0.0482 0.9789 0.038 Uiso 1 1 calc R . .
C20 C 0.7782(2) 0.2593(2) 0.9237(2) 0.0320(4) Uani 1 1 d . . .
H20 H 0.8636 0.2318 0.9695 0.038 Uiso 1 1 calc R . .
C21 C 0.73949(19) 0.4087(2) 0.85146(19) 0.0254(3) Uani 1 1 d . . .
H21 H 0.7989 0.4827 0.8483 0.030 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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 C4 1.9432(15) . ?
Ge1 C16 1.9447(16) . ?
Ge1 C10 1.9456(15) . ?
Ge1 C1 1.9764(16) . ?
F1 C3 1.327(2) . ?
C1 C2 1.496(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.291(2) . ?
C2 H2 0.9500 . ?
F2 C3 1.316(2) . ?
C4 C5 1.397(2) . ?
C4 C9 1.398(2) . ?
C6 C7 1.388(3) . ?
C6 C5 1.394(2) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
C7 C8 1.386(3) . ?
C7 H7 0.9500 . ?
C9 C8 1.393(2) . ?
C9 H9 0.9500 . ?
C8 H8 0.9500 . ?
C10 C11 1.398(2) . ?
C10 C15 1.399(2) . ?
C11 C12 1.389(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.386(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.393(2) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.397(2) . ?
C16 C21 1.401(2) . ?
C17 C18 1.397(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.382(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.384(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.390(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?

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
C4 Ge1 C16 109.63(6) . . ?
C4 Ge1 C10 110.45(6) . . ?
C16 Ge1 C10 110.00(6) . . ?
C4 Ge1 C1 106.56(7) . . ?
C16 Ge1 C1 110.20(7) . . ?
C10 Ge1 C1 109.94(7) . . ?
C2 C1 Ge1 115.64(12) . . ?
C2 C1 H1A 108.4 . . ?
Ge1 C1 H1A 108.4 . . ?
C2 C1 H1B 108.4 . . ?
Ge1 C1 H1B 108.4 . . ?
H1A C1 H1B 107.4 . . ?
C3 C2 C1 125.63(17) . . ?
C3 C2 H2 117.2 . . ?
C1 C2 H2 117.2 . . ?
C2 C3 F2 126.33(17) . . ?
C2 C3 F1 126.21(17) . . ?
F2 C3 F1 107.45(15) . . ?
C5 C4 C9 118.59(15) . . ?
C5 C4 Ge1 119.63(12) . . ?
C9 C4 Ge1 121.76(12) . . ?
C7 C6 C5 120.22(17) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C6 C5 C4 120.48(16) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C8 C7 C6 119.88(16) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C8 C9 C4 120.83(16) . . ?
C8 C9 H9 119.6 . . ?
C4 C9 H9 119.6 . . ?
C7 C8 C9 120.00(17) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C11 C10 C15 118.24(14) . . ?
C11 C10 Ge1 120.52(12) . . ?
C15 C10 Ge1 121.23(12) . . ?
C12 C11 C10 121.21(15) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C13 C12 C11 119.72(16) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 120.06(16) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C15 120.13(15) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C10 120.63(15) . . ?
C14 C15 H15 119.7 . . ?
C10 C15 H15 119.7 . . ?
C17 C16 C21 118.16(15) . . ?
C17 C16 Ge1 121.22(12) . . ?
C21 C16 Ge1 120.62(13) . . ?
C16 C17 C18 120.84(16) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C19 C18 C17 119.96(18) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.03(17) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C21 120.16(17) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C16 120.86(17) . . ?
C20 C21 H21 119.6 . . ?
C16 C21 H21 119.6 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.067
