# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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. 
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#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1430051'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H21 Ge N3, 2(C F3 O3 S), C2 H3 N'
_chemical_formula_sum            'C13 H24 F6 Ge N4 O6 S2'
_chemical_formula_weight         583.07

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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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'

_cell_length_a                   13.541(5)
_cell_length_b                   8.543(5)
_cell_length_c                   19.620(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.495(5)
_cell_angle_gamma                90.00
_cell_volume                     2250.3(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8782
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.5

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.634
_shelx_estimated_absorpt_T_min   0.792
_shelx_estimated_absorpt_T_max   0.867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.671
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_source_current           55.0
_diffrn_source                   'Rotating Anode'

_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_collimation    'Confocal mirrors, VHF Varimax '

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            10515
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.034
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_full        27.500
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5123
_reflns_number_gt                4194
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP-III (Farrugia, 1997)'
_computing_publication_material  
'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0292P)²+2.0610P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5123
_refine_ls_number_parameters     293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.0884
_refine_ls_wR_factor_gt          0.0823
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.033
_refine_ls_shift/su_mean         0.002

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.73689(19) 0.2804(3) 0.48519(13) 0.0180(5) Uani 1 1 d . . . . .
H1A H 0.7698 0.2357 0.5289 0.022 Uiso 1 1 calc R U . . .
H1B H 0.7113 0.3855 0.4950 0.022 Uiso 1 1 calc R U . . .
C2 C 0.81209(18) 0.2947(3) 0.43421(13) 0.0186(5) Uani 1 1 d . . . . .
H2A H 0.8596 0.3803 0.4485 0.022 Uiso 1 1 calc R U . . .
H2B H 0.8502 0.1960 0.4333 0.022 Uiso 1 1 calc R U . . .
C3 C 0.71386(18) 0.4901(3) 0.35852(13) 0.0176(5) Uani 1 1 d . . . . .
H3A H 0.7549 0.5590 0.3329 0.021 Uiso 1 1 calc R U . . .
H3B H 0.7129 0.5349 0.4050 0.021 Uiso 1 1 calc R U . . .
C4 C 0.60883(18) 0.4816(3) 0.32126(13) 0.0165(5) Uani 1 1 d . . . . .
H4A H 0.5750 0.5834 0.3249 0.020 Uiso 1 1 calc R U . . .
H4B H 0.6109 0.4593 0.2719 0.020 Uiso 1 1 calc R U . . .
C5 C 0.53403(19) 0.3915(3) 0.42459(12) 0.0161(5) Uani 1 1 d . . . . .
H5A H 0.4644 0.4267 0.4250 0.019 Uiso 1 1 calc R U . . .
H5B H 0.5790 0.4768 0.4435 0.019 Uiso 1 1 calc R U . . .
C6 C 0.55334(18) 0.2461(3) 0.46828(13) 0.0170(5) Uani 1 1 d . . . . .
H6A H 0.5548 0.2732 0.5175 0.020 Uiso 1 1 calc R U . . .
H6B H 0.4994 0.1690 0.4559 0.020 Uiso 1 1 calc R U . . .
C7 C 0.6643(2) 0.0163(3) 0.48700(13) 0.0198(5) Uani 1 1 d . . . . .
H7A H 0.6584 0.0218 0.5362 0.030 Uiso 1 1 calc R U . . .
H7B H 0.7300 -0.0248 0.4807 0.030 Uiso 1 1 calc R U . . .
H7C H 0.6125 -0.0531 0.4642 0.030 Uiso 1 1 calc R U . . .
C8 C 0.8269(2) 0.3075(3) 0.31098(14) 0.0222(6) Uani 1 1 d . . . . .
H8A H 0.8823 0.3818 0.3196 0.033 Uiso 1 1 calc R U . . .
H8B H 0.7902 0.3269 0.2653 0.033 Uiso 1 1 calc R U . . .
H8C H 0.8530 0.2004 0.3131 0.033 Uiso 1 1 calc R U . . .
C9 C 0.45398(18) 0.3305(3) 0.30804(13) 0.0176(5) Uani 1 1 d . . . . .
H9A H 0.4196 0.4311 0.3002 0.026 Uiso 1 1 calc R U . . .
H9B H 0.4128 0.2587 0.3313 0.026 Uiso 1 1 calc R U . . .
H9C H 0.4656 0.2855 0.2638 0.026 Uiso 1 1 calc R U . . .
C10 C 0.4704(2) 0.3835(3) 0.11468(13) 0.0203(6) Uani 1 1 d . . . . .
C11 C 0.3208(2) -0.0838(3) 0.27589(14) 0.0222(6) Uani 1 1 d . . . . .
C12 C 0.2915(2) -0.1575(3) 0.06463(15) 0.0257(6) Uani 1 1 d . . . . .
C13 C 0.3975(2) -0.1513(4) 0.09147(15) 0.0314(7) Uani 1 1 d . . . . .
H13A H 0.4359 -0.2080 0.0604 0.047 Uiso 1 1 calc R U . . .
H13B H 0.4081 -0.1998 0.1371 0.047 Uiso 1 1 calc R U . . .
H13C H 0.4194 -0.0419 0.0949 0.047 Uiso 1 1 calc R U . . .
N1 N 0.65180(15) 0.1768(2) 0.45622(11) 0.0146(4) Uani 1 1 d . . . . .
N2 N 0.75843(15) 0.3282(2) 0.36436(11) 0.0163(4) Uani 1 1 d . . . . .
N3 N 0.55184(15) 0.3551(2) 0.35210(11) 0.0148(4) Uani 1 1 d . . . . .
N4 N 0.2090(2) -0.1611(3) 0.04257(14) 0.0321(6) Uani 1 1 d . . . . .
O1 O 0.58183(17) 0.1744(3) 0.06964(11) 0.0367(6) Uani 1 1 d . . . . .
O2 O 0.65573(15) 0.4262(3) 0.10508(13) 0.0396(6) Uani 1 1 d . . . . .
O3 O 0.61253(14) 0.2429(2) 0.19040(9) 0.0247(4) Uani 1 1 d . . . . .
O4 O 0.49810(15) -0.1861(2) 0.27063(10) 0.0255(4) Uani 1 1 d . . . . .
O5 O 0.47008(14) -0.0166(2) 0.36614(9) 0.0234(4) Uani 1 1 d . . . . .
O6 O 0.40893(15) -0.2839(2) 0.36190(10) 0.0266(5) Uani 1 1 d . . . . .
F1 F 0.44013(12) 0.4389(2) 0.05155(8) 0.0323(4) Uani 1 1 d . . . . .
F2 F 0.40354(12) 0.2782(2) 0.12961(9) 0.0305(4) Uani 1 1 d . . . . .
F3 F 0.46906(12) 0.50221(19) 0.15892(8) 0.0278(4) Uani 1 1 d . . . . .
F4 F 0.33604(12) 0.03371(19) 0.23360(8) 0.0277(4) Uani 1 1 d . . . . .
F5 F 0.27693(14) -0.1985(2) 0.23697(10) 0.0410(5) Uani 1 1 d . . . . .
F6 F 0.25741(13) -0.0337(3) 0.31769(10) 0.0448(5) Uani 1 1 d . . . . .
S1 S 0.59468(5) 0.29704(8) 0.12031(3) 0.02002(15) Uani 1 1 d . . . . .
S2 S 0.43741(5) -0.15090(7) 0.32372(3) 0.01641(14) Uani 1 1 d . . . . .
Ge1 Ge 0.64407(2) 0.15970(3) 0.34969(2) 0.01313(8) Uani 1 1 d . . . . .


_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
C1 N1 1.505(3) . ?
C1 C2 1.522(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.493(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.508(3) . ?
C3 C4 1.514(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N3 1.501(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N3 1.506(3) . ?
C5 C6 1.513(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N1 1.506(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N1 1.499(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 N2 1.497(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 N3 1.499(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 F2 1.336(3) . ?
C10 F3 1.337(3) . ?
C10 F1 1.339(3) . ?
C10 S1 1.828(3) . ?
C11 F6 1.332(3) . ?
C11 F5 1.333(3) . ?
C11 F4 1.336(3) . ?
C11 S2 1.822(3) . ?
C12 N4 1.145(4) . ?
C12 C13 1.464(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
N1 Ge1 2.084(2) . ?
N2 Ge1 2.106(2) . ?
N3 Ge1 2.089(2) . ?
O1 S1 1.439(2) . ?
O2 S1 1.434(2) . ?
O3 S1 1.441(2) . ?
O4 S2 1.4401(19) . ?
O5 S2 1.452(2) . ?
O6 S2 1.441(2) . ?

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 C1 C2 110.1(2) . . ?
N1 C1 H1A 109.6 . . ?
C2 C1 H1A 109.6 . . ?
N1 C1 H1B 109.6 . . ?
C2 C1 H1B 109.6 . . ?
H1A C1 H1B 108.2 . . ?
N2 C2 C1 109.4(2) . . ?
N2 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
N2 C2 H2B 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
N2 C3 C4 109.5(2) . . ?
N2 C3 H3A 109.8 . . ?
C4 C3 H3A 109.8 . . ?
N2 C3 H3B 109.8 . . ?
C4 C3 H3B 109.8 . . ?
H3A C3 H3B 108.2 . . ?
N3 C4 C3 109.9(2) . . ?
N3 C4 H4A 109.7 . . ?
C3 C4 H4A 109.7 . . ?
N3 C4 H4B 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
N3 C5 C6 109.2(2) . . ?
N3 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
N3 C5 H5B 109.8 . . ?
C6 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
N1 C6 C5 108.97(19) . . ?
N1 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
N1 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
F2 C10 F3 107.5(2) . . ?
F2 C10 F1 107.8(2) . . ?
F3 C10 F1 107.7(2) . . ?
F2 C10 S1 111.07(19) . . ?
F3 C10 S1 110.97(18) . . ?
F1 C10 S1 111.53(18) . . ?
F6 C11 F5 108.3(2) . . ?
F6 C11 F4 107.8(2) . . ?
F5 C11 F4 106.9(2) . . ?
F6 C11 S2 111.6(2) . . ?
F5 C11 S2 110.80(19) . . ?
F4 C11 S2 111.25(18) . . ?
N4 C12 C13 178.8(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C7 N1 C1 110.21(19) . . ?
C7 N1 C6 110.61(19) . . ?
C1 N1 C6 111.06(19) . . ?
C7 N1 Ge1 109.17(15) . . ?
C1 N1 Ge1 110.85(15) . . ?
C6 N1 Ge1 104.81(14) . . ?
C2 N2 C8 110.4(2) . . ?
C2 N2 C3 112.8(2) . . ?
C8 N2 C3 109.5(2) . . ?
C2 N2 Ge1 104.81(15) . . ?
C8 N2 Ge1 109.60(16) . . ?
C3 N2 Ge1 109.68(15) . . ?
C9 N3 C4 109.32(19) . . ?
C9 N3 C5 109.58(19) . . ?
C4 N3 C5 112.70(19) . . ?
C9 N3 Ge1 111.16(15) . . ?
C4 N3 Ge1 103.07(15) . . ?
C5 N3 Ge1 110.88(15) . . ?
O2 S1 O1 115.95(15) . . ?
O2 S1 O3 114.61(14) . . ?
O1 S1 O3 114.57(13) . . ?
O2 S1 C10 103.15(13) . . ?
O1 S1 C10 103.01(13) . . ?
O3 S1 C10 103.05(12) . . ?
O4 S2 O6 115.34(12) . . ?
O4 S2 O5 114.81(12) . . ?
O6 S2 O5 114.04(12) . . ?
O4 S2 C11 103.37(13) . . ?
O6 S2 C11 104.07(12) . . ?
O5 S2 C11 103.04(12) . . ?
N1 Ge1 N3 82.73(8) . . ?
N1 Ge1 N2 82.84(8) . . ?
N3 Ge1 N2 83.23(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 46.9(3) . . . . ?
N2 C3 C4 N3 48.8(3) . . . . ?
N3 C5 C6 N1 48.6(3) . . . . ?
C2 C1 N1 C7 101.1(2) . . . . ?
C2 C1 N1 C6 -136.0(2) . . . . ?
C2 C1 N1 Ge1 -19.9(2) . . . . ?
C5 C6 N1 C7 -168.5(2) . . . . ?
C5 C6 N1 C1 68.8(3) . . . . ?
C5 C6 N1 Ge1 -50.9(2) . . . . ?
C1 C2 N2 C8 -167.4(2) . . . . ?
C1 C2 N2 C3 69.8(3) . . . . ?
C1 C2 N2 Ge1 -49.5(2) . . . . ?
C4 C3 N2 C2 -135.4(2) . . . . ?
C4 C3 N2 C8 101.3(2) . . . . ?
C4 C3 N2 Ge1 -19.0(2) . . . . ?
C3 C4 N3 C9 -171.1(2) . . . . ?
C3 C4 N3 C5 66.8(3) . . . . ?
C3 C4 N3 Ge1 -52.8(2) . . . . ?
C6 C5 N3 C9 101.4(2) . . . . ?
C6 C5 N3 C4 -136.6(2) . . . . ?
C6 C5 N3 Ge1 -21.7(2) . . . . ?
F2 C10 S1 O2 -178.23(19) . . . . ?
F3 C10 S1 O2 -58.6(2) . . . . ?
F1 C10 S1 O2 61.5(2) . . . . ?
F2 C10 S1 O1 60.8(2) . . . . ?
F3 C10 S1 O1 -179.65(18) . . . . ?
F1 C10 S1 O1 -59.5(2) . . . . ?
F2 C10 S1 O3 -58.7(2) . . . . ?
F3 C10 S1 O3 60.9(2) . . . . ?
F1 C10 S1 O3 -178.99(19) . . . . ?
F6 C11 S2 O4 -175.01(19) . . . . ?
F5 C11 S2 O4 64.2(2) . . . . ?
F4 C11 S2 O4 -54.6(2) . . . . ?
F6 C11 S2 O6 64.1(2) . . . . ?
F5 C11 S2 O6 -56.7(2) . . . . ?
F4 C11 S2 O6 -175.45(18) . . . . ?
F6 C11 S2 O5 -55.2(2) . . . . ?
F5 C11 S2 O5 -175.99(19) . . . . ?
F4 C11 S2 O5 65.3(2) . . . . ?

_refine_diff_density_max         0.749
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.090

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_2014aj006r_ml
_database_code_depnum_ccdc_archive 'CCDC 1430052'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-11-06 downloaded from the CCDC.
;
_audit_creation_date             2015-09-22
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2015.09.16 svn.r3215 for OlexSys, GUI svn.r5097)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H28 Ge N4, 2(C F3 O3 S), 0.8(C2 H3 N)'
_chemical_formula_sum            'C15.60 H30.40 F6 Ge N4.80 O6 S2'
_chemical_formula_weight         631.96
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           103
_space_group_name_H-M_alt        'P 4 c c'
_space_group_name_Hall           'P 4 -2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'x, -y, z+1/2'
'-x, y, z+1/2'
'-y, -x, z+1/2'
'y, x, z+1/2'

_cell_length_a                   17.1253(3)
_cell_length_b                   17.1253(3)
_cell_length_c                   22.1160(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6486.1(4)
_cell_formula_units_Z            10
_cell_measurement_reflns_used    11249
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.4
_cell_measurement_theta_min      2.2
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.425
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'Jacobson, R. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             3236
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            34358
_diffrn_reflns_point_group_measured_fraction_full 0.863
_diffrn_reflns_point_group_measured_fraction_max 0.845
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.695
_diffrn_reflns_theta_min         3.009
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
scan:
	Number of images: 246
	           Slice: -110.0000 - 13.0000
	     Image width: 0.5000
	        Exp time: 6.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -70.0000
	             Phi: 225.0000
	             XTD: 45.0283
	          2theta: -20.0280
scan:
	Number of images: 162
	           Slice: -51.0000 - 30.0000
	     Image width: 0.5000
	        Exp time: 6.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 60.0000
	             Phi: 45.0000
	             XTD: 45.0283
	          2theta: -20.0280
scan:
	Number of images: 52
	           Slice: -70.0000 - -44.0000
	     Image width: 0.5000
	        Exp time: 6.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -45.0000
	             Phi: 45.0000
	             XTD: 45.0283
	          2theta: -20.0280
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 FRE-VHF'
_diffrn_measurement_device_type2 'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.008003
_diffrn_orient_matrix_UB_12      0.056465
_diffrn_orient_matrix_UB_13      -0.011999
_diffrn_orient_matrix_UB_21      0.057722
_diffrn_orient_matrix_UB_22      -0.007690
_diffrn_orient_matrix_UB_23      0.002309
_diffrn_orient_matrix_UB_31      0.000506
_diffrn_orient_matrix_UB_32      -0.009443
_diffrn_orient_matrix_UB_33      -0.044099
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.650
_reflns_Friedel_fraction_full    0.721
_reflns_Friedel_fraction_max     0.684
_reflns_number_gt                5647
_reflns_number_total             7099
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.744
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.084
_refine_ls_abs_structure_details 
;
 Flack x determined using 1901 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.015(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         7099
_refine_ls_number_restraints     505
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0538
_refine_ls_restrained_S_all      5.297
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0784P)²+5.7986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1312
_refine_ls_wR_factor_ref         0.1418
_refine_special_details          
;
2 of the 4 independent triflate molecules lie on a 4-fold axis. 
To arrive at a chemically sensible model that could be easily refined, 
the special position constraints were ignored (shelx part -1) and a 
full molecule with 25 percent occupancy was included. It was necessary 
to include geometrical restraints (DFIX) and atomic displacement 
parameter restraints (SIMU on all S, all O, all F and all C). Rigid 
body restraints (shelx RIGU) were applied to the entire structure.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O12-O11
 2.3 with sigma of 0.02
 O11-O10
 2.3 with sigma of 0.02
 O10-O12
 2.3 with sigma of 0.02
 F12-F11
 2.1 with sigma of 0.02
 F11-F10
 2.1 with sigma of 0.02
 F10-F12
 2.1 with sigma of 0.02
 F6-O10 = O10-F10
 2.9 with sigma of 0.02
 O11-F11
 2.9 with sigma of 0.02
 O12-F12
 2.9 with sigma of 0.02
 C21-O12 = C21-O10 = C21-O11
 2.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
S4 \\sim S2 \\sim S1 \\sim S3: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
O10 \\sim O11 \\sim O12 \\sim O4 \\sim O5 \\sim O6 \\sim O1 \\sim O2 \\sim O3
\\sim O7 \\sim O8 \\sim O9: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
F10 \\sim F11 \\sim F12 \\sim F4 \\sim F5 \\sim F6 \\sim F1 \\sim F2 \\sim F3
\\sim F7 \\sim F8 \\sim F9: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
C21 \\sim C19 \\sim C18 \\sim C20: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Uanis(S1) \\sim Ueq, Uanis(C20) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{S4, F12, F11, F10, O12, O11, O10, C21} sigma for 1-2: 0.002, 1-3: 0.04
as
{S2, F4, F5, F6, O4, O5, O6, C19}
{S3, F7, F8, F9, O7, O8, O9, C20} sigma for 1-2: 0.02, 1-3: 0.04
as
{S1, F1, F2, F3, O1, O2, O3, C18}
6. Others
 Fixed Sof: S4(0.25) F12(0.25) F11(0.25) F10(0.25) O12(0.25) O11(0.25)
 O10(0.25) C21(0.25) S3(0.25) F7(0.25) F8(0.25) F9(0.25) O7(0.25) O8(0.25)
 O9(0.25) C20(0.25)
7.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C14(H14A,H14B), C15(H15A,H15B)
7.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,
 H12C), C13(H13A,H13B,H13C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.37652(3) 0.10948(3) 0.71989(10) 0.0461(2) Uani 1 1 d . U . . .
N1 N 0.4229(3) 0.2308(3) 0.7336(3) 0.0491(15) Uani 1 1 d . U . . .
N2 N 0.3660(5) 0.1232(3) 0.8170(4) 0.0649(19) Uani 1 1 d . U . . .
N3 N 0.2612(3) 0.0572(4) 0.7384(4) 0.069(2) Uani 1 1 d . U . . .
N4 N 0.3011(4) 0.1782(3) 0.6621(4) 0.0562(16) Uani 1 1 d . U . . .
C1 C 0.4239(9) 0.2461(6) 0.7971(5) 0.099(4) Uani 1 1 d . U . . .
H1A H 0.4783 0.2390 0.8111 0.118 Uiso 1 1 calc R . . . .
H1B H 0.4110 0.3020 0.8026 0.118 Uiso 1 1 calc R . . . .
C2 C 0.3778(10) 0.2054(6) 0.8347(7) 0.122(5) Uani 1 1 d . U . . .
H2A H 0.3263 0.2314 0.8368 0.146 Uiso 1 1 calc R . . . .
H2B H 0.4010 0.2067 0.8757 0.146 Uiso 1 1 calc R . . . .
C3 C 0.2864(6) 0.1043(6) 0.8391(6) 0.090(3) Uani 1 1 d . U . . .
H3A H 0.2884 0.0896 0.8824 0.107 Uiso 1 1 calc R . . . .
H3B H 0.2520 0.1505 0.8348 0.107 Uiso 1 1 calc R . . . .
C4 C 0.2560(5) 0.0398(7) 0.8035(6) 0.088(3) Uani 1 1 d . U . . .
H4A H 0.2008 0.0302 0.8146 0.106 Uiso 1 1 calc R . . . .
H4B H 0.2861 -0.0082 0.8125 0.106 Uiso 1 1 calc R . . . .
C5 C 0.1994(4) 0.1086(5) 0.7147(7) 0.085(3) Uani 1 1 d . U . . .
H5A H 0.1520 0.0771 0.7070 0.102 Uiso 1 1 calc R . . . .
H5B H 0.1862 0.1481 0.7458 0.102 Uiso 1 1 calc R . . . .
C6 C 0.2206(5) 0.1463(6) 0.6621(6) 0.082(3) Uani 1 1 d . U . . .
H6A H 0.1836 0.1897 0.6548 0.098 Uiso 1 1 calc R . . . .
H6B H 0.2155 0.1092 0.6279 0.098 Uiso 1 1 calc R . . . .
C7 C 0.2973(6) 0.2594(5) 0.6855(6) 0.090(3) Uani 1 1 d . U . . .
H7A H 0.2734 0.2938 0.6546 0.107 Uiso 1 1 calc R . . . .
H7B H 0.2641 0.2610 0.7221 0.107 Uiso 1 1 calc R . . . .
C8 C 0.3757(5) 0.2877(4) 0.7003(6) 0.078(3) Uani 1 1 d . U . . .
H8A H 0.3710 0.3359 0.7247 0.093 Uiso 1 1 calc R . . . .
H8B H 0.4030 0.3015 0.6623 0.093 Uiso 1 1 calc R . . . .
C9 C 0.5031(4) 0.2312(4) 0.7117(6) 0.070(2) Uani 1 1 d . U . . .
H9A H 0.5337 0.1924 0.7340 0.104 Uiso 1 1 calc GR . . . .
H9B H 0.5258 0.2831 0.7179 0.104 Uiso 1 1 calc GR . . . .
H9C H 0.5037 0.2184 0.6685 0.104 Uiso 1 1 calc GR . . . .
C10 C 0.4228(5) 0.0700(5) 0.8436(5) 0.071(2) Uani 1 1 d . U . . .
H10A H 0.4128 0.0168 0.8292 0.107 Uiso 1 1 calc GR . . . .
H10B H 0.4182 0.0715 0.8877 0.107 Uiso 1 1 calc GR . . . .
H10C H 0.4755 0.0860 0.8317 0.107 Uiso 1 1 calc GR . . . .
C11 C 0.2600(5) -0.0195(5) 0.7058(7) 0.088(3) Uani 1 1 d . U . . .
H11A H 0.2643 -0.0104 0.6621 0.132 Uiso 1 1 calc GR . . . .
H11B H 0.2109 -0.0467 0.7145 0.132 Uiso 1 1 calc GR . . . .
H11C H 0.3040 -0.0517 0.7193 0.132 Uiso 1 1 calc GR . . . .
C12 C 0.3327(7) 0.1737(7) 0.6011(6) 0.085(3) Uani 1 1 d . U . . .
H12A H 0.3871 0.1915 0.6013 0.127 Uiso 1 1 calc GR . . . .
H12B H 0.3018 0.2069 0.5741 0.127 Uiso 1 1 calc GR . . . .
H12C H 0.3304 0.1195 0.5869 0.127 Uiso 1 1 calc GR . . . .
Ge2 Ge 0.5000 0.5000 0.50965(11) 0.0358(3) Uani 1 4 d S TU P . .
N5 N 0.4491(3) 0.3973(3) 0.4659(3) 0.0387(12) Uani 1 1 d . U . . .
C13 C 0.4065(4) 0.3559(4) 0.5139(4) 0.0493(16) Uani 1 1 d . U . . .
H13A H 0.4434 0.3381 0.5448 0.074 Uiso 1 1 calc GR . . . .
H13B H 0.3794 0.3107 0.4966 0.074 Uiso 1 1 calc GR . . . .
H13C H 0.3682 0.3912 0.5323 0.074 Uiso 1 1 calc GR . . . .
C14 C 0.5098(3) 0.3451(3) 0.4398(4) 0.0445(17) Uani 1 1 d . U . . .
H14A H 0.4876 0.3149 0.4057 0.053 Uiso 1 1 calc R . . . .
H14B H 0.5282 0.3078 0.4709 0.053 Uiso 1 1 calc R . . . .
C15 C 0.3943(3) 0.4230(3) 0.4179(4) 0.0419(15) Uani 1 1 d . U . . .
H15A H 0.3600 0.3789 0.4063 0.050 Uiso 1 1 calc R . . . .
H15B H 0.4241 0.4391 0.3817 0.050 Uiso 1 1 calc R . . . .
S4 S -0.0060(9) 0.0156(7) 0.8022(3) 0.053(3) Uani 0.25 1 d D U . A -1
F12 F 0.0465(14) 0.0738(13) 0.8977(12) 0.119(9) Uani 0.25 1 d D U . A -1
F11 F -0.0118(17) -0.0383(16) 0.9132(8) 0.118(10) Uani 0.25 1 d D U . A -1
F10 F 0.0991(12) -0.0374(14) 0.8690(11) 0.108(8) Uani 0.25 1 d D U . A -1
O12 O -0.0792(9) 0.0526(12) 0.8120(11) 0.073(6) Uani 0.25 1 d D U . A -1
O11 O -0.0148(16) -0.0621(10) 0.7797(10) 0.083(8) Uani 0.25 1 d D U . A -1
O10 O 0.0442(12) 0.0666(16) 0.7678(11) 0.086(8) Uani 0.25 1 d D U . A -1
C21 C 0.0295(11) 0.0054(13) 0.8747(6) 0.094(7) Uani 0.25 1 d D U . A -1
S2 S 0.17827(8) 0.65947(8) 0.33931(13) 0.0470(5) Uani 1 1 d D U . . .
F4 F 0.2003(4) 0.7108(5) 0.4454(4) 0.126(3) Uani 1 1 d D U . . .
F5 F 0.0797(4) 0.6961(6) 0.4217(4) 0.129(3) Uani 1 1 d D U . . .
F6 F 0.1533(6) 0.5929(6) 0.4414(4) 0.140(3) Uani 1 1 d D U . . .
O4 O 0.1747(3) 0.7372(3) 0.3169(4) 0.079(2) Uani 1 1 d D U . . .
O5 O 0.2551(3) 0.6269(3) 0.3412(4) 0.0717(18) Uani 1 1 d D U . . .
O6 O 0.1192(3) 0.6100(3) 0.3127(3) 0.0525(14) Uani 1 1 d D U . . .
C19 C 0.1517(6) 0.6672(8) 0.4144(5) 0.094(3) Uani 1 1 d D U . . .
S1 S 0.18555(10) 0.38190(13) 0.54485(15) 0.0622(6) Uani 1 1 d D U . . .
F1 F 0.0744(4) 0.4423(5) 0.6094(5) 0.134(3) Uani 1 1 d D U . . .
F2 F 0.0359(3) 0.3818(3) 0.5329(4) 0.102(2) Uani 1 1 d D U . . .
F3 F 0.0880(4) 0.4926(4) 0.5256(6) 0.154(4) Uani 1 1 d D U . . .
O1 O 0.2383(4) 0.4389(5) 0.5698(4) 0.103(3) Uani 1 1 d D U . . .
O2 O 0.1916(4) 0.3706(4) 0.4813(4) 0.0789(18) Uani 1 1 d D U . . .
O3 O 0.1782(4) 0.3121(5) 0.5801(5) 0.103(3) Uani 1 1 d D U . . .
C18 C 0.0902(5) 0.4255(5) 0.5521(7) 0.081(3) Uani 1 1 d D U . . .
S3 S 0.4934(13) 0.4974(16) 0.2599(3) 0.042(2) Uani 0.25 1 d D U . B -1
F7 F 0.519(3) 0.5781(14) 0.1615(14) 0.049(6) Uani 0.25 1 d D U . B -1
F8 F 0.556(2) 0.459(2) 0.1555(11) 0.043(5) Uani 0.25 1 d D U . B -1
F9 F 0.4337(15) 0.486(3) 0.1535(10) 0.046(5) Uani 0.25 1 d D U . B -1
O7 O 0.5581(17) 0.544(3) 0.2828(12) 0.068(6) Uani 0.25 1 d D U . B -1
O8 O 0.493(2) 0.4153(14) 0.2714(16) 0.059(7) Uani 0.25 1 d D U . B -1
O9 O 0.4190(15) 0.5379(19) 0.2676(15) 0.046(6) Uani 0.25 1 d D U . B -1
C20 C 0.5022(16) 0.504(2) 0.1786(6) 0.039(3) Uani 0.25 1 d D U . B -1
N6 N -0.0063(10) 0.1932(11) 0.5485(9) 0.188(8) Uani 1 1 d . U . . .
C16 C 0.0486(8) 0.1851(8) 0.5203(8) 0.116(5) Uani 1 1 d . U . . .
C17 C 0.1152(8) 0.1748(9) 0.4843(7) 0.110(4) Uani 1 1 d . U . . .
H17A H 0.0999 0.1538 0.4448 0.165 Uiso 1 1 calc GR . . . .
H17B H 0.1510 0.1383 0.5042 0.165 Uiso 1 1 calc GR . . . .
H17C H 0.1414 0.2252 0.4787 0.165 Uiso 1 1 calc GR . . . .


_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 N1 2.244(5) . ?
Ge1 N2 2.168(9) . ?
Ge1 N3 2.206(6) . ?
Ge1 N4 2.165(6) . ?
N1 C1 1.428(12) . ?
N1 C8 1.467(10) . ?
N1 C9 1.457(10) . ?
N2 C2 1.475(11) . ?
N2 C3 1.483(13) . ?
N2 C10 1.456(12) . ?
N3 C4 1.472(14) . ?
N3 C5 1.474(10) . ?
N3 C11 1.500(13) . ?
N4 C6 1.482(10) . ?
N4 C7 1.486(11) . ?
N4 C12 1.455(15) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.341(16) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.454(17) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.381(16) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.464(13) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
Ge2 N5 2.188(5) . ?
Ge2 N5 2.188(5) 4_565 ?
Ge2 N5 2.188(5) 2_665 ?
Ge2 N5 2.188(5) 3_655 ?
N5 C13 1.471(9) . ?
N5 C14 1.487(7) . ?
N5 C15 1.484(9) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.506(8) 3_655 ?
C15 C14 1.507(8) 4_565 ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
S4 O12 1.421(6) . ?
S4 O11 1.427(5) . ?
S4 O10 1.444(6) . ?
S4 C21 1.724(12) . ?
F12 C21 1.310(13) . ?
F11 C21 1.336(13) . ?
F10 C21 1.405(15) . ?
S2 O4 1.421(5) . ?
S2 O5 1.430(5) . ?
S2 O6 1.444(5) . ?
S2 C19 1.727(12) . ?
F4 C19 1.312(13) . ?
F5 C19 1.338(12) . ?
F6 C19 1.407(15) . ?
S1 O1 1.441(7) . ?
S1 O2 1.423(7) . ?
S1 O3 1.432(9) . ?
S1 C18 1.803(8) . ?
F1 C18 1.328(15) . ?
F2 C18 1.268(11) . ?
F3 C18 1.290(12) . ?
S3 O7 1.45(2) . ?
S3 O8 1.43(2) . ?
S3 O9 1.46(2) . ?
S3 C20 1.808(14) . ?
F7 C20 1.36(3) . ?
F8 C20 1.30(2) . ?
F9 C20 1.33(2) . ?
N6 C16 1.137(18) . ?
C16 C17 1.403(19) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?

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
N2 Ge1 N1 78.2(2) . . ?
N2 Ge1 N3 77.6(3) . . ?
N3 Ge1 N1 131.8(2) . . ?
N4 Ge1 N1 77.8(2) . . ?
N4 Ge1 N2 118.5(3) . . ?
N4 Ge1 N3 78.2(2) . . ?
C1 N1 Ge1 107.9(5) . . ?
C1 N1 C8 112.3(9) . . ?
C1 N1 C9 108.3(9) . . ?
C8 N1 Ge1 110.6(4) . . ?
C9 N1 Ge1 107.1(4) . . ?
C9 N1 C8 110.4(7) . . ?
C2 N2 Ge1 110.7(7) . . ?
C2 N2 C3 104.3(9) . . ?
C3 N2 Ge1 112.3(7) . . ?
C10 N2 Ge1 106.0(7) . . ?
C10 N2 C2 113.4(10) . . ?
C10 N2 C3 110.2(7) . . ?
C4 N3 Ge1 108.6(5) . . ?
C4 N3 C5 115.2(8) . . ?
C4 N3 C11 107.0(8) . . ?
C5 N3 Ge1 109.5(5) . . ?
C5 N3 C11 110.0(8) . . ?
C11 N3 Ge1 106.2(5) . . ?
C6 N4 Ge1 110.8(5) . . ?
C6 N4 C7 107.7(7) . . ?
C7 N4 Ge1 109.2(5) . . ?
C12 N4 Ge1 107.2(6) . . ?
C12 N4 C6 109.0(8) . . ?
C12 N4 C7 112.9(8) . . ?
N1 C1 H1A 107.2 . . ?
N1 C1 H1B 107.2 . . ?
H1A C1 H1B 106.9 . . ?
C2 C1 N1 120.4(9) . . ?
C2 C1 H1A 107.2 . . ?
C2 C1 H1B 107.2 . . ?
N2 C2 H2A 108.7 . . ?
N2 C2 H2B 108.7 . . ?
C1 C2 N2 114.4(11) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
N2 C3 H3A 110.0 . . ?
N2 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 N2 108.4(9) . . ?
C4 C3 H3A 110.0 . . ?
C4 C3 H3B 110.0 . . ?
N3 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
C3 C4 N3 110.7(9) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
N3 C5 H5A 109.0 . . ?
N3 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 N3 113.0(8) . . ?
C6 C5 H5A 109.0 . . ?
C6 C5 H5B 109.0 . . ?
N4 C6 H6A 108.6 . . ?
N4 C6 H6B 108.6 . . ?
C5 C6 N4 114.6(9) . . ?
C5 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
N4 C7 H7A 109.6 . . ?
N4 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 N4 110.4(8) . . ?
C8 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
N1 C8 H8A 108.9 . . ?
N1 C8 H8B 108.9 . . ?
C7 C8 N1 113.4(7) . . ?
C7 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
N3 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N5 Ge2 N5 78.72(13) 2_665 3_655 ?
N5 Ge2 N5 78.72(13) . 3_655 ?
N5 Ge2 N5 78.72(13) 4_565 2_665 ?
N5 Ge2 N5 127.5(3) 4_565 3_655 ?
N5 Ge2 N5 127.5(3) . 2_665 ?
N5 Ge2 N5 78.72(13) . 4_565 ?
C13 N5 Ge2 105.4(4) . . ?
C13 N5 C14 109.7(5) . . ?
C13 N5 C15 110.1(5) . . ?
C14 N5 Ge2 112.1(4) . . ?
C15 N5 Ge2 109.3(3) . . ?
C15 N5 C14 110.0(6) . . ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13B 109.5 . . ?
N5 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N5 C14 H14A 109.9 . . ?
N5 C14 H14B 109.9 . . ?
N5 C14 C15 108.8(4) . 3_655 ?
H14A C14 H14B 108.3 . . ?
C15 C14 H14A 109.9 3_655 . ?
C15 C14 H14B 109.9 3_655 . ?
N5 C15 C14 110.5(6) . 4_565 ?
N5 C15 H15A 109.6 . . ?
N5 C15 H15B 109.6 . . ?
C14 C15 H15A 109.6 4_565 . ?
C14 C15 H15B 109.6 4_565 . ?
H15A C15 H15B 108.1 . . ?
O12 S4 O11 112.1(13) . . ?
O12 S4 O10 109.6(12) . . ?
O12 S4 C21 102.4(10) . . ?
O11 S4 O10 116.3(12) . . ?
O11 S4 C21 105.5(10) . . ?
O10 S4 C21 110.0(12) . . ?
F12 C21 S4 110.5(15) . . ?
F12 C21 F11 111.7(16) . . ?
F12 C21 F10 108.2(16) . . ?
F11 C21 S4 117.6(15) . . ?
F11 C21 F10 102.3(16) . . ?
F10 C21 S4 105.6(14) . . ?
O4 S2 O5 114.5(4) . . ?
O4 S2 O6 112.1(3) . . ?
O4 S2 C19 104.6(6) . . ?
O5 S2 O6 115.3(3) . . ?
O5 S2 C19 104.1(5) . . ?
O6 S2 C19 104.6(5) . . ?
F4 C19 S2 112.3(9) . . ?
F4 C19 F5 108.2(10) . . ?
F4 C19 F6 106.2(10) . . ?
F5 C19 S2 112.9(8) . . ?
F5 C19 F6 107.5(10) . . ?
F6 C19 S2 109.5(9) . . ?
O1 S1 C18 104.7(5) . . ?
O2 S1 O1 115.1(5) . . ?
O2 S1 O3 115.5(6) . . ?
O2 S1 C18 102.2(6) . . ?
O3 S1 O1 114.4(6) . . ?
O3 S1 C18 102.6(5) . . ?
F1 C18 S1 111.1(8) . . ?
F2 C18 S1 112.9(6) . . ?
F2 C18 F1 107.4(8) . . ?
F2 C18 F3 110.7(10) . . ?
F3 C18 S1 110.7(7) . . ?
F3 C18 F1 103.6(9) . . ?
O7 S3 O9 111(2) . . ?
O7 S3 C20 104.5(17) . . ?
O8 S3 O7 118.8(19) . . ?
O8 S3 O9 116.2(18) . . ?
O8 S3 C20 103.6(18) . . ?
O9 S3 C20 99.2(17) . . ?
F7 C20 S3 110(2) . . ?
F8 C20 S3 114.4(19) . . ?
F8 C20 F7 107.0(19) . . ?
F8 C20 F9 109(2) . . ?
F9 C20 S3 109.2(19) . . ?
F9 C20 F7 107(2) . . ?
N6 C16 C17 179(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1430053'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H21 Ge N3, C F3 O3 S, Cl'
_chemical_formula_sum            'C10 H21 Cl F3 Ge N3 O3 S'
_chemical_formula_weight         428.40

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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.1521(9)
_cell_length_b                   13.9764(15)
_cell_length_c                   14.2804(16)
_cell_angle_alpha                90
_cell_angle_beta                 101.705(7)
_cell_angle_gamma                90
_cell_volume                     1593.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7042
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.5

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.786
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.267
_shelx_estimated_absorpt_T_min   0.727
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.543
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_source_current           55.0
_diffrn_source                   'Rotating Anode'

_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_collimation    'Confocal mirrors, VHF Varimax '

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            8862
_diffrn_reflns_av_unetI/netI     0.0951
_diffrn_reflns_av_R_equivalents  0.0744
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.041
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3647
_reflns_number_gt                2914
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP-III (Farrugia, 1997)'
_computing_publication_material  
'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0514P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3647
_refine_ls_number_parameters     202
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0474
_refine_ls_wR_factor_ref         0.1150
_refine_ls_wR_factor_gt          0.1081
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_restrained_S_all      0.987
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4387(4) 0.9459(2) 0.1821(2) 0.0140(7) Uani 1 1 d . . . . .
H1A H 0.4728 0.9125 0.2441 0.017 Uiso 1 1 calc R U . . .
H1B H 0.5148 1.0010 0.1815 0.017 Uiso 1 1 calc R U . . .
C2 C 0.4526(4) 0.8779(2) 0.1010(2) 0.0148(7) Uani 1 1 d . . . . .
H2A H 0.4428 0.9141 0.0405 0.018 Uiso 1 1 calc R U . . .
H2B H 0.5630 0.8457 0.1147 0.018 Uiso 1 1 calc R U . . .
C3 C 0.3387(4) 0.7378(2) 0.1746(2) 0.0152(7) Uani 1 1 d . . . . .
H3A H 0.4203 0.7646 0.2292 0.018 Uiso 1 1 calc R U . . .
H3B H 0.3826 0.6758 0.1568 0.018 Uiso 1 1 calc R U . . .
C4 C 0.1712(4) 0.7227(2) 0.2031(2) 0.0147(7) Uani 1 1 d . . . . .
H4A H 0.0971 0.6840 0.1537 0.018 Uiso 1 1 calc R U . . .
H4B H 0.1877 0.6875 0.2644 0.018 Uiso 1 1 calc R U . . .
C5 C 0.1865(4) 0.8757(2) 0.2954(2) 0.0128(6) Uani 1 1 d . . . . .
H5A H 0.2997 0.8482 0.3175 0.015 Uiso 1 1 calc R U . . .
H5B H 0.1272 0.8737 0.3493 0.015 Uiso 1 1 calc R U . . .
C6 C 0.2016(4) 0.9790(2) 0.2641(2) 0.0115(6) Uani 1 1 d . . . . .
H6A H 0.0914 1.0111 0.2561 0.014 Uiso 1 1 calc R U . . .
H6B H 0.2819 1.0139 0.3137 0.014 Uiso 1 1 calc R U . . .
C7 C 0.2484(4) 1.0810(2) 0.1330(2) 0.0161(7) Uani 1 1 d . . . . .
H7A H 0.1315 1.1023 0.1221 0.024 Uiso 1 1 calc R U . . .
H7B H 0.2877 1.0827 0.0726 0.024 Uiso 1 1 calc R U . . .
H7C H 0.3178 1.1236 0.1794 0.024 Uiso 1 1 calc R U . . .
C8 C 0.2982(4) 0.7518(2) 0.0006(2) 0.0163(7) Uani 1 1 d . . . . .
H8A H 0.2798 0.7969 -0.0531 0.024 Uiso 1 1 calc R U . . .
H8B H 0.2026 0.7081 -0.0060 0.024 Uiso 1 1 calc R U . . .
H8C H 0.4005 0.7150 0.0006 0.024 Uiso 1 1 calc R U . . .
C9 C -0.0834(4) 0.8013(2) 0.2249(2) 0.0157(7) Uani 1 1 d . . . . .
H9A H -0.1460 0.7674 0.1689 0.024 Uiso 1 1 calc R U . . .
H9B H -0.1369 0.8631 0.2312 0.024 Uiso 1 1 calc R U . . .
H9C H -0.0826 0.7629 0.2824 0.024 Uiso 1 1 calc R U . . .
C10 C -0.2558(4) 0.5321(2) -0.0609(2) 0.0162(7) Uani 1 1 d . . . . .
N1 N 0.2610(3) 0.98117(19) 0.17123(18) 0.0120(5) Uani 1 1 d . . . . .
N2 N 0.3160(3) 0.80539(19) 0.09144(18) 0.0119(5) Uani 1 1 d . . . . .
N3 N 0.0916(3) 0.81729(18) 0.21314(17) 0.0117(5) Uani 1 1 d . . . . .
O1 O -0.0924(3) 0.69169(18) -0.03084(17) 0.0217(5) Uani 1 1 d . . . . .
O2 O -0.3800(3) 0.69533(17) -0.12025(16) 0.0173(5) Uani 1 1 d . . . . .
O3 O -0.3208(3) 0.66481(18) 0.05148(16) 0.0188(5) Uani 1 1 d . . . . .
F1 F -0.1881(3) 0.51374(15) -0.13669(13) 0.0239(5) Uani 1 1 d . . . . .
F2 F -0.1674(3) 0.48601(15) 0.01396(14) 0.0249(5) Uani 1 1 d . . . . .
F3 F -0.4091(3) 0.49467(15) -0.07862(15) 0.0249(5) Uani 1 1 d . . . . .
S1 S -0.26275(10) 0.66125(6) -0.03736(5) 0.01252(18) Uani 1 1 d . . . . .
Ge1 Ge 0.09287(4) 0.88850(2) 0.08139(2) 0.01048(12) Uani 1 1 d . . . . .
Cl1 Cl -0.18558(10) 1.02215(6) 0.10870(6) 0.0200(2) Uani 1 1 d . . . . .


_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
C1 N1 1.508(4) . ?
C1 C2 1.520(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.492(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.500(4) . ?
C3 C4 1.516(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N3 1.493(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N3 1.508(4) . ?
C5 C6 1.525(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N1 1.501(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N1 1.494(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 N2 1.480(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 N3 1.487(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 F2 1.328(4) . ?
C10 F3 1.331(4) . ?
C10 F1 1.336(3) . ?
C10 S1 1.839(3) . ?
N1 Ge1 2.119(3) . ?
N2 Ge1 2.139(3) . ?
N3 Ge1 2.130(2) . ?
O1 S1 1.437(3) . ?
O2 S1 1.443(2) . ?
O3 S1 1.442(2) . ?

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 C1 C2 110.2(3) . . ?
N1 C1 H1A 109.6 . . ?
C2 C1 H1A 109.6 . . ?
N1 C1 H1B 109.6 . . ?
C2 C1 H1B 109.6 . . ?
H1A C1 H1B 108.1 . . ?
N2 C2 C1 109.0(3) . . ?
N2 C2 H2A 109.9 . . ?
C1 C2 H2A 109.9 . . ?
N2 C2 H2B 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
N2 C3 C4 109.1(3) . . ?
N2 C3 H3A 109.9 . . ?
C4 C3 H3A 109.9 . . ?
N2 C3 H3B 109.9 . . ?
C4 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
N3 C4 C3 109.5(3) . . ?
N3 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
N3 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
N3 C5 C6 110.1(2) . . ?
N3 C5 H5A 109.6 . . ?
C6 C5 H5A 109.6 . . ?
N3 C5 H5B 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.2 . . ?
N1 C6 C5 109.7(2) . . ?
N1 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
N1 C6 H6B 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
F2 C10 F3 107.4(3) . . ?
F2 C10 F1 108.2(3) . . ?
F3 C10 F1 107.3(3) . . ?
F2 C10 S1 111.2(2) . . ?
F3 C10 S1 111.0(2) . . ?
F1 C10 S1 111.7(2) . . ?
C7 N1 C6 109.3(2) . . ?
C7 N1 C1 109.6(2) . . ?
C6 N1 C1 112.2(2) . . ?
C7 N1 Ge1 111.21(19) . . ?
C6 N1 Ge1 103.76(17) . . ?
C1 N1 Ge1 110.63(19) . . ?
C8 N2 C2 111.3(2) . . ?
C8 N2 C3 110.5(3) . . ?
C2 N2 C3 112.7(2) . . ?
C8 N2 Ge1 106.57(19) . . ?
C2 N2 Ge1 104.2(2) . . ?
C3 N2 Ge1 111.20(19) . . ?
C9 N3 C4 108.9(3) . . ?
C9 N3 C5 110.2(2) . . ?
C4 N3 C5 113.0(2) . . ?
C9 N3 Ge1 110.27(19) . . ?
C4 N3 Ge1 104.41(17) . . ?
C5 N3 Ge1 109.96(18) . . ?
O1 S1 O3 114.72(14) . . ?
O1 S1 O2 115.20(15) . . ?
O3 S1 O2 115.42(14) . . ?
O1 S1 C10 103.73(15) . . ?
O3 S1 C10 102.83(15) . . ?
O2 S1 C10 102.36(15) . . ?
N1 Ge1 N3 82.48(10) . . ?
N1 Ge1 N2 81.63(10) . . ?
N3 Ge1 N2 80.99(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 -49.0(3) . . . . ?
N2 C3 C4 N3 -49.6(3) . . . . ?
N3 C5 C6 N1 -48.5(3) . . . . ?
C5 C6 N1 C7 170.7(3) . . . . ?
C5 C6 N1 C1 -67.4(3) . . . . ?
C5 C6 N1 Ge1 52.0(3) . . . . ?
C2 C1 N1 C7 -103.1(3) . . . . ?
C2 C1 N1 C6 135.3(3) . . . . ?
C2 C1 N1 Ge1 20.0(3) . . . . ?
C1 C2 N2 C8 166.6(3) . . . . ?
C1 C2 N2 C3 -68.6(3) . . . . ?
C1 C2 N2 Ge1 52.1(3) . . . . ?
C4 C3 N2 C8 -97.5(3) . . . . ?
C4 C3 N2 C2 137.2(3) . . . . ?
C4 C3 N2 Ge1 20.6(3) . . . . ?
C3 C4 N3 C9 170.6(2) . . . . ?
C3 C4 N3 C5 -66.6(3) . . . . ?
C3 C4 N3 Ge1 52.9(3) . . . . ?
C6 C5 N3 C9 -102.6(3) . . . . ?
C6 C5 N3 C4 135.3(3) . . . . ?
C6 C5 N3 Ge1 19.1(3) . . . . ?
F2 C10 S1 O1 67.0(2) . . . . ?
F3 C10 S1 O1 -173.6(2) . . . . ?
F1 C10 S1 O1 -54.0(3) . . . . ?
F2 C10 S1 O3 -52.8(3) . . . . ?
F3 C10 S1 O3 66.6(2) . . . . ?
F1 C10 S1 O3 -173.8(2) . . . . ?
F2 C10 S1 O2 -172.9(2) . . . . ?
F3 C10 S1 O2 -53.4(2) . . . . ?
F1 C10 S1 O2 66.2(3) . . . . ?

_refine_diff_density_max         1.168
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.154

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1430054'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H21 Ge N3, C2 H3 N, 2(Cl)'
_chemical_formula_sum            'C11 H24 Cl2 Ge N4'
_chemical_formula_weight         355.83

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   14.399(5)
_cell_length_b                   10.139(5)
_cell_length_c                   21.491(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3138(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8246
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    2.284
_shelx_estimated_absorpt_T_min   0.821
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.489
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)'

_exptl_special_details           
;
 ?
;


_diffrn_ambient_temperature      100(2)
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_source_current           55.0
_diffrn_source                   'Rotating Anode'

_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_collimation    'Confocal mirrors, VHF Varimax '

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            11548
_diffrn_reflns_av_unetI/netI     0.1267
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.103
_diffrn_reflns_theta_max         27.475
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5491
_reflns_number_gt                3628
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.948
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.995

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP-III (Farrugia, 1997)'
_computing_publication_material  
'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0281P)²+3.7980P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.

 Isotropic thermal parameter restraints were applied to some carbon atoms.
;
_refine_ls_abs_structure_Flack   0.21(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5491
_refine_ls_number_parameters     322
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0608
_refine_ls_wR_factor_ref         0.1190
_refine_ls_wR_factor_gt          0.1029
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0443(8) 0.6924(14) 0.3391(7) 0.021(3) Uani 1 1 d . . . . .
H1A H 0.0214 0.6096 0.3580 0.025 Uiso 1 1 calc R U . . .
H1B H 0.1023 0.7179 0.3607 0.025 Uiso 1 1 calc R U . . .
C2 C -0.0271(7) 0.7991(13) 0.3474(6) 0.018(3) Uani 1 1 d . . . . .
H2A H -0.0893 0.7649 0.3361 0.022 Uiso 1 1 calc R U . . .
H2B H -0.0288 0.8272 0.3915 0.022 Uiso 1 1 calc R U . . .
C3 C -0.0862(7) 0.9668(11) 0.2726(6) 0.017(3) Uani 1 1 d . . . . .
H3A H -0.0699 1.0497 0.2508 0.020 Uiso 1 1 calc R U . . .
H3B H -0.1372 0.9857 0.3022 0.020 Uiso 1 1 calc R U . . .
C4 C -0.1168(6) 0.8639(11) 0.2261(6) 0.014(2) Uani 1 1 d . U . . .
H4A H -0.1427 0.7868 0.2484 0.016 Uiso 1 1 calc R U . . .
H4B H -0.1661 0.9008 0.1991 0.016 Uiso 1 1 calc R U . . .
C5 C -0.0373(8) 0.6778(11) 0.1768(6) 0.018(3) Uani 1 1 d . . . . .
H5A H 0.0108 0.6532 0.1461 0.022 Uiso 1 1 calc R U . . .
H5B H -0.0986 0.6506 0.1603 0.022 Uiso 1 1 calc R U . . .
C6 C -0.0187(7) 0.6078(9) 0.2383(7) 0.014(2) Uani 1 1 d . . . . .
H6A H -0.0740 0.6146 0.2654 0.016 Uiso 1 1 calc R U . . .
H6B H -0.0063 0.5132 0.2304 0.016 Uiso 1 1 calc R U . . .
C7 C 0.1459(7) 0.5800(12) 0.2647(7) 0.021(3) Uani 1 1 d . . . . .
H7A H 0.1983 0.6160 0.2883 0.032 Uiso 1 1 calc R U . . .
H7B H 0.1632 0.5719 0.2208 0.032 Uiso 1 1 calc R U . . .
H7C H 0.1296 0.4928 0.2812 0.032 Uiso 1 1 calc R U . . .
C8 C 0.0379(8) 1.0249(12) 0.3446(7) 0.024(3) Uani 1 1 d . . . . .
H8A H 0.0505 1.1006 0.3175 0.036 Uiso 1 1 calc R U . . .
H8B H 0.0961 0.9949 0.3636 0.036 Uiso 1 1 calc R U . . .
H8C H -0.0058 1.0509 0.3773 0.036 Uiso 1 1 calc R U . . .
C9 C -0.0386(7) 0.8925(12) 0.1257(6) 0.020(3) Uani 1 1 d . . . . .
H9A H 0.0133 0.8629 0.0997 0.030 Uiso 1 1 calc R U . . .
H9B H -0.0333 0.9877 0.1330 0.030 Uiso 1 1 calc R U . . .
H9C H -0.0974 0.8737 0.1045 0.030 Uiso 1 1 calc R U . . .
C10 C 0.3474(6) 0.1335(11) 0.1010(6) 0.016(2) Uani 1 1 d . . . . .
H10A H 0.3958 0.0921 0.1272 0.020 Uiso 1 1 calc R U . . .
H10B H 0.3751 0.2113 0.0802 0.020 Uiso 1 1 calc R U . . .
C11 C 0.3147(7) 0.0371(11) 0.0531(5) 0.014(3) Uani 1 1 d . . . . .
H11A H 0.3655 0.0198 0.0231 0.017 Uiso 1 1 calc R U . . .
H11B H 0.2988 -0.0473 0.0737 0.017 Uiso 1 1 calc R U . . .
C12 C 0.2531(7) 0.2040(14) -0.0199(7) 0.019(3) Uani 1 1 d . . . . .
H12A H 0.2525 0.1785 -0.0643 0.022 Uiso 1 1 calc R U . . .
H12B H 0.3160 0.2370 -0.0097 0.022 Uiso 1 1 calc R U . . .
C13 C 0.1833(7) 0.3115(12) -0.0091(6) 0.014(3) Uani 1 1 d . . . . .
H13A H 0.2068 0.3949 -0.0272 0.017 Uiso 1 1 calc R U . . .
H13B H 0.1246 0.2887 -0.0305 0.017 Uiso 1 1 calc R U . . .
C14 C 0.2489(6) 0.3916(11) 0.0904(7) 0.018(3) Uani 1 1 d . U . . .
H14A H 0.3041 0.3841 0.0632 0.022 Uiso 1 1 calc R U . . .
H14B H 0.2372 0.4864 0.0983 0.022 Uiso 1 1 calc R U . . .
C15 C 0.2672(7) 0.3232(11) 0.1504(6) 0.016(3) Uani 1 1 d . . . . .
H15A H 0.2184 0.3466 0.1809 0.019 Uiso 1 1 calc R U . . .
H15B H 0.3278 0.3521 0.1674 0.019 Uiso 1 1 calc R U . . .
C16 C 0.2685(7) 0.1043(11) 0.2007(6) 0.017(3) Uani 1 1 d . U . . .
H16A H 0.2652 0.0092 0.1930 0.025 Uiso 1 1 calc R U . . .
H16B H 0.2148 0.1317 0.2255 0.025 Uiso 1 1 calc R U . . .
H16C H 0.3258 0.1248 0.2233 0.025 Uiso 1 1 calc R U . . .
C17 C 0.1899(7) -0.0192(12) -0.0184(7) 0.023(3) Uani 1 1 d . . . . .
H17A H 0.1337 0.0141 -0.0387 0.034 Uiso 1 1 calc R U . . .
H17B H 0.1737 -0.0932 0.0088 0.034 Uiso 1 1 calc R U . . .
H17C H 0.2342 -0.0489 -0.0500 0.034 Uiso 1 1 calc R U . . .
C18 C 0.0828(7) 0.4197(12) 0.0667(7) 0.018(3) Uani 1 1 d . U . . .
H18A H 0.0947 0.5044 0.0462 0.028 Uiso 1 1 calc R U . . .
H18B H 0.0723 0.4343 0.1112 0.028 Uiso 1 1 calc R U . . .
H18C H 0.0276 0.3787 0.0483 0.028 Uiso 1 1 calc R U . . .
C19 C 0.3169(11) 0.2463(14) 0.3454(7) 0.033(4) Uani 1 1 d . . . . .
C20 C 0.3944(9) 0.1529(14) 0.3491(7) 0.038(4) Uani 1 1 d . . . . .
H20A H 0.3714 0.0632 0.3420 0.056 Uiso 1 1 calc R U . . .
H20B H 0.4229 0.1582 0.3905 0.056 Uiso 1 1 calc R U . . .
H20C H 0.4408 0.1749 0.3174 0.056 Uiso 1 1 calc R U . . .
C21 C 0.0955(12) 0.2474(17) 0.4721(10) 0.053(5) Uani 1 1 d . . . . .
C22 C 0.1683(8) 0.1497(14) 0.4761(7) 0.031(3) Uani 1 1 d . . . . .
H22A H 0.2126 0.1752 0.5086 0.047 Uiso 1 1 calc R U . . .
H22B H 0.2006 0.1440 0.4360 0.047 Uiso 1 1 calc R U . . .
H22C H 0.1412 0.0638 0.4863 0.047 Uiso 1 1 calc R U . . .
N1 N 0.0646(6) 0.6698(9) 0.2706(5) 0.0141(11) Uani 1 1 d . . . . .
N2 N -0.0035(6) 0.9147(10) 0.3068(5) 0.015(2) Uani 1 1 d . . . . .
N3 N -0.0361(6) 0.8211(9) 0.1868(5) 0.0141(11) Uani 1 1 d . . . . .
N4 N 0.2681(6) 0.1758(9) 0.1405(5) 0.014(2) Uani 1 1 d . . . . .
N5 N 0.2322(6) 0.0869(9) 0.0189(5) 0.015(2) Uani 1 1 d . . . . .
N6 N 0.1649(6) 0.3307(10) 0.0580(5) 0.0141(11) Uani 1 1 d . . . . .
N7 N 0.2548(10) 0.3149(12) 0.3417(7) 0.041(3) Uani 1 1 d . . . . .
N8 N 0.0370(11) 0.3234(16) 0.4728(9) 0.077(6) Uani 1 1 d . . . . .
Ge1 Ge 0.09237(7) 0.86079(13) 0.23460(6) 0.0145(3) Uani 1 1 d . . . . .
Ge2 Ge 0.13610(7) 0.13819(12) 0.09399(6) 0.0139(3) Uani 1 1 d . . . . .
Cl1 Cl 0.25200(18) 0.8662(3) 0.32626(15) 0.0209(7) Uani 1 1 d . . . . .
Cl2 Cl 0.19520(17) 0.7469(3) 0.12409(18) 0.0232(8) Uani 1 1 d . . . . .
Cl3 Cl -0.02230(17) 0.1336(3) 0.00807(15) 0.0186(6) Uani 1 1 d . . . . .
Cl4 Cl 0.03473(18) 0.2506(3) 0.20194(18) 0.0234(8) Uani 1 1 d . . . . .


_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
C1 C2 1.503(18) . ?
C1 N1 1.516(16) . ?
C2 N2 1.500(15) . ?
C3 N2 1.496(14) . ?
C3 C4 1.510(16) . ?
C4 N3 1.500(13) . ?
C5 N3 1.469(15) . ?
C5 C6 1.523(18) . ?
C6 N1 1.522(14) . ?
C7 N1 1.489(13) . ?
C8 N2 1.505(14) . ?
C9 N3 1.500(15) . ?
C10 N4 1.486(14) . ?
C10 C11 1.495(16) . ?
C11 N5 1.485(13) . ?
C12 N5 1.481(15) . ?
C12 C13 1.500(17) . ?
C13 N6 1.479(16) . ?
C14 C15 1.487(19) . ?
C14 N6 1.527(14) . ?
C15 N4 1.510(15) . ?
C16 N4 1.483(15) . ?
C17 N5 1.473(15) . ?
C18 N6 1.499(13) . ?
C19 N7 1.136(17) . ?
C19 C20 1.47(2) . ?
C21 N8 1.14(2) . ?
C21 C22 1.44(2) . ?
N1 Ge1 2.124(10) . ?
N2 Ge1 2.147(10) . ?
N3 Ge1 2.154(9) . ?
N4 Ge2 2.181(9) . ?
N5 Ge2 2.187(10) . ?
N6 Ge2 2.140(10) . ?

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
C2 C1 N1 110.8(10) . . ?
N2 C2 C1 109.7(9) . . ?
N2 C3 C4 108.3(9) . . ?
N3 C4 C3 110.2(7) . . ?
N3 C5 C6 109.4(10) . . ?
N1 C6 C5 110.0(9) . . ?
N4 C10 C11 109.8(8) . . ?
N5 C11 C10 111.7(9) . . ?
N5 C12 C13 111.0(10) . . ?
N6 C13 C12 111.5(10) . . ?
C15 C14 N6 110.3(9) . . ?
C14 C15 N4 109.9(10) . . ?
N7 C19 C20 177.5(16) . . ?
N8 C21 C22 176(2) . . ?
C7 N1 C1 109.1(10) . . ?
C7 N1 C6 109.1(9) . . ?
C1 N1 C6 110.8(9) . . ?
C7 N1 Ge1 112.2(7) . . ?
C1 N1 Ge1 104.6(7) . . ?
C6 N1 Ge1 111.0(7) . . ?
C3 N2 C2 112.4(8) . . ?
C3 N2 C8 108.6(9) . . ?
C2 N2 C8 110.8(11) . . ?
C3 N2 Ge1 104.3(7) . . ?
C2 N2 Ge1 111.6(7) . . ?
C8 N2 Ge1 109.0(6) . . ?
C5 N3 C9 110.5(9) . . ?
C5 N3 C4 111.1(9) . . ?
C9 N3 C4 109.5(8) . . ?
C5 N3 Ge1 105.3(7) . . ?
C9 N3 Ge1 110.3(7) . . ?
C4 N3 Ge1 110.1(7) . . ?
C16 N4 C10 110.8(9) . . ?
C16 N4 C15 111.1(9) . . ?
C10 N4 C15 111.9(9) . . ?
C16 N4 Ge2 108.5(6) . . ?
C10 N4 Ge2 111.0(7) . . ?
C15 N4 Ge2 103.3(7) . . ?
C17 N5 C12 111.3(11) . . ?
C17 N5 C11 110.6(9) . . ?
C12 N5 C11 112.8(8) . . ?
C17 N5 Ge2 108.3(7) . . ?
C12 N5 Ge2 110.7(7) . . ?
C11 N5 Ge2 102.8(7) . . ?
C13 N6 C18 110.0(9) . . ?
C13 N6 C14 110.9(9) . . ?
C18 N6 C14 109.0(9) . . ?
C13 N6 Ge2 105.5(7) . . ?
C18 N6 Ge2 110.6(7) . . ?
C14 N6 Ge2 110.9(7) . . ?
N1 Ge1 N2 81.2(4) . . ?
N1 Ge1 N3 80.9(3) . . ?
N2 Ge1 N3 80.8(4) . . ?
N6 Ge2 N4 80.6(3) . . ?
N6 Ge2 N5 80.1(4) . . ?
N4 Ge2 N5 80.1(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 -46.2(14) . . . . ?
N2 C3 C4 N3 -51.8(12) . . . . ?
N3 C5 C6 N1 -47.5(12) . . . . ?
N4 C10 C11 N5 50.5(13) . . . . ?
N5 C12 C13 N6 45.3(14) . . . . ?
N6 C14 C15 N4 49.2(12) . . . . ?
C2 C1 N1 C7 170.9(10) . . . . ?
C2 C1 N1 C6 -69.0(12) . . . . ?
C2 C1 N1 Ge1 50.7(11) . . . . ?
C5 C6 N1 C7 -105.5(11) . . . . ?
C5 C6 N1 C1 134.4(10) . . . . ?
C5 C6 N1 Ge1 18.7(11) . . . . ?
C4 C3 N2 C2 -67.2(12) . . . . ?
C4 C3 N2 C8 169.8(9) . . . . ?
C4 C3 N2 Ge1 53.8(9) . . . . ?
C1 C2 N2 C3 134.7(10) . . . . ?
C1 C2 N2 C8 -103.6(11) . . . . ?
C1 C2 N2 Ge1 18.0(12) . . . . ?
C6 C5 N3 C9 170.7(8) . . . . ?
C6 C5 N3 C4 -67.6(12) . . . . ?
C6 C5 N3 Ge1 51.6(10) . . . . ?
C3 C4 N3 C5 138.8(10) . . . . ?
C3 C4 N3 C9 -98.9(11) . . . . ?
C3 C4 N3 Ge1 22.6(11) . . . . ?
C11 C10 N4 C16 100.6(11) . . . . ?
C11 C10 N4 C15 -134.8(10) . . . . ?
C11 C10 N4 Ge2 -20.0(11) . . . . ?
C14 C15 N4 C16 -169.4(8) . . . . ?
C14 C15 N4 C10 66.2(11) . . . . ?
C14 C15 N4 Ge2 -53.2(9) . . . . ?
C13 C12 N5 C17 103.8(11) . . . . ?
C13 C12 N5 C11 -131.3(10) . . . . ?
C13 C12 N5 Ge2 -16.6(12) . . . . ?
C10 C11 N5 C17 -168.4(10) . . . . ?
C10 C11 N5 C12 66.3(13) . . . . ?
C10 C11 N5 Ge2 -53.0(10) . . . . ?
C12 C13 N6 C18 -169.4(10) . . . . ?
C12 C13 N6 C14 70.0(12) . . . . ?
C12 C13 N6 Ge2 -50.1(10) . . . . ?
C15 C14 N6 C13 -135.8(10) . . . . ?
C15 C14 N6 C18 103.0(11) . . . . ?
C15 C14 N6 Ge2 -19.0(11) . . . . ?

_refine_diff_density_max         0.940
_refine_diff_density_min         -0.797
_refine_diff_density_rms         0.147

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_2013dcp040
_database_code_depnum_ccdc_archive 'CCDC 1430055'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'ChemistryUniversity of SouthamptonHighfieldSouthamptonSO17 1BJ'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H21 Cl3 N3 Si, C F3 O3 S'
_chemical_formula_sum            'C10 H21 Cl3 F3 N3 O3 S Si'
_chemical_formula_weight         454.80

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'
O O 0.0106 0.0060 '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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2

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

_cell_length_a                   6.997(2)
_cell_length_b                   10.820(4)
_cell_length_c                   11.974(4)
_cell_angle_alpha                99.110(7)
_cell_angle_beta                 93.245(5)
_cell_angle_gamma                92.108(8)
_cell_volume                     892.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2430
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      31.2

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9638
_exptl_absorpt_correction_T_max  0.9709
_exptl_absorpt_process_details   'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)'

_exptl_special_details           
;
Chemistry
University of Southampton
Highfield
Southampton
SO17 1BJ
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_source_current           55.0
_diffrn_source                   'Rotating Anode'

_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_collimation    'Confocal mirrors, VHF Varimax '

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7788
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         27.48
_reflns_number_total             4019
_reflns_number_gt                3555
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_structure_solution    'SHELXS-97 (sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-III (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

_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 > 2σ(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)+(0.0340P)²+0.0758P] 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         4019
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0719
_refine_ls_wR_factor_gt          0.0687
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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
C1 C -0.0222(3) 0.19283(17) 0.47999(15) 0.0198(4) Uani 1 1 d . . .
H1A H -0.1161 0.1474 0.4228 0.030 Uiso 1 1 calc R . .
H1B H 0.0780 0.1366 0.4973 0.030 Uiso 1 1 calc R . .
H1C H 0.0354 0.2642 0.4507 0.030 Uiso 1 1 calc R . .
C2 C -0.2374(3) 0.13031(16) 0.61586(15) 0.0178(4) Uani 1 1 d . . .
H2A H -0.1562 0.0575 0.6173 0.021 Uiso 1 1 calc R . .
H2B H -0.3450 0.1058 0.5584 0.021 Uiso 1 1 calc R . .
C3 C -0.3134(3) 0.17012(17) 0.73105(15) 0.0191(4) Uani 1 1 d . . .
H3A H -0.3632 0.0955 0.7604 0.023 Uiso 1 1 calc R . .
H3B H -0.4202 0.2266 0.7244 0.023 Uiso 1 1 calc R . .
C4 C -0.0924(3) 0.14871(18) 0.89154(16) 0.0231(4) Uani 1 1 d . . .
H4A H 0.0218 0.1850 0.9381 0.035 Uiso 1 1 calc R . .
H4B H -0.0624 0.0685 0.8471 0.035 Uiso 1 1 calc R . .
H4C H -0.1958 0.1351 0.9408 0.035 Uiso 1 1 calc R . .
C5 C -0.2357(3) 0.34837(17) 0.88266(15) 0.0195(4) Uani 1 1 d . . .
H5A H -0.1435 0.3828 0.9468 0.023 Uiso 1 1 calc R . .
H5B H -0.3564 0.3229 0.9138 0.023 Uiso 1 1 calc R . .
C6 C -0.2734(3) 0.44705(17) 0.80826(15) 0.0174(4) Uani 1 1 d . . .
H6A H -0.3912 0.4228 0.7587 0.021 Uiso 1 1 calc R . .
H6B H -0.2925 0.5285 0.8561 0.021 Uiso 1 1 calc R . .
C7 C 0.0027(3) 0.58208(16) 0.78201(16) 0.0201(4) Uani 1 1 d . . .
H7A H 0.1212 0.5877 0.7429 0.030 Uiso 1 1 calc R . .
H7B H 0.0338 0.5867 0.8634 0.030 Uiso 1 1 calc R . .
H7C H -0.0775 0.6516 0.7693 0.030 Uiso 1 1 calc R . .
C8 C -0.1764(3) 0.46643(16) 0.61740(14) 0.0150(4) Uani 1 1 d . . .
H8A H -0.0704 0.4948 0.5748 0.018 Uiso 1 1 calc R . .
H8B H -0.2780 0.5278 0.6182 0.018 Uiso 1 1 calc R . .
C9 C -0.2553(2) 0.33935(16) 0.56031(15) 0.0155(4) Uani 1 1 d . . .
H9A H -0.2697 0.3376 0.4773 0.019 Uiso 1 1 calc R . .
H9B H -0.3832 0.3224 0.5874 0.019 Uiso 1 1 calc R . .
C10 C 0.4380(3) 0.85156(17) 0.83840(16) 0.0233(4) Uani 1 1 d . . .
N1 N -0.1212(2) 0.23968(13) 0.58671(12) 0.0128(3) Uani 1 1 d . . .
N2 N -0.1553(2) 0.23724(13) 0.81262(12) 0.0154(3) Uani 1 1 d . . .
N3 N -0.1044(2) 0.45938(13) 0.73646(12) 0.0137(3) Uani 1 1 d . . .
O1 O 0.76270(19) 0.84782(13) 0.74718(12) 0.0268(3) Uani 1 1 d . . .
O2 O 0.48006(19) 0.88803(12) 0.63394(11) 0.0214(3) Uani 1 1 d . . .
O3 O 0.5222(2) 0.67903(12) 0.68019(12) 0.0260(3) Uani 1 1 d . . .
F1 F 0.24922(18) 0.82700(12) 0.81913(12) 0.0386(3) Uani 1 1 d . . .
F2 F 0.4983(2) 0.78694(12) 0.91921(11) 0.0441(4) Uani 1 1 d . . .
F3 F 0.46248(17) 0.97328(10) 0.88235(9) 0.0272(3) Uani 1 1 d . . .
Si1 Si 0.05147(7) 0.30425(4) 0.72510(4) 0.01250(11) Uani 1 1 d . . .
S1 S 0.56616(7) 0.81206(4) 0.71007(4) 0.01653(11) Uani 1 1 d . . .
Cl1 Cl 0.21740(6) 0.37785(4) 0.88345(4) 0.01904(11) Uani 1 1 d . . .
Cl2 Cl 0.25375(6) 0.38987(4) 0.62622(4) 0.01794(11) Uani 1 1 d . . .
Cl3 Cl 0.19551(6) 0.13162(4) 0.70732(4) 0.01939(11) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C1 N1 1.513(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N1 1.509(2) . ?
C2 C3 1.511(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.516(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N2 1.508(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 N2 1.500(2) . ?
C5 C6 1.516(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N3 1.515(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N3 1.508(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 N3 1.499(2) . ?
C8 C9 1.505(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N1 1.514(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 F1 1.337(2) . ?
C10 F2 1.339(2) . ?
C10 F3 1.340(2) . ?
C10 S1 1.823(2) . ?
N1 Si1 2.0095(16) . ?
N2 Si1 2.0128(16) . ?
N3 Si1 2.0261(15) . ?
O1 S1 1.4406(15) . ?
O2 S1 1.4426(13) . ?
O3 S1 1.4445(14) . ?
Si1 Cl3 2.1416(9) . ?
Si1 Cl2 2.1688(8) . ?
Si1 Cl1 2.1867(9) . ?

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 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 107.95(14) . . ?
N1 C2 H2A 110.1 . . ?
C3 C2 H2A 110.1 . . ?
N1 C2 H2B 110.1 . . ?
C3 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
C2 C3 N2 110.09(15) . . ?
C2 C3 H3A 109.6 . . ?
N2 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
N2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.2 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 C6 108.75(14) . . ?
N2 C5 H5A 109.9 . . ?
C6 C5 H5A 109.9 . . ?
N2 C5 H5B 109.9 . . ?
C6 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
N3 C6 C5 109.39(14) . . ?
N3 C6 H6A 109.8 . . ?
C5 C6 H6A 109.8 . . ?
N3 C6 H6B 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 C9 109.61(13) . . ?
N3 C8 H8A 109.7 . . ?
C9 C8 H8A 109.7 . . ?
N3 C8 H8B 109.7 . . ?
C9 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C8 C9 N1 109.83(14) . . ?
C8 C9 H9A 109.7 . . ?
N1 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
N1 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
F1 C10 F2 107.27(16) . . ?
F1 C10 F3 106.88(15) . . ?
F2 C10 F3 106.88(16) . . ?
F1 C10 S1 111.96(13) . . ?
F2 C10 S1 111.55(14) . . ?
F3 C10 S1 111.98(13) . . ?
C2 N1 C1 107.28(13) . . ?
C2 N1 C9 109.09(14) . . ?
C1 N1 C9 107.79(13) . . ?
C2 N1 Si1 105.95(10) . . ?
C1 N1 Si1 116.02(11) . . ?
C9 N1 Si1 110.51(10) . . ?
C5 N2 C4 107.74(14) . . ?
C5 N2 C3 108.79(14) . . ?
C4 N2 C3 107.75(14) . . ?
C5 N2 Si1 106.72(11) . . ?
C4 N2 Si1 115.94(11) . . ?
C3 N2 Si1 109.70(11) . . ?
C8 N3 C7 107.04(13) . . ?
C8 N3 C6 109.31(14) . . ?
C7 N3 C6 107.90(14) . . ?
C8 N3 Si1 105.48(10) . . ?
C7 N3 Si1 116.15(11) . . ?
C6 N3 Si1 110.74(10) . . ?
N1 Si1 N2 85.61(7) . . ?
N1 Si1 N3 85.37(6) . . ?
N2 Si1 N3 84.70(6) . . ?
N1 Si1 Cl3 90.67(5) . . ?
N2 Si1 Cl3 92.54(5) . . ?
N3 Si1 Cl3 175.33(5) . . ?
N1 Si1 Cl2 92.02(5) . . ?
N2 Si1 Cl2 174.22(5) . . ?
N3 Si1 Cl2 89.86(5) . . ?
Cl3 Si1 Cl2 92.76(3) . . ?
N1 Si1 Cl1 175.13(5) . . ?
N2 Si1 Cl1 90.32(5) . . ?
N3 Si1 Cl1 91.61(5) . . ?
Cl3 Si1 Cl1 92.18(3) . . ?
Cl2 Si1 Cl1 91.79(4) . . ?
O1 S1 O2 114.58(8) . . ?
O1 S1 O3 115.71(8) . . ?
O2 S1 O3 115.09(8) . . ?
O1 S1 C10 103.55(9) . . ?
O2 S1 C10 103.29(9) . . ?
O3 S1 C10 102.02(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 N2 -45.81(18) . . . . ?
N2 C5 C6 N3 -44.19(19) . . . . ?
N3 C8 C9 N1 -43.91(19) . . . . ?
C3 C2 N1 C1 171.73(14) . . . . ?
C3 C2 N1 C9 -71.77(17) . . . . ?
C3 C2 N1 Si1 47.21(15) . . . . ?
C8 C9 N1 C2 135.80(15) . . . . ?
C8 C9 N1 C1 -108.02(16) . . . . ?
C8 C9 N1 Si1 19.71(17) . . . . ?
C6 C5 N2 C4 171.93(14) . . . . ?
C6 C5 N2 C3 -71.52(17) . . . . ?
C6 C5 N2 Si1 46.78(16) . . . . ?
C2 C3 N2 C5 138.33(15) . . . . ?
C2 C3 N2 C4 -105.13(16) . . . . ?
C2 C3 N2 Si1 21.92(16) . . . . ?
C9 C8 N3 C7 170.37(14) . . . . ?
C9 C8 N3 C6 -73.01(17) . . . . ?
C9 C8 N3 Si1 46.09(15) . . . . ?
C5 C6 N3 C8 136.19(15) . . . . ?
C5 C6 N3 C7 -107.74(16) . . . . ?
C5 C6 N3 Si1 20.41(17) . . . . ?
C2 N1 Si1 N2 -28.22(11) . . . . ?
C1 N1 Si1 N2 -147.12(12) . . . . ?
C9 N1 Si1 N2 89.81(11) . . . . ?
C2 N1 Si1 N3 -113.25(11) . . . . ?
C1 N1 Si1 N3 127.85(12) . . . . ?
C9 N1 Si1 N3 4.79(11) . . . . ?
C2 N1 Si1 Cl3 64.27(10) . . . . ?
C1 N1 Si1 Cl3 -54.63(11) . . . . ?
C9 N1 Si1 Cl3 -177.69(11) . . . . ?
C2 N1 Si1 Cl2 157.06(10) . . . . ?
C1 N1 Si1 Cl2 38.16(11) . . . . ?
C9 N1 Si1 Cl2 -84.91(11) . . . . ?
C5 N2 Si1 N1 -113.87(11) . . . . ?
C4 N2 Si1 N1 126.13(13) . . . . ?
C3 N2 Si1 N1 3.83(11) . . . . ?
C5 N2 Si1 N3 -28.13(11) . . . . ?
C4 N2 Si1 N3 -148.13(13) . . . . ?
C3 N2 Si1 N3 89.57(11) . . . . ?
C5 N2 Si1 Cl3 155.65(10) . . . . ?
C4 N2 Si1 Cl3 35.65(12) . . . . ?
C3 N2 Si1 Cl3 -86.65(11) . . . . ?
C5 N2 Si1 Cl1 63.46(10) . . . . ?
C4 N2 Si1 Cl1 -56.54(12) . . . . ?
C3 N2 Si1 Cl1 -178.84(10) . . . . ?
C8 N3 Si1 N1 -27.77(11) . . . . ?
C7 N3 Si1 N1 -146.11(12) . . . . ?
C6 N3 Si1 N1 90.38(12) . . . . ?
C8 N3 Si1 N2 -113.77(11) . . . . ?
C7 N3 Si1 N2 127.88(12) . . . . ?
C6 N3 Si1 N2 4.37(11) . . . . ?
C8 N3 Si1 Cl2 64.27(11) . . . . ?
C7 N3 Si1 Cl2 -54.07(12) . . . . ?
C6 N3 Si1 Cl2 -177.59(11) . . . . ?
C8 N3 Si1 Cl1 156.05(10) . . . . ?
C7 N3 Si1 Cl1 37.71(11) . . . . ?
C6 N3 Si1 Cl1 -85.80(11) . . . . ?
F1 C10 S1 O1 178.53(12) . . . . ?
F2 C10 S1 O1 -61.24(15) . . . . ?
F3 C10 S1 O1 58.50(15) . . . . ?
F1 C10 S1 O2 58.76(14) . . . . ?
F2 C10 S1 O2 178.99(13) . . . . ?
F3 C10 S1 O2 -61.27(15) . . . . ?
F1 C10 S1 O3 -60.97(14) . . . . ?
F2 C10 S1 O3 59.26(15) . . . . ?
F3 C10 S1 O3 179.00(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.063
####################################################################### 
# 
# 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_2013dcp017
_database_code_depnum_ccdc_archive 'CCDC 1430056'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H21 Cl4 N3 Si, 0.67(C H2 Cl2)'
_chemical_formula_sum            'C9.67 H22.33 Cl5.33 N3 Si'
_chemical_formula_weight         397.80

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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15

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'

_cell_length_a                   34.475(8)
_cell_length_b                   26.707(6)
_cell_length_c                   11.820(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.684(5)
_cell_angle_gamma                90.00
_cell_volume                     10425(4)
_cell_formula_units_Z            24
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    17401
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      34.6

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4944
_exptl_absorpt_coefficient_mu    0.946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9631
_exptl_absorpt_correction_T_max  0.9906
_exptl_absorpt_process_details   'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)'

_exptl_special_details           
;
 [SiCl₃(Me₃tacn)]Cl contained solvent of crystallisation (CH₂Cl₂)
 which was partially occupied. The asymmetric unit was defined such that 
 it contains the smallest whole number of cations even though this led 
 to fractional occupancy of the solvent molecules. 
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_source_current           55.0
_diffrn_source                   'Rotating Anode'

_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_collimation    'Confocal mirrors, VHF Varimax '

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            46773
_diffrn_reflns_av_R_equivalents  0.1139
_diffrn_reflns_av_sigmaI/netI    0.0894
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.94
_diffrn_reflns_theta_max         26.37
_reflns_number_total             10659
_reflns_number_gt                8130
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP-III (Farrugia, 1997)'
_computing_publication_material  
'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).'

_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 > 2σ(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)+(0.0951P)²+47.8627P] 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         10659
_refine_ls_number_parameters     549
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1207
_refine_ls_R_factor_gt           0.0943
_refine_ls_wR_factor_ref         0.2472
_refine_ls_wR_factor_gt          0.2271
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.000
_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
C1 C 0.18843(19) 0.0629(3) 0.7514(7) 0.0429(16) Uani 1 1 d . . .
H1A H 0.2131 0.0822 0.7575 0.064 Uiso 1 1 calc R . .
H1B H 0.1891 0.0318 0.7079 0.064 Uiso 1 1 calc R . .
H1C H 0.1868 0.0549 0.8308 0.064 Uiso 1 1 calc R . .
C2 C 0.15371(19) 0.1001(3) 0.5619(5) 0.0348(14) Uani 1 1 d . . .
H2A H 0.1808 0.0904 0.5562 0.042 Uiso 1 1 calc R . .
H2B H 0.1492 0.1358 0.5390 0.042 Uiso 1 1 calc R . .
C3 C 0.12136(19) 0.0679(2) 0.4782(6) 0.0343(14) Uani 1 1 d . . .
H3A H 0.1175 0.0787 0.3956 0.041 Uiso 1 1 calc R . .
H3B H 0.1299 0.0323 0.4853 0.041 Uiso 1 1 calc R . .
C4 C 0.05305(19) 0.0351(2) 0.4392(6) 0.0390(15) Uani 1 1 d . . .
H4A H 0.0541 0.0354 0.3571 0.058 Uiso 1 1 calc R . .
H4B H 0.0256 0.0433 0.4413 0.058 Uiso 1 1 calc R . .
H4C H 0.0605 0.0018 0.4731 0.058 Uiso 1 1 calc R . .
C5 C 0.0650(2) 0.1250(2) 0.4751(6) 0.0382(15) Uani 1 1 d . . .
H5A H 0.0860 0.1470 0.4597 0.046 Uiso 1 1 calc R . .
H5B H 0.0424 0.1225 0.4014 0.046 Uiso 1 1 calc R . .
C6 C 0.04992(18) 0.1471(2) 0.5713(6) 0.0391(15) Uani 1 1 d . . .
H6A H 0.0452 0.1835 0.5579 0.047 Uiso 1 1 calc R . .
H6B H 0.0240 0.1312 0.5713 0.047 Uiso 1 1 calc R . .
C7 C 0.0627(2) 0.1543(3) 0.7831(7) 0.0475(18) Uani 1 1 d . . .
H7A H 0.0512 0.1880 0.7660 0.071 Uiso 1 1 calc R . .
H7B H 0.0838 0.1544 0.8591 0.071 Uiso 1 1 calc R . .
H7C H 0.0412 0.1307 0.7866 0.071 Uiso 1 1 calc R . .
C8 C 0.11729(19) 0.1728(2) 0.6953(6) 0.0362(14) Uani 1 1 d . . .
H8A H 0.1162 0.1856 0.6158 0.043 Uiso 1 1 calc R . .
H8B H 0.1165 0.2017 0.7468 0.043 Uiso 1 1 calc R . .
C9 C 0.15633(18) 0.1437(2) 0.7456(6) 0.0348(14) Uani 1 1 d . . .
H9A H 0.1794 0.1621 0.7311 0.042 Uiso 1 1 calc R . .
H9B H 0.1616 0.1395 0.8320 0.042 Uiso 1 1 calc R . .
C10 C 0.16785(19) 0.1281(3) 0.2647(6) 0.0397(15) Uani 1 1 d . . .
H10A H 0.1745 0.0964 0.3076 0.060 Uiso 1 1 calc R . .
H10B H 0.1545 0.1212 0.1811 0.060 Uiso 1 1 calc R . .
H10C H 0.1497 0.1475 0.2980 0.060 Uiso 1 1 calc R . .
C11 C 0.22061(18) 0.1759(2) 0.4012(5) 0.0321(13) Uani 1 1 d . . .
H11A H 0.2222 0.1478 0.4571 0.038 Uiso 1 1 calc R . .
H11B H 0.2017 0.2012 0.4158 0.038 Uiso 1 1 calc R . .
C12 C 0.26282(18) 0.1991(2) 0.4190(5) 0.0337(14) Uani 1 1 d . . .
H12A H 0.2601 0.2324 0.3808 0.040 Uiso 1 1 calc R . .
H12B H 0.2763 0.2036 0.5044 0.040 Uiso 1 1 calc R . .
C13 C 0.3195(2) 0.1405(3) 0.4678(6) 0.0415(16) Uani 1 1 d . . .
H13A H 0.3346 0.1155 0.4367 0.062 Uiso 1 1 calc R . .
H13B H 0.3059 0.1240 0.5201 0.062 Uiso 1 1 calc R . .
H13C H 0.3382 0.1659 0.5123 0.062 Uiso 1 1 calc R . .
C14 C 0.31052(17) 0.1967(2) 0.3016(5) 0.0319(13) Uani 1 1 d . . .
H14A H 0.3318 0.1766 0.2820 0.038 Uiso 1 1 calc R . .
H14B H 0.3237 0.2252 0.3518 0.038 Uiso 1 1 calc R . .
C15 C 0.28060(18) 0.2161(2) 0.1891(5) 0.0292(12) Uani 1 1 d . . .
H15A H 0.2644 0.2436 0.2084 0.035 Uiso 1 1 calc R . .
H15B H 0.2955 0.2293 0.1353 0.035 Uiso 1 1 calc R . .
C16 C 0.2639(2) 0.1578(3) 0.0216(5) 0.0374(15) Uani 1 1 d . . .
H16A H 0.2506 0.1259 -0.0069 0.056 Uiso 1 1 calc R . .
H16B H 0.2933 0.1536 0.0414 0.056 Uiso 1 1 calc R . .
H16C H 0.2552 0.1833 -0.0401 0.056 Uiso 1 1 calc R . .
C17 C 0.21008(18) 0.1933(3) 0.0875(5) 0.0358(14) Uani 1 1 d . . .
H17A H 0.2093 0.2250 0.0437 0.043 Uiso 1 1 calc R . .
H17B H 0.1925 0.1687 0.0338 0.043 Uiso 1 1 calc R . .
C18 C 0.19508(18) 0.2018(2) 0.1931(6) 0.0350(14) Uani 1 1 d . . .
H18A H 0.1653 0.2065 0.1673 0.042 Uiso 1 1 calc R . .
H18B H 0.2076 0.2326 0.2349 0.042 Uiso 1 1 calc R . .
C19 C 0.0633(3) 0.3409(3) 0.2397(9) 0.073(3) Uani 1 1 d . . .
H19A H 0.0351 0.3521 0.2117 0.110 Uiso 1 1 calc R . .
H19B H 0.0759 0.3546 0.3187 0.110 Uiso 1 1 calc R . .
H19C H 0.0642 0.3042 0.2431 0.110 Uiso 1 1 calc R . .
C20 C 0.0667(2) 0.3366(3) 0.0358(7) 0.0485(18) Uani 1 1 d . . .
H20A H 0.0879 0.3204 0.0068 0.058 Uiso 1 1 calc R . .
H20B H 0.0469 0.3106 0.0414 0.058 Uiso 1 1 calc R . .
C21 C 0.0457(2) 0.3765(3) -0.0504(7) 0.0506(19) Uani 1 1 d . . .
H21A H 0.0413 0.3642 -0.1322 0.061 Uiso 1 1 calc R . .
H21B H 0.0189 0.3839 -0.0391 0.061 Uiso 1 1 calc R . .
C22 C 0.0439(2) 0.4645(3) -0.1021(7) 0.056(2) Uani 1 1 d . . .
H22A H 0.0334 0.4545 -0.1850 0.084 Uiso 1 1 calc R . .
H22B H 0.0599 0.4952 -0.0967 0.084 Uiso 1 1 calc R . .
H22C H 0.0212 0.4707 -0.0694 0.084 Uiso 1 1 calc R . .
C23 C 0.1070(2) 0.4163(3) -0.0801(6) 0.0505(19) Uani 1 1 d . . .
H23A H 0.1111 0.3803 -0.0927 0.061 Uiso 1 1 calc R . .
H23B H 0.1019 0.4336 -0.1570 0.061 Uiso 1 1 calc R . .
C24 C 0.1426(2) 0.4366(3) 0.0020(8) 0.057(2) Uani 1 1 d . . .
H24A H 0.1416 0.4736 -0.0012 0.068 Uiso 1 1 calc R . .
H24B H 0.1670 0.4256 -0.0198 0.068 Uiso 1 1 calc R . .
C25 C 0.1806(2) 0.4469(3) 0.2061(9) 0.066(3) Uani 1 1 d . . .
H25A H 0.1858 0.4336 0.2863 0.099 Uiso 1 1 calc R . .
H25B H 0.1742 0.4826 0.2060 0.099 Uiso 1 1 calc R . .
H25C H 0.2048 0.4424 0.1794 0.099 Uiso 1 1 calc R . .
C26 C 0.15405(19) 0.3650(3) 0.1329(7) 0.0473(19) Uani 1 1 d . . .
H26A H 0.1832 0.3594 0.1726 0.057 Uiso 1 1 calc R . .
H26B H 0.1476 0.3502 0.0528 0.057 Uiso 1 1 calc R . .
C27 C 0.1293(3) 0.3405(3) 0.2015(7) 0.059(2) Uani 1 1 d . . .
H27A H 0.1405 0.3487 0.2863 0.071 Uiso 1 1 calc R . .
H27B H 0.1301 0.3037 0.1924 0.071 Uiso 1 1 calc R . .
C28A C 0.0749(2) 0.3012(3) 0.6210(8) 0.054(2) Uani 0.735(6) 1 d P A 1
H28A H 0.0980 0.2932 0.6905 0.065 Uiso 0.735(6) 1 calc PR A 1
H28B H 0.0785 0.2823 0.5526 0.065 Uiso 0.735(6) 1 calc PR A 1
C28B C 0.0749(2) 0.3012(3) 0.6210(8) 0.054(2) Uani 0.265(6) 1 d P A 2
H28C H 0.0909 0.2833 0.5761 0.065 Uiso 0.265(6) 1 calc PR A 2
H28D H 0.0878 0.2952 0.7062 0.065 Uiso 0.265(6) 1 calc PR A 2
N1 N 0.15210(14) 0.09332(19) 0.6870(4) 0.0293(11) Uani 1 1 d . . .
N2 N 0.08261(15) 0.07360(18) 0.5104(5) 0.0308(11) Uani 1 1 d . . .
N3 N 0.08081(15) 0.13843(19) 0.6870(5) 0.0330(12) Uani 1 1 d . . .
N4 N 0.20588(15) 0.1572(2) 0.2759(4) 0.0315(11) Uani 1 1 d . . .
N5 N 0.28802(14) 0.16532(18) 0.3659(4) 0.0284(11) Uani 1 1 d . . .
N6 N 0.25271(14) 0.17386(19) 0.1286(4) 0.0288(11) Uani 1 1 d . . .
N7 N 0.08581(18) 0.3589(2) 0.1569(5) 0.0421(14) Uani 1 1 d . . .
N8 N 0.07056(16) 0.4229(2) -0.0323(5) 0.0372(12) Uani 1 1 d . . .
N9 N 0.14542(16) 0.4193(2) 0.1240(6) 0.0446(15) Uani 1 1 d . . .
Si1 Si 0.09757(5) 0.06558(6) 0.68876(15) 0.0278(4) Uani 1 1 d . . .
Si2 Si 0.25247(5) 0.11827(6) 0.24590(15) 0.0304(4) Uani 1 1 d . . .
Si3 Si 0.09034(5) 0.43452(6) 0.14448(14) 0.0282(4) Uani 1 1 d . . .
Cl1 Cl 0.03669(5) 0.04295(6) 0.67971(15) 0.0409(4) Uani 1 1 d . . .
Cl2 Cl 0.11731(5) 0.06465(6) 0.87919(14) 0.0408(4) Uani 1 1 d . . .
Cl3 Cl 0.11655(5) -0.01074(6) 0.67569(15) 0.0381(4) Uani 1 1 d . . .
Cl4 Cl 0.30577(5) 0.08392(6) 0.21763(16) 0.0452(4) Uani 1 1 d . . .
Cl5 Cl 0.21181(6) 0.07459(7) 0.10760(16) 0.0454(4) Uani 1 1 d . . .
Cl6 Cl 0.24984(6) 0.06389(6) 0.37997(16) 0.0472(4) Uani 1 1 d . . .
Cl7 Cl 0.09908(6) 0.51334(6) 0.12353(16) 0.0477(4) Uani 1 1 d . . .
Cl8 Cl 0.11507(8) 0.43890(8) 0.33479(16) 0.0639(6) Uani 1 1 d . . .
Cl9 Cl 0.02947(6) 0.44449(7) 0.1519(2) 0.0555(5) Uani 1 1 d . . .
Cl10 Cl 0.12324(5) 0.23177(6) 0.42076(15) 0.0427(4) Uani 1 1 d . . .
Cl11 Cl 0.25146(4) 0.17254(5) 0.69914(13) 0.0311(3) Uani 1 1 d . . .
Cl12 Cl 0.13276(5) 0.26845(7) 0.91434(17) 0.0472(5) Uani 1 1 d . . .
Cl13 Cl 0.02794(9) 0.28161(11) 0.6494(4) 0.0592(5) Uani 0.735(6) 1 d P A 1
Cl14 Cl 0.0271(3) 0.2789(3) 0.5823(11) 0.0592(5) Uani 0.265(6) 1 d P A 2
Cl15 Cl 0.07496(6) 0.36567(7) 0.5915(2) 0.0592(5) Uani 1 1 d . . .
C29A C 0.0524(4) 0.8202(6) 0.6642(13) 0.032(3) Uani 0.529(6) 1 d P B 1
H29A H 0.0245 0.8071 0.6501 0.039 Uiso 0.529(6) 1 calc PR B 1
H29B H 0.0683 0.8099 0.7446 0.039 Uiso 0.529(6) 1 calc PR B 1
Cl16 Cl 0.05073(16) 0.88525(19) 0.6565(4) 0.0479(11) Uani 0.529(6) 1 d P B 1
Cl17 Cl 0.07417(11) 0.79377(12) 0.5605(3) 0.0474(11) Uani 0.529(6) 1 d P B 1
C29B C 0.0594(7) 0.8044(7) 0.6363(17) 0.054(6) Uani 0.471(6) 1 d P B 2
H29C H 0.0821 0.7947 0.7055 0.065 Uiso 0.471(6) 1 calc PR B 2
H29D H 0.0640 0.7885 0.5655 0.065 Uiso 0.471(6) 1 calc PR B 2
Cl18 Cl 0.01296(14) 0.78187(18) 0.6556(4) 0.0665(16) Uani 0.471(6) 1 d P B 2
Cl19 Cl 0.05916(18) 0.8707(2) 0.6195(6) 0.0569(15) Uani 0.471(6) 1 d P B 2


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C1 N1 1.504(8) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N1 1.506(8) . ?
C2 C3 1.527(8) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.498(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N2 1.520(7) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.502(10) . ?
C5 N2 1.509(8) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N3 1.490(8) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N3 1.506(8) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.520(9) . ?
C8 N3 1.537(8) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N1 1.500(8) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 N4 1.498(8) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 N4 1.506(8) . ?
C11 C12 1.540(8) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 N5 1.509(8) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 N5 1.523(7) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 N5 1.490(8) . ?
C14 C15 1.520(8) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N6 1.520(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 N6 1.487(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.499(9) . ?
C17 N6 1.501(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 N4 1.519(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 N7 1.492(10) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.508(10) . ?
C20 N7 1.515(9) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N8 1.489(9) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 N8 1.524(9) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.435(11) . ?
C23 N8 1.529(9) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 N9 1.491(11) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 N9 1.511(9) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 N9 1.480(9) . ?
C26 C27 1.486(12) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 N7 1.521(10) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28A Cl15 1.757(8) . ?
C28A Cl13 1.823(8) . ?
C28A H28A 0.9900 . ?
C28A H28B 0.9900 . ?
N1 Si1 2.026(5) . ?
N2 Si1 2.033(5) . ?
N3 Si1 2.028(5) . ?
N4 Si2 2.029(5) . ?
N5 Si2 2.024(5) . ?
N6 Si2 2.033(5) . ?
N7 Si3 2.035(6) . ?
N8 Si3 2.027(6) . ?
N9 Si3 2.023(6) . ?
Si1 Cl2 2.157(2) . ?
Si1 Cl1 2.157(2) . ?
Si1 Cl3 2.160(2) . ?
Si2 Cl4 2.164(2) . ?
Si2 Cl5 2.164(2) . ?
Si2 Cl6 2.171(2) . ?
Si3 Cl9 2.142(2) . ?
Si3 Cl7 2.151(2) . ?
Si3 Cl8 2.168(2) . ?
C29A Cl16 1.740(16) . ?
C29A Cl17 1.759(15) . ?
C29A H29A 0.9900 . ?
C29A H29B 0.9900 . ?
C29B Cl19 1.78(2) . ?
C29B Cl18 1.79(2) . ?
C29B H29C 0.9900 . ?
C29B H29D 0.9900 . ?

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 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 110.0(5) . . ?
N1 C2 H2A 109.7 . . ?
C3 C2 H2A 109.7 . . ?
N1 C2 H2B 109.7 . . ?
C3 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
N2 C3 C2 108.5(5) . . ?
N2 C3 H3A 110.0 . . ?
C2 C3 H3A 110.0 . . ?
N2 C3 H3B 110.0 . . ?
C2 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 N2 110.3(5) . . ?
C6 C5 H5A 109.6 . . ?
N2 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
N2 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
N3 C6 C5 108.7(5) . . ?
N3 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
N3 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 N3 109.6(5) . . ?
C9 C8 H8A 109.7 . . ?
N3 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
N3 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N1 C9 C8 108.7(5) . . ?
N1 C9 H9A 110.0 . . ?
C8 C9 H9A 110.0 . . ?
N1 C9 H9B 110.0 . . ?
C8 C9 H9B 110.0 . . ?
H9A C9 H9B 108.3 . . ?
N4 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N4 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N4 C11 C12 107.9(5) . . ?
N4 C11 H11A 110.1 . . ?
C12 C11 H11A 110.1 . . ?
N4 C11 H11B 110.1 . . ?
C12 C11 H11B 110.1 . . ?
H11A C11 H11B 108.4 . . ?
N5 C12 C11 109.6(5) . . ?
N5 C12 H12A 109.7 . . ?
C11 C12 H12A 109.7 . . ?
N5 C12 H12B 109.7 . . ?
C11 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N5 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N5 C14 C15 108.4(5) . . ?
N5 C14 H14A 110.0 . . ?
C15 C14 H14A 110.0 . . ?
N5 C14 H14B 110.0 . . ?
C15 C14 H14B 110.0 . . ?
H14A C14 H14B 108.4 . . ?
N6 C15 C14 109.8(5) . . ?
N6 C15 H15A 109.7 . . ?
C14 C15 H15A 109.7 . . ?
N6 C15 H15B 109.7 . . ?
C14 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
N6 C16 H16A 109.5 . . ?
N6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 N6 108.8(5) . . ?
C18 C17 H17A 109.9 . . ?
N6 C17 H17A 109.9 . . ?
C18 C17 H17B 109.9 . . ?
N6 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
C17 C18 N4 109.7(5) . . ?
C17 C18 H18A 109.7 . . ?
N4 C18 H18A 109.7 . . ?
C17 C18 H18B 109.7 . . ?
N4 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
N7 C19 H19A 109.5 . . ?
N7 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N7 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 N7 110.8(6) . . ?
C21 C20 H20A 109.5 . . ?
N7 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
N7 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
N8 C21 C20 110.2(6) . . ?
N8 C21 H21A 109.6 . . ?
C20 C21 H21A 109.6 . . ?
N8 C21 H21B 109.6 . . ?
C20 C21 H21B 109.6 . . ?
H21A C21 H21B 108.1 . . ?
N8 C22 H22A 109.5 . . ?
N8 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N8 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 N8 110.0(6) . . ?
C24 C23 H23A 109.7 . . ?
N8 C23 H23A 109.7 . . ?
C24 C23 H23B 109.7 . . ?
N8 C23 H23B 109.7 . . ?
H23A C23 H23B 108.2 . . ?
C23 C24 N9 110.0(6) . . ?
C23 C24 H24A 109.7 . . ?
N9 C24 H24A 109.7 . . ?
C23 C24 H24B 109.7 . . ?
N9 C24 H24B 109.7 . . ?
H24A C24 H24B 108.2 . . ?
N9 C25 H25A 109.5 . . ?
N9 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N9 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N9 C26 C27 109.6(6) . . ?
N9 C26 H26A 109.8 . . ?
C27 C26 H26A 109.8 . . ?
N9 C26 H26B 109.8 . . ?
C27 C26 H26B 109.8 . . ?
H26A C26 H26B 108.2 . . ?
C26 C27 N7 109.4(6) . . ?
C26 C27 H27A 109.8 . . ?
N7 C27 H27A 109.8 . . ?
C26 C27 H27B 109.8 . . ?
N7 C27 H27B 109.8 . . ?
H27A C27 H27B 108.2 . . ?
Cl15 C28A Cl13 111.7(4) . . ?
Cl15 C28A H28A 109.3 . . ?
Cl13 C28A H28A 109.3 . . ?
Cl15 C28A H28B 109.3 . . ?
Cl13 C28A H28B 109.3 . . ?
H28A C28A H28B 108.0 . . ?
C9 N1 C1 107.1(5) . . ?
C9 N1 C2 108.6(5) . . ?
C1 N1 C2 107.6(5) . . ?
C9 N1 Si1 106.9(4) . . ?
C1 N1 Si1 116.0(4) . . ?
C2 N1 Si1 110.5(3) . . ?
C3 N2 C5 109.8(5) . . ?
C3 N2 C4 107.2(5) . . ?
C5 N2 C4 108.0(5) . . ?
C3 N2 Si1 105.9(4) . . ?
C5 N2 Si1 110.2(4) . . ?
C4 N2 Si1 115.7(4) . . ?
C6 N3 C7 107.8(5) . . ?
C6 N3 C8 108.8(5) . . ?
C7 N3 C8 107.1(5) . . ?
C6 N3 Si1 106.6(4) . . ?
C7 N3 Si1 116.1(4) . . ?
C8 N3 Si1 110.3(4) . . ?
C10 N4 C11 107.4(5) . . ?
C10 N4 C18 107.7(5) . . ?
C11 N4 C18 109.0(5) . . ?
C10 N4 Si2 115.8(4) . . ?
C11 N4 Si2 106.3(4) . . ?
C18 N4 Si2 110.5(4) . . ?
C14 N5 C12 108.8(5) . . ?
C14 N5 C13 107.0(5) . . ?
C12 N5 C13 107.2(5) . . ?
C14 N5 Si2 106.9(4) . . ?
C12 N5 Si2 111.0(4) . . ?
C13 N5 Si2 115.8(4) . . ?
C16 N6 C17 107.1(5) . . ?
C16 N6 C15 109.3(5) . . ?
C17 N6 C15 109.0(5) . . ?
C16 N6 Si2 114.9(4) . . ?
C17 N6 Si2 106.1(4) . . ?
C15 N6 Si2 110.3(3) . . ?
C19 N7 C20 109.0(7) . . ?
C19 N7 C27 108.4(6) . . ?
C20 N7 C27 108.6(6) . . ?
C19 N7 Si3 115.6(5) . . ?
C20 N7 Si3 110.1(4) . . ?
C27 N7 Si3 104.9(5) . . ?
C21 N8 C22 107.3(5) . . ?
C21 N8 C23 110.6(6) . . ?
C22 N8 C23 108.4(6) . . ?
C21 N8 Si3 106.6(4) . . ?
C22 N8 Si3 114.8(5) . . ?
C23 N8 Si3 109.2(4) . . ?
C26 N9 C24 109.1(6) . . ?
C26 N9 C25 108.9(5) . . ?
C24 N9 C25 106.7(6) . . ?
C26 N9 Si3 111.4(4) . . ?
C24 N9 Si3 104.6(4) . . ?
C25 N9 Si3 115.7(5) . . ?
N1 Si1 N3 84.9(2) . . ?
N1 Si1 N2 84.9(2) . . ?
N3 Si1 N2 84.4(2) . . ?
N1 Si1 Cl2 89.95(16) . . ?
N3 Si1 Cl2 91.46(17) . . ?
N2 Si1 Cl2 173.60(17) . . ?
N1 Si1 Cl1 173.89(17) . . ?
N3 Si1 Cl1 89.89(16) . . ?
N2 Si1 Cl1 91.41(16) . . ?
Cl2 Si1 Cl1 93.42(9) . . ?
N1 Si1 Cl3 92.48(16) . . ?
N3 Si1 Cl3 174.84(18) . . ?
N2 Si1 Cl3 90.98(16) . . ?
Cl2 Si1 Cl3 93.00(9) . . ?
Cl1 Si1 Cl3 92.43(9) . . ?
N5 Si2 N4 84.8(2) . . ?
N5 Si2 N6 84.5(2) . . ?
N4 Si2 N6 84.4(2) . . ?
N5 Si2 Cl4 90.07(16) . . ?
N4 Si2 Cl4 174.01(17) . . ?
N6 Si2 Cl4 91.98(16) . . ?
N5 Si2 Cl5 174.23(17) . . ?
N4 Si2 Cl5 91.99(16) . . ?
N6 Si2 Cl5 90.40(16) . . ?
Cl4 Si2 Cl5 92.84(10) . . ?
N5 Si2 Cl6 92.73(16) . . ?
N4 Si2 Cl6 90.82(16) . . ?
N6 Si2 Cl6 174.70(18) . . ?
Cl4 Si2 Cl6 92.55(10) . . ?
Cl5 Si2 Cl6 92.12(10) . . ?
N9 Si3 N8 84.0(2) . . ?
N9 Si3 N7 84.5(2) . . ?
N8 Si3 N7 85.0(2) . . ?
N9 Si3 Cl9 173.77(19) . . ?
N8 Si3 Cl9 91.00(18) . . ?
N7 Si3 Cl9 91.39(19) . . ?
N9 Si3 Cl7 90.86(19) . . ?
N8 Si3 Cl7 92.73(18) . . ?
N7 Si3 Cl7 174.99(19) . . ?
Cl9 Si3 Cl7 93.11(10) . . ?
N9 Si3 Cl8 91.8(2) . . ?
N8 Si3 Cl8 173.51(18) . . ?
N7 Si3 Cl8 89.68(19) . . ?
Cl9 Si3 Cl8 92.80(11) . . ?
Cl7 Si3 Cl8 92.31(10) . . ?
Cl16 C29A Cl17 112.2(9) . . ?
Cl16 C29A H29A 109.2 . . ?
Cl17 C29A H29A 109.2 . . ?
Cl16 C29A H29B 109.2 . . ?
Cl17 C29A H29B 109.2 . . ?
H29A C29A H29B 107.9 . . ?
Cl19 C29B Cl18 111.9(11) . . ?
Cl19 C29B H29C 109.2 . . ?
Cl18 C29B H29C 109.2 . . ?
Cl19 C29B H29D 109.2 . . ?
Cl18 C29B H29D 109.2 . . ?
H29C C29B H29D 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 N2 44.8(7) . . . . ?
N2 C5 C6 N3 44.7(7) . . . . ?
N3 C8 C9 N1 44.1(7) . . . . ?
N4 C11 C12 N5 -44.6(6) . . . . ?
N5 C14 C15 N6 -44.6(6) . . . . ?
N6 C17 C18 N4 -45.5(7) . . . . ?
N7 C20 C21 N8 40.9(9) . . . . ?
N8 C23 C24 N9 46.6(8) . . . . ?
N9 C26 C27 N7 46.6(8) . . . . ?
C8 C9 N1 C1 -171.6(5) . . . . ?
C8 C9 N1 C2 72.5(6) . . . . ?
C8 C9 N1 Si1 -46.7(6) . . . . ?
C3 C2 N1 C9 -137.0(5) . . . . ?
C3 C2 N1 C1 107.4(6) . . . . ?
C3 C2 N1 Si1 -20.1(6) . . . . ?
C2 C3 N2 C5 71.7(6) . . . . ?
C2 C3 N2 C4 -171.2(5) . . . . ?
C2 C3 N2 Si1 -47.2(6) . . . . ?
C6 C5 N2 C3 -136.8(5) . . . . ?
C6 C5 N2 C4 106.6(6) . . . . ?
C6 C5 N2 Si1 -20.6(6) . . . . ?
C5 C6 N3 C7 -172.1(5) . . . . ?
C5 C6 N3 C8 72.1(6) . . . . ?
C5 C6 N3 Si1 -46.8(6) . . . . ?
C9 C8 N3 C6 -136.8(5) . . . . ?
C9 C8 N3 C7 107.0(6) . . . . ?
C9 C8 N3 Si1 -20.3(6) . . . . ?
C12 C11 N4 C10 171.8(5) . . . . ?
C12 C11 N4 C18 -71.8(6) . . . . ?
C12 C11 N4 Si2 47.3(5) . . . . ?
C17 C18 N4 C10 -105.9(6) . . . . ?
C17 C18 N4 C11 137.9(5) . . . . ?
C17 C18 N4 Si2 21.4(6) . . . . ?
C15 C14 N5 C12 -72.7(6) . . . . ?
C15 C14 N5 C13 171.8(5) . . . . ?
C15 C14 N5 Si2 47.2(5) . . . . ?
C11 C12 N5 C14 137.6(5) . . . . ?
C11 C12 N5 C13 -107.0(5) . . . . ?
C11 C12 N5 Si2 20.3(6) . . . . ?
C18 C17 N6 C16 170.6(5) . . . . ?
C18 C17 N6 C15 -71.3(6) . . . . ?
C18 C17 N6 Si2 47.4(6) . . . . ?
C14 C15 N6 C16 -106.9(5) . . . . ?
C14 C15 N6 C17 136.5(5) . . . . ?
C14 C15 N6 Si2 20.4(5) . . . . ?
C21 C20 N7 C19 110.9(7) . . . . ?
C21 C20 N7 C27 -131.2(7) . . . . ?
C21 C20 N7 Si3 -16.9(7) . . . . ?
C26 C27 N7 C19 -170.4(7) . . . . ?
C26 C27 N7 C20 71.3(7) . . . . ?
C26 C27 N7 Si3 -46.4(7) . . . . ?
C20 C21 N8 C22 -167.9(7) . . . . ?
C20 C21 N8 C23 74.1(8) . . . . ?
C20 C21 N8 Si3 -44.5(7) . . . . ?
C24 C23 N8 C21 -136.5(7) . . . . ?
C24 C23 N8 C22 106.2(7) . . . . ?
C24 C23 N8 Si3 -19.5(7) . . . . ?
C27 C26 N9 C24 -138.5(6) . . . . ?
C27 C26 N9 C25 105.4(7) . . . . ?
C27 C26 N9 Si3 -23.5(7) . . . . ?
C23 C24 N9 C26 68.9(7) . . . . ?
C23 C24 N9 C25 -173.5(6) . . . . ?
C23 C24 N9 Si3 -50.4(7) . . . . ?
C9 N1 Si1 N3 28.3(4) . . . . ?
C1 N1 Si1 N3 147.6(5) . . . . ?
C2 N1 Si1 N3 -89.8(4) . . . . ?
C9 N1 Si1 N2 113.0(4) . . . . ?
C1 N1 Si1 N2 -127.7(5) . . . . ?
C2 N1 Si1 N2 -5.0(4) . . . . ?
C9 N1 Si1 Cl2 -63.2(4) . . . . ?
C1 N1 Si1 Cl2 56.1(4) . . . . ?
C2 N1 Si1 Cl2 178.8(4) . . . . ?
C9 N1 Si1 Cl3 -156.2(4) . . . . ?
C1 N1 Si1 Cl3 -36.9(4) . . . . ?
C2 N1 Si1 Cl3 85.8(4) . . . . ?
C6 N3 Si1 N1 113.4(4) . . . . ?
C7 N3 Si1 N1 -126.5(5) . . . . ?
C8 N3 Si1 N1 -4.5(4) . . . . ?
C6 N3 Si1 N2 28.1(4) . . . . ?
C7 N3 Si1 N2 148.2(5) . . . . ?
C8 N3 Si1 N2 -89.8(4) . . . . ?
C6 N3 Si1 Cl2 -156.8(4) . . . . ?
C7 N3 Si1 Cl2 -36.6(4) . . . . ?
C8 N3 Si1 Cl2 85.4(4) . . . . ?
C6 N3 Si1 Cl1 -63.3(4) . . . . ?
C7 N3 Si1 Cl1 56.8(4) . . . . ?
C8 N3 Si1 Cl1 178.8(4) . . . . ?
C3 N2 Si1 N1 28.9(4) . . . . ?
C5 N2 Si1 N1 -89.7(4) . . . . ?
C4 N2 Si1 N1 147.5(4) . . . . ?
C3 N2 Si1 N3 114.3(4) . . . . ?
C5 N2 Si1 N3 -4.3(4) . . . . ?
C4 N2 Si1 N3 -127.2(4) . . . . ?
C3 N2 Si1 Cl1 -155.9(3) . . . . ?
C5 N2 Si1 Cl1 85.4(4) . . . . ?
C4 N2 Si1 Cl1 -37.4(4) . . . . ?
C3 N2 Si1 Cl3 -63.5(4) . . . . ?
C5 N2 Si1 Cl3 177.9(4) . . . . ?
C4 N2 Si1 Cl3 55.0(4) . . . . ?
C14 N5 Si2 N4 -113.6(4) . . . . ?
C12 N5 Si2 N4 4.9(4) . . . . ?
C13 N5 Si2 N4 127.4(4) . . . . ?
C14 N5 Si2 N6 -28.7(4) . . . . ?
C12 N5 Si2 N6 89.8(4) . . . . ?
C13 N5 Si2 N6 -147.8(4) . . . . ?
C14 N5 Si2 Cl4 63.3(4) . . . . ?
C12 N5 Si2 Cl4 -178.2(4) . . . . ?
C13 N5 Si2 Cl4 -55.8(4) . . . . ?
C14 N5 Si2 Cl6 155.9(3) . . . . ?
C12 N5 Si2 Cl6 -85.7(4) . . . . ?
C13 N5 Si2 Cl6 36.8(4) . . . . ?
C10 N4 Si2 N5 -148.3(4) . . . . ?
C11 N4 Si2 N5 -29.2(4) . . . . ?
C18 N4 Si2 N5 89.0(4) . . . . ?
C10 N4 Si2 N6 126.8(4) . . . . ?
C11 N4 Si2 N6 -114.1(4) . . . . ?
C18 N4 Si2 N6 4.0(4) . . . . ?
C10 N4 Si2 Cl5 36.5(4) . . . . ?
C11 N4 Si2 Cl5 155.7(3) . . . . ?
C18 N4 Si2 Cl5 -86.2(4) . . . . ?
C10 N4 Si2 Cl6 -55.6(4) . . . . ?
C11 N4 Si2 Cl6 63.5(4) . . . . ?
C18 N4 Si2 Cl6 -178.4(4) . . . . ?
C16 N6 Si2 N5 128.6(4) . . . . ?
C17 N6 Si2 N5 -113.3(4) . . . . ?
C15 N6 Si2 N5 4.5(4) . . . . ?
C16 N6 Si2 N4 -146.1(4) . . . . ?
C17 N6 Si2 N4 -28.0(4) . . . . ?
C15 N6 Si2 N4 89.8(4) . . . . ?
C16 N6 Si2 Cl4 38.7(4) . . . . ?
C17 N6 Si2 Cl4 156.8(4) . . . . ?
C15 N6 Si2 Cl4 -85.4(3) . . . . ?
C16 N6 Si2 Cl5 -54.2(4) . . . . ?
C17 N6 Si2 Cl5 63.9(4) . . . . ?
C15 N6 Si2 Cl5 -178.2(3) . . . . ?
C26 N9 Si3 N8 -87.7(5) . . . . ?
C24 N9 Si3 N8 30.1(4) . . . . ?
C25 N9 Si3 N8 147.2(6) . . . . ?
C26 N9 Si3 N7 -2.2(5) . . . . ?
C24 N9 Si3 N7 115.6(5) . . . . ?
C25 N9 Si3 N7 -127.3(6) . . . . ?
C26 N9 Si3 Cl7 179.7(5) . . . . ?
C24 N9 Si3 Cl7 -62.6(4) . . . . ?
C25 N9 Si3 Cl7 54.5(6) . . . . ?
C26 N9 Si3 Cl8 87.3(5) . . . . ?
C24 N9 Si3 Cl8 -154.9(4) . . . . ?
C25 N9 Si3 Cl8 -37.8(6) . . . . ?
C21 N8 Si3 N9 112.7(5) . . . . ?
C22 N8 Si3 N9 -128.8(5) . . . . ?
C23 N8 Si3 N9 -6.8(5) . . . . ?
C21 N8 Si3 N7 27.7(4) . . . . ?
C22 N8 Si3 N7 146.3(5) . . . . ?
C23 N8 Si3 N7 -91.8(5) . . . . ?
C21 N8 Si3 Cl9 -63.6(4) . . . . ?
C22 N8 Si3 Cl9 55.0(5) . . . . ?
C23 N8 Si3 Cl9 176.9(4) . . . . ?
C21 N8 Si3 Cl7 -156.7(4) . . . . ?
C22 N8 Si3 Cl7 -38.2(5) . . . . ?
C23 N8 Si3 Cl7 83.8(4) . . . . ?
C19 N7 Si3 N9 145.3(6) . . . . ?
C20 N7 Si3 N9 -90.6(5) . . . . ?
C27 N7 Si3 N9 26.0(5) . . . . ?
C19 N7 Si3 N8 -130.3(6) . . . . ?
C20 N7 Si3 N8 -6.2(5) . . . . ?
C27 N7 Si3 N8 110.5(5) . . . . ?
C19 N7 Si3 Cl9 -39.4(6) . . . . ?
C20 N7 Si3 Cl9 84.7(4) . . . . ?
C27 N7 Si3 Cl9 -158.6(4) . . . . ?
C19 N7 Si3 Cl8 53.4(6) . . . . ?
C20 N7 Si3 Cl8 177.5(4) . . . . ?
C27 N7 Si3 Cl8 -65.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.619
_refine_diff_density_min         -0.875
_refine_diff_density_rms         0.129
####################################################################### 
# 
# 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_2013dcp007
_database_code_depnum_ccdc_archive 'CCDC 1430057'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H12 B F24, C9 H23 Cl3 N3 Si'
_chemical_formula_sum            'C41 H35 B Cl3 F24 N3 Si'
_chemical_formula_weight         1170.97

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_Int_Tables_number      61

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.728(5)
_cell_length_b                   19.613(6)
_cell_length_c                   26.662(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     9270(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16337
_cell_measurement_theta_min      1.7
_cell_measurement_theta_max      31.4

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4704
_exptl_absorpt_coefficient_mu    0.357
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9720
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_source_current           55.0
_diffrn_source                   'Rotating Anode'

_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_collimation    'Confocal mirrors, VHF Varimax '

_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714

_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17463
_diffrn_reflns_av_R_equivalents  0.0698
_diffrn_reflns_av_sigmaI/netI    0.1333
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         25.03
_reflns_number_total             8124
_reflns_number_gt                5423
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_cell_refinement       
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'ORTEP-III (Farrugia, 1997)'
_computing_publication_material  
'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).'

_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 > 2σ(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)+(0.0270P)²+11.7103P] 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         8124
_refine_ls_number_parameters     663
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1465
_refine_ls_R_factor_gt           0.0965
_refine_ls_wR_factor_ref         0.1550
_refine_ls_wR_factor_gt          0.1366
_refine_ls_goodness_of_fit_ref   1.176
_refine_ls_restrained_S_all      1.176
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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
C1 C 0.7771(3) 0.1644(3) 0.3339(2) 0.0167(13) Uani 1 1 d . . .
C2 C 0.7730(3) 0.1062(3) 0.3049(2) 0.0168(13) Uani 1 1 d . . .
H2 H 0.7396 0.1057 0.2771 0.020 Uiso 1 1 calc R . .
C3 C 0.8160(3) 0.0481(3) 0.3149(2) 0.0134(12) Uani 1 1 d . . .
C4 C 0.8660(3) 0.0470(3) 0.3547(2) 0.0173(13) Uani 1 1 d . . .
H4 H 0.8951 0.0074 0.3617 0.021 Uiso 1 1 calc R . .
C5 C 0.8728(3) 0.1055(3) 0.3842(2) 0.0163(13) Uani 1 1 d . . .
C6 C 0.8309(3) 0.1627(3) 0.3733(2) 0.0163(13) Uani 1 1 d . . .
H6 H 0.8383 0.2026 0.3929 0.020 Uiso 1 1 calc R . .
C7 C 0.8127(3) -0.0123(3) 0.2808(2) 0.0216(14) Uani 1 1 d . . .
C8 C 0.9247(4) 0.1049(3) 0.4285(2) 0.0256(15) Uani 1 1 d . . .
C9 C 0.6648(3) 0.2284(3) 0.2823(2) 0.0159(13) Uani 1 1 d . . .
C10 C 0.6562(3) 0.2743(3) 0.2435(2) 0.0175(13) Uani 1 1 d . . .
H10 H 0.6896 0.3121 0.2415 0.021 Uiso 1 1 calc R . .
C11 C 0.5995(3) 0.2673(3) 0.2066(2) 0.0164(13) Uani 1 1 d . . .
C12 C 0.5482(3) 0.2141(3) 0.2090(2) 0.0195(14) Uani 1 1 d . . .
H12 H 0.5094 0.2095 0.1847 0.023 Uiso 1 1 calc R . .
C13 C 0.5552(3) 0.1678(3) 0.2480(2) 0.0161(13) Uani 1 1 d . . .
C14 C 0.6112(3) 0.1746(3) 0.2838(2) 0.0154(13) Uani 1 1 d . . .
H14 H 0.6140 0.1422 0.3102 0.018 Uiso 1 1 calc R . .
C15 C 0.5941(3) 0.3199(3) 0.1667(2) 0.0203(14) Uani 1 1 d . . .
C16 C 0.4997(3) 0.1104(3) 0.2512(2) 0.0209(14) Uani 1 1 d . . .
C17 C 0.6755(3) 0.2447(3) 0.3789(2) 0.0149(13) Uani 1 1 d . . .
C18 C 0.6652(3) 0.1939(3) 0.4147(2) 0.0157(13) Uani 1 1 d . . .
H18 H 0.6920 0.1523 0.4110 0.019 Uiso 1 1 calc R . .
C19 C 0.6166(3) 0.2017(3) 0.4559(2) 0.0174(13) Uani 1 1 d . . .
C20 C 0.5765(3) 0.2616(3) 0.4621(2) 0.0172(13) Uani 1 1 d . . .
H20 H 0.5444 0.2679 0.4902 0.021 Uiso 1 1 calc R . .
C21 C 0.5840(3) 0.3115(3) 0.4266(2) 0.0157(13) Uani 1 1 d . . .
C22 C 0.6325(3) 0.3038(3) 0.3859(2) 0.0163(13) Uani 1 1 d . . .
H22 H 0.6366 0.3398 0.3621 0.020 Uiso 1 1 calc R . .
C23 C 0.6082(3) 0.1441(3) 0.4920(2) 0.0222(14) Uani 1 1 d . . .
C24 C 0.5389(3) 0.3761(3) 0.4320(2) 0.0225(14) Uani 1 1 d . . .
C25 C 0.7879(3) 0.2945(3) 0.3180(2) 0.0156(13) Uani 1 1 d . . .
C26 C 0.8292(3) 0.2953(3) 0.2733(2) 0.0185(14) Uani 1 1 d . . .
H26 H 0.8193 0.2610 0.2490 0.022 Uiso 1 1 calc R . .
C27 C 0.8842(3) 0.3440(3) 0.2629(2) 0.0192(14) Uani 1 1 d . . .
C28 C 0.9014(3) 0.3935(3) 0.2978(2) 0.0247(15) Uani 1 1 d . . .
H28 H 0.9388 0.4268 0.2909 0.030 Uiso 1 1 calc R . .
C29 C 0.8633(3) 0.3938(3) 0.3431(2) 0.0194(14) Uani 1 1 d . . .
C30 C 0.8071(3) 0.3456(3) 0.3527(2) 0.0185(14) Uani 1 1 d . . .
H30 H 0.7810 0.3473 0.3838 0.022 Uiso 1 1 calc R . .
C31 C 0.9220(3) 0.3435(4) 0.2127(2) 0.0273(16) Uani 1 1 d . . .
C32 C 0.8815(4) 0.4459(4) 0.3823(2) 0.0306(16) Uani 1 1 d . . .
C33 C 0.6620(4) 0.0464(3) 0.1542(2) 0.0381(18) Uani 1 1 d . . .
H33A H 0.6357 0.0040 0.1626 0.057 Uiso 1 1 calc R . .
H33B H 0.6250 0.0821 0.1466 0.057 Uiso 1 1 calc R . .
H33C H 0.6933 0.0606 0.1826 0.057 Uiso 1 1 calc R . .
C34 C 0.6626(4) -0.0047(3) 0.0730(2) 0.0397(19) Uani 1 1 d . . .
H34A H 0.6923 -0.0180 0.0437 0.060 Uiso 1 1 calc R . .
H34B H 0.6201 0.0239 0.0624 0.060 Uiso 1 1 calc R . .
H34C H 0.6434 -0.0456 0.0898 0.060 Uiso 1 1 calc R . .
C35 C 0.7758(3) -0.0106(3) 0.1244(2) 0.0314(16) Uani 1 1 d . . .
H35A H 0.7866 -0.0436 0.0973 0.038 Uiso 1 1 calc R . .
H35B H 0.7611 -0.0367 0.1547 0.038 Uiso 1 1 calc R . .
C36 C 0.8472(4) 0.0309(3) 0.1357(2) 0.0376(18) Uani 1 1 d . . .
H36A H 0.8408 0.0573 0.1670 0.045 Uiso 1 1 calc R . .
H36B H 0.8912 0.0003 0.1396 0.045 Uiso 1 1 calc R . .
C37 C 0.8947(4) 0.0354(4) 0.0516(3) 0.044(2) Uani 1 1 d . . .
H37A H 0.9032 0.0639 0.0219 0.067 Uiso 1 1 calc R . .
H37B H 0.8611 -0.0025 0.0428 0.067 Uiso 1 1 calc R . .
H37C H 0.9430 0.0172 0.0635 0.067 Uiso 1 1 calc R . .
C38 C 0.9132(4) 0.1336(3) 0.1049(3) 0.0387(18) Uani 1 1 d . . .
H38A H 0.9655 0.1160 0.1059 0.046 Uiso 1 1 calc R . .
H38B H 0.9010 0.1540 0.1379 0.046 Uiso 1 1 calc R . .
C39 C 0.9037(3) 0.1867(3) 0.0624(3) 0.0378(19) Uani 1 1 d . . .
H39A H 0.9333 0.2280 0.0705 0.045 Uiso 1 1 calc R . .
H39B H 0.9234 0.1676 0.0306 0.045 Uiso 1 1 calc R . .
C40 C 0.8073(4) 0.2705(3) 0.0847(3) 0.0382(19) Uani 1 1 d . . .
H40A H 0.8242 0.2648 0.1194 0.057 Uiso 1 1 calc R . .
H40B H 0.7532 0.2810 0.0843 0.057 Uiso 1 1 calc R . .
H40C H 0.8353 0.3080 0.0690 0.057 Uiso 1 1 calc R . .
C41 C 0.8095(4) 0.2249(3) 0.0023(2) 0.043(2) Uani 1 1 d . . .
H41A H 0.8389 0.2660 -0.0053 0.065 Uiso 1 1 calc R . .
H41B H 0.7559 0.2339 -0.0035 0.065 Uiso 1 1 calc R . .
H41C H 0.8262 0.1875 -0.0194 0.065 Uiso 1 1 calc R . .
B1 B 0.7268(4) 0.2342(3) 0.3280(2) 0.0182(16) Uani 1 1 d . . .
N1 N 0.7116(3) 0.0349(2) 0.10885(19) 0.0232(12) Uani 1 1 d . . .
N2 N 0.8589(3) 0.0777(2) 0.09249(18) 0.0214(12) Uani 1 1 d . . .
N3 N 0.8213(3) 0.2055(3) 0.05592(19) 0.0268(13) Uani 1 1 d . . .
F1 F 0.7450(2) -0.01986(17) 0.25894(13) 0.0382(10) Uani 1 1 d . . .
F2 F 0.8623(2) -0.00782(17) 0.24344(13) 0.0386(10) Uani 1 1 d . . .
F3 F 0.8275(2) -0.07076(16) 0.30389(13) 0.0378(10) Uani 1 1 d . . .
F4 F 0.9835(2) 0.06349(19) 0.42291(14) 0.0429(11) Uani 1 1 d . . .
F5 F 0.9526(2) 0.16693(17) 0.43868(13) 0.0335(9) Uani 1 1 d . . .
F6 F 0.8886(2) 0.0851(2) 0.46995(14) 0.0513(12) Uani 1 1 d . . .
F7 F 0.6589(2) 0.32824(18) 0.14117(13) 0.0367(10) Uani 1 1 d . . .
F8 F 0.5408(2) 0.30637(18) 0.13234(13) 0.0366(10) Uani 1 1 d . . .
F9 F 0.5777(2) 0.38274(16) 0.18455(12) 0.0299(9) Uani 1 1 d . . .
F10 F 0.5052(2) 0.06747(18) 0.21274(14) 0.0383(10) Uani 1 1 d . . .
F11 F 0.5065(2) 0.07280(19) 0.29301(14) 0.0425(11) Uani 1 1 d . . .
F12 F 0.42822(18) 0.13310(16) 0.25123(14) 0.0341(10) Uani 1 1 d . . .
F13 F 0.6728(2) 0.12900(19) 0.51587(15) 0.0450(11) Uani 1 1 d . . .
F14 F 0.5876(2) 0.08611(17) 0.46958(13) 0.0401(11) Uani 1 1 d . . .
F15 F 0.5575(2) 0.15513(19) 0.52766(14) 0.0457(11) Uani 1 1 d . . .
F16 F 0.5625(2) 0.4168(2) 0.46700(16) 0.0635(15) Uani 1 1 d . . .
F17 F 0.4662(2) 0.36146(18) 0.44471(16) 0.0514(12) Uani 1 1 d . . .
F18 F 0.5321(2) 0.41153(17) 0.38987(13) 0.0332(9) Uani 1 1 d . . .
F19 F 0.8788(2) 0.37317(18) 0.17741(12) 0.0372(10) Uani 1 1 d . . .
F20 F 0.9362(2) 0.28144(19) 0.19513(13) 0.0418(11) Uani 1 1 d . . .
F21 F 0.9876(2) 0.3770(2) 0.21260(14) 0.0626(14) Uani 1 1 d . . .
F22 F 0.9359(3) 0.4890(2) 0.36880(14) 0.0715(16) Uani 1 1 d . . .
F23 F 0.9078(2) 0.4170(2) 0.42486(13) 0.0454(11) Uani 1 1 d . . .
F24 F 0.8223(2) 0.4821(2) 0.39670(16) 0.0532(12) Uani 1 1 d . . .
Si1 Si 0.75777(10) 0.12301(9) 0.08015(6) 0.0205(4) Uani 1 1 d . . .
Cl1 Cl 0.75473(9) 0.08270(8) 0.00531(5) 0.0309(4) Uani 1 1 d . . .
Cl2 Cl 0.65234(8) 0.17228(8) 0.06937(6) 0.0284(4) Uani 1 1 d . . .
Cl3 Cl 0.76314(9) 0.16395(8) 0.15626(5) 0.0272(4) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C1 C2 1.380(7) . ?
C1 C6 1.419(7) . ?
C1 B1 1.642(8) . ?
C2 C3 1.397(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(7) . ?
C3 C7 1.494(7) . ?
C4 C5 1.396(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.377(7) . ?
C5 C8 1.499(7) . ?
C6 H6 0.9500 . ?
C7 F3 1.327(6) . ?
C7 F2 1.332(7) . ?
C7 F1 1.343(6) . ?
C8 F4 1.330(7) . ?
C8 F6 1.335(7) . ?
C8 F5 1.340(7) . ?
C9 C10 1.380(7) . ?
C9 C14 1.420(7) . ?
C9 B1 1.647(8) . ?
C10 C11 1.412(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(8) . ?
C11 C15 1.484(7) . ?
C12 C13 1.386(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(7) . ?
C13 C16 1.498(8) . ?
C14 H14 0.9500 . ?
C15 F8 1.343(6) . ?
C15 F7 1.346(6) . ?
C15 F9 1.353(6) . ?
C16 F10 1.329(6) . ?
C16 F11 1.342(6) . ?
C16 F12 1.344(6) . ?
C17 C18 1.392(7) . ?
C17 C22 1.400(7) . ?
C17 B1 1.646(8) . ?
C18 C19 1.405(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.383(8) . ?
C19 C23 1.491(8) . ?
C20 C21 1.369(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(7) . ?
C21 C24 1.504(8) . ?
C22 H22 0.9500 . ?
C23 F15 1.326(6) . ?
C23 F14 1.336(6) . ?
C23 F13 1.344(6) . ?
C24 F16 1.297(6) . ?
C24 F18 1.327(6) . ?
C24 F17 1.363(7) . ?
C25 C26 1.398(7) . ?
C25 C30 1.406(7) . ?
C25 B1 1.625(8) . ?
C26 C27 1.392(8) . ?
C26 H26 0.9500 . ?
C27 C28 1.379(8) . ?
C27 C31 1.497(8) . ?
C28 C29 1.384(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.398(8) . ?
C29 C32 1.495(8) . ?
C30 H30 0.9500 . ?
C31 F20 1.328(7) . ?
C31 F21 1.336(7) . ?
C31 F19 1.345(7) . ?
C32 F24 1.325(7) . ?
C32 F22 1.333(7) . ?
C32 F23 1.351(7) . ?
C33 N1 1.511(7) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 N1 1.507(7) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 N1 1.505(7) . ?
C35 C36 1.535(8) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 N2 1.487(7) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 N2 1.510(7) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 N2 1.495(7) . ?
C38 C39 1.549(8) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 N3 1.517(7) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 N3 1.508(7) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 N3 1.493(7) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
N1 Si1 2.059(5) . ?
N2 Si1 2.028(5) . ?
N3 Si1 2.075(5) . ?
Si1 Cl2 2.124(2) . ?
Si1 Cl1 2.147(2) . ?
Si1 Cl3 2.184(2) . ?

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
C2 C1 C6 115.5(5) . . ?
C2 C1 B1 127.4(5) . . ?
C6 C1 B1 117.1(5) . . ?
C1 C2 C3 122.6(5) . . ?
C1 C2 H2 118.7 . . ?
C3 C2 H2 118.7 . . ?
C4 C3 C2 120.6(5) . . ?
C4 C3 C7 118.6(5) . . ?
C2 C3 C7 120.6(5) . . ?
C3 C4 C5 118.3(5) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C6 C5 C4 120.3(5) . . ?
C6 C5 C8 120.2(5) . . ?
C4 C5 C8 119.5(5) . . ?
C5 C6 C1 122.5(5) . . ?
C5 C6 H6 118.8 . . ?
C1 C6 H6 118.8 . . ?
F3 C7 F2 105.9(5) . . ?
F3 C7 F1 106.4(5) . . ?
F2 C7 F1 105.7(5) . . ?
F3 C7 C3 113.3(5) . . ?
F2 C7 C3 112.2(5) . . ?
F1 C7 C3 112.8(5) . . ?
F4 C8 F6 106.9(5) . . ?
F4 C8 F5 106.8(5) . . ?
F6 C8 F5 105.9(5) . . ?
F4 C8 C5 113.3(5) . . ?
F6 C8 C5 111.1(5) . . ?
F5 C8 C5 112.3(5) . . ?
C10 C9 C14 115.6(5) . . ?
C10 C9 B1 125.7(5) . . ?
C14 C9 B1 118.5(5) . . ?
C9 C10 C11 122.5(5) . . ?
C9 C10 H10 118.8 . . ?
C11 C10 H10 118.8 . . ?
C12 C11 C10 120.5(5) . . ?
C12 C11 C15 120.9(5) . . ?
C10 C11 C15 118.5(5) . . ?
C11 C12 C13 118.0(5) . . ?
C11 C12 H12 121.0 . . ?
C13 C12 H12 121.0 . . ?
C14 C13 C12 121.2(5) . . ?
C14 C13 C16 120.3(5) . . ?
C12 C13 C16 118.5(5) . . ?
C13 C14 C9 122.1(5) . . ?
C13 C14 H14 118.9 . . ?
C9 C14 H14 118.9 . . ?
F8 C15 F7 106.2(5) . . ?
F8 C15 F9 105.6(5) . . ?
F7 C15 F9 104.5(5) . . ?
F8 C15 C11 113.4(5) . . ?
F7 C15 C11 113.1(5) . . ?
F9 C15 C11 113.3(5) . . ?
F10 C16 F11 106.7(5) . . ?
F10 C16 F12 106.2(5) . . ?
F11 C16 F12 105.4(5) . . ?
F10 C16 C13 112.6(5) . . ?
F11 C16 C13 113.7(5) . . ?
F12 C16 C13 111.7(5) . . ?
C18 C17 C22 115.5(5) . . ?
C18 C17 B1 123.2(5) . . ?
C22 C17 B1 120.9(5) . . ?
C17 C18 C19 122.6(5) . . ?
C17 C18 H18 118.7 . . ?
C19 C18 H18 118.7 . . ?
C20 C19 C18 120.0(5) . . ?
C20 C19 C23 121.0(5) . . ?
C18 C19 C23 118.9(5) . . ?
C21 C20 C19 118.4(5) . . ?
C21 C20 H20 120.8 . . ?
C19 C20 H20 120.8 . . ?
C20 C21 C22 121.4(5) . . ?
C20 C21 C24 118.9(5) . . ?
C22 C21 C24 119.7(5) . . ?
C21 C22 C17 122.0(5) . . ?
C21 C22 H22 119.0 . . ?
C17 C22 H22 119.0 . . ?
F15 C23 F14 105.9(5) . . ?
F15 C23 F13 105.9(5) . . ?
F14 C23 F13 104.9(5) . . ?
F15 C23 C19 114.0(5) . . ?
F14 C23 C19 112.6(5) . . ?
F13 C23 C19 112.8(5) . . ?
F16 C24 F18 108.4(5) . . ?
F16 C24 F17 104.8(5) . . ?
F18 C24 F17 103.5(5) . . ?
F16 C24 C21 114.6(5) . . ?
F18 C24 C21 114.1(5) . . ?
F17 C24 C21 110.5(5) . . ?
C26 C25 C30 115.2(5) . . ?
C26 C25 B1 119.8(5) . . ?
C30 C25 B1 124.8(5) . . ?
C27 C26 C25 123.0(5) . . ?
C27 C26 H26 118.5 . . ?
C25 C26 H26 118.5 . . ?
C28 C27 C26 120.1(6) . . ?
C28 C27 C31 120.6(6) . . ?
C26 C27 C31 119.2(6) . . ?
C27 C28 C29 119.1(6) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 H28 120.5 . . ?
C28 C29 C30 120.2(5) . . ?
C28 C29 C32 120.6(5) . . ?
C30 C29 C32 119.2(5) . . ?
C29 C30 C25 122.3(5) . . ?
C29 C30 H30 118.8 . . ?
C25 C30 H30 118.8 . . ?
F20 C31 F21 106.6(5) . . ?
F20 C31 F19 104.9(5) . . ?
F21 C31 F19 106.3(5) . . ?
F20 C31 C27 113.9(5) . . ?
F21 C31 C27 112.9(5) . . ?
F19 C31 C27 111.6(5) . . ?
F24 C32 F22 108.1(6) . . ?
F24 C32 F23 104.7(5) . . ?
F22 C32 F23 104.1(5) . . ?
F24 C32 C29 113.4(5) . . ?
F22 C32 C29 113.6(5) . . ?
F23 C32 C29 112.0(6) . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N1 C34 H34A 109.5 . . ?
N1 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N1 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N1 C35 C36 111.3(5) . . ?
N1 C35 H35A 109.4 . . ?
C36 C35 H35A 109.4 . . ?
N1 C35 H35B 109.4 . . ?
C36 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?
N2 C36 C35 106.9(5) . . ?
N2 C36 H36A 110.3 . . ?
C35 C36 H36A 110.3 . . ?
N2 C36 H36B 110.3 . . ?
C35 C36 H36B 110.3 . . ?
H36A C36 H36B 108.6 . . ?
N2 C37 H37A 109.5 . . ?
N2 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
N2 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N2 C38 C39 105.1(5) . . ?
N2 C38 H38A 110.7 . . ?
C39 C38 H38A 110.7 . . ?
N2 C38 H38B 110.7 . . ?
C39 C38 H38B 110.7 . . ?
H38A C38 H38B 108.8 . . ?
N3 C39 C38 110.6(5) . . ?
N3 C39 H39A 109.5 . . ?
C38 C39 H39A 109.5 . . ?
N3 C39 H39B 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 108.1 . . ?
N3 C40 H40A 109.5 . . ?
N3 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
N3 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N3 C41 H41A 109.5 . . ?
N3 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
N3 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C25 B1 C1 105.2(5) . . ?
C25 B1 C17 114.4(5) . . ?
C1 B1 C17 109.0(5) . . ?
C25 B1 C9 111.9(5) . . ?
C1 B1 C9 112.1(5) . . ?
C17 B1 C9 104.4(5) . . ?
C35 N1 C34 107.8(5) . . ?
C35 N1 C33 108.0(5) . . ?
C34 N1 C33 104.3(5) . . ?
C35 N1 Si1 107.5(4) . . ?
C34 N1 Si1 115.2(4) . . ?
C33 N1 Si1 113.7(4) . . ?
C36 N2 C38 111.7(5) . . ?
C36 N2 C37 106.2(5) . . ?
C38 N2 C37 107.0(5) . . ?
C36 N2 Si1 105.8(4) . . ?
C38 N2 Si1 106.5(4) . . ?
C37 N2 Si1 119.7(4) . . ?
C41 N3 C40 104.4(5) . . ?
C41 N3 C39 107.8(5) . . ?
C40 N3 C39 107.9(5) . . ?
C41 N3 Si1 114.9(4) . . ?
C40 N3 Si1 114.3(4) . . ?
C39 N3 Si1 107.3(4) . . ?
N2 Si1 N1 85.6(2) . . ?
N2 Si1 N3 85.0(2) . . ?
N1 Si1 N3 170.3(2) . . ?
N2 Si1 Cl2 178.17(17) . . ?
N1 Si1 Cl2 94.74(16) . . ?
N3 Si1 Cl2 94.62(16) . . ?
N2 Si1 Cl1 90.67(16) . . ?
N1 Si1 Cl1 91.51(16) . . ?
N3 Si1 Cl1 90.66(16) . . ?
Cl2 Si1 Cl1 91.12(9) . . ?
N2 Si1 Cl3 88.39(15) . . ?
N1 Si1 Cl3 88.89(16) . . ?
N3 Si1 Cl3 88.78(16) . . ?
Cl2 Si1 Cl3 89.82(9) . . ?
Cl1 Si1 Cl3 178.94(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 3.0(8) . . . . ?
B1 C1 C2 C3 -176.5(5) . . . . ?
C1 C2 C3 C4 -0.9(8) . . . . ?
C1 C2 C3 C7 -176.6(5) . . . . ?
C2 C3 C4 C5 -0.4(8) . . . . ?
C7 C3 C4 C5 175.4(5) . . . . ?
C3 C4 C5 C6 -0.6(8) . . . . ?
C3 C4 C5 C8 177.9(5) . . . . ?
C4 C5 C6 C1 3.0(9) . . . . ?
C8 C5 C6 C1 -175.5(5) . . . . ?
C2 C1 C6 C5 -4.1(8) . . . . ?
B1 C1 C6 C5 175.5(5) . . . . ?
C4 C3 C7 F3 31.9(8) . . . . ?
C2 C3 C7 F3 -152.3(5) . . . . ?
C4 C3 C7 F2 -87.9(7) . . . . ?
C2 C3 C7 F2 87.9(6) . . . . ?
C4 C3 C7 F1 152.9(5) . . . . ?
C2 C3 C7 F1 -31.3(7) . . . . ?
C6 C5 C8 F4 -151.6(5) . . . . ?
C4 C5 C8 F4 29.9(8) . . . . ?
C6 C5 C8 F6 88.0(7) . . . . ?
C4 C5 C8 F6 -90.6(7) . . . . ?
C6 C5 C8 F5 -30.5(8) . . . . ?
C4 C5 C8 F5 151.0(5) . . . . ?
C14 C9 C10 C11 -2.0(8) . . . . ?
B1 C9 C10 C11 -177.4(5) . . . . ?
C9 C10 C11 C12 2.0(9) . . . . ?
C9 C10 C11 C15 179.1(5) . . . . ?
C10 C11 C12 C13 -1.1(8) . . . . ?
C15 C11 C12 C13 -178.2(5) . . . . ?
C11 C12 C13 C14 0.6(9) . . . . ?
C11 C12 C13 C16 179.6(5) . . . . ?
C12 C13 C14 C9 -0.7(9) . . . . ?
C16 C13 C14 C9 -179.8(5) . . . . ?
C10 C9 C14 C13 1.4(8) . . . . ?
B1 C9 C14 C13 177.2(5) . . . . ?
C12 C11 C15 F8 -6.0(8) . . . . ?
C10 C11 C15 F8 176.9(5) . . . . ?
C12 C11 C15 F7 -127.0(6) . . . . ?
C10 C11 C15 F7 55.9(7) . . . . ?
C12 C11 C15 F9 114.4(6) . . . . ?
C10 C11 C15 F9 -62.8(7) . . . . ?
C14 C13 C16 F10 -115.8(6) . . . . ?
C12 C13 C16 F10 65.2(7) . . . . ?
C14 C13 C16 F11 5.7(8) . . . . ?
C12 C13 C16 F11 -173.3(5) . . . . ?
C14 C13 C16 F12 124.8(6) . . . . ?
C12 C13 C16 F12 -54.3(7) . . . . ?
C22 C17 C18 C19 -1.7(8) . . . . ?
B1 C17 C18 C19 -175.0(5) . . . . ?
C17 C18 C19 C20 0.4(9) . . . . ?
C17 C18 C19 C23 179.1(5) . . . . ?
C18 C19 C20 C21 1.6(8) . . . . ?
C23 C19 C20 C21 -177.1(5) . . . . ?
C19 C20 C21 C22 -2.0(8) . . . . ?
C19 C20 C21 C24 178.2(5) . . . . ?
C20 C21 C22 C17 0.6(9) . . . . ?
C24 C21 C22 C17 -179.7(5) . . . . ?
C18 C17 C22 C21 1.3(8) . . . . ?
B1 C17 C22 C21 174.7(5) . . . . ?
C20 C19 C23 F15 2.8(8) . . . . ?
C18 C19 C23 F15 -175.9(5) . . . . ?
C20 C19 C23 F14 123.6(6) . . . . ?
C18 C19 C23 F14 -55.1(7) . . . . ?
C20 C19 C23 F13 -118.0(6) . . . . ?
C18 C19 C23 F13 63.3(7) . . . . ?
C20 C21 C24 F16 73.5(7) . . . . ?
C22 C21 C24 F16 -106.3(7) . . . . ?
C20 C21 C24 F18 -160.8(5) . . . . ?
C22 C21 C24 F18 19.5(8) . . . . ?
C20 C21 C24 F17 -44.7(7) . . . . ?
C22 C21 C24 F17 135.6(6) . . . . ?
C30 C25 C26 C27 -1.7(8) . . . . ?
B1 C25 C26 C27 -177.8(5) . . . . ?
C25 C26 C27 C28 1.6(9) . . . . ?
C25 C26 C27 C31 -176.0(5) . . . . ?
C26 C27 C28 C29 0.0(9) . . . . ?
C31 C27 C28 C29 177.7(5) . . . . ?
C27 C28 C29 C30 -1.4(9) . . . . ?
C27 C28 C29 C32 178.8(6) . . . . ?
C28 C29 C30 C25 1.3(9) . . . . ?
C32 C29 C30 C25 -179.0(5) . . . . ?
C26 C25 C30 C29 0.3(8) . . . . ?
B1 C25 C30 C29 176.1(5) . . . . ?
C28 C27 C31 F20 143.8(6) . . . . ?
C26 C27 C31 F20 -38.6(8) . . . . ?
C28 C27 C31 F21 22.0(9) . . . . ?
C26 C27 C31 F21 -160.4(5) . . . . ?
C28 C27 C31 F19 -97.7(7) . . . . ?
C26 C27 C31 F19 80.0(7) . . . . ?
C28 C29 C32 F24 123.9(6) . . . . ?
C30 C29 C32 F24 -55.9(8) . . . . ?
C28 C29 C32 F22 -0.2(9) . . . . ?
C30 C29 C32 F22 -179.9(6) . . . . ?
C28 C29 C32 F23 -117.8(6) . . . . ?
C30 C29 C32 F23 62.4(8) . . . . ?
N1 C35 C36 N2 -49.4(7) . . . . ?
N2 C38 C39 N3 51.9(7) . . . . ?
C26 C25 B1 C1 67.2(6) . . . . ?
C30 C25 B1 C1 -108.4(6) . . . . ?
C26 C25 B1 C17 -173.2(5) . . . . ?
C30 C25 B1 C17 11.2(8) . . . . ?
C26 C25 B1 C9 -54.7(7) . . . . ?
C30 C25 B1 C9 129.7(6) . . . . ?
C2 C1 B1 C25 -120.2(6) . . . . ?
C6 C1 B1 C25 60.2(6) . . . . ?
C2 C1 B1 C17 116.7(6) . . . . ?
C6 C1 B1 C17 -62.9(6) . . . . ?
C2 C1 B1 C9 1.6(8) . . . . ?
C6 C1 B1 C9 -178.0(5) . . . . ?
C18 C17 B1 C25 -130.6(6) . . . . ?
C22 C17 B1 C25 56.5(7) . . . . ?
C18 C17 B1 C1 -13.2(8) . . . . ?
C22 C17 B1 C1 173.9(5) . . . . ?
C18 C17 B1 C9 106.8(6) . . . . ?
C22 C17 B1 C9 -66.2(6) . . . . ?
C10 C9 B1 C25 -9.5(8) . . . . ?
C14 C9 B1 C25 175.2(5) . . . . ?
C10 C9 B1 C1 -127.4(6) . . . . ?
C14 C9 B1 C1 57.4(7) . . . . ?
C10 C9 B1 C17 114.8(6) . . . . ?
C14 C9 B1 C17 -60.5(6) . . . . ?
C36 C35 N1 C34 149.2(5) . . . . ?
C36 C35 N1 C33 -98.6(6) . . . . ?
C36 C35 N1 Si1 24.5(6) . . . . ?
C35 C36 N2 C38 164.2(5) . . . . ?
C35 C36 N2 C37 -79.5(6) . . . . ?
C35 C36 N2 Si1 48.7(6) . . . . ?
C39 C38 N2 C36 -166.1(5) . . . . ?
C39 C38 N2 C37 78.1(6) . . . . ?
C39 C38 N2 Si1 -51.0(6) . . . . ?
C38 C39 N3 C41 -151.0(6) . . . . ?
C38 C39 N3 C40 96.8(6) . . . . ?
C38 C39 N3 Si1 -26.8(6) . . . . ?
C36 N2 Si1 N1 -28.9(4) . . . . ?
C38 N2 Si1 N1 -147.9(4) . . . . ?
C37 N2 Si1 N1 90.8(5) . . . . ?
C36 N2 Si1 N3 149.1(4) . . . . ?
C38 N2 Si1 N3 30.1(4) . . . . ?
C37 N2 Si1 N3 -91.3(5) . . . . ?
C36 N2 Si1 Cl1 -120.3(4) . . . . ?
C38 N2 Si1 Cl1 120.7(4) . . . . ?
C37 N2 Si1 Cl1 -0.7(4) . . . . ?
C36 N2 Si1 Cl3 60.1(4) . . . . ?
C38 N2 Si1 Cl3 -58.9(4) . . . . ?
C37 N2 Si1 Cl3 179.8(4) . . . . ?
C35 N1 Si1 N2 2.4(4) . . . . ?
C34 N1 Si1 N2 -117.8(4) . . . . ?
C33 N1 Si1 N2 121.8(4) . . . . ?
C35 N1 Si1 Cl2 -175.8(4) . . . . ?
C34 N1 Si1 Cl2 64.0(4) . . . . ?
C33 N1 Si1 Cl2 -56.4(4) . . . . ?
C35 N1 Si1 Cl1 93.0(4) . . . . ?
C34 N1 Si1 Cl1 -27.2(4) . . . . ?
C33 N1 Si1 Cl1 -147.6(4) . . . . ?
C35 N1 Si1 Cl3 -86.1(4) . . . . ?
C34 N1 Si1 Cl3 153.8(4) . . . . ?
C33 N1 Si1 Cl3 33.4(4) . . . . ?
C41 N3 Si1 N2 118.2(4) . . . . ?
C40 N3 Si1 N2 -121.2(4) . . . . ?
C39 N3 Si1 N2 -1.6(4) . . . . ?
C41 N3 Si1 Cl2 -63.6(4) . . . . ?
C40 N3 Si1 Cl2 57.1(4) . . . . ?
C39 N3 Si1 Cl2 176.6(4) . . . . ?
C41 N3 Si1 Cl1 27.6(4) . . . . ?
C40 N3 Si1 Cl1 148.2(4) . . . . ?
C39 N3 Si1 Cl1 -92.2(4) . . . . ?
C41 N3 Si1 Cl3 -153.3(4) . . . . ?
C40 N3 Si1 Cl3 -32.7(4) . . . . ?
C39 N3 Si1 Cl3 86.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.083
