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

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

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413691'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H64 B2 Ge2 N6'
_chemical_formula_sum            'C44 H64 B2 Ge2 N6'
_chemical_formula_weight         843.81

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   8.9930(5)
_cell_length_b                   11.4140(6)
_cell_length_c                   11.9331(6)
_cell_angle_alpha                112.083(3)
_cell_angle_beta                 94.293(4)
_cell_angle_gamma                107.174(4)
_cell_volume                     1060.25(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    18055
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             444
_exptl_absorpt_coefficient_mu    1.456
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -1 0 0.081
-1 1 0 0.053
0 -1 0 0.160
1 1 0 0.134
0 0 -1 0.079
0 0 1 0.054
0 1 -1 0.151
0 -1 1 0.117
-1 0 0 0.144


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.741
_exptl_absorpt_correction_T_max  0.853
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17968
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         27.50
_reflns_number_total             4807
_reflns_number_gt                4318
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0271P)²+1.2349P] 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         4807
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0771
_refine_ls_wR_factor_gt          0.0732
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 1.07823(2) 0.40911(2) 0.424326(19) 0.01619(7) Uani 1 1 d . . .
N3 N 0.85891(19) 0.29067(17) 0.34924(15) 0.0174(3) Uani 1 1 d . . .
N2 N 0.94572(19) 0.51896(16) 0.38976(15) 0.0161(3) Uani 1 1 d . . .
N1 N 0.6743(2) 0.36524(17) 0.23562(16) 0.0195(4) Uani 1 1 d . . .
C8 C 1.0034(2) 0.7406(2) 0.37512(19) 0.0216(4) Uani 1 1 d . . .
C7 C 1.0098(2) 0.6093(2) 0.33170(18) 0.0180(4) Uani 1 1 d . . .
C12 C 1.0775(2) 0.5647(2) 0.22752(19) 0.0215(4) Uani 1 1 d . . .
C15 C 0.7777(2) 0.1535(2) 0.32430(18) 0.0187(4) Uani 1 1 d . . .
C13 C 0.9105(3) 0.7937(2) 0.4698(2) 0.0249(5) Uani 1 1 d . . .
H13A H 0.8260 0.7197 0.4708 0.030 Uiso 1 1 d R . .
H13B H 0.8664 0.8517 0.4489 0.030 Uiso 1 1 d R . .
H13C H 0.9800 0.8439 0.5500 0.030 Uiso 1 1 d R . .
C16 C 0.8256(3) 0.0510(2) 0.24478(19) 0.0223(4) Uani 1 1 d . . .
C22 C 0.5937(3) 0.2263(2) 0.4647(2) 0.0254(5) Uani 1 1 d . . .
H22A H 0.4951 0.1840 0.4830 0.031 Uiso 1 1 d R . .
H22B H 0.5784 0.2829 0.4258 0.031 Uiso 1 1 d R . .
H22C H 0.6727 0.2800 0.5401 0.031 Uiso 1 1 d R . .
C17 C 0.7457(3) -0.0825(2) 0.2241(2) 0.0298(5) Uani 1 1 d . . .
H17 H 0.7788 -0.1504 0.1735 0.036 Uiso 1 1 d R . .
C14 C 1.0708(3) 0.4211(2) 0.1611(2) 0.0264(5) Uani 1 1 d . . .
H14A H 1.0897 0.4055 0.0794 0.032 Uiso 1 1 d R . .
H14B H 0.9679 0.3601 0.1554 0.032 Uiso 1 1 d R . .
H14C H 1.1511 0.4066 0.2064 0.032 Uiso 1 1 d R . .
B1 B 0.8107(3) 0.3841(2) 0.3174(2) 0.0170(4) Uani 1 1 d . . .
C1 C 0.6344(3) 0.4839(2) 0.2436(2) 0.0254(5) Uani 1 1 d . . .
H1 H 0.7320 0.5619 0.2889 0.030 Uiso 1 1 d R . .
C20 C 0.6483(2) 0.1200(2) 0.37921(19) 0.0212(4) Uani 1 1 d . . .
C21 C 0.9601(3) 0.0819(2) 0.1810(2) 0.0317(5) Uani 1 1 d . . .
H21A H 0.9771 -0.0002 0.1333 0.038 Uiso 1 1 d R . .
H21B H 1.0552 0.1442 0.2416 0.038 Uiso 1 1 d R . .
H21C H 0.9339 0.1210 0.1272 0.038 Uiso 1 1 d R . .
C10 C 1.1547(3) 0.7867(3) 0.2276(2) 0.0352(6) Uani 1 1 d . . .
H10 H 1.2084 0.8470 0.1966 0.042 Uiso 1 1 d R . .
C18 C 0.6180(3) -0.1157(2) 0.2780(2) 0.0335(5) Uani 1 1 d . . .
H18 H 0.5652 -0.2052 0.2631 0.040 Uiso 1 1 d R . .
C9 C 1.0789(3) 0.8270(2) 0.3232(2) 0.0298(5) Uani 1 1 d . . .
H9 H 1.0778 0.9146 0.3543 0.036 Uiso 1 1 d R . .
C4 C 0.5717(3) 0.2270(2) 0.1464(2) 0.0300(5) Uani 1 1 d . . .
H4 H 0.6067 0.1684 0.1763 0.036 Uiso 1 1 d R . .
C19 C 0.5689(3) -0.0155(2) 0.3535(2) 0.0284(5) Uani 1 1 d . . .
H19 H 0.4816 -0.0381 0.3883 0.034 Uiso 1 1 d R . .
C11 C 1.1500(3) 0.6550(3) 0.1785(2) 0.0305(5) Uani 1 1 d . . .
H11 H 1.1963 0.6255 0.1111 0.037 Uiso 1 1 d R . .
C2 C 0.5098(3) 0.5055(3) 0.3232(3) 0.0529(8) Uani 1 1 d . . .
H2A H 0.4119 0.4301 0.2849 0.063 Uiso 1 1 d R . .
H2B H 0.4920 0.5867 0.3307 0.063 Uiso 1 1 d R . .
H2C H 0.5480 0.5132 0.4039 0.063 Uiso 1 1 d R . .
C3 C 0.5933(6) 0.4895(3) 0.1222(3) 0.0683(12) Uani 1 1 d . . .
H3A H 0.6857 0.5013 0.0864 0.082 Uiso 1 1 d R . .
H3B H 0.5570 0.5637 0.1349 0.082 Uiso 1 1 d R . .
H3C H 0.5106 0.4066 0.0675 0.082 Uiso 1 1 d R . .
C5 C 0.3974(3) 0.1881(3) 0.1478(3) 0.0462(7) Uani 1 1 d . . .
H5A H 0.3508 0.2364 0.1139 0.055 Uiso 1 1 d R . .
H5B H 0.3840 0.2099 0.2315 0.055 Uiso 1 1 d R . .
H5C H 0.3460 0.0928 0.0992 0.055 Uiso 1 1 d R . .
C6 C 0.6068(4) 0.1891(3) 0.0194(2) 0.0434(7) Uani 1 1 d . . .
H6A H 0.5759 0.2422 -0.0177 0.052 Uiso 1 1 d R . .
H6B H 0.5480 0.0951 -0.0303 0.052 Uiso 1 1 d R . .
H6C H 0.7187 0.2054 0.0245 0.052 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ge1 N3 1.9418(16) . ?
Ge1 N2 2.0881(16) . ?
Ge1 N2 2.1092(16) 2_766 ?
Ge1 B1 2.522(2) . ?
N3 C15 1.420(3) . ?
N3 B1 1.423(3) . ?
N2 C7 1.456(2) . ?
N2 B1 1.526(3) . ?
N2 Ge1 2.1092(16) 2_766 ?
N1 B1 1.417(3) . ?
N1 C1 1.473(3) . ?
N1 C4 1.484(3) . ?
C8 C9 1.394(3) . ?
C8 C7 1.411(3) . ?
C8 C13 1.506(3) . ?
C7 C12 1.413(3) . ?
C12 C11 1.393(3) . ?
C12 C14 1.509(3) . ?
C15 C20 1.403(3) . ?
C15 C16 1.407(3) . ?
C13 H13A 0.9601 . ?
C13 H13B 0.9601 . ?
C13 H13C 0.9600 . ?
C16 C17 1.395(3) . ?
C16 C21 1.501(3) . ?
C22 C20 1.500(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9601 . ?
C17 C18 1.383(4) . ?
C17 H17 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C1 C3 1.497(4) . ?
C1 C2 1.537(4) . ?
C1 H1 0.9800 . ?
C20 C19 1.399(3) . ?
C21 H21A 0.9601 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C10 C9 1.373(4) . ?
C10 C11 1.379(4) . ?
C10 H10 0.9300 . ?
C18 C19 1.377(4) . ?
C18 H18 0.9300 . ?
C9 H9 0.9300 . ?
C4 C6 1.498(4) . ?
C4 C5 1.501(3) . ?
C4 H4 0.9800 . ?
C19 H19 0.9300 . ?
C11 H11 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9599 . ?
C3 H3C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9599 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?

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
N3 Ge1 N2 70.53(7) . . ?
N3 Ge1 N2 97.91(7) . 2_766 ?
N2 Ge1 N2 89.84(6) . 2_766 ?
N3 Ge1 B1 34.14(7) . . ?
N2 Ge1 B1 37.18(7) . . ?
N2 Ge1 B1 100.52(7) 2_766 . ?
C15 N3 B1 131.77(17) . . ?
C15 N3 Ge1 132.13(13) . . ?
B1 N3 Ge1 95.88(13) . . ?
C7 N2 B1 121.10(16) . . ?
C7 N2 Ge1 119.20(12) . . ?
B1 N2 Ge1 87.06(11) . . ?
C7 N2 Ge1 122.31(12) . 2_766 ?
B1 N2 Ge1 107.80(12) . 2_766 ?
Ge1 N2 Ge1 90.16(6) . 2_766 ?
B1 N1 C1 118.93(17) . . ?
B1 N1 C4 119.93(18) . . ?
C1 N1 C4 121.12(17) . . ?
C9 C8 C7 119.3(2) . . ?
C9 C8 C13 116.0(2) . . ?
C7 C8 C13 124.57(19) . . ?
C8 C7 C12 118.43(18) . . ?
C8 C7 N2 121.71(18) . . ?
C12 C7 N2 119.85(18) . . ?
C11 C12 C7 119.5(2) . . ?
C11 C12 C14 116.8(2) . . ?
C7 C12 C14 123.65(19) . . ?
C20 C15 C16 119.85(19) . . ?
C20 C15 N3 119.66(18) . . ?
C16 C15 N3 120.49(19) . . ?
C8 C13 H13A 109.6 . . ?
C8 C13 H13B 109.4 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.4 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C17 C16 C15 119.2(2) . . ?
C17 C16 C21 119.2(2) . . ?
C15 C16 C21 121.6(2) . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.4 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C17 C16 121.0(2) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.6 . . ?
C12 C14 H14A 109.6 . . ?
C12 C14 H14B 109.6 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.2 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 B1 N3 131.09(19) . . ?
N1 B1 N2 124.57(18) . . ?
N3 B1 N2 104.31(17) . . ?
N1 B1 Ge1 168.28(15) . . ?
N3 B1 Ge1 49.98(10) . . ?
N2 B1 Ge1 55.77(9) . . ?
N1 C1 C3 115.0(2) . . ?
N1 C1 C2 111.8(2) . . ?
C3 C1 C2 112.6(3) . . ?
N1 C1 H1 105.5 . . ?
C3 C1 H1 105.3 . . ?
C2 C1 H1 105.6 . . ?
C19 C20 C15 119.1(2) . . ?
C19 C20 C22 119.4(2) . . ?
C15 C20 C22 121.48(18) . . ?
C16 C21 H21A 109.2 . . ?
C16 C21 H21B 109.6 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.6 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C10 C11 118.7(2) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.6 . . ?
C19 C18 C17 119.7(2) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.2 . . ?
C10 C9 C8 122.0(2) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
N1 C4 C6 113.4(2) . . ?
N1 C4 C5 116.3(2) . . ?
C6 C4 C5 114.0(2) . . ?
N1 C4 H4 103.7 . . ?
C6 C4 H4 103.6 . . ?
C5 C4 H4 103.9 . . ?
C18 C19 C20 121.2(2) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.2 . . ?
C10 C11 C12 121.7(2) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 H11 119.1 . . ?
C1 C2 H2A 109.6 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.6 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.3 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C5 H5A 109.8 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.3 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.3 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.6 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         1.122
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.069
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413692'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H34 B N3'
_chemical_formula_sum            'C22 H34 B N3'
_chemical_formula_weight         351.33

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.6562(5)
_cell_length_b                   10.2840(4)
_cell_length_c                   12.9948(8)
_cell_angle_alpha                73.067(4)
_cell_angle_beta                 86.430(5)
_cell_angle_gamma                76.579(3)
_cell_volume                     1076.41(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    18414
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.33
_exptl_absorpt_coefficient_mu    0.063
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.212
-1 0 1 0.203
-1 0 -1 0.132
1 0 1 0.113
0 -1 0 0.093
0 1 0 0.169
0 1 1 0.255
1 0 -1 0.285
-1 -1 -1 0.154
1 1 1 0.194


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            18373
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.283
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4843
_reflns_number_gt                3991
_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       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0506P)²+0.5040P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4843
_refine_ls_number_parameters     246
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1354
_refine_ls_wR_factor_gt          0.1201
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.070
_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
N1 N 0.67951(14) 0.13168(11) 0.14416(9) 0.0260(3) Uani 1 1 d . . . . .
N3 N 0.81759(13) 0.13507(11) 0.31015(9) 0.0244(2) Uani 1 1 d . . . . .
H3 H 0.8112 0.1965 0.3585 0.029 Uiso 1 1 d R U . . .
C16 C 1.04529(16) -0.04967(15) 0.29171(11) 0.0286(3) Uani 1 1 d . . . . .
N2 N 0.66253(15) 0.35060(12) 0.19253(9) 0.0308(3) Uani 1 1 d . . . . .
H2 H 0.6059 0.3918 0.1352 0.037 Uiso 1 1 calc . U . . .
C15 C 0.91467(15) -0.00076(13) 0.35041(10) 0.0233(3) Uani 1 1 d . . . . .
C20 C 0.88030(16) -0.08456(14) 0.45167(11) 0.0262(3) Uani 1 1 d . . . . .
C4 C 0.68254(16) -0.01893(13) 0.18036(11) 0.0268(3) Uani 1 1 d . . . . .
H4 H 0.7311 -0.0553 0.2522 0.032 Uiso 1 1 d R U . . .
C19 C 0.97834(18) -0.21581(15) 0.49279(12) 0.0330(3) Uani 1 1 d . . . . .
H19 H 0.9573 -0.2710 0.5604 0.040 Uiso 1 1 d R U . . .
C12 C 0.56237(19) 0.48479(14) 0.31839(12) 0.0334(3) Uani 1 1 d . . . . .
C7 C 0.68743(18) 0.43648(13) 0.25533(11) 0.0301(3) Uani 1 1 d . . . . .
C17 C 1.13783(18) -0.18342(16) 0.33478(13) 0.0354(3) Uani 1 1 d . . . . .
H17 H 1.2225 -0.2179 0.2953 0.042 Uiso 1 1 d R U . . .
C18 C 1.10577(19) -0.26569(16) 0.43503(13) 0.0372(4) Uani 1 1 d . . . . .
H18 H 1.1700 -0.3540 0.4634 0.045 Uiso 1 1 d R U . . .
C8 C 0.8322(2) 0.47668(16) 0.25091(13) 0.0374(4) Uani 1 1 d . . . . .
C22 C 0.73782(18) -0.03415(17) 0.51295(12) 0.0362(3) Uani 1 1 d . . . . .
H22A H 0.7262 -0.1067 0.5770 0.043 Uiso 1 1 d R U . . .
H22B H 0.6447 -0.0091 0.4687 0.043 Uiso 1 1 d R U . . .
H22C H 0.7510 0.0459 0.5322 0.043 Uiso 1 1 d R U . . .
C6 C 0.51650(19) -0.04685(17) 0.19224(13) 0.0376(4) Uani 1 1 d . . . . .
H6A H 0.4561 0.0010 0.2401 0.045 Uiso 1 1 d R U . . .
H6B H 0.5235 -0.1453 0.2210 0.045 Uiso 1 1 d R U . . .
H6C H 0.4651 -0.0140 0.1232 0.045 Uiso 1 1 d R U . . .
C9 C 0.8494(2) 0.56341(16) 0.31236(14) 0.0446(4) Uani 1 1 d . U . . .
H9 H 0.9464 0.5877 0.3125 0.054 Uiso 1 1 d R U . . .
C1 C 0.6120(2) 0.20368(15) 0.03512(12) 0.0373(4) Uani 1 1 d . . . . .
H1 H 0.6038 0.1295 0.0039 0.045 Uiso 1 1 d R U . . .
B1 B 0.72196(17) 0.20184(15) 0.21448(12) 0.0242(3) Uani 1 1 d . . . . .
C11 C 0.5833(2) 0.57528(15) 0.37545(13) 0.0410(4) Uani 1 1 d . U . . .
H11 H 0.4998 0.6102 0.4156 0.049 Uiso 1 1 d R U . . .
C21 C 1.09073(18) 0.04082(18) 0.18601(13) 0.0390(4) Uani 1 1 d . . . . .
H21A H 1.1398 0.1094 0.1987 0.047 Uiso 1 1 d R U . . .
H21B H 0.9972 0.0867 0.1426 0.047 Uiso 1 1 d R U . . .
H21C H 1.1639 -0.0158 0.1493 0.047 Uiso 1 1 d R U . . .
C10 C 0.7265(2) 0.61369(16) 0.37279(14) 0.0464(4) Uani 1 1 d . U . . .
H10 H 0.7398 0.6733 0.4117 0.056 Uiso 1 1 d R U . . .
C5 C 0.7842(2) -0.10044(16) 0.10965(13) 0.0381(4) Uani 1 1 d . . . . .
H5A H 0.7342 -0.0753 0.0406 0.046 Uiso 1 1 d R U . . .
H5B H 0.7951 -0.1985 0.1433 0.046 Uiso 1 1 d R U . . .
H5C H 0.8872 -0.0789 0.1008 0.046 Uiso 1 1 d R U . . .
C2 C 0.7237(3) 0.2837(2) -0.03776(14) 0.0530(5) Uani 1 1 d . U . . .
C3 C 0.4431(2) 0.29386(18) 0.03120(16) 0.0507(5) Uani 1 1 d . U . . .
H3A H 0.3773(10) 0.2440(9) 0.0896(11) 0.076 Uiso 1 1 calc R U . . .
H3B H 0.3936(9) 0.3109(13) -0.0412(10) 0.076 Uiso 1 1 calc R U . . .
H3C H 0.4473(3) 0.3859(13) 0.0426(12) 0.076 Uiso 1 1 calc R U . . .
C13 C 0.9647(2) 0.4310(2) 0.18058(17) 0.0543(5) Uani 1 1 d . . . . .
H13A H 1.0382 0.4907 0.1692 0.065 Uiso 1 1 d R U . . .
H13B H 0.9219 0.4364 0.1127 0.065 Uiso 1 1 d R U . . .
H13C H 1.0185 0.3366 0.2147 0.065 Uiso 1 1 d R U . . .
C14 C 0.4090(2) 0.43763(17) 0.32643(14) 0.0412(4) Uani 1 1 d . . . . .
H14A H 0.3402 0.4751 0.3767 0.049 Uiso 1 1 d R U . . .
H14B H 0.4304 0.3376 0.3505 0.049 Uiso 1 1 d R U . . .
H14C H 0.3585 0.4702 0.2570 0.049 Uiso 1 1 d R U . . .
H2A H 0.739(3) 0.361(2) -0.0122(18) 0.062 Uiso 1 1 d . U . . .
H2B H 0.680(3) 0.322(2) -0.1114(19) 0.062 Uiso 1 1 d . U . . .
H2C H 0.827(3) 0.220(2) -0.0411(18) 0.062 Uiso 1 1 d . U . . .


_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
N1 B1 1.4282(18) . ?
N1 C4 1.4762(16) . ?
N1 C1 1.4793(17) . ?
N3 C15 1.4196(16) . ?
N3 B1 1.4385(18) . ?
N3 H3 1.0041 . ?
C16 C17 1.394(2) . ?
C16 C15 1.4019(19) . ?
C16 C21 1.505(2) . ?
N2 C7 1.4221(18) . ?
N2 B1 1.4440(19) . ?
N2 H2 0.8600 . ?
C15 C20 1.4045(18) . ?
C20 C19 1.390(2) . ?
C20 C22 1.498(2) . ?
C4 C6 1.520(2) . ?
C4 C5 1.525(2) . ?
C4 H4 0.9799 . ?
C19 C18 1.379(2) . ?
C19 H19 0.9300 . ?
C12 C11 1.395(2) . ?
C12 C7 1.403(2) . ?
C12 C14 1.503(2) . ?
C7 C8 1.401(2) . ?
C17 C18 1.383(2) . ?
C17 H17 0.9299 . ?
C18 H18 0.9300 . ?
C8 C9 1.395(2) . ?
C8 C13 1.497(3) . ?
C22 H22A 0.9601 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9601 . ?
C6 H6C 0.9600 . ?
C9 C10 1.376(3) . ?
C9 H9 0.9300 . ?
C1 C2 1.520(3) . ?
C1 C3 1.534(2) . ?
C1 H1 0.9800 . ?
C11 C10 1.381(3) . ?
C11 H11 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C10 H10 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C2 H2A 0.98(2) . ?
C2 H2B 0.98(2) . ?
C2 H2C 0.99(2) . ?
C3 H3A 1.009(13) . ?
C3 H3B 1.009(13) . ?
C3 H3C 1.009(13) . ?
C13 H13A 0.9599 . ?
C13 H13B 0.9601 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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
B1 N1 C4 121.67(11) . . ?
B1 N1 C1 123.83(11) . . ?
C4 N1 C1 114.14(11) . . ?
C15 N3 B1 132.69(11) . . ?
C15 N3 H3 114.3 . . ?
B1 N3 H3 113.0 . . ?
C17 C16 C15 118.79(13) . . ?
C17 C16 C21 119.69(13) . . ?
C15 C16 C21 121.47(13) . . ?
C7 N2 B1 127.10(11) . . ?
C7 N2 H2 116.4 . . ?
B1 N2 H2 116.4 . . ?
C16 C15 C20 120.27(12) . . ?
C16 C15 N3 120.82(12) . . ?
C20 C15 N3 118.89(12) . . ?
C19 C20 C15 118.97(13) . . ?
C19 C20 C22 120.71(13) . . ?
C15 C20 C22 120.30(12) . . ?
N1 C4 C6 112.09(12) . . ?
N1 C4 C5 113.33(12) . . ?
C6 C4 C5 110.58(12) . . ?
N1 C4 H4 106.8 . . ?
C6 C4 H4 106.8 . . ?
C5 C4 H4 106.8 . . ?
C18 C19 C20 121.20(13) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.3 . . ?
C11 C12 C7 119.04(15) . . ?
C11 C12 C14 120.30(15) . . ?
C7 C12 C14 120.65(13) . . ?
C8 C7 C12 120.58(14) . . ?
C8 C7 N2 120.54(14) . . ?
C12 C7 N2 118.83(13) . . ?
C18 C17 C16 121.17(14) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.4 . . ?
C19 C18 C17 119.56(14) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.2 . . ?
C9 C8 C7 118.30(16) . . ?
C9 C8 C13 120.34(16) . . ?
C7 C8 C13 121.35(15) . . ?
C20 C22 H22A 109.7 . . ?
C20 C22 H22B 109.3 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.4 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C10 C9 C8 121.60(16) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.1 . . ?
N1 C1 C2 112.13(14) . . ?
N1 C1 C3 115.40(14) . . ?
C2 C1 C3 111.59(14) . . ?
N1 C1 H1 105.6 . . ?
C2 C1 H1 105.7 . . ?
C3 C1 H1 105.5 . . ?
N1 B1 N3 125.01(12) . . ?
N1 B1 N2 119.32(12) . . ?
N3 B1 N2 115.63(12) . . ?
C10 C11 C12 120.70(17) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.6 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.3 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.6 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C10 C11 119.73(15) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.1 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C1 C2 H2A 111.3(13) . . ?
C1 C2 H2B 110.1(13) . . ?
H2A C2 H2B 108.6(18) . . ?
C1 C2 H2C 109.7(13) . . ?
H2A C2 H2C 109.8(19) . . ?
H2B C2 H2C 107.3(18) . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C8 C13 H13A 109.6 . . ?
C8 C13 H13B 109.3 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.4 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4 N3 0.98 2.56 3.0627(17) 111.6 .

_refine_diff_density_max         0.418
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.038


####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413693'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H42 B Ge N3 Se2'
_chemical_formula_sum            'C34 H42 B Ge N3 Se2'
_chemical_formula_weight         734.02

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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/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                   20.4250(16)
_cell_length_b                   8.5540(7)
_cell_length_c                   19.569(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.855(7)
_cell_angle_gamma                90
_cell_volume                     3418.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    31103
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    3.052
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.068
0 1 0 0.088
0 0 1 0.112
0 0 -1 0.118
1 0 0 0.122
-1 0 0 0.036
1 0 -1 0.103
0 -1 -1 0.064
1 1 0 0.095


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.565
_exptl_absorpt_correction_T_max  0.690
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            30924
_diffrn_reflns_av_unetI/netI     0.0706
_diffrn_reflns_av_R_equivalents  0.0984
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.582
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             7728
_reflns_number_gt                5729
_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       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+73.0900P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7728
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1294
_refine_ls_R_factor_gt           0.0962
_refine_ls_wR_factor_ref         0.2222
_refine_ls_wR_factor_gt          0.2036
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_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
Se1 Se 0.34264(5) 0.64366(12) 0.28739(5) 0.0343(3) Uani 1 1 d . . . . .
Ge1 Ge 0.28294(4) 0.45633(11) 0.22569(5) 0.0251(2) Uani 1 1 d . . . . .
Se2 Se 0.34595(5) 0.23251(12) 0.20656(6) 0.0372(3) Uani 1 1 d . . . . .
N1 N 0.1098(4) 0.5207(10) 0.1600(4) 0.0294(17) Uani 1 1 d . . . . .
C8 C 0.2460(5) 0.4508(12) 0.0368(5) 0.034(2) Uani 1 1 d . . . . .
C29 C 0.4222(5) 0.3470(12) 0.1782(6) 0.037(2) Uani 1 1 d . . . . .
C4 C 0.0587(5) 0.4156(13) 0.1857(5) 0.036(2) Uani 1 1 d . . . . .
H4 H 0.0812 0.3348 0.2127 0.044 Uiso 1 1 d R U . . .
N2 N 0.2379(3) 0.5467(8) 0.1535(4) 0.0248(15) Uani 1 1 d . . . . .
C20 C 0.1549(5) 0.2263(12) 0.3249(5) 0.032(2) Uani 1 1 d . . . . .
C34 C 0.4214(6) 0.4267(15) 0.1163(6) 0.048(3) Uani 1 1 d . . . . .
H34 H 0.3842 0.4254 0.0882 0.057 Uiso 1 1 d R U . . .
C7 C 0.2585(5) 0.5674(12) 0.0855(5) 0.031(2) Uani 1 1 d . . . . .
N3 N 0.1967(4) 0.4190(9) 0.2461(4) 0.0265(16) Uani 1 1 d . . . . .
C16 C 0.1424(5) 0.5032(12) 0.3514(5) 0.032(2) Uani 1 1 d . . . . .
C17 C 0.1075(5) 0.4613(14) 0.4098(5) 0.037(2) Uani 1 1 d . . . . .
H17 H 0.0914 0.5389 0.4383 0.045 Uiso 1 1 d R U . . .
C23 C 0.3772(5) 0.5154(13) 0.3598(5) 0.036(2) Uani 1 1 d . . . . .
C21 C 0.1559(5) 0.6706(13) 0.3358(6) 0.042(2) Uani 1 1 d . . . . .
H21A H 0.1342 0.7358 0.3684 0.050 Uiso 1 1 d R U . . .
H21B H 0.1402 0.6953 0.2906 0.050 Uiso 1 1 d R U . . .
H21C H 0.2022 0.6884 0.3387 0.050 Uiso 1 1 d R U . . .
C28 C 0.4463(5) 0.5133(13) 0.3689(5) 0.041(2) Uani 1 1 d . . . . .
H28 H 0.4727 0.5684 0.3390 0.049 Uiso 1 1 d R U . . .
C15 C 0.1658(4) 0.3814(11) 0.3074(4) 0.0262(19) Uani 1 1 d . . . . .
C3 C 0.0924(6) 0.6144(15) 0.0379(6) 0.048(3) Uani 1 1 d . . . . .
H3A H 0.1374 0.6223 0.0250 0.057 Uiso 1 1 d R U . . .
H3B H 0.0667 0.6885 0.0122 0.057 Uiso 1 1 d R U . . .
H3C H 0.0767 0.5106 0.0286 0.057 Uiso 1 1 d R U . . .
C1 C 0.0867(5) 0.6477(13) 0.1140(5) 0.035(2) Uani 1 1 d . . . . .
H1 H 0.0398 0.6595 0.1225 0.042 Uiso 1 1 d R U . . .
C26 C 0.4337(7) 0.3495(15) 0.4668(7) 0.055(3) Uani 1 1 d . . . . .
H26 H 0.4524 0.2967 0.5038 0.066 Uiso 1 1 d R U . . .
C18 C 0.0971(5) 0.3030(15) 0.4255(5) 0.041(3) Uani 1 1 d . . . . .
H18 H 0.0732 0.2759 0.4638 0.050 Uiso 1 1 d R U . . .
C5 C 0.0115(5) 0.4939(15) 0.2327(5) 0.043(3) Uani 1 1 d . . . . .
H5A H 0.0351 0.5370 0.2711 0.052 Uiso 1 1 d R U . . .
H5B H -0.0196 0.4184 0.2484 0.052 Uiso 1 1 d R U . . .
H5C H -0.0111 0.5760 0.2086 0.052 Uiso 1 1 d R U . . .
C32 C 0.5302(6) 0.5181(14) 0.1409(7) 0.054(3) Uani 1 1 d . . . . .
H32 H 0.5660 0.5786 0.1289 0.064 Uiso 1 1 d R U . . .
C9 C 0.2655(6) 0.4745(16) -0.0309(6) 0.050(3) Uani 1 1 d . . . . .
H9 H 0.2560 0.4000 -0.0642 0.060 Uiso 1 1 d R U . . .
C6 C 0.0220(5) 0.3314(14) 0.1274(5) 0.042(3) Uani 1 1 d . . . . .
H6A H -0.0093 0.4011 0.1068 0.050 Uiso 1 1 d R U . . .
H6B H -0.0003 0.2424 0.1459 0.050 Uiso 1 1 d R U . . .
H6C H 0.0524 0.2972 0.0936 0.050 Uiso 1 1 d R U . . .
C2 C 0.1183(5) 0.8044(12) 0.1315(6) 0.041(2) Uani 1 1 d . . . . .
H2A H 0.1109 0.8286 0.1786 0.049 Uiso 1 1 d R U . . .
H2B H 0.0990 0.8841 0.1031 0.049 Uiso 1 1 d R U . . .
H2C H 0.1645 0.7995 0.1235 0.049 Uiso 1 1 d R U . . .
C13 C 0.2126(5) 0.2980(13) 0.0558(6) 0.041(2) Uani 1 1 d . . . . .
H13A H 0.2353 0.2506 0.0938 0.049 Uiso 1 1 d R U . . .
H13B H 0.2130 0.2283 0.0174 0.049 Uiso 1 1 d R U . . .
H13C H 0.1681 0.3191 0.0681 0.049 Uiso 1 1 d R U . . .
C22 C 0.1798(6) 0.0976(13) 0.2800(6) 0.047(3) Uani 1 1 d . . . . .
H22A H 0.1724 -0.0020 0.3011 0.056 Uiso 1 1 d R U . . .
H22B H 0.2259 0.1124 0.2737 0.056 Uiso 1 1 d R U . . .
H22C H 0.1576 0.1010 0.2364 0.056 Uiso 1 1 d R U . . .
C10 C 0.3010(7) 0.6086(18) -0.0478(7) 0.062(4) Uani 1 1 d . . . . .
H10 H 0.3156 0.6228 -0.0922 0.075 Uiso 1 1 d R U . . .
B1 B 0.1759(5) 0.4996(12) 0.1832(5) 0.026(2) Uani 1 1 d . . . . .
C11 C 0.3136(7) 0.7201(17) 0.0009(7) 0.063(4) Uani 1 1 d . . . . .
H11 H 0.3363 0.8100 -0.0111 0.076 Uiso 1 1 d R U . . .
C27 C 0.4736(6) 0.4317(16) 0.4210(6) 0.051(3) Uani 1 1 d . . . . .
H27 H 0.5188 0.4301 0.4275 0.061 Uiso 1 1 d R U . . .
C25 C 0.3665(7) 0.3484(15) 0.4571(6) 0.054(3) Uani 1 1 d . . . . .
H25 H 0.3404 0.2896 0.4860 0.064 Uiso 1 1 d R U . . .
C31 C 0.5313(5) 0.4343(12) 0.2003(7) 0.045(3) Uani 1 1 d . . . . .
H31 H 0.5686 0.4362 0.2282 0.053 Uiso 1 1 d R U . . .
C30 C 0.4772(5) 0.3490(12) 0.2201(6) 0.039(2) Uani 1 1 d . . . . .
H30 H 0.4780 0.2923 0.2607 0.047 Uiso 1 1 d R U . . .
C12 C 0.2928(5) 0.7038(13) 0.0671(6) 0.040(2) Uani 1 1 d . . . . .
C14 C 0.3096(6) 0.8260(14) 0.1193(7) 0.052(3) Uani 1 1 d . . . . .
H14A H 0.3553 0.8182 0.1309 0.063 Uiso 1 1 d R U . . .
H14B H 0.2841 0.8083 0.1595 0.063 Uiso 1 1 d R U . . .
H14C H 0.3003 0.9284 0.1016 0.063 Uiso 1 1 d R U . . .
C33 C 0.4754(6) 0.5132(16) 0.0972(7) 0.056(3) Uani 1 1 d . . . . .
H33 H 0.4762 0.5640 0.0553 0.067 Uiso 1 1 d R U . . .
C24 C 0.3390(6) 0.4292(14) 0.4029(6) 0.048(3) Uani 1 1 d . . . . .
H24 H 0.2938 0.4288 0.3962 0.057 Uiso 1 1 d R U . . .
C19 C 0.1210(5) 0.1885(15) 0.3841(6) 0.044(3) Uani 1 1 d . . . . .
H19 H 0.1158 0.0838 0.3956 0.053 Uiso 1 1 d R U . . .


_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
Se1 C23 1.918(11) . ?
Se1 Ge1 2.3385(13) . ?
Ge1 N3 1.840(7) . ?
Ge1 N2 1.844(7) . ?
Ge1 Se2 2.3402(14) . ?
Ge1 B1 2.356(10) . ?
Se2 C29 1.929(11) . ?
N1 B1 1.429(12) . ?
N1 C4 1.473(12) . ?
N1 C1 1.483(12) . ?
C8 C7 1.399(14) . ?
C8 C9 1.403(15) . ?
C8 C13 1.524(15) . ?
C29 C30 1.383(14) . ?
C29 C34 1.388(16) . ?
C4 C5 1.499(15) . ?
C4 C6 1.534(14) . ?
C4 H4 0.9800 . ?
N2 C7 1.413(11) . ?
N2 B1 1.458(13) . ?
C20 C15 1.389(13) . ?
C20 C19 1.395(14) . ?
C20 C22 1.502(16) . ?
C34 C33 1.385(17) . ?
C34 H34 0.9300 . ?
C7 C12 1.411(14) . ?
N3 C15 1.402(11) . ?
N3 B1 1.467(13) . ?
C16 C17 1.402(14) . ?
C16 C15 1.439(13) . ?
C16 C21 1.491(15) . ?
C17 C18 1.405(16) . ?
C17 H17 0.9300 . ?
C23 C24 1.373(16) . ?
C23 C28 1.419(14) . ?
C21 H21A 0.9602 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9599 . ?
C28 C27 1.350(16) . ?
C28 H28 0.9299 . ?
C3 C1 1.524(14) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C1 C2 1.523(15) . ?
C1 H1 0.9802 . ?
C26 C25 1.383(18) . ?
C26 C27 1.409(18) . ?
C26 H26 0.9301 . ?
C18 C19 1.367(17) . ?
C18 H18 0.9300 . ?
C5 H5A 0.9601 . ?
C5 H5B 0.9598 . ?
C5 H5C 0.9601 . ?
C32 C31 1.365(18) . ?
C32 C33 1.399(18) . ?
C32 H32 0.9298 . ?
C9 C10 1.400(19) . ?
C9 H9 0.9299 . ?
C6 H6A 0.9599 . ?
C6 H6B 0.9601 . ?
C6 H6C 0.9601 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9601 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9601 . ?
C10 C11 1.37(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.376(16) . ?
C11 H11 0.9300 . ?
C27 H27 0.9301 . ?
C25 C24 1.379(17) . ?
C25 H25 0.9299 . ?
C31 C30 1.384(15) . ?
C31 H31 0.9300 . ?
C30 H30 0.9300 . ?
C12 C14 1.498(17) . ?
C14 H14A 0.9602 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9599 . ?
C33 H33 0.9302 . ?
C24 H24 0.9301 . ?
C19 H19 0.9300 . ?

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
C23 Se1 Ge1 100.0(3) . . ?
N3 Ge1 N2 76.8(3) . . ?
N3 Ge1 Se1 120.0(2) . . ?
N2 Ge1 Se1 111.0(2) . . ?
N3 Ge1 Se2 115.1(2) . . ?
N2 Ge1 Se2 119.3(2) . . ?
Se1 Ge1 Se2 111.06(5) . . ?
N3 Ge1 B1 38.5(3) . . ?
N2 Ge1 B1 38.2(3) . . ?
Se1 Ge1 B1 123.2(2) . . ?
Se2 Ge1 B1 125.6(2) . . ?
C29 Se2 Ge1 94.5(3) . . ?
B1 N1 C4 119.1(8) . . ?
B1 N1 C1 125.2(8) . . ?
C4 N1 C1 115.7(8) . . ?
C7 C8 C9 119.2(10) . . ?
C7 C8 C13 121.5(9) . . ?
C9 C8 C13 119.3(10) . . ?
C30 C29 C34 120.7(10) . . ?
C30 C29 Se2 119.2(9) . . ?
C34 C29 Se2 120.1(8) . . ?
N1 C4 C5 113.7(9) . . ?
N1 C4 C6 111.9(8) . . ?
C5 C4 C6 110.8(8) . . ?
N1 C4 H4 106.5 . . ?
C5 C4 H4 106.6 . . ?
C6 C4 H4 106.8 . . ?
C7 N2 B1 133.0(8) . . ?
C7 N2 Ge1 128.6(6) . . ?
B1 N2 Ge1 90.3(6) . . ?
C15 C20 C19 120.6(10) . . ?
C15 C20 C22 119.9(9) . . ?
C19 C20 C22 119.5(10) . . ?
C33 C34 C29 119.8(11) . . ?
C33 C34 H34 119.6 . . ?
C29 C34 H34 120.6 . . ?
C8 C7 C12 120.1(9) . . ?
C8 C7 N2 119.9(9) . . ?
C12 C7 N2 120.0(9) . . ?
C15 N3 B1 134.3(8) . . ?
C15 N3 Ge1 132.1(6) . . ?
B1 N3 Ge1 90.1(6) . . ?
C17 C16 C15 118.7(9) . . ?
C17 C16 C21 120.7(9) . . ?
C15 C16 C21 120.6(9) . . ?
C16 C17 C18 120.3(10) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 120.1 . . ?
C24 C23 C28 119.3(11) . . ?
C24 C23 Se1 123.6(8) . . ?
C28 C23 Se1 117.0(8) . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.9 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.0 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27 C28 C23 120.0(11) . . ?
C27 C28 H28 119.9 . . ?
C23 C28 H28 120.1 . . ?
C20 C15 N3 120.4(9) . . ?
C20 C15 C16 119.2(9) . . ?
N3 C15 C16 120.3(8) . . ?
C1 C3 H3A 109.3 . . ?
C1 C3 H3B 109.8 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.2 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C1 C2 112.3(8) . . ?
N1 C1 C3 115.3(9) . . ?
C2 C1 C3 110.2(9) . . ?
N1 C1 H1 106.0 . . ?
C2 C1 H1 106.4 . . ?
C3 C1 H1 105.9 . . ?
C25 C26 C27 119.9(12) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.1 . . ?
C19 C18 C17 120.3(10) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.9 . . ?
C4 C5 H5A 109.4 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.6 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C31 C32 C33 120.5(11) . . ?
C31 C32 H32 120.3 . . ?
C33 C32 H32 119.1 . . ?
C10 C9 C8 119.7(12) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.3 . . ?
C4 C6 H6A 109.6 . . ?
C4 C6 H6B 108.8 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 110.0 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.8 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C8 C13 H13A 109.8 . . ?
C8 C13 H13B 109.4 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.3 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C20 C22 H22A 110.0 . . ?
C20 C22 H22B 108.6 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.7 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C11 C10 C9 119.9(11) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 120.1 . . ?
N1 B1 N2 131.3(9) . . ?
N1 B1 N3 125.8(9) . . ?
N2 B1 N3 102.9(7) . . ?
N1 B1 Ge1 177.1(8) . . ?
N2 B1 Ge1 51.5(4) . . ?
N3 B1 Ge1 51.4(4) . . ?
C10 C11 C12 121.8(13) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 118.9 . . ?
C28 C27 C26 120.1(11) . . ?
C28 C27 H27 120.7 . . ?
C26 C27 H27 119.2 . . ?
C24 C25 C26 119.6(12) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 119.8 . . ?
C32 C31 C30 120.8(11) . . ?
C32 C31 H31 119.7 . . ?
C30 C31 H31 119.6 . . ?
C31 C30 C29 119.1(11) . . ?
C31 C30 H30 120.7 . . ?
C29 C30 H30 120.3 . . ?
C11 C12 C7 119.0(12) . . ?
C11 C12 C14 120.1(11) . . ?
C7 C12 C14 120.8(10) . . ?
C12 C14 H14A 108.9 . . ?
C12 C14 H14B 109.1 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 110.4 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C34 C33 C32 119.0(12) . . ?
C34 C33 H33 120.8 . . ?
C32 C33 H33 120.2 . . ?
C23 C24 C25 120.8(11) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 H24 119.9 . . ?
C18 C19 C20 120.8(11) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 119.0 . . ?

_refine_diff_density_max         2.033
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.172

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413694'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H68 B Ge N5, C6 H14'
_chemical_formula_sum            'C54 H82 B Ge N5'
_chemical_formula_weight         884.64

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'
B B 0.0013 0.0007 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   12.4100(12)
_cell_length_b                   15.9710(5)
_cell_length_c                   26.276(3)
_cell_angle_alpha                101.799(6)
_cell_angle_beta                 95.207(8)
_cell_angle_gamma                98.138(5)
_cell_volume                     5007.9(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    90223
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_F_000             1912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.652
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.094
0 0 1 0.071
0 -1 0 0.112
0 1 0 0.173
-1 1 0 0.156
1 -1 0 0.109


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.793
_exptl_absorpt_correction_T_max  0.923
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            90026
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.745
_diffrn_reflns_theta_max         27.130
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             21719
_reflns_number_gt                17098
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0384P)²+6.2452P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         21719
_refine_ls_number_parameters     991
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1155
_refine_ls_wR_factor_gt          0.1020
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.002
_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
Ge1 Ge 0.78629(2) 0.56158(2) 0.19931(2) 0.01779(6) Uani 1 1 d . . . . .
Ge2 Ge 0.28185(2) 0.17660(2) 0.38401(2) 0.01600(6) Uani 1 1 d . . . . .
N9 N 0.24914(16) 0.24691(12) 0.44359(7) 0.0206(4) Uani 1 1 d . . . . .
N5 N 0.87390(16) 0.52228(12) 0.24644(7) 0.0202(4) Uani 1 1 d . . . . .
N10 N 0.37184(16) 0.12929(12) 0.42596(7) 0.0202(4) Uani 1 1 d . . . . .
C145 C 0.6777(2) 0.26036(19) 0.41036(11) 0.0365(6) Uani 1 1 d . . . . .
145A H 0.7477 0.2434 0.4175 0.044 Uiso 1 1 d R U . . .
145B H 0.6856 0.3225 0.4185 0.044 Uiso 1 1 d R U . . .
145C H 0.6504 0.2386 0.3740 0.044 Uiso 1 1 d R U . . .
N7 N 0.33470(16) 0.19947(12) 0.32320(7) 0.0197(4) Uani 1 1 d . . . . .
N2 N 0.81041(17) 0.66023(12) 0.17273(7) 0.0217(4) Uani 1 1 d . . . . .
N6 N 0.19909(17) 0.14825(13) 0.23780(8) 0.0244(4) Uani 1 1 d . . . . .
N8 N 0.16511(16) 0.12902(12) 0.33171(7) 0.0194(4) Uani 1 1 d . . . . .
C123 C 0.3091(2) 0.23102(16) 0.48790(9) 0.0242(5) Uani 1 1 d . . . . .
H123 H 0.3049 0.2616 0.5216 0.029 Uiso 1 1 d R U . . .
C23 C 0.8033(2) 0.39528(15) 0.18400(9) 0.0249(5) Uani 1 1 d . . . . .
H23 H 0.7929 0.3358 0.1704 0.030 Uiso 1 1 d R U . . .
N4 N 0.75783(17) 0.45208(12) 0.15635(7) 0.0234(4) Uani 1 1 d . . . . .
N3 N 0.67241(17) 0.62109(12) 0.21994(7) 0.0223(4) Uani 1 1 d . . . . .
C137 C 0.45949(19) 0.08103(15) 0.41525(9) 0.0211(5) Uani 1 1 d . . . . .
N1 N 0.66284(18) 0.75994(13) 0.18238(8) 0.0260(4) Uani 1 1 d . . . . .
C124 C 0.3714(2) 0.16999(16) 0.47878(9) 0.0247(5) Uani 1 1 d . . . . .
H124 H 0.4130 0.1551 0.5058 0.030 Uiso 1 1 d R U . . .
C37 C 0.9530(2) 0.56791(14) 0.29017(9) 0.0209(5) Uani 1 1 d . . . . .
C126 C 0.0662(2) 0.24784(15) 0.47190(9) 0.0215(5) Uani 1 1 d . . . . .
C138 C 0.5681(2) 0.12475(15) 0.42647(9) 0.0230(5) Uani 1 1 d . . . . .
C125 C 0.15620(19) 0.28935(15) 0.45260(8) 0.0200(5) Uani 1 1 d . . . . .
C7 C 0.8853(2) 0.68924(15) 0.13964(9) 0.0240(5) Uani 1 1 d . . . . .
C116 C -0.0059(2) 0.18995(17) 0.32610(9) 0.0264(5) Uani 1 1 d . . . . .
C130 C 0.1589(2) 0.37376(15) 0.44398(9) 0.0233(5) Uani 1 1 d . . . . .
C20 C 0.5258(2) 0.57847(17) 0.27079(10) 0.0285(5) Uani 1 1 d . . . . .
C112 C 0.4954(2) 0.29435(16) 0.30818(10) 0.0255(5) Uani 1 1 d . . . . .
C15 C 0.6210(2) 0.63425(15) 0.26660(9) 0.0229(5) Uani 1 1 d . . . . .
C115 C 0.04897(19) 0.12044(15) 0.33195(9) 0.0217(5) Uani 1 1 d . . . . .
C39 C 1.1341(2) 0.64384(16) 0.32568(11) 0.0298(6) Uani 1 1 d . . . . .
H39 H 1.2057 0.6646 0.3211 0.036 Uiso 1 1 d R U . . .
C129 C 0.0675(2) 0.41362(16) 0.45324(10) 0.0293(6) Uani 1 1 d . . . . .
H129 H 0.0672 0.4690 0.4473 0.035 Uiso 1 1 d R U . . .
C46 C 0.8101(2) 0.53872(17) 0.35152(9) 0.0272(5) Uani 1 1 d . . . . .
H46 H 0.7577 0.5314 0.3201 0.033 Uiso 1 1 d R U . . .
C24 C 0.8621(2) 0.43132(15) 0.23017(9) 0.0237(5) Uani 1 1 d . . . . .
H24 H 0.8935 0.3981 0.2508 0.028 Uiso 1 1 d R U . . .
C42 C 0.9208(2) 0.58022(15) 0.34103(9) 0.0226(5) Uani 1 1 d . . . . .
C120 C -0.0110(2) 0.04110(16) 0.33569(9) 0.0263(5) Uani 1 1 d . . . . .
C14 C 1.0058(2) 0.77386(16) 0.22207(11) 0.0313(6) Uani 1 1 d . . . . .
H14A H 1.0784 0.8067 0.2318 0.038 Uiso 1 1 d R U . . .
H14B H 0.9990 0.7252 0.2384 0.038 Uiso 1 1 d R U . . .
H14C H 0.9530 0.8100 0.2334 0.038 Uiso 1 1 d R U . . .
C41 C 0.9970(2) 0.62770(16) 0.38271(10) 0.0300(6) Uani 1 1 d . . . . .
H41 H 0.9769 0.6376 0.4164 0.036 Uiso 1 1 d R U . . .
C16 C 0.6637(2) 0.70523(16) 0.30841(10) 0.0272(5) Uani 1 1 d . . . . .
C127 C -0.0220(2) 0.29143(17) 0.48067(9) 0.0262(5) Uani 1 1 d . . . . .
H127 H -0.0822 0.2650 0.4935 0.031 Uiso 1 1 d R U . . .
C25 C 0.7443(2) 0.42658(15) 0.09985(9) 0.0259(5) Uani 1 1 d . . . . .
C107 C 0.43965(19) 0.20998(15) 0.30526(9) 0.0211(5) Uani 1 1 d . . . . .
C142 C 0.4350(2) -0.00908(15) 0.39711(10) 0.0249(5) Uani 1 1 d . . . . .
C143 C 0.5970(2) 0.22314(16) 0.44393(10) 0.0277(5) Uani 1 1 d . . . . .
H143 H 0.5294 0.2474 0.4395 0.033 Uiso 1 1 d R U . . .
C8 C 0.8599(2) 0.66875(16) 0.08495(10) 0.0308(6) Uani 1 1 d . . . . .
C128 C -0.0221(2) 0.37303(17) 0.47094(10) 0.0305(6) Uani 1 1 d . . . . .
H128 H -0.0827 0.4005 0.4762 0.037 Uiso 1 1 d R U . . .
C26 C 0.6378(2) 0.41163(17) 0.07271(10) 0.0314(6) Uani 1 1 d . . . . .
C40 C 1.1017(2) 0.66055(17) 0.37508(11) 0.0339(6) Uani 1 1 d . . . . .
H40 H 1.1506 0.6938 0.4032 0.041 Uiso 1 1 d R U . . .
C19 C 0.4706(2) 0.59893(19) 0.31458(11) 0.0357(6) Uani 1 1 d . . . . .
H19 H 0.4063 0.5631 0.3171 0.043 Uiso 1 1 d R U . . .
C141 C 0.5220(2) -0.05531(17) 0.39168(11) 0.0329(6) Uani 1 1 d . . . . .
H141 H 0.5075 -0.1152 0.3796 0.039 Uiso 1 1 d R U . . .
C139 C 0.6517(2) 0.07526(18) 0.42084(11) 0.0321(6) Uani 1 1 d . . . . .
H139 H 0.7244 0.1026 0.4288 0.039 Uiso 1 1 d R U . . .
C21 C 0.7718(2) 0.76115(17) 0.30879(10) 0.0330(6) Uani 1 1 d . . . . .
H21A H 0.7653 0.7950 0.2827 0.040 Uiso 1 1 d R U . . .
H21B H 0.8267 0.7252 0.3013 0.040 Uiso 1 1 d R U . . .
H21C H 0.7925 0.7991 0.3427 0.040 Uiso 1 1 d R U . . .
C132 C -0.0498(2) 0.10166(18) 0.46634(11) 0.0359(6) Uani 1 1 d . . . . .
132A H -0.1022 0.1232 0.4882 0.043 Uiso 1 1 d R U . . .
132B H -0.0450 0.0431 0.4688 0.043 Uiso 1 1 d R U . . .
132C H -0.0727 0.1029 0.4307 0.043 Uiso 1 1 d R U . . .
C144 C 0.6452(3) 0.25209(19) 0.50186(11) 0.0385(7) Uani 1 1 d . . . . .
144A H 0.5924 0.2324 0.5232 0.046 Uiso 1 1 d R U . . .
144B H 0.6627 0.3142 0.5113 0.046 Uiso 1 1 d R U . . .
144C H 0.7105 0.2277 0.5073 0.046 Uiso 1 1 d R U . . .
C30 C 0.8361(2) 0.41519(16) 0.07304(10) 0.0306(6) Uani 1 1 d . . . . .
C17 C 0.6052(3) 0.72289(18) 0.35107(10) 0.0346(6) Uani 1 1 d . . . . .
H17 H 0.6323 0.7703 0.3784 0.041 Uiso 1 1 d R U . . .
C38 C 1.0616(2) 0.59694(15) 0.28241(9) 0.0242(5) Uani 1 1 d . . . . .
C11 C 1.0611(3) 0.76924(17) 0.13210(12) 0.0383(7) Uani 1 1 d . . . . .
H11 H 1.1281 0.8025 0.1476 0.046 Uiso 1 1 d R U . . .
C28 C 0.7151(3) 0.37473(19) -0.00863(11) 0.0452(8) Uani 1 1 d . . . . .
H28 H 0.7054 0.3580 -0.0450 0.054 Uiso 1 1 d R U . . .
C108 C 0.4835(2) 0.13793(17) 0.28084(9) 0.0268(5) Uani 1 1 d . . . . .
C34 C 0.9522(2) 0.42837(17) 0.10003(10) 0.0317(6) Uani 1 1 d . . . . .
H34 H 0.9514 0.4538 0.1372 0.038 Uiso 1 1 d R U . . .
C146 C 0.3170(2) -0.05475(16) 0.38556(11) 0.0305(6) Uani 1 1 d . . . . .
H146 H 0.2740 -0.0164 0.3709 0.037 Uiso 1 1 d R U . . .
C119 C -0.1250(2) 0.03124(19) 0.33136(10) 0.0342(6) Uani 1 1 d . . . . .
H119 H -0.1651 -0.0218 0.3328 0.041 Uiso 1 1 d R U . . .
B2 B 0.2292(2) 0.15734(16) 0.29217(10) 0.0205(5) Uani 1 1 d . . . . .
C117 C -0.1203(2) 0.1771(2) 0.32304(10) 0.0356(6) Uani 1 1 d . . . . .
H117 H -0.1574 0.2228 0.3197 0.043 Uiso 1 1 d R U . . .
C121 C 0.0529(2) 0.27550(17) 0.32043(11) 0.0330(6) Uani 1 1 d . . . . .
121A H 0.0544 0.2752 0.2839 0.040 Uiso 1 1 d R U . . .
121B H 0.1266 0.2852 0.3376 0.040 Uiso 1 1 d R U . . .
121C H 0.0154 0.3210 0.3361 0.040 Uiso 1 1 d R U . . .
C12 C 0.9852(2) 0.74207(16) 0.16352(10) 0.0277(5) Uani 1 1 d . . . . .
C109 C 0.5801(2) 0.1521(2) 0.25807(11) 0.0350(6) Uani 1 1 d . . . . .
H109 H 0.6101 0.1046 0.2423 0.042 Uiso 1 1 d R U . . .
C131 C 0.0625(2) 0.15854(16) 0.48453(10) 0.0258(5) Uani 1 1 d . . . . .
H131 H 0.1173 0.1298 0.4663 0.031 Uiso 1 1 d R U . . .
C22 C 0.4825(2) 0.49862(19) 0.22913(11) 0.0373(6) Uani 1 1 d . . . . .
H22A H 0.4216 0.4657 0.2402 0.045 Uiso 1 1 d R U . . .
H22B H 0.5392 0.4640 0.2231 0.045 Uiso 1 1 d R U . . .
H22C H 0.4588 0.5151 0.1973 0.045 Uiso 1 1 d R U . . .
C134 C 0.2594(2) 0.41954(17) 0.42674(11) 0.0324(6) Uani 1 1 d . . . . .
H134 H 0.2895 0.3759 0.4027 0.039 Uiso 1 1 d R U . . .
B1 B 0.7111(2) 0.68834(17) 0.19158(10) 0.0223(5) Uani 1 1 d . . . . .
C113 C 0.4276(3) 0.04621(17) 0.27672(11) 0.0349(6) Uani 1 1 d . . . . .
113A H 0.4080 0.0179 0.2405 0.042 Uiso 1 1 d R U . . .
113B H 0.3627 0.0470 0.2939 0.042 Uiso 1 1 d R U . . .
113C H 0.4766 0.0154 0.2931 0.042 Uiso 1 1 d R U . . .
C111 C 0.5896(2) 0.30472(19) 0.28359(10) 0.0317(6) Uani 1 1 d . . . . .
H111 H 0.6245 0.3604 0.2840 0.038 Uiso 1 1 d R U . . .
C118 C -0.1790(2) 0.0984(2) 0.32476(11) 0.0397(7) Uani 1 1 d . . . . .
H118 H -0.2552 0.0905 0.3217 0.048 Uiso 1 1 d R U . . .
C114 C 0.4541(2) 0.37192(17) 0.33677(12) 0.0359(6) Uani 1 1 d . . . . .
114A H 0.3795 0.3706 0.3229 0.043 Uiso 1 1 d R U . . .
114B H 0.4986 0.4236 0.3324 0.043 Uiso 1 1 d R U . . .
114C H 0.4577 0.3715 0.3734 0.043 Uiso 1 1 d R U . . .
C1 C 0.7295(2) 0.83340(18) 0.16734(12) 0.0367(6) Uani 1 1 d . . . . .
H1 H 0.8058 0.8236 0.1710 0.044 Uiso 1 1 d R U . . .
C133 C 0.0902(3) 0.16522(18) 0.54359(10) 0.0367(7) Uani 1 1 d . . . . .
133A H 0.1610 0.2001 0.5557 0.044 Uiso 1 1 d R U . . .
133B H 0.0910 0.1083 0.5501 0.044 Uiso 1 1 d R U . . .
133C H 0.0358 0.1914 0.5620 0.044 Uiso 1 1 d R U . . .
C10 C 1.0381(3) 0.74763(19) 0.07839(13) 0.0462(8) Uani 1 1 d . . . . .
H10 H 1.0900 0.7657 0.0578 0.055 Uiso 1 1 d R U . . .
C18 C 0.5082(3) 0.6707(2) 0.35377(11) 0.0401(7) Uani 1 1 d . . . . .
H18 H 0.4687 0.6843 0.3820 0.048 Uiso 1 1 d R U . . .
C43 C 1.1038(2) 0.57302(17) 0.22952(10) 0.0303(6) Uani 1 1 d . . . . .
H43 H 1.0437 0.5703 0.2020 0.036 Uiso 1 1 d R U . . .
C104 C 0.1094(3) 0.0835(2) 0.20557(14) 0.0505(9) Uani 1 1 d . . . . .
H104 H 0.1341 0.0820 0.1711 0.061 Uiso 1 1 d R U . . .
C101 C 0.2656(3) 0.20308(19) 0.20894(11) 0.0365(6) Uani 1 1 d . . . . .
H101 H 0.3209 0.2411 0.2359 0.044 Uiso 1 1 d R U . . .
C140 C 0.6289(2) -0.01379(19) 0.40385(12) 0.0369(6) Uani 1 1 d . . . . .
H140 H 0.6859 -0.0458 0.4006 0.044 Uiso 1 1 d R U . . .
C135 C 0.2367(3) 0.48983(19) 0.39766(13) 0.0451(8) Uani 1 1 d . . . . .
135A H 0.1787 0.4662 0.3694 0.054 Uiso 1 1 d R U . . .
135B H 0.3018 0.5107 0.3839 0.054 Uiso 1 1 d R U . . .
135C H 0.2151 0.5369 0.4214 0.054 Uiso 1 1 d R U . . .
C48 C 0.8179(3) 0.44922(17) 0.36242(11) 0.0364(6) Uani 1 1 d . . . . .
H48A H 0.8366 0.4127 0.3318 0.044 Uiso 1 1 d R U . . .
H48B H 0.7488 0.4239 0.3709 0.044 Uiso 1 1 d R U . . .
H48C H 0.8737 0.4548 0.3913 0.044 Uiso 1 1 d R U . . .
C45 C 1.1370(3) 0.48289(19) 0.22301(12) 0.0401(7) Uani 1 1 d . . . . .
H45A H 1.1928 0.4833 0.2509 0.048 Uiso 1 1 d R U . . .
H45B H 1.1648 0.4678 0.1900 0.048 Uiso 1 1 d R U . . .
H45C H 1.0741 0.4411 0.2241 0.048 Uiso 1 1 d R U . . .
C4 C 0.5444(2) 0.7650(2) 0.18062(12) 0.0383(7) Uani 1 1 d . . . . .
H4 H 0.5339 0.8103 0.1614 0.046 Uiso 1 1 d R U . . .
C122 C 0.0458(2) -0.03187(17) 0.34558(12) 0.0351(6) Uani 1 1 d . . . . .
122A H 0.0977 -0.0420 0.3210 0.042 Uiso 1 1 d R U . . .
122B H -0.0074 -0.0834 0.3415 0.042 Uiso 1 1 d R U . . .
122C H 0.0835 -0.0169 0.3806 0.042 Uiso 1 1 d R U . . .
C13 C 0.7524(3) 0.61797(18) 0.05809(10) 0.0390(7) Uani 1 1 d . . . . .
H13A H 0.7304 0.6402 0.0282 0.047 Uiso 1 1 d R U . . .
H13B H 0.6981 0.6228 0.0818 0.047 Uiso 1 1 d R U . . .
H13C H 0.7597 0.5582 0.0469 0.047 Uiso 1 1 d R U . . .
C35 C 1.0317(3) 0.4899(2) 0.07845(12) 0.0413(7) Uani 1 1 d . . . . .
H35A H 1.0347 0.4663 0.0420 0.050 Uiso 1 1 d R U . . .
H35B H 1.1034 0.4973 0.0975 0.050 Uiso 1 1 d R U . . .
H35C H 1.0074 0.5451 0.0823 0.050 Uiso 1 1 d R U . . .
C9 C 0.9385(3) 0.69978(18) 0.05526(11) 0.0425(8) Uani 1 1 d . . . . .
H9 H 0.9230 0.6874 0.0190 0.051 Uiso 1 1 d R U . . .
C44 C 1.2012(2) 0.6364(2) 0.22129(13) 0.0404(7) Uani 1 1 d . . . . .
H44A H 1.1846 0.6942 0.2286 0.048 Uiso 1 1 d R U . . .
H44B H 1.2163 0.6212 0.1857 0.048 Uiso 1 1 d R U . . .
H44C H 1.2643 0.6335 0.2445 0.048 Uiso 1 1 d R U . . .
C136 C 0.3472(3) 0.4578(2) 0.47351(14) 0.0529(9) Uani 1 1 d . . . . .
136A H 0.3196 0.5002 0.4982 0.063 Uiso 1 1 d R U . . .
136B H 0.4116 0.4850 0.4618 0.063 Uiso 1 1 d R U . . .
136C H 0.3655 0.4125 0.4900 0.063 Uiso 1 1 d R U . . .
C110 C 0.6316(2) 0.2342(2) 0.25851(11) 0.0386(7) Uani 1 1 d . . . . .
H110 H 0.6943 0.2421 0.2420 0.046 Uiso 1 1 d R U . . .
C31 C 0.5395(2) 0.4209(2) 0.10201(11) 0.0397(7) Uani 1 1 d . . . . .
H31 H 0.5637 0.4673 0.1333 0.048 Uiso 1 1 d R U . . .
C105 C 0.0014(3) 0.1094(2) 0.19549(14) 0.0539(9) Uani 1 1 d . . . . .
105A H -0.0420 0.0676 0.1669 0.065 Uiso 1 1 d R U . . .
105B H 0.0114 0.1653 0.1867 0.065 Uiso 1 1 d R U . . .
105C H -0.0355 0.1124 0.2262 0.065 Uiso 1 1 d R U . . .
C103 C 0.3311(3) 0.1559(2) 0.17026(13) 0.0517(9) Uani 1 1 d . . . . .
103A H 0.3650 0.1151 0.1857 0.062 Uiso 1 1 d R U . . .
103B H 0.3866 0.1968 0.1613 0.062 Uiso 1 1 d R U . . .
103C H 0.2832 0.1257 0.1392 0.062 Uiso 1 1 d R U . . .
C47 C 0.7657(3) 0.5923(2) 0.39790(11) 0.0400(7) Uani 1 1 d . . . . .
H47A H 0.8075 0.5899 0.4300 0.048 Uiso 1 1 d R U . . .
H47B H 0.6902 0.5691 0.3982 0.048 Uiso 1 1 d R U . . .
H47C H 0.7717 0.6514 0.3945 0.048 Uiso 1 1 d R U . . .
C29 C 0.8186(3) 0.38909(19) 0.01824(10) 0.0393(7) Uani 1 1 d . . . . .
H29 H 0.8782 0.3813 -0.0003 0.047 Uiso 1 1 d R U . . .
C27 C 0.6256(3) 0.38544(19) 0.01814(11) 0.0416(7) Uani 1 1 d . . . . .
H27 H 0.5559 0.3750 -0.0005 0.050 Uiso 1 1 d R U . . .
C36 C 0.9920(3) 0.34048(19) 0.09620(12) 0.0422(7) Uani 1 1 d . . . . .
H36A H 0.9463 0.3049 0.1138 0.051 Uiso 1 1 d R U . . .
H36B H 1.0665 0.3498 0.1124 0.051 Uiso 1 1 d R U . . .
H36C H 0.9880 0.3120 0.0600 0.051 Uiso 1 1 d R U . . .
C148 C 0.3003(3) -0.14020(19) 0.34532(16) 0.0558(9) Uani 1 1 d . . . . .
148A H 0.3295 -0.1311 0.3139 0.067 Uiso 1 1 d R U . . .
148B H 0.2233 -0.1628 0.3373 0.067 Uiso 1 1 d R U . . .
148C H 0.3374 -0.1808 0.3594 0.067 Uiso 1 1 d R U . . .
C6 C 0.4743(3) 0.6839(2) 0.14755(14) 0.0533(9) Uani 1 1 d . . . . .
H6A H 0.4994 0.6708 0.1138 0.064 Uiso 1 1 d R U . . .
H6B H 0.3994 0.6928 0.1434 0.064 Uiso 1 1 d R U . . .
H6C H 0.4794 0.6365 0.1645 0.064 Uiso 1 1 d R U . . .
C32 C 0.4443(3) 0.4468(3) 0.07155(15) 0.0719(12) Uani 1 1 d . . . . .
H32A H 0.4701 0.4971 0.0586 0.086 Uiso 1 1 d R U . . .
H32B H 0.3898 0.4599 0.0943 0.086 Uiso 1 1 d R U . . .
H32C H 0.4127 0.3999 0.0426 0.086 Uiso 1 1 d R U . . .
C147 C 0.2728(3) -0.0669(2) 0.43652(14) 0.0519(9) Uani 1 1 d . . . . .
147A H 0.3172 -0.1002 0.4536 0.062 Uiso 1 1 d R U . . .
147B H 0.1986 -0.0970 0.4288 0.062 Uiso 1 1 d R U . . .
147C H 0.2748 -0.0113 0.4592 0.062 Uiso 1 1 d R U . . .
C5 C 0.5020(3) 0.7943(3) 0.23231(13) 0.0553(9) Uani 1 1 d . . . . .
H5A H 0.4974 0.7482 0.2508 0.066 Uiso 1 1 d R U . . .
H5B H 0.4306 0.8095 0.2261 0.066 Uiso 1 1 d R U . . .
H5C H 0.5513 0.8439 0.2529 0.066 Uiso 1 1 d R U . . .
C3 C 0.7008(3) 0.8393(2) 0.11095(13) 0.0541(9) Uani 1 1 d . . . . .
H3A H 0.7037 0.7847 0.0881 0.065 Uiso 1 1 d R U . . .
H3B H 0.7527 0.8838 0.1028 0.065 Uiso 1 1 d R U . . .
H3C H 0.6283 0.8532 0.1062 0.065 Uiso 1 1 d R U . . .
C2 C 0.7260(3) 0.9202(2) 0.20416(14) 0.0573(10) Uani 1 1 d . . . . .
H2A H 0.6540 0.9350 0.1995 0.069 Uiso 1 1 d R U . . .
H2B H 0.7788 0.9644 0.1964 0.069 Uiso 1 1 d R U . . .
H2C H 0.7430 0.9156 0.2398 0.069 Uiso 1 1 d R U . . .
C106 C 0.1131(4) -0.0047(2) 0.2087(2) 0.0792(14) Uani 1 1 d . . . . .
106A H 0.1878 -0.0147 0.2102 0.095 Uiso 1 1 d R U . . .
106B H 0.0707 -0.0428 0.1783 0.095 Uiso 1 1 d R U . . .
106C H 0.0833 -0.0158 0.2396 0.095 Uiso 1 1 d R U . . .
C102 C 0.2059(3) 0.2641(2) 0.18606(17) 0.0603(10) Uani 1 1 d . . . . .
102A H 0.1494 0.2312 0.1591 0.072 Uiso 1 1 d R U . . .
102B H 0.2560 0.3011 0.1713 0.072 Uiso 1 1 d R U . . .
102C H 0.1733 0.2988 0.2128 0.072 Uiso 1 1 d R U . . .
C33 C 0.5041(3) 0.3382(2) 0.12081(16) 0.0650(11) Uani 1 1 d . . . . .
H33A H 0.4860 0.2900 0.0912 0.078 Uiso 1 1 d R U . . .
H33B H 0.4410 0.3444 0.1389 0.078 Uiso 1 1 d R U . . .
H33C H 0.5628 0.3282 0.1441 0.078 Uiso 1 1 d R U . . .


_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 N5 1.8376(19) . ?
Ge1 N4 1.8447(19) . ?
Ge1 N2 1.8477(19) . ?
Ge1 N3 1.872(2) . ?
Ge1 B1 2.383(3) . ?
Ge2 N10 1.8409(19) . ?
Ge2 N9 1.8444(19) . ?
Ge2 N8 1.8613(19) . ?
Ge2 N7 1.8649(19) . ?
Ge2 B2 2.387(3) . ?
N9 C123 1.411(3) . ?
N9 C125 1.432(3) . ?
N5 C24 1.410(3) . ?
N5 C37 1.437(3) . ?
N10 C124 1.408(3) . ?
N10 C137 1.435(3) . ?
C145 C143 1.530(4) . ?
C145 145A 0.9599 . ?
C145 145B 0.9600 . ?
C145 145C 0.9601 . ?
N7 C107 1.424(3) . ?
N7 B2 1.471(3) . ?
N2 C7 1.422(3) . ?
N2 B1 1.464(4) . ?
N6 B2 1.416(3) . ?
N6 C104 1.474(3) . ?
N6 C101 1.484(3) . ?
N8 C115 1.429(3) . ?
N8 B2 1.469(3) . ?
C123 C124 1.326(3) . ?
C123 H123 0.9299 . ?
C23 C24 1.331(3) . ?
C23 N4 1.418(3) . ?
C23 H23 0.9300 . ?
N4 C25 1.444(3) . ?
N3 C15 1.424(3) . ?
N3 B1 1.478(3) . ?
C137 C142 1.400(3) . ?
C137 C138 1.403(3) . ?
N1 B1 1.416(3) . ?
N1 C1 1.480(3) . ?
N1 C4 1.481(4) . ?
C124 H124 0.9300 . ?
C37 C38 1.408(3) . ?
C37 C42 1.413(3) . ?
C126 C127 1.390(3) . ?
C126 C125 1.406(3) . ?
C126 C131 1.524(3) . ?
C138 C139 1.391(4) . ?
C138 C143 1.524(3) . ?
C125 C130 1.408(3) . ?
C7 C8 1.403(3) . ?
C7 C12 1.411(4) . ?
C116 C117 1.397(4) . ?
C116 C115 1.409(3) . ?
C116 C121 1.498(4) . ?
C130 C129 1.394(4) . ?
C130 C134 1.508(4) . ?
C20 C19 1.397(4) . ?
C20 C15 1.403(4) . ?
C20 C22 1.497(4) . ?
C112 C111 1.391(4) . ?
C112 C107 1.409(3) . ?
C112 C114 1.494(4) . ?
C15 C16 1.410(4) . ?
C115 C120 1.402(3) . ?
C39 C40 1.379(4) . ?
C39 C38 1.393(3) . ?
C39 H39 0.9300 . ?
C129 C128 1.373(4) . ?
C129 H129 0.9300 . ?
C46 C42 1.512(4) . ?
C46 C48 1.529(4) . ?
C46 C47 1.533(4) . ?
C46 H46 0.9801 . ?
C24 H24 0.9301 . ?
C42 C41 1.393(3) . ?
C120 C119 1.392(4) . ?
C120 C122 1.498(4) . ?
C14 C12 1.504(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9601 . ?
C41 C40 1.378(4) . ?
C41 H41 0.9299 . ?
C16 C17 1.392(4) . ?
C16 C21 1.501(4) . ?
C127 C128 1.378(4) . ?
C127 H127 0.9300 . ?
C25 C30 1.407(4) . ?
C25 C26 1.407(4) . ?
C107 C108 1.404(3) . ?
C142 C141 1.394(4) . ?
C142 C146 1.514(4) . ?
C143 C144 1.535(4) . ?
C143 H143 0.9800 . ?
C8 C9 1.402(4) . ?
C8 C13 1.492(4) . ?
C128 H128 0.9300 . ?
C26 C27 1.397(4) . ?
C26 C31 1.510(4) . ?
C40 H40 0.9297 . ?
C19 C18 1.367(4) . ?
C19 H19 0.9300 . ?
C141 C140 1.373(4) . ?
C141 H141 0.9300 . ?
C139 C140 1.380(4) . ?
C139 H139 0.9301 . ?
C21 H21A 0.9599 . ?
C21 H21B 0.9601 . ?
C21 H21C 0.9600 . ?
C132 C131 1.529(3) . ?
C132 132A 0.9599 . ?
C132 132B 0.9600 . ?
C132 132C 0.9600 . ?
C144 144A 0.9600 . ?
C144 144B 0.9600 . ?
C144 144C 0.9601 . ?
C30 C29 1.402(4) . ?
C30 C34 1.514(4) . ?
C17 C18 1.381(4) . ?
C17 H17 0.9300 . ?
C38 C43 1.524(4) . ?
C11 C10 1.375(4) . ?
C11 C12 1.389(4) . ?
C11 H11 0.9300 . ?
C28 C29 1.373(5) . ?
C28 C27 1.381(5) . ?
C28 H28 0.9299 . ?
C108 C109 1.398(4) . ?
C108 C113 1.507(4) . ?
C34 C35 1.522(4) . ?
C34 C36 1.540(4) . ?
C34 H34 0.9800 . ?
C146 C148 1.521(4) . ?
C146 C147 1.530(4) . ?
C146 H146 0.9800 . ?
C119 C118 1.375(4) . ?
C119 H119 0.9300 . ?
C117 C118 1.372(4) . ?
C117 H117 0.9301 . ?
C121 121A 0.9599 . ?
C121 121B 0.9599 . ?
C121 121C 0.9600 . ?
C109 C110 1.372(4) . ?
C109 H109 0.9298 . ?
C131 C133 1.537(3) . ?
C131 H131 0.9799 . ?
C22 H22A 0.9601 . ?
C22 H22B 0.9599 . ?
C22 H22C 0.9601 . ?
C134 C135 1.525(4) . ?
C134 C136 1.527(4) . ?
C134 H134 0.9799 . ?
C113 113A 0.9599 . ?
C113 113B 0.9601 . ?
C113 113C 0.9600 . ?
C111 C110 1.379(4) . ?
C111 H111 0.9301 . ?
C118 H118 0.9301 . ?
C114 114A 0.9601 . ?
C114 114B 0.9599 . ?
C114 114C 0.9601 . ?
C1 C3 1.517(4) . ?
C1 C2 1.528(4) . ?
C1 H1 0.9800 . ?
C133 133A 0.9601 . ?
C133 133B 0.9600 . ?
C133 133C 0.9600 . ?
C10 C9 1.374(5) . ?
C10 H10 0.9302 . ?
C18 H18 0.9303 . ?
C43 C44 1.524(4) . ?
C43 C45 1.534(4) . ?
C43 H43 0.9800 . ?
C104 C106 1.436(5) . ?
C104 C105 1.475(5) . ?
C104 H104 0.9801 . ?
C101 C102 1.491(4) . ?
C101 C103 1.507(4) . ?
C101 H101 0.9801 . ?
C140 H140 0.9300 . ?
C135 135A 0.9600 . ?
C135 135B 0.9599 . ?
C135 135C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9601 . ?
C45 H45C 0.9600 . ?
C4 C6 1.507(5) . ?
C4 C5 1.510(4) . ?
C4 H4 0.9801 . ?
C122 122A 0.9597 . ?
C122 122B 0.9600 . ?
C122 122C 0.9601 . ?
C13 H13A 0.9602 . ?
C13 H13B 0.9599 . ?
C13 H13C 0.9600 . ?
C35 H35A 0.9599 . ?
C35 H35B 0.9601 . ?
C35 H35C 0.9600 . ?
C9 H9 0.9299 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9598 . ?
C44 H44C 0.9601 . ?
C136 136A 0.9599 . ?
C136 136B 0.9600 . ?
C136 136C 0.9600 . ?
C110 H110 0.9300 . ?
C31 C32 1.520(5) . ?
C31 C33 1.523(5) . ?
C31 H31 0.9800 . ?
C105 105A 0.9598 . ?
C105 105B 0.9600 . ?
C105 105C 0.9602 . ?
C103 103A 0.9601 . ?
C103 103B 0.9599 . ?
C103 103C 0.9599 . ?
C47 H47A 0.9601 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C29 H29 0.9301 . ?
C27 H27 0.9299 . ?
C36 H36A 0.9599 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9599 . ?
C148 148A 0.9599 . ?
C148 148B 0.9599 . ?
C148 148C 0.9600 . ?
C6 H6A 0.9599 . ?
C6 H6B 0.9599 . ?
C6 H6C 0.9599 . ?
C32 H32A 0.9599 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9601 . ?
C147 147A 0.9600 . ?
C147 147B 0.9600 . ?
C147 147C 0.9600 . ?
C5 H5A 0.9601 . ?
C5 H5B 0.9601 . ?
C5 H5C 0.9599 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9603 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C106 106A 0.9601 . ?
C106 106B 0.9599 . ?
C106 106C 0.9601 . ?
C102 102A 0.9601 . ?
C102 102B 0.9600 . ?
C102 102C 0.9600 . ?
C33 H33A 0.9599 . ?
C33 H33B 0.9601 . ?
C33 H33C 0.9600 . ?

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
N5 Ge1 N4 89.95(9) . . ?
N5 Ge1 N2 130.34(9) . . ?
N4 Ge1 N2 121.82(9) . . ?
N5 Ge1 N3 121.55(9) . . ?
N4 Ge1 N3 121.25(9) . . ?
N2 Ge1 N3 76.16(9) . . ?
N5 Ge1 B1 139.82(9) . . ?
N4 Ge1 B1 129.88(9) . . ?
N2 Ge1 B1 37.89(9) . . ?
N3 Ge1 B1 38.34(9) . . ?
N10 Ge2 N9 88.77(8) . . ?
N10 Ge2 N8 133.30(9) . . ?
N9 Ge2 N8 116.20(9) . . ?
N10 Ge2 N7 116.37(9) . . ?
N9 Ge2 N7 132.92(8) . . ?
N8 Ge2 N7 76.00(8) . . ?
N10 Ge2 B2 136.20(9) . . ?
N9 Ge2 B2 135.03(9) . . ?
N8 Ge2 B2 37.96(9) . . ?
N7 Ge2 B2 38.04(9) . . ?
C123 N9 C125 116.77(18) . . ?
C123 N9 Ge2 109.17(15) . . ?
C125 N9 Ge2 130.73(15) . . ?
C24 N5 C37 120.15(19) . . ?
C24 N5 Ge1 108.12(15) . . ?
C37 N5 Ge1 131.42(15) . . ?
C124 N10 C137 115.79(19) . . ?
C124 N10 Ge2 109.30(15) . . ?
C137 N10 Ge2 132.20(15) . . ?
C143 C145 145A 109.5 . . ?
C143 C145 145B 109.5 . . ?
145A C145 145B 109.5 . . ?
C143 C145 145C 109.4 . . ?
145A C145 145C 109.5 . . ?
145B C145 145C 109.5 . . ?
C107 N7 B2 127.48(19) . . ?
C107 N7 Ge2 135.45(15) . . ?
B2 N7 Ge2 90.60(14) . . ?
C7 N2 B1 134.2(2) . . ?
C7 N2 Ge1 133.75(16) . . ?
B1 N2 Ge1 91.29(14) . . ?
B2 N6 C104 125.1(2) . . ?
B2 N6 C101 119.2(2) . . ?
C104 N6 C101 115.6(2) . . ?
C115 N8 B2 127.34(19) . . ?
C115 N8 Ge2 132.12(15) . . ?
B2 N8 Ge2 90.81(14) . . ?
C124 C123 N9 116.3(2) . . ?
C124 C123 H123 121.9 . . ?
N9 C123 H123 121.8 . . ?
C24 C23 N4 116.7(2) . . ?
C24 C23 H23 121.6 . . ?
N4 C23 H23 121.6 . . ?
C23 N4 C25 116.72(19) . . ?
C23 N4 Ge1 107.65(15) . . ?
C25 N4 Ge1 129.53(16) . . ?
C15 N3 B1 126.2(2) . . ?
C15 N3 Ge1 133.07(16) . . ?
B1 N3 Ge1 89.91(15) . . ?
C142 C137 C138 121.6(2) . . ?
C142 C137 N10 119.3(2) . . ?
C138 C137 N10 119.0(2) . . ?
B1 N1 C1 120.2(2) . . ?
B1 N1 C4 125.2(2) . . ?
C1 N1 C4 114.3(2) . . ?
C123 C124 N10 116.5(2) . . ?
C123 C124 H124 121.7 . . ?
N10 C124 H124 121.8 . . ?
C38 C37 C42 120.9(2) . . ?
C38 C37 N5 120.3(2) . . ?
C42 C37 N5 118.8(2) . . ?
C127 C126 C125 118.1(2) . . ?
C127 C126 C131 119.0(2) . . ?
C125 C126 C131 122.9(2) . . ?
C139 C138 C137 117.8(2) . . ?
C139 C138 C143 119.5(2) . . ?
C137 C138 C143 122.7(2) . . ?
C126 C125 C130 121.2(2) . . ?
C126 C125 N9 119.7(2) . . ?
C130 C125 N9 119.1(2) . . ?
C8 C7 C12 120.5(2) . . ?
C8 C7 N2 121.5(2) . . ?
C12 C7 N2 118.0(2) . . ?
C117 C116 C115 118.6(2) . . ?
C117 C116 C121 118.7(2) . . ?
C115 C116 C121 122.6(2) . . ?
C129 C130 C125 117.9(2) . . ?
C129 C130 C134 121.7(2) . . ?
C125 C130 C134 120.4(2) . . ?
C19 C20 C15 118.8(3) . . ?
C19 C20 C22 120.0(2) . . ?
C15 C20 C22 121.2(2) . . ?
C111 C112 C107 119.0(2) . . ?
C111 C112 C114 120.1(2) . . ?
C107 C112 C114 120.8(2) . . ?
C20 C15 C16 119.4(2) . . ?
C20 C15 N3 120.5(2) . . ?
C16 C15 N3 120.1(2) . . ?
C120 C115 C116 120.0(2) . . ?
C120 C115 N8 119.6(2) . . ?
C116 C115 N8 120.3(2) . . ?
C40 C39 C38 121.2(2) . . ?
C40 C39 H39 119.4 . . ?
C38 C39 H39 119.4 . . ?
C128 C129 C130 121.5(2) . . ?
C128 C129 H129 119.2 . . ?
C130 C129 H129 119.2 . . ?
C42 C46 C48 109.6(2) . . ?
C42 C46 C47 113.4(2) . . ?
C48 C46 C47 108.4(2) . . ?
C42 C46 H46 108.4 . . ?
C48 C46 H46 108.4 . . ?
C47 C46 H46 108.5 . . ?
C23 C24 N5 116.7(2) . . ?
C23 C24 H24 121.6 . . ?
N5 C24 H24 121.7 . . ?
C41 C42 C37 118.0(2) . . ?
C41 C42 C46 119.8(2) . . ?
C37 C42 C46 122.1(2) . . ?
C119 C120 C115 119.1(2) . . ?
C119 C120 C122 119.8(2) . . ?
C115 C120 C122 121.1(2) . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.4 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C40 C41 C42 121.4(2) . . ?
C40 C41 H41 119.3 . . ?
C42 C41 H41 119.3 . . ?
C17 C16 C15 119.2(3) . . ?
C17 C16 C21 119.0(2) . . ?
C15 C16 C21 121.8(2) . . ?
C128 C127 C126 121.5(2) . . ?
C128 C127 H127 119.3 . . ?
C126 C127 H127 119.2 . . ?
C30 C25 C26 121.2(2) . . ?
C30 C25 N4 120.1(2) . . ?
C26 C25 N4 118.7(2) . . ?
C108 C107 C112 119.8(2) . . ?
C108 C107 N7 120.9(2) . . ?
C112 C107 N7 119.1(2) . . ?
C141 C142 C137 118.1(2) . . ?
C141 C142 C146 121.3(2) . . ?
C137 C142 C146 120.5(2) . . ?
C138 C143 C145 111.4(2) . . ?
C138 C143 C144 112.0(2) . . ?
C145 C143 C144 109.3(2) . . ?
C138 C143 H143 108.0 . . ?
C145 C143 H143 108.0 . . ?
C144 C143 H143 108.0 . . ?
C9 C8 C7 117.8(3) . . ?
C9 C8 C13 119.7(2) . . ?
C7 C8 C13 122.4(2) . . ?
C129 C128 C127 119.9(2) . . ?
C129 C128 H128 120.0 . . ?
C127 C128 H128 120.1 . . ?
C27 C26 C25 118.2(3) . . ?
C27 C26 C31 121.1(3) . . ?
C25 C26 C31 120.7(2) . . ?
C41 C40 C39 120.0(2) . . ?
C41 C40 H40 120.1 . . ?
C39 C40 H40 119.9 . . ?
C18 C19 C20 121.8(3) . . ?
C18 C19 H19 118.9 . . ?
C20 C19 H19 119.3 . . ?
C140 C141 C142 121.0(2) . . ?
C140 C141 H141 119.5 . . ?
C142 C141 H141 119.5 . . ?
C140 C139 C138 121.3(3) . . ?
C140 C139 H139 119.3 . . ?
C138 C139 H139 119.4 . . ?
C16 C21 H21A 109.6 . . ?
C16 C21 H21B 109.6 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.2 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C131 C132 132A 109.4 . . ?
C131 C132 132B 109.5 . . ?
132A C132 132B 109.5 . . ?
C131 C132 132C 109.5 . . ?
132A C132 132C 109.5 . . ?
132B C132 132C 109.5 . . ?
C143 C144 144A 109.5 . . ?
C143 C144 144B 109.6 . . ?
144A C144 144B 109.5 . . ?
C143 C144 144C 109.4 . . ?
144A C144 144C 109.5 . . ?
144B C144 144C 109.5 . . ?
C29 C30 C25 118.0(3) . . ?
C29 C30 C34 118.3(3) . . ?
C25 C30 C34 123.7(2) . . ?
C18 C17 C16 121.2(3) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.5 . . ?
C39 C38 C37 118.2(2) . . ?
C39 C38 C43 119.3(2) . . ?
C37 C38 C43 122.3(2) . . ?
C10 C11 C12 120.8(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.5 . . ?
C29 C28 C27 120.2(3) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C109 C108 C107 118.7(2) . . ?
C109 C108 C113 119.1(2) . . ?
C107 C108 C113 122.2(2) . . ?
C30 C34 C35 112.7(2) . . ?
C30 C34 C36 110.2(2) . . ?
C35 C34 C36 110.4(2) . . ?
C30 C34 H34 107.8 . . ?
C35 C34 H34 107.9 . . ?
C36 C34 H34 107.7 . . ?
C142 C146 C148 113.8(2) . . ?
C142 C146 C147 110.0(2) . . ?
C148 C146 C147 111.2(3) . . ?
C142 C146 H146 107.2 . . ?
C148 C146 H146 107.0 . . ?
C147 C146 H146 107.3 . . ?
C118 C119 C120 121.1(3) . . ?
C118 C119 H119 119.5 . . ?
C120 C119 H119 119.4 . . ?
N6 B2 N8 129.8(2) . . ?
N6 B2 N7 127.6(2) . . ?
N8 B2 N7 102.58(19) . . ?
N6 B2 Ge2 178.49(19) . . ?
N8 B2 Ge2 51.22(11) . . ?
N7 B2 Ge2 51.36(11) . . ?
C118 C117 C116 121.3(3) . . ?
C118 C117 H117 119.3 . . ?
C116 C117 H117 119.4 . . ?
C116 C121 121A 109.4 . . ?
C116 C121 121B 109.5 . . ?
121A C121 121B 109.5 . . ?
C116 C121 121C 109.5 . . ?
121A C121 121C 109.5 . . ?
121B C121 121C 109.5 . . ?
C11 C12 C7 119.1(2) . . ?
C11 C12 C14 120.4(2) . . ?
C7 C12 C14 120.4(2) . . ?
C110 C109 C108 121.6(3) . . ?
C110 C109 H109 119.3 . . ?
C108 C109 H109 119.1 . . ?
C126 C131 C132 112.1(2) . . ?
C126 C131 C133 111.5(2) . . ?
C132 C131 C133 108.4(2) . . ?
C126 C131 H131 108.3 . . ?
C132 C131 H131 108.3 . . ?
C133 C131 H131 108.1 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.6 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.3 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C130 C134 C135 114.1(2) . . ?
C130 C134 C136 110.5(2) . . ?
C135 C134 C136 109.8(2) . . ?
C130 C134 H134 107.5 . . ?
C135 C134 H134 107.4 . . ?
C136 C134 H134 107.3 . . ?
N1 B1 N2 128.0(2) . . ?
N1 B1 N3 129.5(2) . . ?
N2 B1 N3 102.5(2) . . ?
N1 B1 Ge1 174.97(19) . . ?
N2 B1 Ge1 50.81(11) . . ?
N3 B1 Ge1 51.75(12) . . ?
C108 C113 113A 109.5 . . ?
C108 C113 113B 109.4 . . ?
113A C113 113B 109.5 . . ?
C108 C113 113C 109.5 . . ?
113A C113 113C 109.5 . . ?
113B C113 113C 109.5 . . ?
C110 C111 C112 121.3(2) . . ?
C110 C111 H111 119.5 . . ?
C112 C111 H111 119.2 . . ?
C117 C118 C119 119.9(3) . . ?
C117 C118 H118 120.2 . . ?
C119 C118 H118 119.9 . . ?
C112 C114 114A 109.4 . . ?
C112 C114 114B 109.3 . . ?
114A C114 114B 109.5 . . ?
C112 C114 114C 109.7 . . ?
114A C114 114C 109.5 . . ?
114B C114 114C 109.5 . . ?
N1 C1 C3 113.9(3) . . ?
N1 C1 C2 112.3(3) . . ?
C3 C1 C2 109.9(2) . . ?
N1 C1 H1 106.6 . . ?
C3 C1 H1 107.0 . . ?
C2 C1 H1 106.7 . . ?
C131 C133 133A 109.7 . . ?
C131 C133 133B 109.5 . . ?
133A C133 133B 109.5 . . ?
C131 C133 133C 109.3 . . ?
133A C133 133C 109.5 . . ?
133B C133 133C 109.5 . . ?
C9 C10 C11 120.0(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 119.9 . . ?
C19 C18 C17 119.3(3) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.3 . . ?
C44 C43 C38 114.7(2) . . ?
C44 C43 C45 108.3(2) . . ?
C38 C43 C45 109.3(2) . . ?
C44 C43 H43 108.1 . . ?
C38 C43 H43 108.1 . . ?
C45 C43 H43 108.2 . . ?
C106 C104 N6 115.3(3) . . ?
C106 C104 C105 118.5(3) . . ?
N6 C104 C105 118.7(3) . . ?
C106 C104 H104 99.2 . . ?
N6 C104 H104 99.1 . . ?
C105 C104 H104 99.2 . . ?
N6 C101 C102 114.8(3) . . ?
N6 C101 C103 115.6(2) . . ?
C102 C101 C103 111.7(3) . . ?
N6 C101 H101 104.5 . . ?
C102 C101 H101 104.1 . . ?
C103 C101 H101 104.5 . . ?
C141 C140 C139 120.1(3) . . ?
C141 C140 H140 119.9 . . ?
C139 C140 H140 120.0 . . ?
C134 C135 135A 109.4 . . ?
C134 C135 135B 109.6 . . ?
135A C135 135B 109.5 . . ?
C134 C135 135C 109.4 . . ?
135A C135 135C 109.5 . . ?
135B C135 135C 109.5 . . ?
C46 C48 H48A 109.1 . . ?
C46 C48 H48B 109.8 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.4 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C43 C45 H45A 109.5 . . ?
C43 C45 H45B 109.6 . . ?
H45A C45 H45B 109.5 . . ?
C43 C45 H45C 109.3 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
N1 C4 C6 112.0(2) . . ?
N1 C4 C5 116.9(3) . . ?
C6 C4 C5 112.2(3) . . ?
N1 C4 H4 104.9 . . ?
C6 C4 H4 104.7 . . ?
C5 C4 H4 104.7 . . ?
C120 C122 122A 109.4 . . ?
C120 C122 122B 109.5 . . ?
122A C122 122B 109.5 . . ?
C120 C122 122C 109.5 . . ?
122A C122 122C 109.5 . . ?
122B C122 122C 109.5 . . ?
C8 C13 H13A 109.4 . . ?
C8 C13 H13B 109.6 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.4 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C34 C35 H35A 109.7 . . ?
C34 C35 H35B 109.3 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.4 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C10 C9 C8 121.7(3) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.2 . . ?
C43 C44 H44A 109.6 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.3 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C134 C136 136A 109.3 . . ?
C134 C136 136B 109.6 . . ?
136A C136 136B 109.5 . . ?
C134 C136 136C 109.5 . . ?
136A C136 136C 109.5 . . ?
136B C136 136C 109.5 . . ?
C109 C110 C111 119.4(3) . . ?
C109 C110 H110 120.2 . . ?
C111 C110 H110 120.4 . . ?
C26 C31 C32 114.1(3) . . ?
C26 C31 C33 109.8(3) . . ?
C32 C31 C33 111.7(3) . . ?
C26 C31 H31 106.7 . . ?
C32 C31 H31 107.1 . . ?
C33 C31 H31 107.0 . . ?
C104 C105 105A 109.5 . . ?
C104 C105 105B 109.3 . . ?
105A C105 105B 109.5 . . ?
C104 C105 105C 109.6 . . ?
105A C105 105C 109.5 . . ?
105B C105 105C 109.5 . . ?
C101 C103 103A 109.3 . . ?
C101 C103 103B 109.7 . . ?
103A C103 103B 109.5 . . ?
C101 C103 103C 109.5 . . ?
103A C103 103C 109.5 . . ?
103B C103 103C 109.5 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.4 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C28 C29 C30 121.3(3) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 H29 119.4 . . ?
C28 C27 C26 121.2(3) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.4 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C146 C148 148A 109.7 . . ?
C146 C148 148B 109.4 . . ?
148A C148 148B 109.5 . . ?
C146 C148 148C 109.2 . . ?
148A C148 148C 109.5 . . ?
148B C148 148C 109.5 . . ?
C4 C6 H6A 109.6 . . ?
C4 C6 H6B 109.4 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.4 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C31 C32 H32A 109.6 . . ?
C31 C32 H32B 109.2 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.6 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C146 C147 147A 109.6 . . ?
C146 C147 147B 109.4 . . ?
147A C147 147B 109.5 . . ?
C146 C147 147C 109.4 . . ?
147A C147 147C 109.5 . . ?
147B C147 147C 109.5 . . ?
C4 C5 H5A 109.4 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.4 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C1 C3 H3A 109.3 . . ?
C1 C3 H3B 109.3 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.8 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C2 H2A 109.6 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.4 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C104 C106 106A 109.6 . . ?
C104 C106 106B 109.2 . . ?
106A C106 106B 109.5 . . ?
C104 C106 106C 109.6 . . ?
106A C106 106C 109.5 . . ?
106B C106 106C 109.5 . . ?
C101 C102 102A 109.0 . . ?
C101 C102 102B 109.7 . . ?
102A C102 102B 109.5 . . ?
C101 C102 102C 109.8 . . ?
102A C102 102C 109.5 . . ?
102B C102 102C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.2 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.7 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?


# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.013 0.000 0.000 799 183 ' '
2 0.492 0.392 0.547 10 3 ' '
3 0.508 0.608 0.453 10 3 ' '
_platon_squeeze_details          ?

_refine_diff_density_max         1.030
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.066

#END

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413695'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H42 B Ge N3 Te2'
_chemical_formula_sum            'C34 H42 B Ge N3 Te2'
_chemical_formula_weight         831.31

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'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

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

_cell_length_a                   8.3340(5)
_cell_length_b                   19.7050(18)
_cell_length_c                   42.118(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6916.7(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    35554
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3264
_exptl_absorpt_coefficient_mu    2.566
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.147
-1 0 0 0.198
0 1 0 0.063
0 -1 0 0.049
0 0 1 0.059
0 0 -1 0.070


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.569
_exptl_absorpt_correction_T_max  0.763
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35467
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_theta_min         2.83
_diffrn_reflns_theta_max         27.35
_reflns_number_total             7678
_reflns_number_gt                6386
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0075P)²+12.8862P] 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         7678
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0664
_refine_ls_wR_factor_gt          0.0620
_refine_ls_goodness_of_fit_ref   1.215
_refine_ls_restrained_S_all      1.215
_refine_ls_shift/su_max          0.002
_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
Te2 Te 0.78756(3) 0.201701(13) 0.328057(6) 0.03262(7) Uani 1 1 d . . .
Te1 Te 0.31464(3) 0.273690(13) 0.329215(6) 0.03144(7) Uani 1 1 d . . .
Ge1 Ge 0.53335(4) 0.214267(18) 0.361700(8) 0.02144(8) Uani 1 1 d . . .
C7 C 0.4582(4) 0.07076(17) 0.37651(8) 0.0243(7) Uani 1 1 d . . .
C12 C 0.5960(4) 0.03185(18) 0.38225(8) 0.0293(8) Uani 1 1 d . . .
C32 C 0.5247(5) 0.0814(2) 0.24093(9) 0.0393(10) Uani 1 1 d . . .
H32 H 0.4774 0.0579 0.2242 0.047 Uiso 1 1 d R . .
C14 C 0.7420(4) 0.06017(19) 0.39797(9) 0.0346(9) Uani 1 1 d . . .
H14A H 0.7715 0.1019 0.3878 0.042 Uiso 1 1 d R . .
H14B H 0.8287 0.0283 0.3963 0.042 Uiso 1 1 d R . .
H14C H 0.7196 0.0687 0.4200 0.042 Uiso 1 1 d R . .
C8 C 0.3247(4) 0.04303(19) 0.36083(8) 0.0316(8) Uani 1 1 d . . .
C5 C 0.5022(5) 0.2307(2) 0.49340(9) 0.0402(10) Uani 1 1 d . . .
H5A H 0.4571 0.2677 0.4815 0.048 Uiso 1 1 d R . .
H5B H 0.5770 0.2481 0.5087 0.048 Uiso 1 1 d R . .
H5C H 0.4179 0.2067 0.5042 0.048 Uiso 1 1 d R . .
C2 C 0.1932(4) 0.1228(2) 0.44439(10) 0.0405(10) Uani 1 1 d . . .
H2A H 0.1715 0.1704 0.4466 0.049 Uiso 1 1 d R . .
H2B H 0.1122 0.0972 0.4553 0.049 Uiso 1 1 d R . .
H2C H 0.1927 0.1109 0.4223 0.049 Uiso 1 1 d R . .
C18 C 0.6886(5) 0.41973(19) 0.45101(9) 0.0370(9) Uani 1 1 d . . .
H18 H 0.7161 0.4585 0.4624 0.044 Uiso 1 1 d R . .
C4 C 0.5881(4) 0.18254(17) 0.47103(8) 0.0277(8) Uani 1 1 d . . .
H4 H 0.6695 0.2094 0.4599 0.033 Uiso 1 1 d R . .
C22 C 0.8997(4) 0.2715(2) 0.41255(10) 0.0383(9) Uani 1 1 d . . .
H22A H 0.9058 0.2738 0.3898 0.046 Uiso 1 1 d R . .
H22B H 0.8763 0.2258 0.4189 0.046 Uiso 1 1 d R . .
H22C H 1.0005 0.2853 0.4215 0.046 Uiso 1 1 d R . .
C1 C 0.3570(4) 0.10654(18) 0.45823(8) 0.0282(8) Uani 1 1 d . . .
H1 H 0.3482 0.1148 0.4811 0.034 Uiso 1 1 d R . .
C20 C 0.7689(4) 0.31792(17) 0.42408(8) 0.0255(7) Uani 1 1 d . . .
N1 N 0.4825(3) 0.15332(14) 0.44636(6) 0.0224(6) Uani 1 1 d . . .
C34 C 0.6753(4) 0.1764(2) 0.25999(8) 0.0339(9) Uani 1 1 d . . .
H34 H 0.7280 0.2172 0.2560 0.041 Uiso 1 1 d R . .
C31 C 0.5134(5) 0.0568(2) 0.27144(9) 0.0398(9) Uani 1 1 d . . .
H31 H 0.4577 0.0168 0.2754 0.048 Uiso 1 1 d R . .
C28 C 0.4918(4) 0.3305(2) 0.27199(9) 0.0362(9) Uani 1 1 d . . .
H28 H 0.4320 0.2977 0.2614 0.043 Uiso 1 1 d R . .
C3 C 0.3960(4) 0.03143(18) 0.45438(9) 0.0348(9) Uani 1 1 d . . .
H3A H 0.3937 0.0198 0.4322 0.042 Uiso 1 1 d R . .
H3B H 0.3180 0.0047 0.4656 0.042 Uiso 1 1 d R . .
H3C H 0.5009 0.0225 0.4628 0.042 Uiso 1 1 d R . .
C11 C 0.5958(5) -0.0362(2) 0.37297(9) 0.0412(10) Uani 1 1 d . . .
H11 H 0.6855 -0.0629 0.3771 0.049 Uiso 1 1 d R . .
C26 C 0.6855(5) 0.4193(2) 0.27091(12) 0.0497(12) Uani 1 1 d . . .
H26 H 0.7578 0.4463 0.2598 0.060 Uiso 1 1 d R . .
C25 C 0.6697(5) 0.4272(2) 0.30317(12) 0.0508(12) Uani 1 1 d . . .
H25 H 0.7307 0.4598 0.3136 0.061 Uiso 1 1 d R . .
C10 C 0.4645(6) -0.0641(2) 0.35818(11) 0.0531(12) Uani 1 1 d . . .
H10 H 0.4660 -0.1094 0.3521 0.064 Uiso 1 1 d R . .
N3 N 0.4542(3) 0.14081(14) 0.38504(6) 0.0216(6) Uani 1 1 d . . .
N2 N 0.5684(3) 0.23940(13) 0.40337(6) 0.0206(6) Uani 1 1 d . . .
C16 C 0.4858(4) 0.34638(17) 0.42853(8) 0.0258(7) Uani 1 1 d . . .
C6 C 0.6785(5) 0.1283(2) 0.48955(9) 0.0386(9) Uani 1 1 d . . .
H6A H 0.6025 0.0999 0.5003 0.046 Uiso 1 1 d R . .
H6B H 0.7471 0.1498 0.5049 0.046 Uiso 1 1 d R . .
H6C H 0.7420 0.1013 0.4754 0.046 Uiso 1 1 d R . .
C15 C 0.6066(4) 0.30171(16) 0.41855(7) 0.0213(7) Uani 1 1 d . . .
C33 C 0.6058(5) 0.1409(2) 0.23539(9) 0.0399(10) Uani 1 1 d . . .
H33 H 0.6142 0.1571 0.2147 0.048 Uiso 1 1 d R . .
C23 C 0.4758(4) 0.33778(18) 0.30436(9) 0.0327(8) Uani 1 1 d . . .
C9 C 0.3316(6) -0.0253(2) 0.35212(10) 0.0471(11) Uani 1 1 d . . .
H9 H 0.2441 -0.0448 0.3419 0.057 Uiso 1 1 d R . .
C21 C 0.3119(4) 0.3310(2) 0.42279(9) 0.0351(9) Uani 1 1 d . . .
H21A H 0.2913 0.3287 0.4004 0.042 Uiso 1 1 d R . .
H21B H 0.2471 0.3661 0.4320 0.042 Uiso 1 1 d R . .
H21C H 0.2858 0.2882 0.4324 0.042 Uiso 1 1 d R . .
C29 C 0.6660(4) 0.15129(18) 0.29075(8) 0.0278(8) Uani 1 1 d . . .
C30 C 0.5849(5) 0.09120(19) 0.29631(9) 0.0353(9) Uani 1 1 d . . .
H30 H 0.5788 0.0739 0.3168 0.042 Uiso 1 1 d R . .
C24 C 0.5638(5) 0.3867(2) 0.32038(10) 0.0435(10) Uani 1 1 d . . .
H24 H 0.5512 0.3927 0.3421 0.052 Uiso 1 1 d R . .
C17 C 0.5291(5) 0.40497(18) 0.44478(9) 0.0342(9) Uani 1 1 d . . .
H17 H 0.4494 0.4345 0.4517 0.041 Uiso 1 1 d R . .
B1 B 0.4998(4) 0.17523(19) 0.41462(9) 0.0210(8) Uani 1 1 d . . .
C19 C 0.8061(4) 0.37682(19) 0.44034(8) 0.0319(8) Uani 1 1 d . . .
H19 H 0.9133 0.3875 0.4439 0.038 Uiso 1 1 d R . .
C13 C 0.1806(5) 0.0847(2) 0.35276(10) 0.0429(10) Uani 1 1 d . . .
H13A H 0.0901 0.0556 0.3491 0.051 Uiso 1 1 d R . .
H13B H 0.2024 0.1105 0.3339 0.051 Uiso 1 1 d R . .
H13C H 0.1573 0.1150 0.3700 0.051 Uiso 1 1 d R . .
C27 C 0.5968(5) 0.3718(2) 0.25506(10) 0.0457(10) Uani 1 1 d . . .
H27 H 0.6063 0.3675 0.2331 0.055 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Te2 C29 2.117(4) . ?
Te2 Ge1 2.5608(4) . ?
Te1 C23 2.120(4) . ?
Te1 Ge1 2.5623(4) . ?
Ge1 N2 1.847(3) . ?
Ge1 N3 1.870(3) . ?
Ge1 B1 2.374(4) . ?
C7 C12 1.402(5) . ?
C7 C8 1.404(5) . ?
C7 N3 1.427(4) . ?
C12 C11 1.397(5) . ?
C12 C14 1.493(5) . ?
C32 C33 1.373(6) . ?
C32 C31 1.376(5) . ?
C32 H32 0.9298 . ?
C14 H14A 0.9598 . ?
C14 H14B 0.9599 . ?
C14 H14C 0.9603 . ?
C8 C9 1.397(5) . ?
C8 C13 1.493(5) . ?
C5 C4 1.517(5) . ?
C5 H5A 0.9599 . ?
C5 H5B 0.9601 . ?
C5 H5C 0.9600 . ?
C2 C1 1.519(5) . ?
C2 H2A 0.9598 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9601 . ?
C18 C19 1.370(5) . ?
C18 C17 1.385(5) . ?
C18 H18 0.9299 . ?
C4 N1 1.479(4) . ?
C4 C6 1.522(5) . ?
C4 H4 0.9801 . ?
C22 C20 1.504(5) . ?
C22 H22A 0.9598 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9601 . ?
C1 N1 1.481(4) . ?
C1 C3 1.524(5) . ?
C1 H1 0.9799 . ?
C20 C19 1.383(5) . ?
C20 C15 1.409(4) . ?
N1 B1 1.412(4) . ?
C34 C33 1.379(5) . ?
C34 C29 1.389(5) . ?
C34 H34 0.9301 . ?
C31 C30 1.382(5) . ?
C31 H31 0.9300 . ?
C28 C23 1.377(5) . ?
C28 C27 1.392(5) . ?
C28 H28 0.9298 . ?
C3 H3A 0.9599 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C11 C10 1.374(6) . ?
C11 H11 0.9300 . ?
C26 C27 1.366(6) . ?
C26 C25 1.374(6) . ?
C26 H26 0.9301 . ?
C25 C24 1.393(6) . ?
C25 H25 0.9299 . ?
C10 C9 1.369(6) . ?
C10 H10 0.9298 . ?
N3 B1 1.469(4) . ?
N2 C15 1.420(4) . ?
N2 B1 1.466(4) . ?
C16 C17 1.390(5) . ?
C16 C15 1.402(5) . ?
C16 C21 1.501(5) . ?
C6 H6A 0.9601 . ?
C6 H6B 0.9601 . ?
C6 H6C 0.9600 . ?
C33 H33 0.9297 . ?
C23 C24 1.387(5) . ?
C9 H9 0.9300 . ?
C21 H21A 0.9599 . ?
C21 H21B 0.9599 . ?
C21 H21C 0.9601 . ?
C29 C30 1.384(5) . ?
C30 H30 0.9299 . ?
C24 H24 0.9300 . ?
C17 H17 0.9301 . ?
C19 H19 0.9301 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9599 . ?
C13 H13C 0.9600 . ?
C27 H27 0.9301 . ?

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
C29 Te2 Ge1 93.45(9) . . ?
C23 Te1 Ge1 94.89(9) . . ?
N2 Ge1 N3 76.34(11) . . ?
N2 Ge1 B1 38.14(12) . . ?
N3 Ge1 B1 38.21(12) . . ?
N2 Ge1 Te2 114.88(8) . . ?
N3 Ge1 Te2 120.52(8) . . ?
B1 Ge1 Te2 125.83(8) . . ?
N2 Ge1 Te1 119.83(8) . . ?
N3 Ge1 Te1 112.55(8) . . ?
B1 Ge1 Te1 124.45(8) . . ?
Te2 Ge1 Te1 109.709(15) . . ?
C12 C7 C8 121.2(3) . . ?
C12 C7 N3 120.3(3) . . ?
C8 C7 N3 118.5(3) . . ?
C11 C12 C7 118.4(3) . . ?
C11 C12 C14 118.9(3) . . ?
C7 C12 C14 122.7(3) . . ?
C33 C32 C31 119.5(4) . . ?
C33 C32 H32 120.3 . . ?
C31 C32 H32 120.2 . . ?
C12 C14 H14A 109.3 . . ?
C12 C14 H14B 109.6 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.6 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.4 . . ?
C9 C8 C7 117.8(4) . . ?
C9 C8 C13 120.2(4) . . ?
C7 C8 C13 122.0(3) . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.3 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.0 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C19 C18 C17 119.6(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.4 . . ?
N1 C4 C5 113.5(3) . . ?
N1 C4 C6 112.4(3) . . ?
C5 C4 C6 110.8(3) . . ?
N1 C4 H4 106.6 . . ?
C5 C4 H4 106.7 . . ?
C6 C4 H4 106.4 . . ?
C20 C22 H22A 109.3 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.6 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N1 C1 C2 111.9(3) . . ?
N1 C1 C3 114.7(3) . . ?
C2 C1 C3 110.8(3) . . ?
N1 C1 H1 106.4 . . ?
C2 C1 H1 106.0 . . ?
C3 C1 H1 106.3 . . ?
C19 C20 C15 119.2(3) . . ?
C19 C20 C22 120.5(3) . . ?
C15 C20 C22 120.3(3) . . ?
B1 N1 C4 119.0(3) . . ?
B1 N1 C1 125.6(3) . . ?
C4 N1 C1 115.2(3) . . ?
C33 C34 C29 119.8(4) . . ?
C33 C34 H34 120.0 . . ?
C29 C34 H34 120.3 . . ?
C32 C31 C30 120.4(4) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C23 C28 C27 120.4(4) . . ?
C23 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C1 C3 H3A 109.3 . . ?
C1 C3 H3B 109.6 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C10 C11 C12 120.8(4) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 119.3 . . ?
C27 C26 C25 120.6(4) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.6 . . ?
C26 C25 C24 120.7(4) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.8 . . ?
C9 C10 C11 120.4(4) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.9 . . ?
C7 N3 B1 130.9(3) . . ?
C7 N3 Ge1 127.5(2) . . ?
B1 N3 Ge1 89.84(19) . . ?
C15 N2 B1 133.4(3) . . ?
C15 N2 Ge1 134.0(2) . . ?
B1 N2 Ge1 90.81(19) . . ?
C17 C16 C15 118.8(3) . . ?
C17 C16 C21 119.9(3) . . ?
C15 C16 C21 121.2(3) . . ?
C4 C6 H6A 109.0 . . ?
C4 C6 H6B 109.3 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 110.1 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C16 C15 C20 119.8(3) . . ?
C16 C15 N2 121.1(3) . . ?
C20 C15 N2 119.0(3) . . ?
C32 C33 C34 120.8(4) . . ?
C32 C33 H33 119.3 . . ?
C34 C33 H33 119.8 . . ?
C28 C23 C24 120.2(4) . . ?
C28 C23 Te1 119.2(3) . . ?
C24 C23 Te1 120.6(3) . . ?
C10 C9 C8 121.5(4) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.2 . . ?
C16 C21 H21A 109.9 . . ?
C16 C21 H21B 109.4 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.1 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C30 C29 C34 119.4(3) . . ?
C30 C29 Te2 120.6(3) . . ?
C34 C29 Te2 119.9(3) . . ?
C31 C30 C29 120.1(4) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 119.8 . . ?
C23 C24 C25 118.7(4) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.8 . . ?
C18 C17 C16 121.1(3) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.2 . . ?
N1 B1 N2 127.6(3) . . ?
N1 B1 N3 129.4(3) . . ?
N2 B1 N3 103.0(3) . . ?
N1 B1 Ge1 178.6(3) . . ?
N2 B1 Ge1 51.05(15) . . ?
N3 B1 Ge1 51.95(15) . . ?
C18 C19 C20 121.3(3) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.1 . . ?
C8 C13 H13A 109.9 . . ?
C8 C13 H13B 109.1 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C26 C27 C28 119.4(4) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.5 . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        27.35
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.681
_refine_diff_density_rms         0.097
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413696'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H42 B Ge N3 S2'
_chemical_formula_sum            'C34 H42 B Ge N3 S2'
_chemical_formula_weight         640.23

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'
B B 0.0013 0.0007 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   20.0901(14)
_cell_length_b                   8.4960(4)
_cell_length_c                   19.6849(16)
_cell_angle_alpha                90
_cell_angle_beta                 91.921(6)
_cell_angle_gamma                90
_cell_volume                     3358.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    28528
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1344
_exptl_absorpt_coefficient_mu    1.063
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.138
-1 0 0 0.158
-1 -1 0 0.080
1 1 0 0.085
0 0 -1 0.045
0 0 1 0.027


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.755
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;


_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28460
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_sigmaI/netI    0.0415
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         27.33
_reflns_number_total             7423
_reflns_number_gt                5797
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0173P)²+3.4728P] 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         7423
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0366
_refine_ls_wR_factor_ref         0.0832
_refine_ls_wR_factor_gt          0.0712
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.787105(12) 0.04113(3) 0.729564(12) 0.02151(7) Uani 1 1 d . . .
S2 S 0.84238(3) -0.13261(7) 0.79265(3) 0.03015(14) Uani 1 1 d . . .
S1 S 0.84907(3) 0.25092(7) 0.71074(3) 0.03238(15) Uani 1 1 d . . .
C16 C 0.64495(12) 0.0046(3) 0.85171(12) 0.0266(5) Uani 1 1 d . . .
N3 N 0.69979(9) 0.0839(2) 0.74758(9) 0.0216(4) Uani 1 1 d . . .
N2 N 0.74089(9) -0.0544(2) 0.65800(9) 0.0220(4) Uani 1 1 d . . .
N1 N 0.61166(9) -0.0216(2) 0.66106(9) 0.0248(4) Uani 1 1 d . . .
B1 B 0.67771(13) -0.0013(3) 0.68550(12) 0.0219(5) Uani 1 1 d . . .
C23 C 0.92194(12) 0.1509(3) 0.68388(13) 0.0295(5) Uani 1 1 d . . .
C28 C 0.97881(13) 0.1503(3) 0.72572(14) 0.0336(6) Uani 1 1 d . . .
H28 H 0.9791 0.2024 0.7673 0.040 Uiso 1 1 d R . .
C8 C 0.75045(12) 0.0306(3) 0.53978(11) 0.0273(5) Uani 1 1 d . . .
C15 C 0.66790(11) 0.1234(3) 0.80870(11) 0.0222(5) Uani 1 1 d . . .
C7 C 0.76159(11) -0.0828(3) 0.59078(11) 0.0246(5) Uani 1 1 d . . .
C3 C 0.61780(15) -0.3074(3) 0.63508(14) 0.0393(6) Uani 1 1 d . . .
H3A H 0.6640 -0.3064 0.6242 0.047 Uiso 1 1 d R . .
H3B H 0.5953 -0.3894 0.6099 0.047 Uiso 1 1 d R . .
H3C H 0.6138 -0.3261 0.6829 0.047 Uiso 1 1 d R . .
C1 C 0.58677(13) -0.1502(3) 0.61632(12) 0.0308(5) Uani 1 1 d . . .
H1 H 0.5391 -0.1605 0.6246 0.037 Uiso 1 1 d R . .
C5 C 0.52409(14) 0.1749(4) 0.62632(14) 0.0419(7) Uani 1 1 d . . .
H5A H 0.5563 0.2198 0.5970 0.050 Uiso 1 1 d R . .
H5B H 0.4969 0.2570 0.6441 0.050 Uiso 1 1 d R . .
H5C H 0.4965 0.1019 0.6010 0.050 Uiso 1 1 d R . .
C30 C 0.94635(13) -0.0193(3) 0.86988(13) 0.0349(6) Uani 1 1 d . . .
H30 H 0.9722 -0.0819 0.8424 0.042 Uiso 1 1 d R . .
C29 C 0.87813(12) -0.0123(3) 0.85838(12) 0.0287(5) Uani 1 1 d . . .
C27 C 1.03508(13) 0.0718(3) 0.70537(15) 0.0396(6) Uani 1 1 d . . .
H27 H 1.0733 0.0716 0.7334 0.047 Uiso 1 1 d R . .
C20 C 0.65967(12) 0.2819(3) 0.82536(12) 0.0279(5) Uani 1 1 d . . .
C18 C 0.60074(14) 0.2053(4) 0.92450(13) 0.0398(7) Uani 1 1 d . . .
H18 H 0.5769 0.2330 0.9624 0.048 Uiso 1 1 d R . .
C19 C 0.62554(13) 0.3202(3) 0.88358(13) 0.0358(6) Uani 1 1 d . . .
H19 H 0.6197 0.4254 0.8950 0.043 Uiso 1 1 d R . .
C34 C 0.83969(14) 0.0805(3) 0.89964(13) 0.0355(6) Uani 1 1 d . . .
H34 H 0.7938 0.0858 0.8919 0.043 Uiso 1 1 d R . .
C13 C 0.71959(13) 0.1867(3) 0.55542(12) 0.0331(6) Uani 1 1 d . . .
H13A H 0.7201 0.2526 0.5158 0.040 Uiso 1 1 d R . .
H13B H 0.7443 0.2365 0.5921 0.040 Uiso 1 1 d R . .
H13C H 0.6744 0.1705 0.5683 0.040 Uiso 1 1 d R . .
C24 C 0.92211(14) 0.0750(3) 0.62174(13) 0.0384(6) Uani 1 1 d . . .
H24 H 0.8844 0.0770 0.5931 0.046 Uiso 1 1 d R . .
C9 C 0.77031(14) -0.0033(3) 0.47418(12) 0.0371(6) Uani 1 1 d . . .
H9 H 0.7615 0.0688 0.4395 0.045 Uiso 1 1 d R . .
C12 C 0.79532(13) -0.2227(3) 0.57685(13) 0.0344(6) Uani 1 1 d . . .
C4 C 0.56005(12) 0.0889(3) 0.68470(12) 0.0308(5) Uani 1 1 d . . .
H4 H 0.5835 0.1695 0.7119 0.037 Uiso 1 1 d R . .
C22 C 0.68689(16) 0.4086(3) 0.78084(14) 0.0415(7) Uani 1 1 d . . .
H22A H 0.6748 0.5100 0.7981 0.050 Uiso 1 1 d R . .
H22B H 0.6689 0.3966 0.7353 0.050 Uiso 1 1 d R . .
H22C H 0.7345 0.4001 0.7807 0.050 Uiso 1 1 d R . .
C14 C 0.81226(16) -0.3406(3) 0.63170(15) 0.0469(7) Uani 1 1 d . . .
H14A H 0.8521 -0.3079 0.6561 0.056 Uiso 1 1 d R . .
H14B H 0.8194 -0.4418 0.6115 0.056 Uiso 1 1 d R . .
H14C H 0.7763 -0.3474 0.6625 0.056 Uiso 1 1 d R . .
C21 C 0.65615(14) -0.1670(3) 0.83704(14) 0.0351(6) Uani 1 1 d . . .
H21A H 0.6407 -0.2292 0.8741 0.042 Uiso 1 1 d R . .
H21B H 0.7028 -0.1854 0.8318 0.042 Uiso 1 1 d R . .
H21C H 0.6321 -0.1958 0.7959 0.042 Uiso 1 1 d R . .
C33 C 0.86981(16) 0.1652(3) 0.95232(14) 0.0429(7) Uani 1 1 d . . .
H33 H 0.8438 0.2268 0.9802 0.052 Uiso 1 1 d R . .
C6 C 0.51021(13) 0.0121(4) 0.73140(13) 0.0410(7) Uani 1 1 d . . .
H6A H 0.4848 -0.0652 0.7062 0.049 Uiso 1 1 d R . .
H6B H 0.4808 0.0910 0.7483 0.049 Uiso 1 1 d R . .
H6C H 0.5336 -0.0378 0.7689 0.049 Uiso 1 1 d R . .
C17 C 0.61081(13) 0.0489(4) 0.90952(12) 0.0361(6) Uani 1 1 d . . .
H17 H 0.5947 -0.0282 0.9382 0.043 Uiso 1 1 d R . .
C2 C 0.59239(14) -0.1201(3) 0.53995(12) 0.0390(6) Uani 1 1 d . . .
H2A H 0.5766 -0.0160 0.5293 0.047 Uiso 1 1 d R . .
H2B H 0.5659 -0.1960 0.5151 0.047 Uiso 1 1 d R . .
H2C H 0.6381 -0.1295 0.5276 0.047 Uiso 1 1 d R . .
C26 C 1.03506(15) -0.0056(3) 0.64387(16) 0.0451(7) Uani 1 1 d . . .
H26 H 1.0730 -0.0588 0.6307 0.054 Uiso 1 1 d R . .
C10 C 0.80233(16) -0.1420(4) 0.45977(14) 0.0492(8) Uani 1 1 d . . .
H10 H 0.8151 -0.1631 0.4157 0.059 Uiso 1 1 d R . .
C31 C 0.97613(15) 0.0674(4) 0.92229(14) 0.0436(7) Uani 1 1 d . . .
H31 H 1.0221 0.0637 0.9295 0.052 Uiso 1 1 d R . .
C32 C 0.93762(16) 0.1591(3) 0.96367(14) 0.0450(7) Uani 1 1 d . . .
H32 H 0.9575 0.2163 0.9991 0.054 Uiso 1 1 d R . .
C11 C 0.81563(16) -0.2487(4) 0.51057(15) 0.0481(8) Uani 1 1 d . . .
H11 H 0.8385 -0.3407 0.5007 0.058 Uiso 1 1 d R . .
C25 C 0.97869(16) -0.0035(4) 0.60206(15) 0.0482(8) Uani 1 1 d . . .
H25 H 0.9787 -0.0558 0.5606 0.058 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ge1 N3 1.8374(18) . ?
Ge1 N2 1.8487(18) . ?
Ge1 S2 2.2050(6) . ?
Ge1 S1 2.2124(7) . ?
Ge1 B1 2.363(3) . ?
S2 C29 1.781(3) . ?
S1 C23 1.788(3) . ?
C16 C17 1.400(3) . ?
C16 C15 1.405(3) . ?
C16 C21 1.505(3) . ?
N3 C15 1.422(3) . ?
N3 B1 1.476(3) . ?
N2 C7 1.421(3) . ?
N2 B1 1.468(3) . ?
N1 B1 1.407(3) . ?
N1 C1 1.479(3) . ?
N1 C4 1.485(3) . ?
C23 C24 1.383(4) . ?
C23 C28 1.386(3) . ?
C28 C27 1.383(4) . ?
C28 H28 0.9300 . ?
C8 C9 1.394(3) . ?
C8 C7 1.404(3) . ?
C8 C13 1.500(3) . ?
C15 C20 1.397(3) . ?
C7 C12 1.400(3) . ?
C3 C1 1.514(4) . ?
C3 H3A 0.9601 . ?
C3 H3B 0.9601 . ?
C3 H3C 0.9601 . ?
C1 C2 1.533(3) . ?
C1 H1 0.9801 . ?
C5 C4 1.523(3) . ?
C5 H5A 0.9601 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C30 C29 1.383(4) . ?
C30 C31 1.387(4) . ?
C30 H30 0.9301 . ?
C29 C34 1.385(4) . ?
C27 C26 1.378(4) . ?
C27 H27 0.9299 . ?
C20 C19 1.394(3) . ?
C20 C22 1.503(4) . ?
C18 C19 1.370(4) . ?
C18 C17 1.378(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C34 C33 1.385(4) . ?
C34 H34 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9601 . ?
C24 C25 1.384(4) . ?
C24 H24 0.9299 . ?
C9 C10 1.377(4) . ?
C9 H9 0.9300 . ?
C12 C11 1.398(4) . ?
C12 C14 1.504(4) . ?
C4 C6 1.528(3) . ?
C4 H4 0.9800 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9601 . ?
C14 H14A 0.9602 . ?
C14 H14B 0.9599 . ?
C14 H14C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9601 . ?
C21 H21C 0.9601 . ?
C33 C32 1.374(4) . ?
C33 H33 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9601 . ?
C6 H6C 0.9599 . ?
C17 H17 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9601 . ?
C2 H2C 0.9601 . ?
C26 C25 1.378(4) . ?
C26 H26 0.9301 . ?
C10 C11 1.370(4) . ?
C10 H10 0.9301 . ?
C31 C32 1.383(4) . ?
C31 H31 0.9299 . ?
C32 H32 0.9299 . ?
C11 H11 0.9299 . ?
C25 H25 0.9300 . ?

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
N3 Ge1 N2 77.02(8) . . ?
N3 Ge1 S2 119.32(6) . . ?
N2 Ge1 S2 111.46(6) . . ?
N3 Ge1 S1 114.80(6) . . ?
N2 Ge1 S1 119.81(6) . . ?
S2 Ge1 S1 110.98(3) . . ?
N3 Ge1 B1 38.63(8) . . ?
N2 Ge1 B1 38.39(8) . . ?
S2 Ge1 B1 123.31(6) . . ?
S1 Ge1 B1 125.67(6) . . ?
C29 S2 Ge1 102.01(8) . . ?
C23 S1 Ge1 97.91(8) . . ?
C17 C16 C15 118.5(2) . . ?
C17 C16 C21 119.8(2) . . ?
C15 C16 C21 121.7(2) . . ?
C15 N3 B1 133.23(19) . . ?
C15 N3 Ge1 132.06(15) . . ?
B1 N3 Ge1 90.34(14) . . ?
C7 N2 B1 132.80(19) . . ?
C7 N2 Ge1 128.97(15) . . ?
B1 N2 Ge1 90.14(13) . . ?
B1 N1 C1 126.2(2) . . ?
B1 N1 C4 118.39(19) . . ?
C1 N1 C4 115.32(19) . . ?
N1 B1 N2 130.8(2) . . ?
N1 B1 N3 126.7(2) . . ?
N2 B1 N3 102.50(19) . . ?
N1 B1 Ge1 177.63(19) . . ?
N2 B1 Ge1 51.47(11) . . ?
N3 B1 Ge1 51.03(11) . . ?
C24 C23 C28 119.8(2) . . ?
C24 C23 S1 120.6(2) . . ?
C28 C23 S1 119.5(2) . . ?
C27 C28 C23 119.7(3) . . ?
C27 C28 H28 120.2 . . ?
C23 C28 H28 120.2 . . ?
C9 C8 C7 118.5(2) . . ?
C9 C8 C13 120.4(2) . . ?
C7 C8 C13 121.1(2) . . ?
C20 C15 C16 120.5(2) . . ?
C20 C15 N3 119.1(2) . . ?
C16 C15 N3 120.4(2) . . ?
C12 C7 C8 120.6(2) . . ?
C12 C7 N2 119.0(2) . . ?
C8 C7 N2 120.3(2) . . ?
C1 C3 H3A 109.3 . . ?
C1 C3 H3B 109.3 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.8 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C1 C3 112.2(2) . . ?
N1 C1 C2 115.2(2) . . ?
C3 C1 C2 110.1(2) . . ?
N1 C1 H1 106.2 . . ?
C3 C1 H1 106.1 . . ?
C2 C1 H1 106.4 . . ?
C4 C5 H5A 109.4 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C29 C30 C31 120.0(3) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 120.1 . . ?
C30 C29 C34 119.8(2) . . ?
C30 C29 S2 117.87(19) . . ?
C34 C29 S2 122.2(2) . . ?
C26 C27 C28 120.6(3) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C19 C20 C15 118.9(2) . . ?
C19 C20 C22 120.7(2) . . ?
C15 C20 C22 120.4(2) . . ?
C19 C18 C17 120.2(2) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C20 121.0(2) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.5 . . ?
C33 C34 C29 119.8(3) . . ?
C33 C34 H34 120.2 . . ?
C29 C34 H34 120.0 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.7 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.2 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C23 C24 C25 119.9(3) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.0 . . ?
C10 C9 C8 121.2(3) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C12 C7 118.4(2) . . ?
C11 C12 C14 119.9(2) . . ?
C7 C12 C14 121.6(2) . . ?
N1 C4 C5 112.65(19) . . ?
N1 C4 C6 113.4(2) . . ?
C5 C4 C6 110.8(2) . . ?
N1 C4 H4 106.6 . . ?
C5 C4 H4 106.5 . . ?
C6 C4 H4 106.3 . . ?
C20 C22 H22A 109.6 . . ?
C20 C22 H22B 109.6 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.3 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C12 C14 H14A 109.3 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.7 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.4 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.6 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C32 C33 C34 120.5(3) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.6 . . ?
C4 C6 H6A 109.3 . . ?
C4 C6 H6B 109.4 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.7 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C18 C17 C16 120.8(2) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.7 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C25 C26 C27 119.6(3) . . ?
C25 C26 H26 120.3 . . ?
C27 C26 H26 120.0 . . ?
C11 C10 C9 119.8(2) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.2 . . ?
C32 C31 C30 120.1(3) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 119.8 . . ?
C33 C32 C31 119.8(3) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C10 C11 C12 121.4(3) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C26 C25 C24 120.4(3) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        27.33
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.069
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413697'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H42 B Ge N3'
_chemical_formula_sum            'C28 H42 B Ge N3'
_chemical_formula_weight         504.05

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   8.4040(3)
_cell_length_b                   10.2400(7)
_cell_length_c                   17.1711(10)
_cell_angle_alpha                99.375(6)
_cell_angle_beta                 92.648(6)
_cell_angle_gamma                107.632(5)
_cell_volume                     1382.27(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    28109
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             536
_exptl_absorpt_coefficient_mu    1.128
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.164
1 0 0 0.193
0 0 -1 0.092
0 0 1 0.086
0 1 0 0.077
0 -1 0 0.076


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.688
_exptl_absorpt_correction_T_max  0.859
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28009
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0205
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         27.50
_reflns_number_total             6234
_reflns_number_gt                5653
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0343P)²+0.6182P] 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         6234
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0722
_refine_ls_wR_factor_gt          0.0665
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.664980(19) 0.293855(16) 0.284666(9) 0.01826(6) Uani 1 1 d . . .
N3 N 0.76824(16) 0.35696(13) 0.19908(7) 0.0194(2) Uani 1 1 d . . .
N2 N 0.66007(16) 0.47514(13) 0.29683(7) 0.0191(2) Uani 1 1 d . . .
N1 N 0.79513(17) 0.61712(14) 0.19264(8) 0.0220(3) Uani 1 1 d . . .
C7 C 0.65635(18) 0.56279(15) 0.36931(8) 0.0178(3) Uani 1 1 d . . .
C24 C 0.6511(2) 0.09752(16) 0.37576(9) 0.0239(3) Uani 1 1 d . . .
C8 C 0.8018(2) 0.63047(16) 0.42156(9) 0.0229(3) Uani 1 1 d . . .
C23 C 0.7748(2) 0.23546(17) 0.36851(9) 0.0236(3) Uani 1 1 d . . .
H23A H 0.8811 0.2248 0.3542 0.028 Uiso 1 1 d R . .
H23B H 0.7942 0.3022 0.4178 0.028 Uiso 1 1 d R . .
C15 C 0.77225(18) 0.27219(15) 0.12596(9) 0.0187(3) Uani 1 1 d . . .
C26 C 0.4700(2) 0.12699(17) 0.26698(10) 0.0262(3) Uani 1 1 d . . .
H26A H 0.3679 0.1503 0.2758 0.031 Uiso 1 1 d R . .
H26B H 0.4590 0.0747 0.2135 0.031 Uiso 1 1 d R . .
C16 C 0.6391(2) 0.23507(16) 0.06533(9) 0.0236(3) Uani 1 1 d . . .
C10 C 0.6362(3) 0.71945(18) 0.51488(10) 0.0320(4) Uani 1 1 d . . .
H10 H 0.6292 0.7710 0.5637 0.038 Uiso 1 1 d R . .
B1 B 0.7467(2) 0.49445(18) 0.22494(10) 0.0186(3) Uani 1 1 d . . .
C1 C 0.7348(2) 0.73461(18) 0.22428(10) 0.0281(3) Uani 1 1 d . . .
H1 H 0.6549 0.7020 0.2622 0.034 Uiso 1 1 d R . .
C4 C 0.9141(2) 0.64556(17) 0.13173(10) 0.0261(3) Uani 1 1 d . . .
H4 H 0.9482 0.7464 0.1332 0.031 Uiso 1 1 d R . .
C25 C 0.5075(2) 0.04577(17) 0.32768(10) 0.0256(3) Uani 1 1 d . . .
C20 C 0.9062(2) 0.21858(16) 0.11577(10) 0.0240(3) Uani 1 1 d . . .
C12 C 0.50107(19) 0.57502(16) 0.38998(9) 0.0220(3) Uani 1 1 d . . .
C9 C 0.7890(2) 0.70847(18) 0.49410(10) 0.0301(4) Uani 1 1 d . . .
H9 H 0.8850 0.7541 0.5290 0.036 Uiso 1 1 d R . .
C17 C 0.6481(2) 0.15129(18) -0.00562(10) 0.0310(4) Uani 1 1 d . . .
H17 H 0.5612 0.1272 -0.0461 0.037 Uiso 1 1 d R . .
C5 C 1.0731(2) 0.61110(19) 0.15133(11) 0.0320(4) Uani 1 1 d . . .
H5A H 1.1218 0.6583 0.2040 0.038 Uiso 1 1 d R . .
H5B H 1.1517 0.6408 0.1139 0.038 Uiso 1 1 d R . .
H5C H 1.0464 0.5122 0.1483 0.038 Uiso 1 1 d R . .
C22 C 1.0437(2) 0.2471(2) 0.18135(12) 0.0356(4) Uani 1 1 d . . .
H22A H 1.0139 0.1752 0.2126 0.043 Uiso 1 1 d R . .
H22B H 1.0580 0.3358 0.2144 0.043 Uiso 1 1 d R . .
H22C H 1.1466 0.2480 0.1591 0.043 Uiso 1 1 d R . .
C19 C 0.9104(2) 0.13584(18) 0.04334(11) 0.0322(4) Uani 1 1 d . . .
H19 H 1.0007 0.1022 0.0357 0.039 Uiso 1 1 d R . .
C13 C 0.9699(2) 0.61794(19) 0.40121(11) 0.0310(4) Uani 1 1 d . . .
H13A H 1.0576 0.6912 0.4346 0.037 Uiso 1 1 d R . .
H13B H 0.9824 0.6254 0.3467 0.037 Uiso 1 1 d R . .
H13C H 0.9768 0.5292 0.4095 0.037 Uiso 1 1 d R . .
C21 C 0.4890(2) 0.2840(2) 0.07737(11) 0.0330(4) Uani 1 1 d . . .
H21A H 0.4034 0.2375 0.0342 0.040 Uiso 1 1 d R . .
H21B H 0.5212 0.3829 0.0794 0.040 Uiso 1 1 d R . .
H21C H 0.4466 0.2628 0.1263 0.040 Uiso 1 1 d R . .
C11 C 0.4939(2) 0.65311(18) 0.46297(10) 0.0288(4) Uani 1 1 d . . .
H11 H 0.3912 0.6608 0.4771 0.035 Uiso 1 1 d R . .
C14 C 0.3451(2) 0.5025(2) 0.33395(11) 0.0336(4) Uani 1 1 d . . .
H14A H 0.2513 0.5238 0.3562 0.040 Uiso 1 1 d R . .
H14B H 0.3251 0.4036 0.3256 0.040 Uiso 1 1 d R . .
H14C H 0.3594 0.5336 0.2842 0.040 Uiso 1 1 d R . .
C18 C 0.7834(3) 0.10320(18) -0.01708(11) 0.0351(4) Uani 1 1 d . . .
H18 H 0.7888 0.0487 -0.0652 0.042 Uiso 1 1 d R . .
C2 C 0.8745(3) 0.8613(2) 0.26984(12) 0.0410(5) Uani 1 1 d . . .
H2A H 0.9235 0.8362 0.3144 0.049 Uiso 1 1 d R . .
H2B H 0.8285 0.9345 0.2882 0.049 Uiso 1 1 d R . .
H2C H 0.9590 0.8929 0.2354 0.049 Uiso 1 1 d R . .
C27 C 0.7006(3) 0.0292(2) 0.43996(11) 0.0378(4) Uani 1 1 d . . .
H27A H 0.6226 -0.0628 0.4356 0.045 Uiso 1 1 d R . .
H27B H 0.6990 0.0835 0.4909 0.045 Uiso 1 1 d R . .
H27C H 0.8114 0.0232 0.4344 0.045 Uiso 1 1 d R . .
C6 C 0.8363(2) 0.57622(19) 0.04743(10) 0.0322(4) Uani 1 1 d . . .
H6A H 0.8086 0.4769 0.0420 0.039 Uiso 1 1 d R . .
H6B H 0.9152 0.6084 0.0106 0.039 Uiso 1 1 d R . .
H6C H 0.7364 0.5998 0.0365 0.039 Uiso 1 1 d R . .
C3 C 0.6395(3) 0.7768(2) 0.16002(12) 0.0416(5) Uani 1 1 d . . .
H3A H 0.7134 0.8077 0.1211 0.050 Uiso 1 1 d R . .
H3B H 0.5993 0.8510 0.1833 0.050 Uiso 1 1 d R . .
H3C H 0.5462 0.6981 0.1351 0.050 Uiso 1 1 d R . .
C28 C 0.3747(3) -0.0904(2) 0.32891(12) 0.0412(5) Uani 1 1 d . . .
H28A H 0.4152 -0.1393 0.3644 0.049 Uiso 1 1 d R . .
H28B H 0.3493 -0.1460 0.2765 0.049 Uiso 1 1 d R . .
H28C H 0.2752 -0.0730 0.3467 0.049 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ge1 N2 1.8472(13) . ?
Ge1 N3 1.8488(12) . ?
Ge1 C23 1.9427(16) . ?
Ge1 C26 1.9456(16) . ?
Ge1 B1 2.3747(17) . ?
N3 C15 1.4134(18) . ?
N3 B1 1.473(2) . ?
N2 C7 1.4186(18) . ?
N2 B1 1.472(2) . ?
N1 B1 1.410(2) . ?
N1 C1 1.477(2) . ?
N1 C4 1.4824(19) . ?
C7 C8 1.401(2) . ?
C7 C12 1.404(2) . ?
C24 C25 1.340(2) . ?
C24 C27 1.504(2) . ?
C24 C23 1.507(2) . ?
C8 C9 1.393(2) . ?
C8 C13 1.509(2) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9701 . ?
C15 C20 1.400(2) . ?
C15 C16 1.410(2) . ?
C26 C25 1.513(2) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9699 . ?
C16 C17 1.390(2) . ?
C16 C21 1.502(2) . ?
C10 C11 1.378(3) . ?
C10 C9 1.380(3) . ?
C10 H10 0.9301 . ?
C1 C3 1.526(2) . ?
C1 C2 1.528(3) . ?
C1 H1 0.9800 . ?
C4 C5 1.519(3) . ?
C4 C6 1.524(2) . ?
C4 H4 0.9800 . ?
C25 C28 1.503(2) . ?
C20 C19 1.394(2) . ?
C20 C22 1.502(2) . ?
C12 C11 1.387(2) . ?
C12 C14 1.502(2) . ?
C9 H9 0.9300 . ?
C17 C18 1.379(3) . ?
C17 H17 0.9301 . ?
C5 H5A 0.9599 . ?
C5 H5B 0.9601 . ?
C5 H5C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9601 . ?
C22 H22C 0.9599 . ?
C19 C18 1.377(3) . ?
C19 H19 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C21 H21A 0.9601 . ?
C21 H21B 0.9601 . ?
C21 H21C 0.9599 . ?
C11 H11 0.9299 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C18 H18 0.9301 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C3 H3A 0.9599 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C28 H28A 0.9601 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

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 N3 76.66(5) . . ?
N2 Ge1 C23 120.02(6) . . ?
N3 Ge1 C23 124.12(6) . . ?
N2 Ge1 C26 125.81(6) . . ?
N3 Ge1 C26 119.77(6) . . ?
C23 Ge1 C26 93.85(7) . . ?
N2 Ge1 B1 38.31(5) . . ?
N3 Ge1 B1 38.34(5) . . ?
C23 Ge1 B1 132.29(6) . . ?
C26 Ge1 B1 133.84(6) . . ?
C15 N3 B1 136.42(13) . . ?
C15 N3 Ge1 125.35(10) . . ?
B1 N3 Ge1 90.53(9) . . ?
C7 N2 B1 135.15(13) . . ?
C7 N2 Ge1 126.32(10) . . ?
B1 N2 Ge1 90.63(9) . . ?
B1 N1 C1 119.38(13) . . ?
B1 N1 C4 125.78(13) . . ?
C1 N1 C4 114.69(13) . . ?
C8 C7 C12 120.11(14) . . ?
C8 C7 N2 121.36(13) . . ?
C12 C7 N2 118.45(13) . . ?
C25 C24 C27 124.84(15) . . ?
C25 C24 C23 119.85(14) . . ?
C27 C24 C23 115.30(15) . . ?
C9 C8 C7 118.89(15) . . ?
C9 C8 C13 119.89(15) . . ?
C7 C8 C13 121.21(14) . . ?
C24 C23 Ge1 103.39(11) . . ?
C24 C23 H23A 111.2 . . ?
Ge1 C23 H23A 111.2 . . ?
C24 C23 H23B 111.0 . . ?
Ge1 C23 H23B 111.0 . . ?
H23A C23 H23B 109.0 . . ?
C20 C15 C16 119.93(14) . . ?
C20 C15 N3 119.16(13) . . ?
C16 C15 N3 120.82(13) . . ?
C25 C26 Ge1 103.19(11) . . ?
C25 C26 H26A 111.2 . . ?
Ge1 C26 H26A 111.1 . . ?
C25 C26 H26B 111.2 . . ?
Ge1 C26 H26B 111.1 . . ?
H26A C26 H26B 109.0 . . ?
C17 C16 C15 118.90(15) . . ?
C17 C16 C21 120.49(15) . . ?
C15 C16 C21 120.61(14) . . ?
C11 C10 C9 119.63(15) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
N1 B1 N2 126.68(14) . . ?
N1 B1 N3 131.13(14) . . ?
N2 B1 N3 102.18(13) . . ?
N1 B1 Ge1 177.55(12) . . ?
N2 B1 Ge1 51.06(7) . . ?
N3 B1 Ge1 51.12(7) . . ?
N1 C1 C3 112.33(14) . . ?
N1 C1 C2 113.01(15) . . ?
C3 C1 C2 110.47(16) . . ?
N1 C1 H1 106.8 . . ?
C3 C1 H1 106.9 . . ?
C2 C1 H1 106.9 . . ?
N1 C4 C5 111.99(14) . . ?
N1 C4 C6 113.74(14) . . ?
C5 C4 C6 111.19(14) . . ?
N1 C4 H4 106.4 . . ?
C5 C4 H4 106.4 . . ?
C6 C4 H4 106.5 . . ?
C24 C25 C28 124.87(16) . . ?
C24 C25 C26 119.71(14) . . ?
C28 C25 C26 115.42(15) . . ?
C19 C20 C15 119.00(15) . . ?
C19 C20 C22 119.62(15) . . ?
C15 C20 C22 121.38(14) . . ?
C11 C12 C7 119.08(15) . . ?
C11 C12 C14 120.81(15) . . ?
C7 C12 C14 120.10(14) . . ?
C10 C9 C8 121.09(16) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.4 . . ?
C18 C17 C16 121.24(16) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.4 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C20 C22 H22A 109.2 . . ?
C20 C22 H22B 109.7 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.6 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C19 C20 121.21(16) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C8 C13 H13A 109.4 . . ?
C8 C13 H13B 109.6 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C16 C21 H21A 109.6 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.3 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 C11 C12 121.19(16) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.4 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C19 C18 C17 119.61(15) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.3 . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.4 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C24 C27 H27A 109.4 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.6 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.4 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C3 H3A 109.3 . . ?
C1 C3 H3B 109.6 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C25 C28 H28A 109.3 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.6 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.064
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413698'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H32 B Ge I2 N3'
_chemical_formula_sum            'C22 H32 B Ge I2 N3'
_chemical_formula_weight         675.71

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   14.7200(9)
_cell_length_b                   8.2140(7)
_cell_length_c                   21.3591(15)
_cell_angle_alpha                90
_cell_angle_beta                 94.762(7)
_cell_angle_gamma                90
_cell_volume                     2573.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    24417
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.744
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_absorpt_coefficient_mu    3.602
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.112
1 0 0 0.095
0 0 -1 0.069
0 0 1 0.067
0 -1 0 0.078
0 1 0 0.057
1 1 0 0.081
-1 -1 0 0.110
0 -1 1 0.071
0 1 -1 0.065
0 -1 -1 0.079
0 1 1 0.059
1 0 -1 0.080
-1 0 1 0.104


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.557
_exptl_absorpt_correction_T_max  0.684
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24377
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5786
_reflns_number_gt                4971
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0187P)²+6.1684P] 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         5786
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0663
_refine_ls_wR_factor_gt          0.0615
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_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
I1 I 0.132410(16) 0.48262(3) 0.471111(11) 0.03174(7) Uani 1 1 d . . .
I2 I 0.275705(16) 0.07220(3) 0.456668(11) 0.02819(7) Uani 1 1 d . . .
Ge1 Ge 0.23006(2) 0.28143(5) 0.533855(15) 0.01898(8) Uani 1 1 d . . .
C6 C 0.4834(2) 0.2829(4) 0.59093(15) 0.0200(7) Uani 1 1 d . . .
B1 B 0.2701(2) 0.2763(5) 0.64252(17) 0.0177(7) Uani 1 1 d . . .
C9 C 0.0961(2) 0.1890(4) 0.62289(15) 0.0203(7) Uani 1 1 d . . .
C2 C 0.4305(2) 0.5640(4) 0.58193(15) 0.0208(7) Uani 1 1 d . . .
C3 C 0.5204(2) 0.6137(5) 0.57926(16) 0.0258(8) Uani 1 1 d . . .
H3 H 0.5329 0.7240 0.5750 0.031 Uiso 1 1 d R . .
C21 C 0.1796(3) 0.1988(5) 0.78148(18) 0.0348(9) Uani 1 1 d . . .
H21A H 0.1767 0.3141 0.7884 0.042 Uiso 1 1 d R . .
H21B H 0.1763 0.1426 0.8206 0.042 Uiso 1 1 d R . .
H21C H 0.1295 0.1662 0.7526 0.042 Uiso 1 1 d R . .
C20 C 0.2697(3) 0.1574(5) 0.75380(17) 0.0308(8) Uani 1 1 d . . .
H20 H 0.3168 0.1601 0.7890 0.037 Uiso 1 1 d R . .
C7 C 0.3546(3) 0.6869(4) 0.57888(19) 0.0307(8) Uani 1 1 d . . .
H7A H 0.3800 0.7946 0.5791 0.037 Uiso 1 1 d R . .
H7B H 0.3197 0.6738 0.6146 0.037 Uiso 1 1 d R . .
H7C H 0.3158 0.6710 0.5410 0.037 Uiso 1 1 d R . .
N1 N 0.32020(17) 0.3474(3) 0.59209(12) 0.0167(5) Uani 1 1 d . . .
C5 C 0.5729(2) 0.3394(5) 0.58923(16) 0.0260(8) Uani 1 1 d . . .
H5 H 0.6207 0.2651 0.5925 0.031 Uiso 1 1 d R . .
C4 C 0.5917(2) 0.5041(5) 0.58284(17) 0.0293(8) Uani 1 1 d . . .
H4 H 0.6513 0.5401 0.5809 0.035 Uiso 1 1 d R . .
C22 C 0.2686(3) -0.0154(5) 0.7295(2) 0.0420(10) Uani 1 1 d . . .
H22A H 0.2176 -0.0287 0.6989 0.050 Uiso 1 1 d R . .
H22B H 0.2631 -0.0899 0.7636 0.050 Uiso 1 1 d R . .
H22C H 0.3241 -0.0373 0.7104 0.050 Uiso 1 1 d R . .
C12 C -0.0789(3) 0.1371(6) 0.6568(2) 0.0418(10) Uani 1 1 d . . .
H12 H -0.1372 0.1191 0.6691 0.050 Uiso 1 1 d R . .
N2 N 0.18780(18) 0.2093(4) 0.60766(12) 0.0196(6) Uani 1 1 d . . .
C19 C 0.4584(2) 0.3183(6) 0.75410(18) 0.0351(9) Uani 1 1 d . . .
H19A H 0.4516 0.2592 0.7922 0.042 Uiso 1 1 d R . .
H19B H 0.5035 0.4019 0.7619 0.042 Uiso 1 1 d R . .
H19C H 0.4773 0.2452 0.7226 0.042 Uiso 1 1 d R . .
C11 C -0.0345(3) 0.0153(6) 0.6280(2) 0.0391(10) Uani 1 1 d . . .
H11 H -0.0631 -0.0847 0.6206 0.047 Uiso 1 1 d R . .
N3 N 0.29840(18) 0.2749(4) 0.70695(12) 0.0209(6) Uani 1 1 d . . .
C13 C -0.0377(3) 0.2868(6) 0.66757(19) 0.0365(10) Uani 1 1 d . . .
H13 H -0.0690 0.3690 0.6866 0.044 Uiso 1 1 d R . .
C15 C 0.0989(3) -0.0942(5) 0.5758(2) 0.0389(10) Uani 1 1 d . . .
H15A H 0.0929 -0.0724 0.5315 0.047 Uiso 1 1 d R . .
H15B H 0.0703 -0.1963 0.5838 0.047 Uiso 1 1 d R . .
H15C H 0.1623 -0.0992 0.5903 0.047 Uiso 1 1 d R . .
C1 C 0.4125(2) 0.3977(4) 0.58806(14) 0.0170(6) Uani 1 1 d . . .
C14 C 0.0503(2) 0.3166(5) 0.65029(16) 0.0257(8) Uani 1 1 d . . .
C17 C 0.3677(2) 0.3957(5) 0.73092(16) 0.0265(8) Uani 1 1 d . . .
H17 H 0.3799 0.4640 0.6950 0.032 Uiso 1 1 d R . .
C8 C 0.4657(2) 0.1052(4) 0.59583(18) 0.0281(8) Uani 1 1 d . . .
H8A H 0.4371 0.0662 0.5567 0.034 Uiso 1 1 d R . .
H8B H 0.4265 0.0853 0.6287 0.034 Uiso 1 1 d R . .
H8C H 0.5225 0.0493 0.6052 0.034 Uiso 1 1 d R . .
C16 C 0.0923(3) 0.4816(5) 0.66129(18) 0.0322(9) Uani 1 1 d . . .
H16A H 0.0458 0.5578 0.6706 0.039 Uiso 1 1 d R . .
H16B H 0.1195 0.5159 0.6241 0.039 Uiso 1 1 d R . .
H16C H 0.1381 0.4771 0.6959 0.039 Uiso 1 1 d R . .
C10 C 0.0532(2) 0.0392(5) 0.60996(17) 0.0270(8) Uani 1 1 d . . .
C18 C 0.3330(3) 0.5092(5) 0.77961(19) 0.0354(9) Uani 1 1 d . . .
H18A H 0.2763 0.5565 0.7634 0.042 Uiso 1 1 d R . .
H18B H 0.3769 0.5940 0.7891 0.042 Uiso 1 1 d R . .
H18C H 0.3240 0.4492 0.8172 0.042 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Ge1 2.5047(5) . ?
I2 Ge1 2.5113(5) . ?
Ge1 N1 1.824(3) . ?
Ge1 N2 1.840(3) . ?
Ge1 B1 2.347(4) . ?
C6 C5 1.400(5) . ?
C6 C1 1.404(5) . ?
C6 C8 1.488(5) . ?
B1 N3 1.404(4) . ?
B1 N1 1.475(4) . ?
B1 N2 1.475(4) . ?
C9 C10 1.400(5) . ?
C9 C14 1.400(5) . ?
C9 N2 1.425(4) . ?
C2 C3 1.390(5) . ?
C2 C1 1.400(5) . ?
C2 C7 1.503(5) . ?
C3 C4 1.381(5) . ?
C3 H3 0.9300 . ?
C21 C20 1.534(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 N3 1.478(4) . ?
C20 C22 1.511(6) . ?
C20 H20 0.9801 . ?
C7 H7A 0.9601 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9601 . ?
N1 C1 1.429(4) . ?
C5 C4 1.390(6) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C22 H22A 0.9599 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9598 . ?
C12 C11 1.370(6) . ?
C12 C13 1.381(6) . ?
C12 H12 0.9300 . ?
C19 C17 1.524(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9599 . ?
C11 C10 1.391(5) . ?
C11 H11 0.9300 . ?
N3 C17 1.483(4) . ?
C13 C14 1.398(5) . ?
C13 H13 0.9299 . ?
C15 C10 1.505(6) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C14 C16 1.500(6) . ?
C17 C18 1.516(5) . ?
C17 H17 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C16 H16A 0.9601 . ?
C16 H16B 0.9599 . ?
C16 H16C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9599 . ?

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 Ge1 N2 77.88(11) . . ?
N1 Ge1 B1 38.94(12) . . ?
N2 Ge1 B1 38.94(12) . . ?
N1 Ge1 I1 121.44(9) . . ?
N2 Ge1 I1 116.81(9) . . ?
B1 Ge1 I1 128.82(9) . . ?
N1 Ge1 I2 115.58(8) . . ?
N2 Ge1 I2 118.03(9) . . ?
B1 Ge1 I2 125.31(9) . . ?
I1 Ge1 I2 105.854(15) . . ?
C5 C6 C1 118.3(3) . . ?
C5 C6 C8 119.8(3) . . ?
C1 C6 C8 121.9(3) . . ?
N3 B1 N1 126.4(3) . . ?
N3 B1 N2 131.0(3) . . ?
N1 B1 N2 102.6(3) . . ?
N3 B1 Ge1 177.3(3) . . ?
N1 B1 Ge1 51.00(15) . . ?
N2 B1 Ge1 51.62(15) . . ?
C10 C9 C14 121.1(3) . . ?
C10 C9 N2 118.6(3) . . ?
C14 C9 N2 120.4(3) . . ?
C3 C2 C1 118.6(3) . . ?
C3 C2 C7 120.5(3) . . ?
C1 C2 C7 120.9(3) . . ?
C4 C3 C2 121.9(4) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 119.2 . . ?
C20 C21 H21A 109.2 . . ?
C20 C21 H21B 109.7 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N3 C20 C22 112.1(3) . . ?
N3 C20 C21 114.9(3) . . ?
C22 C20 C21 110.9(3) . . ?
N3 C20 H20 106.3 . . ?
C22 C20 H20 105.7 . . ?
C21 C20 H20 106.1 . . ?
C2 C7 H7A 109.4 . . ?
C2 C7 H7B 109.6 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 N1 B1 133.9(3) . . ?
C1 N1 Ge1 133.3(2) . . ?
B1 N1 Ge1 90.06(19) . . ?
C4 C5 C6 121.4(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.2 . . ?
C3 C4 C5 118.8(3) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.7 . . ?
C20 C22 H22A 109.0 . . ?
C20 C22 H22B 109.7 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.7 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C11 C12 C13 120.4(4) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C9 N2 B1 133.1(3) . . ?
C9 N2 Ge1 128.9(2) . . ?
B1 N2 Ge1 89.45(19) . . ?
C17 C19 H19A 109.7 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.3 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C12 C11 C10 120.7(4) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.7 . . ?
B1 N3 C20 126.2(3) . . ?
B1 N3 C17 118.2(3) . . ?
C20 N3 C17 115.5(3) . . ?
C12 C13 C14 121.0(4) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.4 . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.2 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.7 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 C1 C6 120.9(3) . . ?
C2 C1 N1 118.4(3) . . ?
C6 C1 N1 120.7(3) . . ?
C13 C14 C9 117.9(4) . . ?
C13 C14 C16 119.7(3) . . ?
C9 C14 C16 122.4(3) . . ?
N3 C17 C18 112.8(3) . . ?
N3 C17 C19 113.1(3) . . ?
C18 C17 C19 111.7(3) . . ?
N3 C17 H17 106.1 . . ?
C18 C17 H17 106.2 . . ?
C19 C17 H17 106.3 . . ?
C6 C8 H8A 109.4 . . ?
C6 C8 H8B 109.7 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.2 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C16 H16A 109.3 . . ?
C14 C16 H16B 109.3 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.9 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 C10 C9 118.9(4) . . ?
C11 C10 C15 119.5(4) . . ?
C9 C10 C15 121.5(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.6 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         1.444
_refine_diff_density_min         -0.897
_refine_diff_density_rms         0.114
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413699'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H35 B Ge I N3'
_chemical_formula_sum            'C23 H35 B Ge I N3'
_chemical_formula_weight         563.84

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   8.4040(3)
_cell_length_b                   11.0410(9)
_cell_length_c                   13.8139(10)
_cell_angle_alpha                84.933(5)
_cell_angle_beta                 80.365(4)
_cell_angle_gamma                89.771(4)
_cell_volume                     1258.68(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    25973
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             568
_exptl_absorpt_coefficient_mu    2.457
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.140
-1 0 0 0.148
0 -1 0 0.192
0 1 0 0.132
0 0 -1 0.168
0 0 1 0.075
0 1 -1 0.138
-1 0 -1 0.124
-1 -1 0 0.176


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.472
_exptl_absorpt_correction_T_max  0.623
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25885
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.50
_diffrn_reflns_theta_max         27.49
_reflns_number_total             5737
_reflns_number_gt                5156
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0322P)²+2.2831P] 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         5737
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0311
_refine_ls_wR_factor_ref         0.0816
_refine_ls_wR_factor_gt          0.0767
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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
I1 I -0.19131(3) -0.597499(18) 0.244440(15) 0.03502(7) Uani 1 1 d . . .
Ge1 Ge -0.37350(3) -0.42087(2) 0.29129(2) 0.02026(8) Uani 1 1 d . . .
C21 C 0.0230(4) 0.0086(3) 0.1996(2) 0.0369(7) Uani 1 1 d . . .
H21A H 0.0627 -0.0491 0.1535 0.044 Uiso 1 1 d R . .
H21B H 0.1072 0.0295 0.2345 0.044 Uiso 1 1 d R . .
H21C H -0.0111 0.0805 0.1646 0.044 Uiso 1 1 d R . .
N2 N -0.2698(3) -0.29389(19) 0.33331(15) 0.0190(4) Uani 1 1 d . . .
C17 C -0.3229(4) -0.0009(3) 0.1611(2) 0.0256(6) Uani 1 1 d . . .
H17 H -0.2957 0.0785 0.1808 0.031 Uiso 1 1 d R . .
N1 N -0.3749(3) -0.30026(19) 0.19050(15) 0.0181(4) Uani 1 1 d . . .
C19 C -0.5060(4) -0.0119(3) 0.1809(2) 0.0313(6) Uani 1 1 d . . .
H19A H -0.5378 -0.0891 0.1629 0.038 Uiso 1 1 d R . .
H19B H -0.5505 0.0523 0.1424 0.038 Uiso 1 1 d R . .
H19C H -0.5453 -0.0056 0.2496 0.038 Uiso 1 1 d R . .
C20 C -0.1186(3) -0.0476(3) 0.2723(2) 0.0239(5) Uani 1 1 d . . .
H20 H -0.0772 -0.1188 0.3072 0.029 Uiso 1 1 d R . .
C10 C -0.3971(3) -0.2117(2) 0.48720(19) 0.0218(5) Uani 1 1 d . . .
N3 N -0.2474(3) -0.0931(2) 0.22274(16) 0.0198(4) Uani 1 1 d . . .
C9 C -0.2648(3) -0.2658(2) 0.43110(18) 0.0188(5) Uani 1 1 d . . .
B1 B -0.2939(3) -0.2163(3) 0.2439(2) 0.0175(5) Uani 1 1 d . . .
C14 C -0.1255(3) -0.2944(3) 0.4713(2) 0.0246(5) Uani 1 1 d . . .
C1 C -0.3921(3) -0.3100(2) 0.09098(18) 0.0197(5) Uani 1 1 d . . .
C6 C -0.5477(3) -0.3226(2) 0.0686(2) 0.0227(5) Uani 1 1 d . . .
C2 C -0.2564(3) -0.3122(3) 0.0169(2) 0.0245(5) Uani 1 1 d . . .
C3 C -0.2792(4) -0.3228(3) -0.0798(2) 0.0310(6) Uani 1 1 d . . .
H3 H -0.1899 -0.3223 -0.1298 0.037 Uiso 1 1 d R . .
C7 C -0.0874(4) -0.3035(3) 0.0394(2) 0.0325(6) Uani 1 1 d . . .
H7A H -0.0110 -0.3232 -0.0167 0.039 Uiso 1 1 d R . .
H7B H -0.0766 -0.3594 0.0952 0.039 Uiso 1 1 d R . .
H7C H -0.0673 -0.2222 0.0541 0.039 Uiso 1 1 d R . .
C22 C -0.1807(4) 0.0389(3) 0.3500(2) 0.0302(6) Uani 1 1 d . . .
H22A H -0.2056 0.1158 0.3181 0.036 Uiso 1 1 d R . .
H22B H -0.0991 0.0503 0.3894 0.036 Uiso 1 1 d R . .
H22C H -0.2762 0.0050 0.3913 0.036 Uiso 1 1 d R . .
C11 C -0.3857(4) -0.1855(3) 0.5832(2) 0.0297(6) Uani 1 1 d . . .
H11 H -0.4723 -0.1499 0.6211 0.036 Uiso 1 1 d R . .
C4 C -0.4315(4) -0.3335(3) -0.1024(2) 0.0333(7) Uani 1 1 d . . .
H4 H -0.4447 -0.3406 -0.1672 0.040 Uiso 1 1 d R . .
C18 C -0.2595(4) 0.0005(3) 0.0508(2) 0.0338(7) Uani 1 1 d . . .
H18A H -0.1441 0.0089 0.0394 0.041 Uiso 1 1 d R . .
H18B H -0.3051 0.0675 0.0160 0.041 Uiso 1 1 d R . .
H18C H -0.2890 -0.0744 0.0276 0.041 Uiso 1 1 d R . .
C8 C -0.6955(3) -0.3257(3) 0.1469(2) 0.0316(6) Uani 1 1 d . . .
H8A H -0.7158 -0.4074 0.1764 0.038 Uiso 1 1 d R . .
H8B H -0.7864 -0.2977 0.1176 0.038 Uiso 1 1 d R . .
H8C H -0.6789 -0.2737 0.1965 0.038 Uiso 1 1 d R . .
C13 C -0.1192(4) -0.2659(3) 0.5671(2) 0.0318(7) Uani 1 1 d . . .
H13 H -0.0264 -0.2833 0.5939 0.038 Uiso 1 1 d R . .
C12 C -0.2474(4) -0.2121(3) 0.6223(2) 0.0350(7) Uani 1 1 d . . .
H12 H -0.2408 -0.1933 0.6858 0.042 Uiso 1 1 d R . .
C15 C -0.5508(4) -0.1807(3) 0.4487(2) 0.0300(6) Uani 1 1 d . . .
H15A H -0.6417 -0.2119 0.4958 0.036 Uiso 1 1 d R . .
H15B H -0.5497 -0.2161 0.3876 0.036 Uiso 1 1 d R . .
H15C H -0.5588 -0.0939 0.4380 0.036 Uiso 1 1 d R . .
C5 C -0.5645(4) -0.3339(3) -0.0289(2) 0.0311(6) Uani 1 1 d . . .
H5 H -0.6672 -0.3417 -0.0445 0.037 Uiso 1 1 d R . .
C16 C 0.0156(4) -0.3529(3) 0.4127(2) 0.0353(7) Uani 1 1 d . . .
H16A H 0.0991 -0.3671 0.4519 0.042 Uiso 1 1 d R . .
H16B H 0.0560 -0.2999 0.3550 0.042 Uiso 1 1 d R . .
H16C H -0.0179 -0.4289 0.3933 0.042 Uiso 1 1 d R . .
C23 C -0.5658(4) -0.4969(3) 0.3702(2) 0.0302(6) Uani 1 1 d . . .
H23A H -0.6315 -0.4357 0.4020 0.036 Uiso 1 1 d R . .
H23B H -0.5357 -0.5557 0.4191 0.036 Uiso 1 1 d R . .
H23C H -0.6257 -0.5365 0.3284 0.036 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Ge1 2.5364(4) . ?
Ge1 N2 1.840(2) . ?
Ge1 N1 1.841(2) . ?
Ge1 C23 1.940(3) . ?
Ge1 B1 2.363(3) . ?
C21 C20 1.518(4) . ?
C21 H21A 0.9599 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9601 . ?
N2 C9 1.420(3) . ?
N2 B1 1.482(3) . ?
C17 N3 1.479(3) . ?
C17 C19 1.520(4) . ?
C17 C18 1.527(4) . ?
C17 H17 0.9801 . ?
N1 C1 1.420(3) . ?
N1 B1 1.470(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 N3 1.485(3) . ?
C20 C22 1.525(4) . ?
C20 H20 0.9800 . ?
C10 C11 1.400(4) . ?
C10 C9 1.407(4) . ?
C10 C15 1.504(4) . ?
N3 B1 1.408(4) . ?
C9 C14 1.401(4) . ?
C14 C13 1.397(4) . ?
C14 C16 1.499(4) . ?
C1 C2 1.401(4) . ?
C1 C6 1.403(4) . ?
C6 C5 1.395(4) . ?
C6 C8 1.502(4) . ?
C2 C3 1.396(4) . ?
C2 C7 1.509(4) . ?
C3 C4 1.375(4) . ?
C3 H3 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C22 H22A 0.9599 . ?
C22 H22B 0.9601 . ?
C22 H22C 0.9600 . ?
C11 C12 1.381(5) . ?
C11 H11 0.9300 . ?
C4 C5 1.378(5) . ?
C4 H4 0.9299 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9599 . ?
C8 H8C 0.9601 . ?
C13 C12 1.376(5) . ?
C13 H13 0.9300 . ?
C12 H12 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C5 H5 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9601 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9599 . ?

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 77.31(9) . . ?
N2 Ge1 C23 121.60(11) . . ?
N1 Ge1 C23 124.39(12) . . ?
N2 Ge1 B1 38.85(9) . . ?
N1 Ge1 B1 38.48(9) . . ?
C23 Ge1 B1 133.26(12) . . ?
N2 Ge1 I1 114.01(7) . . ?
N1 Ge1 I1 113.98(7) . . ?
C23 Ge1 I1 104.38(10) . . ?
B1 Ge1 I1 122.33(7) . . ?
C20 C21 H21A 109.1 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.8 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 N2 B1 131.6(2) . . ?
C9 N2 Ge1 128.93(17) . . ?
B1 N2 Ge1 90.00(15) . . ?
N3 C17 C19 111.9(2) . . ?
N3 C17 C18 114.2(2) . . ?
C19 C17 C18 110.3(2) . . ?
N3 C17 H17 106.5 . . ?
C19 C17 H17 106.7 . . ?
C18 C17 H17 106.7 . . ?
C1 N1 B1 136.2(2) . . ?
C1 N1 Ge1 129.44(17) . . ?
B1 N1 Ge1 90.32(15) . . ?
C17 C19 H19A 109.4 . . ?
C17 C19 H19B 109.3 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.7 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N3 C20 C21 112.6(2) . . ?
N3 C20 C22 113.2(2) . . ?
C21 C20 C22 111.0(2) . . ?
N3 C20 H20 106.4 . . ?
C21 C20 H20 106.7 . . ?
C22 C20 H20 106.5 . . ?
C11 C10 C9 118.7(3) . . ?
C11 C10 C15 118.3(3) . . ?
C9 C10 C15 122.9(2) . . ?
B1 N3 C17 126.2(2) . . ?
B1 N3 C20 117.8(2) . . ?
C17 N3 C20 115.9(2) . . ?
C14 C9 C10 120.5(2) . . ?
C14 C9 N2 118.5(2) . . ?
C10 C9 N2 121.1(2) . . ?
N3 B1 N1 132.4(2) . . ?
N3 B1 N2 125.3(2) . . ?
N1 B1 N2 102.3(2) . . ?
N3 B1 Ge1 176.0(2) . . ?
N1 B1 Ge1 51.19(12) . . ?
N2 B1 Ge1 51.15(12) . . ?
C13 C14 C9 118.8(3) . . ?
C13 C14 C16 120.2(3) . . ?
C9 C14 C16 121.0(2) . . ?
C2 C1 C6 120.4(2) . . ?
C2 C1 N1 120.8(2) . . ?
C6 C1 N1 118.7(2) . . ?
C5 C6 C1 118.7(3) . . ?
C5 C6 C8 119.5(2) . . ?
C1 C6 C8 121.8(2) . . ?
C3 C2 C1 118.8(3) . . ?
C3 C2 C7 119.6(3) . . ?
C1 C2 C7 121.6(2) . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.4 . . ?
C2 C7 H7A 109.6 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.3 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C20 C22 H22A 109.6 . . ?
C20 C22 H22B 109.3 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.6 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C12 C11 C10 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C3 C4 C5 119.9(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C17 C18 H18A 109.2 . . ?
C17 C18 H18B 109.8 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.4 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C6 C8 H8A 109.6 . . ?
C6 C8 H8B 109.3 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C12 C13 C14 121.2(3) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.3 . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C10 C15 H15A 109.7 . . ?
C10 C15 H15B 109.4 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.3 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C4 C5 C6 121.1(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.3 . . ?
C14 C16 H16A 109.7 . . ?
C14 C16 H16B 109.1 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.6 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Ge1 C23 H23A 109.3 . . ?
Ge1 C23 H23B 109.6 . . ?
H23A C23 H23B 109.5 . . ?
Ge1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.490
_refine_diff_density_min         -1.073
_refine_diff_density_rms         0.091
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413700'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H50 B Ge N3'
_chemical_formula_sum            'C40 H50 B Ge N3'
_chemical_formula_weight         656.23

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   13.7260(7)
_cell_length_b                   19.8081(17)
_cell_length_c                   14.7940(8)
_cell_angle_alpha                90
_cell_angle_beta                 117.858(4)
_cell_angle_gamma                90
_cell_volume                     3556.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    34692
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1392
_exptl_absorpt_coefficient_mu    0.893
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.149
1 -1 -1 0.149
0 1 0 0.078
0 -1 0 0.110
0 0 -1 0.091
0 0 1 0.099
1 0 0 0.138
-1 0 1 0.149
0 1 1 0.085


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_T_max  0.873
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34637
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_sigmaI/netI    0.0312
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         27.40
_reflns_number_total             7937
_reflns_number_gt                6527
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0148P)²+3.0182P] 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         7937
_refine_ls_number_parameters     406
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0750
_refine_ls_wR_factor_gt          0.0663
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.127
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.172186(15) 0.027567(10) 0.331042(14) 0.01712(6) Uani 1 1 d . . .
N2 N 0.02276(12) 0.03639(8) 0.29083(11) 0.0189(3) Uani 1 1 d . . .
N1 N 0.14969(12) 0.11996(8) 0.31862(12) 0.0195(3) Uani 1 1 d . . .
C23 C 0.28581(15) -0.00805(10) 0.46005(14) 0.0217(4) Uani 1 1 d . . .
H23A H 0.3346 0.0276 0.5018 0.026 Uiso 1 1 d R . .
H23B H 0.2535 -0.0302 0.4982 0.026 Uiso 1 1 d R . .
N3 N -0.04687(12) 0.16111(8) 0.27334(13) 0.0240(3) Uani 1 1 d . . .
C1 C 0.23102(14) 0.17062(9) 0.36459(15) 0.0207(4) Uani 1 1 d . . .
C26 C 0.21493(15) -0.02987(10) 0.24879(14) 0.0231(4) Uani 1 1 d . . .
H26A H 0.1547 -0.0591 0.2047 0.028 Uiso 1 1 d R . .
H26B H 0.2378 -0.0031 0.2071 0.028 Uiso 1 1 d R . .
C25 C 0.31022(15) -0.07050(9) 0.32767(14) 0.0207(4) Uani 1 1 d . . .
C35 C 0.42235(16) -0.09568(10) 0.23458(15) 0.0235(4) Uani 1 1 d . . .
C28 C 0.43329(15) -0.12552(9) 0.59376(15) 0.0213(4) Uani 1 1 d . . .
C24 C 0.34662(14) -0.05798(9) 0.42736(14) 0.0196(4) Uani 1 1 d . . .
C2 C 0.26747(15) 0.18953(10) 0.46654(15) 0.0241(4) Uani 1 1 d . . .
C20 C -0.15827(15) 0.14903(11) 0.26335(16) 0.0274(4) Uani 1 1 d . . .
H20 H -0.1872 0.1934 0.2681 0.033 Uiso 1 1 d R . .
C40 C 0.53581(16) -0.08925(11) 0.29001(16) 0.0287(4) Uani 1 1 d . . .
H40 H 0.5715 -0.1027 0.3581 0.034 Uiso 1 1 d R . .
C27 C 0.45040(15) -0.08724(10) 0.51399(15) 0.0239(4) Uani 1 1 d . . .
H27A H 0.4840 -0.1174 0.4849 0.029 Uiso 1 1 d R . .
H27B H 0.5020 -0.0508 0.5475 0.029 Uiso 1 1 d R . .
C6 C 0.27922(15) 0.19866(10) 0.30745(16) 0.0254(4) Uani 1 1 d . . .
C34 C 0.35700(16) -0.12366(10) 0.28512(16) 0.0255(4) Uani 1 1 d . . .
H34A H 0.2968 -0.1506 0.2354 0.031 Uiso 1 1 d R . .
H34B H 0.4043 -0.1535 0.3403 0.031 Uiso 1 1 d R . .
C33 C 0.48445(16) -0.10536(10) 0.69509(15) 0.0260(4) Uani 1 1 d . . .
H33 H 0.5259 -0.0659 0.7137 0.031 Uiso 1 1 d R . .
C9 C -0.05605(15) -0.00930(9) 0.21997(15) 0.0212(4) Uani 1 1 d . . .
C14 C -0.09268(16) -0.00265(11) 0.11440(15) 0.0271(4) Uani 1 1 d . . .
C29 C 0.36994(16) -0.18384(10) 0.56766(16) 0.0279(4) Uani 1 1 d . . .
H29 H 0.3336 -0.1976 0.4997 0.034 Uiso 1 1 d R . .
C3 C 0.35411(17) 0.23535(11) 0.51124(18) 0.0321(5) Uani 1 1 d . . .
H3 H 0.3797 0.2477 0.5792 0.039 Uiso 1 1 d R . .
C10 C -0.09228(16) -0.06347(10) 0.25751(17) 0.0286(4) Uani 1 1 d . . .
C4 C 0.40260(17) 0.26255(11) 0.4561(2) 0.0369(5) Uani 1 1 d . . .
H4 H 0.4604 0.2931 0.4870 0.044 Uiso 1 1 d R . .
B1 B 0.03307(16) 0.11081(11) 0.29114(15) 0.0193(4) Uani 1 1 d . . .
C16 C -0.05129(17) 0.05341(12) 0.07259(15) 0.0321(5) Uani 1 1 d . . .
H16A H -0.0782 0.0958 0.0834 0.039 Uiso 1 1 d R . .
H16B H -0.0772 0.0467 0.0007 0.039 Uiso 1 1 d R . .
H16C H 0.0278 0.0536 0.1073 0.039 Uiso 1 1 d R . .
C30 C 0.36016(18) -0.22188(11) 0.64161(18) 0.0342(5) Uani 1 1 d . . .
H30 H 0.3179 -0.2610 0.6232 0.041 Uiso 1 1 d R . .
C31 C 0.41300(17) -0.20178(11) 0.74249(17) 0.0333(5) Uani 1 1 d . . .
H31 H 0.4072 -0.2275 0.7924 0.040 Uiso 1 1 d R . .
C5 C 0.36476(17) 0.24473(11) 0.35498(19) 0.0333(5) Uani 1 1 d . . .
H5 H 0.3973 0.2636 0.3181 0.040 Uiso 1 1 d R . .
C7 C 0.21340(16) 0.16064(11) 0.52645(16) 0.0289(4) Uani 1 1 d . . .
H7A H 0.1372 0.1736 0.4946 0.035 Uiso 1 1 d R . .
H7B H 0.2497 0.1777 0.5951 0.035 Uiso 1 1 d R . .
H7C H 0.2188 0.1123 0.5277 0.035 Uiso 1 1 d R . .
C17 C -0.02076(17) 0.23306(11) 0.2675(2) 0.0392(6) Uani 1 1 d . . .
H17 H 0.0547 0.2347 0.2766 0.047 Uiso 1 1 d R . .
C13 C -0.16931(18) -0.04861(12) 0.04811(18) 0.0378(5) Uani 1 1 d . . .
H13 H -0.1942 -0.0442 -0.0218 0.045 Uiso 1 1 d R . .
C32 C 0.47460(17) -0.14336(11) 0.76915(16) 0.0320(5) Uani 1 1 d . . .
H32 H 0.5096 -0.1292 0.8369 0.038 Uiso 1 1 d R . .
C22 C -0.23996(17) 0.11978(14) 0.16040(18) 0.0413(6) Uani 1 1 d . . .
H22A H -0.2414 0.1476 0.1066 0.050 Uiso 1 1 d R . .
H22B H -0.3121 0.1185 0.1556 0.050 Uiso 1 1 d R . .
H22C H -0.2176 0.0749 0.1540 0.050 Uiso 1 1 d R . .
C36 C 0.37160(18) -0.07563(13) 0.13311(17) 0.0387(5) Uani 1 1 d . . .
H36 H 0.2957 -0.0801 0.0940 0.046 Uiso 1 1 d R . .
C39 C 0.59700(19) -0.06307(13) 0.24592(18) 0.0387(5) Uani 1 1 d . . .
H39 H 0.6731 -0.0590 0.2841 0.046 Uiso 1 1 d R . .
C37 C 0.4326(2) -0.04936(15) 0.08934(19) 0.0503(7) Uani 1 1 d . . .
H37 H 0.3973 -0.0355 0.0214 0.060 Uiso 1 1 d R . .
C21 C -0.1538(2) 0.10741(13) 0.3511(2) 0.0437(6) Uani 1 1 d . . .
H21A H -0.1257 0.0633 0.3497 0.052 Uiso 1 1 d R . .
H21B H -0.2265 0.1035 0.3447 0.052 Uiso 1 1 d R . .
H21C H -0.1062 0.1292 0.4146 0.052 Uiso 1 1 d R . .
C38 C 0.5455(2) -0.04308(14) 0.14549(19) 0.0454(6) Uani 1 1 d . . .
H38 H 0.5862 -0.0256 0.1153 0.054 Uiso 1 1 d R . .
C12 C -0.20862(19) -0.10035(12) 0.0838(2) 0.0446(6) Uani 1 1 d . . .
H12 H -0.2617 -0.1297 0.0382 0.053 Uiso 1 1 d R . .
C11 C -0.16975(18) -0.10818(11) 0.1879(2) 0.0393(6) Uani 1 1 d . . .
H11 H -0.1949 -0.1440 0.2120 0.047 Uiso 1 1 d R . .
C8 C 0.23823(19) 0.17862(13) 0.19789(17) 0.0381(5) Uani 1 1 d . . .
H8A H 0.2528 0.1315 0.1946 0.046 Uiso 1 1 d R . .
H8B H 0.2754 0.2048 0.1687 0.046 Uiso 1 1 d R . .
H8C H 0.1603 0.1866 0.1603 0.046 Uiso 1 1 d R . .
C18 C -0.0229(2) 0.27642(13) 0.3518(3) 0.0600(8) Uani 1 1 d . . .
H18A H -0.0950 0.2743 0.3473 0.072 Uiso 1 1 d R . .
H18B H -0.0060 0.3224 0.3440 0.072 Uiso 1 1 d R . .
H18C H 0.0306 0.2597 0.4173 0.072 Uiso 1 1 d R . .
C15 C -0.0465(2) -0.07444(12) 0.37062(18) 0.0386(5) Uani 1 1 d . . .
H15A H -0.0712 -0.1173 0.3824 0.046 Uiso 1 1 d R . .
H15B H -0.0714 -0.0392 0.3994 0.046 Uiso 1 1 d R . .
H15C H 0.0325 -0.0740 0.4023 0.046 Uiso 1 1 d R . .
C19 C -0.0951(2) 0.26315(15) 0.1633(3) 0.0665(9) Uani 1 1 d . . .
H19A H -0.0925 0.2356 0.1111 0.080 Uiso 1 1 d R . .
H19B H -0.0707 0.3080 0.1595 0.080 Uiso 1 1 d R . .
H19C H -0.1694 0.2648 0.1534 0.080 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ge1 N1 1.8507(15) . ?
Ge1 N2 1.8576(14) . ?
Ge1 C26 1.9458(18) . ?
Ge1 C23 1.9470(18) . ?
Ge1 B1 2.379(2) . ?
N2 C9 1.424(2) . ?
N2 B1 1.481(3) . ?
N1 C1 1.416(2) . ?
N1 B1 1.467(2) . ?
C23 C24 1.512(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9699 . ?
N3 B1 1.413(3) . ?
N3 C17 1.482(3) . ?
N3 C20 1.485(2) . ?
C1 C2 1.400(3) . ?
C1 C6 1.408(3) . ?
C26 C25 1.515(3) . ?
C26 H26A 0.9699 . ?
C26 H26B 0.9701 . ?
C25 C24 1.341(3) . ?
C25 C34 1.515(3) . ?
C35 C36 1.385(3) . ?
C35 C40 1.386(3) . ?
C35 C34 1.516(3) . ?
C28 C33 1.384(3) . ?
C28 C29 1.388(3) . ?
C28 C27 1.510(3) . ?
C24 C27 1.517(2) . ?
C2 C3 1.393(3) . ?
C2 C7 1.509(3) . ?
C20 C21 1.514(3) . ?
C20 C22 1.522(3) . ?
C20 H20 0.9800 . ?
C40 C39 1.383(3) . ?
C40 H40 0.9299 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C6 C5 1.391(3) . ?
C6 C8 1.500(3) . ?
C34 H34A 0.9701 . ?
C34 H34B 0.9701 . ?
C33 C32 1.387(3) . ?
C33 H33 0.9299 . ?
C9 C10 1.402(3) . ?
C9 C14 1.406(3) . ?
C14 C13 1.390(3) . ?
C14 C16 1.506(3) . ?
C29 C30 1.386(3) . ?
C29 H29 0.9301 . ?
C3 C4 1.381(3) . ?
C3 H3 0.9300 . ?
C10 C11 1.397(3) . ?
C10 C15 1.503(3) . ?
C4 C5 1.381(3) . ?
C4 H4 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9601 . ?
C16 H16C 0.9599 . ?
C30 C31 1.378(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.378(3) . ?
C31 H31 0.9299 . ?
C5 H5 0.9301 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9599 . ?
C17 C19 1.518(3) . ?
C17 C18 1.526(4) . ?
C17 H17 0.9800 . ?
C13 C12 1.374(4) . ?
C13 H13 0.9301 . ?
C32 H32 0.9300 . ?
C22 H22A 0.9599 . ?
C22 H22B 0.9601 . ?
C22 H22C 0.9600 . ?
C36 C37 1.377(3) . ?
C36 H36 0.9299 . ?
C39 C38 1.372(3) . ?
C39 H39 0.9300 . ?
C37 C38 1.380(4) . ?
C37 H37 0.9301 . ?
C21 H21A 0.9599 . ?
C21 H21B 0.9601 . ?
C21 H21C 0.9600 . ?
C38 H38 0.9299 . ?
C12 C11 1.382(4) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C8 H8A 0.9599 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9601 . ?
C18 H18C 0.9601 . ?
C15 H15A 0.9599 . ?
C15 H15B 0.9601 . ?
C15 H15C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9601 . ?
C19 H19C 0.9600 . ?

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 Ge1 N2 76.54(7) . . ?
N1 Ge1 C26 126.95(8) . . ?
N2 Ge1 C26 117.72(7) . . ?
N1 Ge1 C23 118.40(7) . . ?
N2 Ge1 C23 127.36(7) . . ?
C26 Ge1 C23 93.65(8) . . ?
N1 Ge1 B1 38.07(7) . . ?
N2 Ge1 B1 38.49(7) . . ?
C26 Ge1 B1 133.76(7) . . ?
C23 Ge1 B1 132.59(7) . . ?
C9 N2 B1 132.34(15) . . ?
C9 N2 Ge1 121.41(12) . . ?
B1 N2 Ge1 90.18(11) . . ?
C1 N1 B1 137.19(16) . . ?
C1 N1 Ge1 126.54(12) . . ?
B1 N1 Ge1 90.87(11) . . ?
C24 C23 Ge1 103.44(12) . . ?
C24 C23 H23A 111.0 . . ?
Ge1 C23 H23A 111.0 . . ?
C24 C23 H23B 111.1 . . ?
Ge1 C23 H23B 111.1 . . ?
H23A C23 H23B 109.0 . . ?
B1 N3 C17 120.08(16) . . ?
B1 N3 C20 125.35(16) . . ?
C17 N3 C20 114.52(16) . . ?
C2 C1 C6 120.63(18) . . ?
C2 C1 N1 120.76(17) . . ?
C6 C1 N1 118.50(17) . . ?
C25 C26 Ge1 103.47(12) . . ?
C25 C26 H26A 111.0 . . ?
Ge1 C26 H26A 111.0 . . ?
C25 C26 H26B 111.1 . . ?
Ge1 C26 H26B 111.1 . . ?
H26A C26 H26B 109.0 . . ?
C24 C25 C26 119.54(16) . . ?
C24 C25 C34 124.97(17) . . ?
C26 C25 C34 115.48(16) . . ?
C36 C35 C40 118.15(19) . . ?
C36 C35 C34 121.71(18) . . ?
C40 C35 C34 120.14(18) . . ?
C33 C28 C29 118.44(18) . . ?
C33 C28 C27 121.06(17) . . ?
C29 C28 C27 120.42(18) . . ?
C25 C24 C23 119.68(16) . . ?
C25 C24 C27 125.36(17) . . ?
C23 C24 C27 114.87(16) . . ?
C3 C2 C1 118.80(19) . . ?
C3 C2 C7 120.88(19) . . ?
C1 C2 C7 120.33(17) . . ?
N3 C20 C21 112.01(16) . . ?
N3 C20 C22 113.81(17) . . ?
C21 C20 C22 111.5(2) . . ?
N3 C20 H20 106.3 . . ?
C21 C20 H20 106.4 . . ?
C22 C20 H20 106.2 . . ?
C39 C40 C35 121.2(2) . . ?
C39 C40 H40 119.3 . . ?
C35 C40 H40 119.5 . . ?
C28 C27 C24 115.11(15) . . ?
C28 C27 H27A 108.5 . . ?
C24 C27 H27A 108.3 . . ?
C28 C27 H27B 108.5 . . ?
C24 C27 H27B 108.7 . . ?
H27A C27 H27B 107.5 . . ?
C5 C6 C1 118.5(2) . . ?
C5 C6 C8 121.46(19) . . ?
C1 C6 C8 120.01(18) . . ?
C25 C34 C35 114.47(16) . . ?
C25 C34 H34A 108.7 . . ?
C35 C34 H34A 108.6 . . ?
C25 C34 H34B 108.7 . . ?
C35 C34 H34B 108.6 . . ?
H34A C34 H34B 107.6 . . ?
C28 C33 C32 120.77(19) . . ?
C28 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C10 C9 C14 120.20(18) . . ?
C10 C9 N2 118.87(17) . . ?
C14 C9 N2 120.83(17) . . ?
C13 C14 C9 118.8(2) . . ?
C13 C14 C16 120.0(2) . . ?
C9 C14 C16 121.20(18) . . ?
C30 C29 C28 120.8(2) . . ?
C30 C29 H29 119.5 . . ?
C28 C29 H29 119.6 . . ?
C4 C3 C2 120.9(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.5 . . ?
C11 C10 C9 118.8(2) . . ?
C11 C10 C15 120.5(2) . . ?
C9 C10 C15 120.70(18) . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.0 . . ?
N3 B1 N1 128.05(18) . . ?
N3 B1 N2 129.56(17) . . ?
N1 B1 N2 102.36(15) . . ?
N3 B1 Ge1 176.79(15) . . ?
N1 B1 Ge1 51.06(9) . . ?
N2 B1 Ge1 51.33(8) . . ?
C14 C16 H16A 109.2 . . ?
C14 C16 H16B 109.7 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C31 C30 C29 120.1(2) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C32 C31 C30 119.6(2) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.3 . . ?
C4 C5 C6 121.1(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.4 . . ?
C2 C7 H7A 109.4 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C17 C19 111.8(2) . . ?
N3 C17 C18 113.3(2) . . ?
C19 C17 C18 110.4(2) . . ?
N3 C17 H17 107.0 . . ?
C19 C17 H17 107.0 . . ?
C18 C17 H17 107.0 . . ?
C12 C13 C14 121.4(2) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.2 . . ?
C31 C32 C33 120.2(2) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 119.8 . . ?
C20 C22 H22A 109.4 . . ?
C20 C22 H22B 109.6 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.4 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C37 C36 C35 120.6(2) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.7 . . ?
C38 C39 C40 120.0(2) . . ?
C38 C39 H39 119.8 . . ?
C40 C39 H39 120.2 . . ?
C36 C37 C38 120.6(2) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.6 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.3 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C39 C38 C37 119.4(2) . . ?
C39 C38 H38 120.4 . . ?
C37 C38 H38 120.2 . . ?
C13 C12 C11 119.7(2) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.1 . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.4 . . ?
C6 C8 H8A 109.3 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.6 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C17 C18 H18A 109.3 . . ?
C17 C18 H18B 109.7 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.4 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 C15 H15A 109.3 . . ?
C10 C15 H15B 109.8 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.3 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.6 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.3 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        27.40
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.059
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413701'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H33 B Cl Ge N3'
_chemical_formula_sum            'C22 H33 B Cl Ge N3'
_chemical_formula_weight         458.36

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'
B B 0.0013 0.0007 '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'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   8.4670(3)
_cell_length_b                   9.7781(5)
_cell_length_c                   14.5579(9)
_cell_angle_alpha                79.339(5)
_cell_angle_beta                 76.990(4)
_cell_angle_gamma                79.439(4)
_cell_volume                     1141.36(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    23082
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             480
_exptl_absorpt_coefficient_mu    1.471
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.221
1 1 1 0.139
0 -1 0 0.096
0 1 0 0.080
0 0 1 0.095
0 0 -1 0.039
1 0 0 0.200
0 1 -1 0.059
0 -1 1 0.098
0 -1 -1 0.086
0 1 1 0.114


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.658
_exptl_absorpt_correction_T_max  0.844
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23008
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_sigmaI/netI    0.0278
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         27.50
_reflns_number_total             5205
_reflns_number_gt                4578
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0342P)²+1.3416P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5205
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0894
_refine_ls_wR_factor_gt          0.0828
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.92112(3) 0.68334(2) 0.078175(17) 0.02247(8) Uani 1 1 d . . .
Cl1 Cl 0.76080(8) 0.54923(6) 0.03310(4) 0.03161(15) Uani 1 1 d . . .
C1 C 0.6524(2) 0.9461(2) 0.13618(14) 0.0157(4) Uani 1 1 d . . .
N2 N 0.8884(2) 0.60950(19) 0.21240(13) 0.0192(4) Uani 1 1 d . . .
N1 N 0.7053(2) 0.79643(18) 0.15723(13) 0.0164(3) Uani 1 1 d . . .
H1 H 0.6375 0.7690 0.1387 0.020 Uiso 1 1 d R . .
N3 N 0.7019(2) 0.75759(19) 0.33848(13) 0.0195(4) Uani 1 1 d . . .
C9 C 0.9566(3) 0.4751(2) 0.25340(15) 0.0183(4) Uani 1 1 d . . .
C2 C 0.7616(3) 1.0402(2) 0.12982(15) 0.0183(4) Uani 1 1 d . . .
C6 C 0.4915(3) 0.9941(2) 0.12287(16) 0.0200(4) Uani 1 1 d . . .
C18 C 0.5582(3) 0.9973(2) 0.36899(17) 0.0286(5) Uani 1 1 d . . .
H18A H 0.6027 0.9910 0.4250 0.034 Uiso 1 1 d R . .
H18B H 0.4524 1.0545 0.3764 0.034 Uiso 1 1 d R . .
H18C H 0.6301 1.0390 0.3144 0.034 Uiso 1 1 d R . .
C15 C 0.6731(3) 0.4033(2) 0.29417(18) 0.0259(5) Uani 1 1 d . . .
H15A H 0.6258 0.3180 0.3149 0.031 Uiso 1 1 d R . .
H15B H 0.6550 0.4427 0.2313 0.031 Uiso 1 1 d R . .
H15C H 0.6228 0.4693 0.3373 0.031 Uiso 1 1 d R . .
C7 C 0.9353(3) 0.9932(2) 0.14380(18) 0.0242(5) Uani 1 1 d . . .
H7A H 0.9991 0.9524 0.0895 0.029 Uiso 1 1 d R . .
H7B H 0.9362 0.9244 0.2001 0.029 Uiso 1 1 d R . .
H7C H 0.9813 1.0726 0.1506 0.029 Uiso 1 1 d R . .
C5 C 0.4421(3) 1.1387(3) 0.10365(18) 0.0260(5) Uani 1 1 d . . .
H5 H 0.3358 1.1722 0.0945 0.031 Uiso 1 1 d R . .
C14 C 1.1263(3) 0.4433(2) 0.25077(16) 0.0227(5) Uani 1 1 d . . .
B1 B 0.7644(3) 0.7162(2) 0.24799(17) 0.0165(4) Uani 1 1 d . . .
C16 C 1.2396(3) 0.5499(3) 0.2059(2) 0.0300(5) Uani 1 1 d . . .
H16A H 1.3366 0.5267 0.2328 0.036 Uiso 1 1 d R . .
H16B H 1.1852 0.6417 0.2183 0.036 Uiso 1 1 d R . .
H16C H 1.2693 0.5494 0.1383 0.036 Uiso 1 1 d R . .
C11 C 0.9240(3) 0.2388(2) 0.33035(18) 0.0293(5) Uani 1 1 d . . .
H11 H 0.8572 0.1703 0.3572 0.035 Uiso 1 1 d R . .
C4 C 0.5481(3) 1.2329(2) 0.09747(18) 0.0269(5) Uani 1 1 d . . .
H4 H 0.5131 1.3291 0.0848 0.032 Uiso 1 1 d R . .
C10 C 0.8544(3) 0.3719(2) 0.29270(16) 0.0216(4) Uani 1 1 d . . .
C13 C 1.1897(3) 0.3087(3) 0.28978(18) 0.0295(5) Uani 1 1 d . . .
H13 H 1.3014 0.2872 0.2896 0.035 Uiso 1 1 d R . .
C21 C 0.9558(4) 0.7499(3) 0.3976(2) 0.0401(7) Uani 1 1 d . . .
H21A H 1.0203 0.6900 0.3533 0.048 Uiso 1 1 d R . .
H21B H 1.0000 0.7318 0.4546 0.048 Uiso 1 1 d R . .
H21C H 0.9583 0.8466 0.3695 0.048 Uiso 1 1 d R . .
C8 C 0.3708(3) 0.8952(3) 0.13016(19) 0.0282(5) Uani 1 1 d . . .
H8A H 0.3417 0.8519 0.1952 0.034 Uiso 1 1 d R . .
H8B H 0.4195 0.8239 0.0907 0.034 Uiso 1 1 d R . .
H8C H 0.2743 0.9469 0.1091 0.034 Uiso 1 1 d R . .
C12 C 1.0902(3) 0.2074(3) 0.3291(2) 0.0334(6) Uani 1 1 d . . .
H12 H 1.1350 0.1179 0.3541 0.040 Uiso 1 1 d R . .
C19 C 0.4155(3) 0.7838(3) 0.4346(2) 0.0360(6) Uani 1 1 d . . .
H19A H 0.3984 0.6975 0.4184 0.043 Uiso 1 1 d R . .
H19B H 0.3137 0.8468 0.4423 0.043 Uiso 1 1 d R . .
H19C H 0.4554 0.7645 0.4931 0.043 Uiso 1 1 d R . .
C3 C 0.7066(3) 1.1843(2) 0.11055(16) 0.0226(5) Uani 1 1 d . . .
H3 H 0.7776 1.2483 0.1066 0.027 Uiso 1 1 d R . .
C22 C 0.7690(4) 0.5724(3) 0.47572(19) 0.0353(6) Uani 1 1 d . . .
H22A H 0.6565 0.5576 0.4906 0.042 Uiso 1 1 d R . .
H22B H 0.8093 0.5612 0.5337 0.042 Uiso 1 1 d R . .
H22C H 0.8331 0.5050 0.4366 0.042 Uiso 1 1 d R . .
C17 C 0.5414(3) 0.8505(2) 0.35545(17) 0.0249(5) Uani 1 1 d . . .
H17 H 0.4984 0.8625 0.2969 0.030 Uiso 1 1 d R . .
C20 C 0.7824(3) 0.7205(3) 0.42185(17) 0.0278(5) Uani 1 1 d . . .
H20 H 0.7227 0.7844 0.4668 0.033 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ge1 N2 1.9297(18) . ?
Ge1 N1 2.1609(17) . ?
Ge1 Cl1 2.3161(7) . ?
C1 C2 1.397(3) . ?
C1 C6 1.401(3) . ?
C1 N1 1.446(3) . ?
N2 C9 1.416(3) . ?
N2 B1 1.419(3) . ?
N1 B1 1.543(3) . ?
N1 H1 0.7915 . ?
N3 B1 1.408(3) . ?
N3 C20 1.479(3) . ?
N3 C17 1.487(3) . ?
C9 C14 1.407(3) . ?
C9 C10 1.407(3) . ?
C2 C3 1.397(3) . ?
C2 C7 1.506(3) . ?
C6 C5 1.393(3) . ?
C6 C8 1.505(3) . ?
C18 C17 1.520(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9599 . ?
C15 C10 1.505(3) . ?
C15 H15A 0.9601 . ?
C15 H15B 0.9599 . ?
C15 H15C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9601 . ?
C5 C4 1.379(4) . ?
C5 H5 0.9300 . ?
C14 C13 1.394(3) . ?
C14 C16 1.505(3) . ?
C16 H16A 0.9599 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C11 C12 1.380(4) . ?
C11 C10 1.393(3) . ?
C11 H11 0.9300 . ?
C4 C3 1.382(3) . ?
C4 H4 0.9300 . ?
C13 C12 1.378(4) . ?
C13 H13 0.9299 . ?
C21 C20 1.499(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9601 . ?
C12 H12 0.9299 . ?
C19 C17 1.521(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9599 . ?
C3 H3 0.9300 . ?
C22 C20 1.525(3) . ?
C22 H22A 0.9601 . ?
C22 H22B 0.9599 . ?
C22 H22C 0.9599 . ?
C17 H17 0.9800 . ?
C20 H20 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 68.73(7) . . ?
N2 Ge1 Cl1 98.43(6) . . ?
N1 Ge1 Cl1 90.64(5) . . ?
C2 C1 C6 121.14(19) . . ?
C2 C1 N1 119.71(18) . . ?
C6 C1 N1 119.14(19) . . ?
C9 N2 B1 133.78(19) . . ?
C9 N2 Ge1 126.05(14) . . ?
B1 N2 Ge1 99.46(14) . . ?
C1 N1 B1 127.02(17) . . ?
C1 N1 Ge1 124.32(13) . . ?
B1 N1 Ge1 86.44(12) . . ?
C1 N1 H1 98.8 . . ?
B1 N1 H1 119.5 . . ?
Ge1 N1 H1 98.9 . . ?
B1 N3 C20 126.42(19) . . ?
B1 N3 C17 119.48(19) . . ?
C20 N3 C17 114.09(19) . . ?
C14 C9 C10 120.4(2) . . ?
C14 C9 N2 120.2(2) . . ?
C10 C9 N2 119.36(19) . . ?
C3 C2 C1 118.5(2) . . ?
C3 C2 C7 118.6(2) . . ?
C1 C2 C7 122.87(19) . . ?
C5 C6 C1 118.4(2) . . ?
C5 C6 C8 119.3(2) . . ?
C1 C6 C8 122.3(2) . . ?
C17 C18 H18A 109.2 . . ?
C17 C18 H18B 109.6 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.6 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 C15 H15A 109.6 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.4 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 C7 H7A 109.4 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.6 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C5 C6 121.2(2) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C13 C14 C9 118.5(2) . . ?
C13 C14 C16 119.8(2) . . ?
C9 C14 C16 121.6(2) . . ?
N3 B1 N2 134.5(2) . . ?
N3 B1 N1 122.58(19) . . ?
N2 B1 N1 102.83(18) . . ?
C14 C16 H16A 109.4 . . ?
C14 C16 H16B 109.3 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.7 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C11 C10 121.2(2) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.0 . . ?
C11 C10 C9 118.7(2) . . ?
C11 C10 C15 120.2(2) . . ?
C9 C10 C15 121.08(19) . . ?
C12 C13 C14 121.4(2) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.3 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.4 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C6 C8 H8A 109.6 . . ?
C6 C8 H8B 109.4 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.4 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C13 C12 C11 119.7(2) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.2 . . ?
C17 C19 H19A 109.4 . . ?
C17 C19 H19B 109.8 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.2 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C4 C3 C2 120.9(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.5 . . ?
C20 C22 H22A 109.6 . . ?
C20 C22 H22B 109.6 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.3 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C17 C18 112.7(2) . . ?
N3 C17 C19 112.8(2) . . ?
C18 C17 C19 112.6(2) . . ?
N3 C17 H17 106.1 . . ?
C18 C17 H17 106.0 . . ?
C19 C17 H17 106.0 . . ?
N3 C20 C21 112.3(2) . . ?
N3 C20 C22 114.6(2) . . ?
C21 C20 C22 111.8(2) . . ?
N3 C20 H20 105.8 . . ?
C21 C20 H20 105.8 . . ?
C22 C20 H20 105.7 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 Cl1 0.79 2.78 3.1853(18) 113.7 .

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.568
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.071
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413702'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H33 B Br3 Ge N3'
_chemical_formula_sum            'C22 H33 B Br3 Ge N3'
_chemical_formula_weight         662.64

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'
Br Br -0.2901 2.4595 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   9.480(3)
_cell_length_b                   9.5290(11)
_cell_length_c                   31.902(6)
_cell_angle_alpha                86.052(12)
_cell_angle_beta                 86.293(16)
_cell_angle_gamma                65.709(16)
_cell_volume                     2618.4(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    18954
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.681
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_absorpt_coefficient_mu    5.762
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 0 0.099
-1 -1 0 0.106
1 -1 0 0.089
-1 1 0 0.065
0 0 1 0.026
0 0 -1 0.034


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.404
_exptl_absorpt_correction_T_max  0.713
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18932
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_sigmaI/netI    0.0684
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         25.85
_reflns_number_total             9959
_reflns_number_gt                8145
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+56.5077P] 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         9959
_refine_ls_number_parameters     541
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1052
_refine_ls_R_factor_gt           0.0860
_refine_ls_wR_factor_ref         0.2011
_refine_ls_wR_factor_gt          0.1899
_refine_ls_goodness_of_fit_ref   1.281
_refine_ls_restrained_S_all      1.281
_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
Br5 Br 0.46109(12) 0.66298(14) 0.61632(4) 0.0303(3) Uani 1 1 d . . .
Br6 Br 0.77612(13) 0.72748(14) 0.55047(4) 0.0294(3) Uani 1 1 d . . .
Br1 Br 0.74332(13) -0.20471(15) 0.94627(4) 0.0303(3) Uani 1 1 d . . .
Br4 Br 0.69050(13) 0.83085(14) 0.65623(4) 0.0303(3) Uani 1 1 d . . .
Ge2 Ge 0.71585(12) 0.62904(14) 0.61442(4) 0.0215(3) Uani 1 1 d . . .
Ge1 Ge 0.65460(12) -0.23113(14) 0.88264(4) 0.0220(3) Uani 1 1 d . . .
Br3 Br 0.86011(12) -0.22768(15) 0.83893(4) 0.0332(3) Uani 1 1 d . . .
Br2 Br 0.68877(13) -0.48357(14) 0.87803(4) 0.0318(3) Uani 1 1 d . . .
C10 C 0.2707(11) -0.3393(13) 0.9087(3) 0.021(2) Uani 1 1 d . . .
C12 C 0.1868(13) -0.4609(14) 0.9680(4) 0.032(3) Uani 1 1 d . . .
H12 H 0.1311 -0.5174 0.9783 0.039 Uiso 1 1 d R . .
C110 C 0.6801(12) 0.3190(14) 0.5221(4) 0.026(3) Uani 1 1 d . . .
N6 N 0.7931(9) 0.3850(10) 0.5806(3) 0.0201(19) Uani 1 1 d . . .
H6 H 0.7906 0.4673 0.5671 0.024 Uiso 1 1 d R . .
N4 N 0.8651(10) 0.4629(11) 0.6408(3) 0.023(2) Uani 1 1 d . . .
C111 C 0.5944(12) 0.2494(15) 0.5078(4) 0.032(3) Uani 1 1 d . . .
H111 H 0.5884 0.2425 0.4791 0.038 Uiso 1 1 d R . .
C113 C 0.5323(12) 0.1830(14) 0.5785(4) 0.027(3) Uani 1 1 d . . .
H113 H 0.4829 0.1358 0.5968 0.032 Uiso 1 1 d R . .
N1 N 0.4886(9) -0.0696(10) 0.8597(3) 0.0169(18) Uani 1 1 d . . .
C118 C 1.1342(16) 0.1207(17) 0.5547(5) 0.043(3) Uani 1 1 d . . .
H118A H 1.0481 0.1812 0.5376 0.052 Uiso 1 1 d R . .
H118B H 1.2076 0.0376 0.5389 0.052 Uiso 1 1 d R . .
H118C H 1.1830 0.1845 0.5629 0.052 Uiso 1 1 d R . .
C9 C 0.3343(11) -0.2755(13) 0.9365(4) 0.022(2) Uani 1 1 d . . .
C103 C 0.9710(15) 0.5289(15) 0.7453(4) 0.035(3) Uani 1 1 d . . .
H103 H 0.9311 0.5402 0.7729 0.042 Uiso 1 1 d R . .
C120 C 1.0610(13) 0.1299(13) 0.6682(4) 0.029(3) Uani 1 1 d . . .
H120 H 0.9997 0.2149 0.6863 0.035 Uiso 1 1 d R . .
C5 C 0.5505(15) 0.2554(16) 0.8044(4) 0.035(3) Uani 1 1 d . . .
H5 H 0.5650 0.3421 0.8109 0.042 Uiso 1 1 d R . .
C116 C 0.6253(13) 0.2550(15) 0.6417(4) 0.029(3) Uani 1 1 d . . .
H116A H 0.5234 0.2826 0.6544 0.035 Uiso 1 1 d R . .
H116B H 0.6636 0.3299 0.6478 0.035 Uiso 1 1 d R . .
H116C H 0.6932 0.1553 0.6527 0.035 Uiso 1 1 d R . .
N3 N 0.2005(9) 0.0555(11) 0.8803(3) 0.0201(19) Uani 1 1 d . . .
N5 N 1.0018(10) 0.1770(11) 0.6258(3) 0.025(2) Uani 1 1 d . . .
C22 C -0.0098(13) 0.0126(15) 0.9256(5) 0.036(3) Uani 1 1 d . . .
H22A H -0.0289 -0.0252 0.9004 0.043 Uiso 1 1 d R . .
H22B H -0.1066 0.0739 0.9395 0.043 Uiso 1 1 d R . .
H22C H 0.0492 -0.0728 0.9440 0.043 Uiso 1 1 d R . .
N2 N 0.4070(9) -0.1753(10) 0.9212(3) 0.0200(19) Uani 1 1 d . . .
H2 H 0.4900 -0.1858 0.9330 0.024 Uiso 1 1 d R . .
C115 C 0.7568(14) 0.3961(15) 0.4911(4) 0.033(3) Uani 1 1 d . . .
H115A H 0.7454 0.3724 0.4631 0.039 Uiso 1 1 d R . .
H115B H 0.8649 0.3585 0.4966 0.039 Uiso 1 1 d R . .
H115C H 0.7088 0.5057 0.4938 0.039 Uiso 1 1 d R . .
B1 B 0.3508(12) -0.0512(14) 0.8859(4) 0.017(2) Uani 1 1 d . . .
C13 C 0.2558(13) -0.4041(15) 0.9948(4) 0.030(3) Uani 1 1 d . . .
H13 H 0.2541 -0.4307 1.0234 0.037 Uiso 1 1 d R . .
C112 C 0.5187(12) 0.1798(15) 0.5367(4) 0.031(3) Uani 1 1 d . . .
H112 H 0.4573 0.1350 0.5269 0.038 Uiso 1 1 d R . .
C121 C 1.2295(14) 0.1046(16) 0.6715(5) 0.039(3) Uani 1 1 d . . .
H121A H 1.2936 0.0145 0.6566 0.047 Uiso 1 1 d R . .
H121B H 1.2555 0.0887 0.7006 0.047 Uiso 1 1 d R . .
H121C H 1.2462 0.1919 0.6595 0.047 Uiso 1 1 d R . .
B2 B 0.8965(15) 0.3280(16) 0.6174(4) 0.025(3) Uani 1 1 d . . .
C2 C 0.5135(13) -0.0071(14) 0.7849(4) 0.029(3) Uani 1 1 d . . .
C102 C 0.8930(14) 0.4974(14) 0.7147(4) 0.030(3) Uani 1 1 d . . .
C11 C 0.1969(12) -0.4294(14) 0.9255(4) 0.029(3) Uani 1 1 d . . .
H11 H 0.1548 -0.4731 0.9074 0.035 Uiso 1 1 d R . .
C1 C 0.5101(11) 0.0304(13) 0.8267(4) 0.022(2) Uani 1 1 d . . .
C14 C 0.3307(12) -0.3111(13) 0.9799(4) 0.024(2) Uani 1 1 d . . .
C7 C 0.4950(14) -0.1490(15) 0.7741(4) 0.033(3) Uani 1 1 d . . .
H7A H 0.4004 -0.1494 0.7867 0.040 Uiso 1 1 d R . .
H7B H 0.5811 -0.2384 0.7843 0.040 Uiso 1 1 d R . .
H7C H 0.4929 -0.1503 0.7441 0.040 Uiso 1 1 d R . .
C16 C 0.4064(14) -0.2535(15) 1.0102(4) 0.031(3) Uani 1 1 d . . .
H16A H 0.3860 -0.2847 1.0384 0.037 Uiso 1 1 d R . .
H16B H 0.3651 -0.1430 1.0075 0.037 Uiso 1 1 d R . .
H16C H 0.5162 -0.2952 1.0043 0.037 Uiso 1 1 d R . .
C114 C 0.6180(11) 0.2529(12) 0.5946(4) 0.022(2) Uani 1 1 d . . .
C104 C 1.1049(18) 0.5504(18) 0.7344(5) 0.049(4) Uani 1 1 d . . .
H104 H 1.1592 0.5701 0.7548 0.058 Uiso 1 1 d R . .
C15 C 0.2753(12) -0.3122(14) 0.8615(4) 0.027(3) Uani 1 1 d . . .
H15A H 0.1871 -0.2212 0.8532 0.032 Uiso 1 1 d R . .
H15B H 0.2746 -0.3994 0.8483 0.032 Uiso 1 1 d R . .
H15C H 0.3685 -0.2994 0.8531 0.032 Uiso 1 1 d R . .
C101 C 0.9499(11) 0.4890(13) 0.6735(4) 0.022(2) Uani 1 1 d . . .
C117 C 1.0776(12) 0.0583(14) 0.5940(4) 0.030(3) Uani 1 1 d . . .
H117 H 1.1711 -0.0179 0.6070 0.036 Uiso 1 1 d R . .
C8 C 0.5388(13) 0.1944(15) 0.8819(4) 0.028(3) Uani 1 1 d . . .
H8A H 0.4666 0.1664 0.8991 0.034 Uiso 1 1 d R . .
H8B H 0.5117 0.3028 0.8835 0.034 Uiso 1 1 d R . .
H8C H 0.6414 0.1372 0.8917 0.034 Uiso 1 1 d R . .
C109 C 0.6970(11) 0.3196(12) 0.5657(4) 0.023(2) Uani 1 1 d . . .
C4 C 0.5478(17) 0.2242(18) 0.7622(4) 0.043(4) Uani 1 1 d . . .
H4 H 0.5602 0.2896 0.7407 0.052 Uiso 1 1 d R . .
C21 C 0.1387(14) 0.1476(16) 0.9532(4) 0.036(3) Uani 1 1 d . . .
H21A H 0.1920 0.0544 0.9696 0.044 Uiso 1 1 d R . .
H21B H 0.0524 0.2165 0.9695 0.044 Uiso 1 1 d R . .
H21C H 0.2083 0.1957 0.9452 0.044 Uiso 1 1 d R . .
C20 C 0.0798(13) 0.1118(14) 0.9146(4) 0.030(3) Uani 1 1 d . . .
H20 H 0.0034 0.2107 0.9036 0.036 Uiso 1 1 d R . .
C3 C 0.5291(13) 0.0943(16) 0.7534(4) 0.033(3) Uani 1 1 d . . .
H3 H 0.5256 0.0744 0.7254 0.040 Uiso 1 1 d R . .
C6 C 0.5334(12) 0.1574(14) 0.8372(4) 0.025(3) Uani 1 1 d . . .
C119 C 0.9838(15) -0.0310(16) 0.5830(5) 0.039(3) Uani 1 1 d . . .
H119A H 0.9388 -0.0587 0.6083 0.047 Uiso 1 1 d R . .
H119B H 1.0514 -0.1226 0.5693 0.047 Uiso 1 1 d R . .
H119C H 0.9031 0.0316 0.5646 0.047 Uiso 1 1 d R . .
C105 C 1.1614(15) 0.5404(16) 0.6934(4) 0.039(3) Uani 1 1 d . . .
H105 H 1.2524 0.5534 0.6868 0.047 Uiso 1 1 d R . .
C122 C 1.0411(17) -0.0125(16) 0.6872(5) 0.046(4) Uani 1 1 d . . .
H122A H 0.9366 -0.0007 0.6843 0.056 Uiso 1 1 d R . .
H122B H 1.0643 -0.0264 0.7164 0.056 Uiso 1 1 d R . .
H122C H 1.1111 -0.1009 0.6726 0.056 Uiso 1 1 d R . .
C17 C 0.1579(13) 0.1406(14) 0.8394(4) 0.028(3) Uani 1 1 d . . .
H17 H 0.2440 0.0885 0.8194 0.034 Uiso 1 1 d R . .
C107 C 0.7495(13) 0.4700(16) 0.7266(4) 0.034(3) Uani 1 1 d . . .
H107A H 0.6614 0.5570 0.7163 0.040 Uiso 1 1 d R . .
H107B H 0.7389 0.4595 0.7566 0.040 Uiso 1 1 d R . .
H107C H 0.7556 0.3783 0.7144 0.040 Uiso 1 1 d R . .
C18 C 0.1423(13) 0.3056(14) 0.8411(4) 0.035(3) Uani 1 1 d . . .
H18A H 0.0438 0.3677 0.8540 0.043 Uiso 1 1 d R . .
H18B H 0.1495 0.3459 0.8130 0.043 Uiso 1 1 d R . .
H18C H 0.2237 0.3076 0.8571 0.043 Uiso 1 1 d R . .
C106 C 1.0844(13) 0.5099(14) 0.6614(4) 0.026(2) Uani 1 1 d . . .
C108 C 1.1463(12) 0.5068(14) 0.6169(4) 0.030(3) Uani 1 1 d . . .
H108A H 1.0754 0.5925 0.6007 0.036 Uiso 1 1 d R . .
H108B H 1.1579 0.4123 0.6053 0.036 Uiso 1 1 d R . .
H108C H 1.2451 0.5127 0.6162 0.036 Uiso 1 1 d R . .
C19 C 0.0119(14) 0.1346(17) 0.8225(4) 0.041(3) Uani 1 1 d . . .
H19A H 0.0139 0.0334 0.8278 0.049 Uiso 1 1 d R . .
H19B H 0.0096 0.1586 0.7928 0.049 Uiso 1 1 d R . .
H19C H -0.0788 0.2087 0.8362 0.049 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br5 Ge2 2.2983(17) . ?
Br6 Ge2 2.3229(16) . ?
Br1 Ge1 2.3146(17) . ?
Br4 Ge2 2.3380(19) . ?
Ge2 N4 1.829(9) . ?
Ge1 N1 1.839(8) . ?
Ge1 Br2 2.3054(17) . ?
Ge1 Br3 2.3315(17) . ?
C10 C11 1.377(15) . ?
C10 C9 1.403(16) . ?
C10 C15 1.510(16) . ?
C12 C13 1.372(19) . ?
C12 C11 1.373(18) . ?
C12 H12 0.9301 . ?
C110 C111 1.356(17) . ?
C110 C109 1.411(16) . ?
C110 C115 1.514(16) . ?
N6 C109 1.417(14) . ?
N6 B2 1.504(16) . ?
N6 H6 0.8599 . ?
N4 B2 1.445(18) . ?
N4 C101 1.451(14) . ?
C111 C112 1.423(17) . ?
C111 H111 0.9301 . ?
C113 C112 1.351(17) . ?
C113 C114 1.383(16) . ?
C113 H113 0.9299 . ?
N1 C1 1.434(13) . ?
N1 B1 1.458(13) . ?
C118 C117 1.513(17) . ?
C118 H118A 0.9599 . ?
C118 H118B 0.9599 . ?
C118 H118C 0.9600 . ?
C9 C14 1.402(16) . ?
C9 N2 1.436(14) . ?
C103 C102 1.381(18) . ?
C103 C104 1.39(2) . ?
C103 H103 0.9299 . ?
C120 N5 1.469(15) . ?
C120 C121 1.524(16) . ?
C120 C122 1.525(17) . ?
C120 H120 0.9800 . ?
C5 C6 1.400(16) . ?
C5 C4 1.403(19) . ?
C5 H5 0.9300 . ?
C116 C114 1.510(16) . ?
C116 H116A 0.9600 . ?
C116 H116B 0.9600 . ?
C116 H116C 0.9599 . ?
N3 B1 1.383(14) . ?
N3 C17 1.476(13) . ?
N3 C20 1.485(14) . ?
N5 B2 1.392(16) . ?
N5 C117 1.490(16) . ?
C22 C20 1.521(17) . ?
C22 H22A 0.9601 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9599 . ?
N2 B1 1.524(14) . ?
N2 H2 0.8601 . ?
C115 H115A 0.9600 . ?
C115 H115B 0.9600 . ?
C115 H115C 0.9600 . ?
C13 C14 1.390(16) . ?
C13 H13 0.9300 . ?
C112 H112 0.9299 . ?
C121 H121A 0.9599 . ?
C121 H121B 0.9600 . ?
C121 H121C 0.9600 . ?
C2 C3 1.391(17) . ?
C2 C1 1.398(17) . ?
C2 C7 1.498(18) . ?
C102 C101 1.384(16) . ?
C102 C107 1.508(17) . ?
C11 H11 0.9300 . ?
C1 C6 1.382(16) . ?
C14 C16 1.497(17) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9598 . ?
C16 H16A 0.9601 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C114 C109 1.428(15) . ?
C104 C105 1.38(2) . ?
C104 H104 0.9299 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C101 C106 1.396(15) . ?
C117 C119 1.530(18) . ?
C117 H117 0.9800 . ?
C8 C6 1.501(17) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C4 C3 1.37(2) . ?
C4 H4 0.9299 . ?
C21 C20 1.500(18) . ?
C21 H21A 0.9598 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 H20 0.9799 . ?
C3 H3 0.9300 . ?
C119 H119A 0.9598 . ?
C119 H119B 0.9600 . ?
C119 H119C 0.9602 . ?
C105 C106 1.404(18) . ?
C105 H105 0.9301 . ?
C122 H122A 0.9600 . ?
C122 H122B 0.9602 . ?
C122 H122C 0.9601 . ?
C17 C18 1.523(18) . ?
C17 C19 1.541(16) . ?
C17 H17 0.9799 . ?
C107 H107A 0.9600 . ?
C107 H107B 0.9601 . ?
C107 H107C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9599 . ?
C18 H18C 0.9602 . ?
C106 C108 1.498(16) . ?
C108 H108A 0.9599 . ?
C108 H108B 0.9600 . ?
C108 H108C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9599 . ?

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
N4 Ge2 Br5 122.1(3) . . ?
N4 Ge2 Br6 119.6(3) . . ?
Br5 Ge2 Br6 109.44(6) . . ?
N4 Ge2 Br4 102.3(3) . . ?
Br5 Ge2 Br4 98.89(6) . . ?
Br6 Ge2 Br4 98.46(6) . . ?
N1 Ge1 Br2 121.9(3) . . ?
N1 Ge1 Br1 119.5(3) . . ?
Br2 Ge1 Br1 108.97(7) . . ?
N1 Ge1 Br3 101.9(3) . . ?
Br2 Ge1 Br3 100.55(6) . . ?
Br1 Ge1 Br3 98.64(6) . . ?
C11 C10 C9 118.0(11) . . ?
C11 C10 C15 118.1(10) . . ?
C9 C10 C15 123.9(10) . . ?
C13 C12 C11 119.2(11) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.2 . . ?
C111 C110 C109 119.8(11) . . ?
C111 C110 C115 119.8(11) . . ?
C109 C110 C115 120.3(11) . . ?
C109 N6 B2 127.3(9) . . ?
C109 N6 H6 116.0 . . ?
B2 N6 H6 116.7 . . ?
B2 N4 C101 131.1(9) . . ?
B2 N4 Ge2 108.6(8) . . ?
C101 N4 Ge2 118.9(8) . . ?
C110 C111 C112 120.3(12) . . ?
C110 C111 H111 120.3 . . ?
C112 C111 H111 119.3 . . ?
C112 C113 C114 122.0(11) . . ?
C112 C113 H113 118.5 . . ?
C114 C113 H113 119.5 . . ?
C1 N1 B1 129.7(9) . . ?
C1 N1 Ge1 121.2(6) . . ?
B1 N1 Ge1 108.1(7) . . ?
C117 C118 H118A 109.8 . . ?
C117 C118 H118B 110.2 . . ?
H118A C118 H118B 109.5 . . ?
C117 C118 H118C 108.4 . . ?
H118A C118 H118C 109.5 . . ?
H118B C118 H118C 109.5 . . ?
C14 C9 C10 120.5(11) . . ?
C14 C9 N2 118.8(10) . . ?
C10 C9 N2 120.7(10) . . ?
C102 C103 C104 119.7(13) . . ?
C102 C103 H103 120.0 . . ?
C104 C103 H103 120.3 . . ?
N5 C120 C121 114.1(11) . . ?
N5 C120 C122 113.8(10) . . ?
C121 C120 C122 108.6(10) . . ?
N5 C120 H120 106.7 . . ?
C121 C120 H120 106.4 . . ?
C122 C120 H120 106.7 . . ?
C6 C5 C4 121.3(12) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.7 . . ?
C114 C116 H116A 109.5 . . ?
C114 C116 H116B 108.8 . . ?
H116A C116 H116B 109.5 . . ?
C114 C116 H116C 110.1 . . ?
H116A C116 H116C 109.5 . . ?
H116B C116 H116C 109.5 . . ?
B1 N3 C17 119.8(9) . . ?
B1 N3 C20 124.7(9) . . ?
C17 N3 C20 114.8(9) . . ?
B2 N5 C120 119.5(10) . . ?
B2 N5 C117 125.7(10) . . ?
C120 N5 C117 114.4(9) . . ?
C20 C22 H22A 109.7 . . ?
C20 C22 H22B 109.1 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.6 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C9 N2 B1 126.2(8) . . ?
C9 N2 H2 117.1 . . ?
B1 N2 H2 116.7 . . ?
C110 C115 H115A 109.0 . . ?
C110 C115 H115B 109.6 . . ?
H115A C115 H115B 109.5 . . ?
C110 C115 H115C 109.8 . . ?
H115A C115 H115C 109.5 . . ?
H115B C115 H115C 109.5 . . ?
N3 B1 N1 127.8(10) . . ?
N3 B1 N2 126.8(9) . . ?
N1 B1 N2 105.4(8) . . ?
C12 C13 C14 121.2(11) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 H13 119.9 . . ?
C113 C112 C111 119.9(11) . . ?
C113 C112 H112 119.9 . . ?
C111 C112 H112 120.1 . . ?
C120 C121 H121A 108.3 . . ?
C120 C121 H121B 109.3 . . ?
H121A C121 H121B 109.5 . . ?
C120 C121 H121C 110.7 . . ?
H121A C121 H121C 109.5 . . ?
H121B C121 H121C 109.5 . . ?
N5 B2 N4 128.4(11) . . ?
N5 B2 N6 126.3(12) . . ?
N4 B2 N6 105.3(10) . . ?
C3 C2 C1 118.0(12) . . ?
C3 C2 C7 120.5(11) . . ?
C1 C2 C7 121.4(11) . . ?
C103 C102 C101 119.1(12) . . ?
C103 C102 C107 119.9(11) . . ?
C101 C102 C107 121.0(11) . . ?
C12 C11 C10 122.5(12) . . ?
C12 C11 H11 118.6 . . ?
C10 C11 H11 118.9 . . ?
C6 C1 C2 122.1(11) . . ?
C6 C1 N1 118.8(10) . . ?
C2 C1 N1 119.0(10) . . ?
C13 C14 C9 118.7(11) . . ?
C13 C14 C16 119.3(11) . . ?
C9 C14 C16 122.0(11) . . ?
C2 C7 H7A 110.4 . . ?
C2 C7 H7B 109.2 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 108.8 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.2 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.7 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C113 C114 C109 118.2(11) . . ?
C113 C114 C116 119.2(10) . . ?
C109 C114 C116 122.7(10) . . ?
C105 C104 C103 120.8(13) . . ?
C105 C104 H104 118.8 . . ?
C103 C104 H104 120.4 . . ?
C10 C15 H15A 110.2 . . ?
C10 C15 H15B 109.4 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 108.9 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C102 C101 C106 122.8(11) . . ?
C102 C101 N4 119.5(10) . . ?
C106 C101 N4 117.7(10) . . ?
N5 C117 C118 112.8(11) . . ?
N5 C117 C119 115.1(9) . . ?
C118 C117 C119 111.0(12) . . ?
N5 C117 H117 105.5 . . ?
C118 C117 H117 105.5 . . ?
C119 C117 H117 105.9 . . ?
C6 C8 H8A 109.1 . . ?
C6 C8 H8B 109.8 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C110 C109 N6 120.0(10) . . ?
C110 C109 C114 119.7(11) . . ?
N6 C109 C114 120.3(10) . . ?
C3 C4 C5 118.7(12) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.6 . . ?
C20 C21 H21A 109.9 . . ?
C20 C21 H21B 108.9 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.6 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N3 C20 C21 113.1(9) . . ?
N3 C20 C22 115.2(10) . . ?
C21 C20 C22 111.2(11) . . ?
N3 C20 H20 105.2 . . ?
C21 C20 H20 105.7 . . ?
C22 C20 H20 105.5 . . ?
C4 C3 C2 121.9(12) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 119.2 . . ?
C1 C6 C5 117.8(11) . . ?
C1 C6 C8 122.8(10) . . ?
C5 C6 C8 119.4(11) . . ?
C117 C119 H119A 109.5 . . ?
C117 C119 H119B 109.0 . . ?
H119A C119 H119B 109.5 . . ?
C117 C119 H119C 109.9 . . ?
H119A C119 H119C 109.5 . . ?
H119B C119 H119C 109.5 . . ?
C104 C105 C106 121.1(12) . . ?
C104 C105 H105 119.5 . . ?
C106 C105 H105 119.4 . . ?
C120 C122 H122A 109.9 . . ?
C120 C122 H122B 109.8 . . ?
H122A C122 H122B 109.5 . . ?
C120 C122 H122C 108.7 . . ?
H122A C122 H122C 109.5 . . ?
H122B C122 H122C 109.5 . . ?
N3 C17 C18 111.5(10) . . ?
N3 C17 C19 112.5(10) . . ?
C18 C17 C19 111.7(10) . . ?
N3 C17 H17 106.4 . . ?
C18 C17 H17 107.1 . . ?
C19 C17 H17 107.2 . . ?
C102 C107 H107A 108.4 . . ?
C102 C107 H107B 109.6 . . ?
H107A C107 H107B 109.5 . . ?
C102 C107 H107C 110.4 . . ?
H107A C107 H107C 109.5 . . ?
H107B C107 H107C 109.5 . . ?
C17 C18 H18A 109.6 . . ?
C17 C18 H18B 109.1 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.8 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C101 C106 C105 116.6(11) . . ?
C101 C106 C108 124.1(11) . . ?
C105 C106 C108 119.2(11) . . ?
C106 C108 H108A 109.7 . . ?
C106 C108 H108B 108.8 . . ?
H108A C108 H108B 109.5 . . ?
C106 C108 H108C 109.9 . . ?
H108A C108 H108C 109.5 . . ?
H108B C108 H108C 109.5 . . ?
C17 C19 H19A 110.0 . . ?
C17 C19 H19B 108.9 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.6 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N6 H6 Br6 0.86 2.45 3.279(9) 162.7 .
N2 H2 Br1 0.86 2.40 3.232(8) 164.0 .

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.85
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         1.120
_refine_diff_density_min         -1.019
_refine_diff_density_rms         0.197
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1413703'
_audit_update_record             
;
2015-07-20 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H33 B Br Ge N3'
_chemical_formula_sum            'C22 H33 B Br Ge N3'
_chemical_formula_weight         502.82

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   8.3520(4)
_cell_length_b                   10.4790(5)
_cell_length_c                   13.5181(10)
_cell_angle_alpha                95.684(5)
_cell_angle_beta                 100.864(6)
_cell_angle_gamma                90.338(4)
_cell_volume                     1155.83(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    24272
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             516
_exptl_absorpt_coefficient_mu    3.066
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.147
1 0 0 0.158
0 0 -1 0.032
0 0 1 0.075
0 1 0 0.039
0 -1 0 0.087
1 0 -1 0.149
1 0 1 0.137
-1 0 1 0.158


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.525
_exptl_absorpt_correction_T_max  0.751
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24163
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         27.50
_reflns_number_total             5291
_reflns_number_gt                4313
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0271P)²+1.1396P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5291
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0703
_refine_ls_wR_factor_gt          0.0627
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.41820(3) 0.46419(2) 0.299434(18) 0.01910(7) Uani 1 1 d . . .
Br1 Br 0.18634(3) 0.60647(2) 0.242916(19) 0.02758(8) Uani 1 1 d . . .
N2 N 0.3728(2) 0.32422(17) 0.19470(13) 0.0159(4) Uani 1 1 d . . .
N1 N 0.2508(2) 0.10732(18) 0.23155(14) 0.0165(4) Uani 1 1 d . . .
C20 C 0.1122(3) 0.3117(2) 0.47782(17) 0.0198(5) Uani 1 1 d . . .
C8 C 0.5582(3) 0.3335(2) 0.07548(17) 0.0179(5) Uani 1 1 d . . .
C16 C 0.3959(3) 0.2495(2) 0.49464(17) 0.0194(5) Uani 1 1 d . . .
N3 N 0.2545(2) 0.32800(17) 0.33685(13) 0.0154(4) Uani 1 1 d . . .
H3 H 0.1746 0.3603 0.3160 0.019 Uiso 1 1 d R . .
C17 C 0.3905(3) 0.2171(2) 0.59114(18) 0.0254(5) Uani 1 1 d . . .
H17 H 0.4838 0.1866 0.6298 0.031 Uiso 1 1 d R . .
C1 C 0.3270(3) 0.0081(2) 0.17030(18) 0.0203(5) Uani 1 1 d . . .
H1 H 0.2995 -0.0750 0.1912 0.024 Uiso 1 1 d R . .
C3 C 0.2620(3) 0.0021(2) 0.05704(18) 0.0276(6) Uani 1 1 d . . .
H3A H 0.1452 -0.0057 0.0444 0.033 Uiso 1 1 d R . .
H3B H 0.3055 -0.0709 0.0232 0.033 Uiso 1 1 d R . .
H3C H 0.2941 0.0790 0.0320 0.033 Uiso 1 1 d R . .
C4 C 0.1223(3) 0.0583(2) 0.28097(18) 0.0204(5) Uani 1 1 d . . .
H4 H 0.0788 0.1334 0.3153 0.025 Uiso 1 1 d R . .
C13 C 0.7051(3) 0.3416(3) 0.15993(19) 0.0252(5) Uani 1 1 d . . .
H13A H 0.7260 0.4292 0.1881 0.030 Uiso 1 1 d R . .
H13B H 0.7980 0.3099 0.1337 0.030 Uiso 1 1 d R . .
H13C H 0.6852 0.2905 0.2117 0.030 Uiso 1 1 d R . .
C10 C 0.4483(3) 0.3333(2) -0.10278(18) 0.0229(5) Uani 1 1 d . . .
H10 H 0.4645 0.3351 -0.1688 0.028 Uiso 1 1 d R . .
B1 B 0.2917(3) 0.2392(2) 0.24536(18) 0.0149(5) Uani 1 1 d . . .
C7 C 0.3993(3) 0.3240(2) 0.09435(16) 0.0150(4) Uani 1 1 d . . .
C22 C -0.0402(3) 0.3620(3) 0.4171(2) 0.0277(6) Uani 1 1 d . . .
H22A H -0.0826 0.3003 0.3607 0.033 Uiso 1 1 d R . .
H22B H -0.0147 0.4411 0.3926 0.033 Uiso 1 1 d R . .
H22C H -0.1203 0.3765 0.4591 0.033 Uiso 1 1 d R . .
C9 C 0.5796(3) 0.3377(2) -0.02405(18) 0.0216(5) Uani 1 1 d . . .
H9 H 0.6845 0.3433 -0.0376 0.026 Uiso 1 1 d R . .
C12 C 0.2641(3) 0.3231(2) 0.01432(17) 0.0173(4) Uani 1 1 d . . .
C14 C 0.0921(3) 0.3191(2) 0.03297(18) 0.0231(5) Uani 1 1 d . . .
H14A H 0.0172 0.3301 -0.0287 0.028 Uiso 1 1 d R . .
H14B H 0.0794 0.3870 0.0839 0.028 Uiso 1 1 d R . .
H14C H 0.0700 0.2380 0.0557 0.028 Uiso 1 1 d R . .
C19 C 0.1132(3) 0.2781(2) 0.57469(19) 0.0261(5) Uani 1 1 d . . .
H19 H 0.0196 0.2883 0.6022 0.031 Uiso 1 1 d R . .
C15 C 0.2547(3) 0.2948(2) 0.43771(16) 0.0163(4) Uani 1 1 d . . .
C5 C 0.1874(3) -0.0290(2) 0.36250(19) 0.0271(5) Uani 1 1 d . . .
H5A H 0.2175 -0.1092 0.3312 0.032 Uiso 1 1 d R . .
H5B H 0.1040 -0.0439 0.4005 0.032 Uiso 1 1 d R . .
H5C H 0.2811 0.0111 0.4072 0.032 Uiso 1 1 d R . .
C18 C 0.2507(3) 0.2302(2) 0.63112(18) 0.0275(6) Uani 1 1 d . . .
H18 H 0.2485 0.2067 0.6954 0.033 Uiso 1 1 d R . .
C11 C 0.2915(3) 0.3269(2) -0.08354(17) 0.0211(5) Uani 1 1 d . . .
H11 H 0.2031 0.3246 -0.1371 0.025 Uiso 1 1 d R . .
C21 C 0.5529(3) 0.2348(3) 0.4558(2) 0.0309(6) Uani 1 1 d . . .
H21A H 0.5394 0.1685 0.4003 0.037 Uiso 1 1 d R . .
H21B H 0.6379 0.2124 0.5092 0.037 Uiso 1 1 d R . .
H21C H 0.5818 0.3143 0.4332 0.037 Uiso 1 1 d R . .
C6 C -0.0208(3) -0.0066(3) 0.2049(2) 0.0295(6) Uani 1 1 d . . .
H6A H -0.0640 0.0521 0.1569 0.035 Uiso 1 1 d R . .
H6B H -0.1043 -0.0307 0.2399 0.035 Uiso 1 1 d R . .
H6C H 0.0160 -0.0816 0.1699 0.035 Uiso 1 1 d R . .
C2 C 0.5116(3) 0.0209(2) 0.1923(2) 0.0267(5) Uani 1 1 d . . .
H2A H 0.5444 0.1007 0.1718 0.032 Uiso 1 1 d R . .
H2B H 0.5560 -0.0489 0.1554 0.032 Uiso 1 1 d R . .
H2C H 0.5514 0.0189 0.2635 0.032 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ge1 N2 1.9182(18) . ?
Ge1 N3 2.1312(18) . ?
Ge1 Br1 2.5017(4) . ?
N2 C7 1.415(3) . ?
N2 B1 1.418(3) . ?
N1 B1 1.407(3) . ?
N1 C4 1.481(3) . ?
N1 C1 1.486(3) . ?
C20 C19 1.388(3) . ?
C20 C15 1.403(3) . ?
C20 C22 1.507(3) . ?
C8 C9 1.395(3) . ?
C8 C7 1.402(3) . ?
C8 C13 1.506(3) . ?
C16 C17 1.389(3) . ?
C16 C15 1.395(3) . ?
C16 C21 1.505(3) . ?
N3 C15 1.440(3) . ?
N3 B1 1.553(3) . ?
N3 H3 0.7679 . ?
C17 C18 1.378(4) . ?
C17 H17 0.9301 . ?
C1 C2 1.517(3) . ?
C1 C3 1.520(3) . ?
C1 H1 0.9800 . ?
C3 H3A 0.9601 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.525(3) . ?
C4 C6 1.529(3) . ?
C4 H4 0.9800 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9599 . ?
C13 H13C 0.9601 . ?
C10 C9 1.374(4) . ?
C10 C11 1.385(3) . ?
C10 H10 0.9300 . ?
C7 C12 1.408(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9601 . ?
C22 H22C 0.9601 . ?
C9 H9 0.9301 . ?
C12 C11 1.389(3) . ?
C12 C14 1.506(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C19 C18 1.380(4) . ?
C19 H19 0.9299 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9601 . ?
C5 H5C 0.9600 . ?
C18 H18 0.9300 . ?
C11 H11 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9601 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?

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 N3 69.59(7) . . ?
N2 Ge1 Br1 100.29(6) . . ?
N3 Ge1 Br1 90.71(5) . . ?
C7 N2 B1 134.16(19) . . ?
C7 N2 Ge1 126.28(14) . . ?
B1 N2 Ge1 99.08(14) . . ?
B1 N1 C4 119.60(19) . . ?
B1 N1 C1 125.48(19) . . ?
C4 N1 C1 114.93(18) . . ?
C19 C20 C15 118.4(2) . . ?
C19 C20 C22 120.3(2) . . ?
C15 C20 C22 121.3(2) . . ?
C9 C8 C7 118.9(2) . . ?
C9 C8 C13 119.5(2) . . ?
C7 C8 C13 121.7(2) . . ?
C17 C16 C15 118.3(2) . . ?
C17 C16 C21 119.0(2) . . ?
C15 C16 C21 122.7(2) . . ?
C15 N3 B1 127.39(18) . . ?
C15 N3 Ge1 124.60(14) . . ?
B1 N3 Ge1 86.48(12) . . ?
C15 N3 H3 110.5 . . ?
B1 N3 H3 104.7 . . ?
Ge1 N3 H3 97.7 . . ?
C18 C17 C16 121.5(2) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.1 . . ?
N1 C1 C2 112.18(19) . . ?
N1 C1 C3 114.05(19) . . ?
C2 C1 C3 110.3(2) . . ?
N1 C1 H1 106.5 . . ?
C2 C1 H1 106.7 . . ?
C3 C1 H1 106.5 . . ?
C1 C3 H3A 109.3 . . ?
C1 C3 H3B 109.6 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 C5 113.22(19) . . ?
N1 C4 C6 112.64(19) . . ?
C5 C4 C6 110.9(2) . . ?
N1 C4 H4 106.4 . . ?
C5 C4 H4 106.6 . . ?
C6 C4 H4 106.6 . . ?
C8 C13 H13A 109.7 . . ?
C8 C13 H13B 109.3 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C10 C11 119.9(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.0 . . ?
N1 B1 N2 135.6(2) . . ?
N1 B1 N3 121.94(19) . . ?
N2 B1 N3 102.44(18) . . ?
C8 C7 C12 120.3(2) . . ?
C8 C7 N2 120.4(2) . . ?
C12 C7 N2 119.19(19) . . ?
C20 C22 H22A 109.4 . . ?
C20 C22 H22B 109.4 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C10 C9 C8 121.1(2) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.6 . . ?
C11 C12 C7 118.7(2) . . ?
C11 C12 C14 119.8(2) . . ?
C7 C12 C14 121.5(2) . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.3 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.6 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C18 C19 C20 121.3(2) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.4 . . ?
C16 C15 C20 121.1(2) . . ?
C16 C15 N3 120.07(19) . . ?
C20 C15 N3 118.8(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.7 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C17 C18 C19 119.4(2) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.1 . . ?
C10 C11 C12 121.1(2) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.5 . . ?
C16 C21 H21A 109.6 . . ?
C16 C21 H21B 109.4 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.4 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C4 C6 H6A 109.3 . . ?
C4 C6 H6B 109.6 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C2 H2A 109.6 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.4 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 Br1 0.77 2.86 3.3065(18) 119.5 .

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.668
_refine_diff_density_rms         0.082
