# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_riv16d4_IPrCHB2H4SO3CF3_cmpd4
_database_code_depnum_ccdc_archive 'CCDC 1532486'
_audit_update_record             
;
2017-05-05 deposited with the CCDC.
2017-05-12 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H41 B2 F3 N2 O3 S'
_chemical_formula_sum            'C29 H41 B2 F3 N2 O3 S'
_chemical_formula_weight         576.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#==============================================================================

# CRYSTAL DATA

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

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

_cell_length_a                   18.1783(3)
_cell_length_b                   17.8683(3)
_cell_length_c                   9.80200(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3183.84(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9844
_cell_measurement_theta_min      4.865
_cell_measurement_theta_max      73.331

#==============================================================================

# EXPERIMENTAL DATA

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_F_000             1224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.528
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.126
_exptl_absorpt_coefficient_mu    1.311
_shelx_estimated_absorpt_T_min   0.544
_shelx_estimated_absorpt_T_max   0.852
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5411
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21558
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.865
_diffrn_reflns_theta_max         73.999
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3336
_reflns_number_gt                2950
_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.
;

#==============================================================================

# REFINEMENT DATA 

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          
;
 All H atoms  were positioned geometrically and refined using a 
 riding model , with C---H = 0.98 (methyl groups), 0.99Å (methylene groups), 
 1.00Å (methine groups) or 0.95 Å (aryl CH) and with Uiso(H) = 
 1.5 times Ueq(C) (methyl groups) or with Uiso(H) = 1.2 times 
 Ueq(C) (methylene  groups, aryl CH, methine groups). Torsion angles 
 of all methyl groups were allowed to refine. he B-H distances for the bridging
 hydrogen were constrained to be equal (within 0.01 Angstroms) during
 refinement.  The thermal parameter for this hydrogenvwas allowed to freely refine.

 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1162P)²+2.3741P] 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         3336
_refine_ls_number_parameters     219
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0759
_refine_ls_wR_factor_ref         0.2293
_refine_ls_wR_factor_gt          0.2217
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
S S 0.67728(5) 0.2500 -0.03564(9) 0.0538(3) Uani 1 2 d S T P . .
F1 F 0.7555(2) 0.2500 -0.2543(5) 0.1536(18) Uani 1 2 d S T P . .
F2 F 0.65362(16) 0.19010(19) -0.2734(3) 0.1293(10) Uani 1 1 d . . . . .
O1 O 0.59817(17) 0.22397(16) -0.0205(3) 0.0466(7) Uani 0.5 1 d . . P A -1
O2 O 0.7217(3) 0.1859(5) -0.0020(8) 0.0683(16) Uani 0.5 1 d . . P A -1
O3 O 0.6912(3) 0.3186(5) 0.0204(10) 0.0773(19) Uani 0.5 1 d . . P A -1
N1 N 0.36318(12) 0.18947(13) 0.14551(19) 0.0538(5) Uani 1 1 d . . . . .
C1 C 0.39893(19) 0.2500 0.0985(3) 0.0564(9) Uani 1 2 d S T P . .
C2 C 0.30335(14) 0.21318(15) 0.2226(3) 0.0552(6) Uani 1 1 d . . . . .
H2 H 0.2687 0.1818 0.2673 0.066 Uiso 1 1 calc R U . . .
C3 C 0.4618(2) 0.2257(2) 0.0089(4) 0.0389(9) Uani 0.5 1 d . . P A -1
H3 H 0.4741 0.1716 0.0208 0.047 Uiso 0.5 1 calc R U P A -1
C4 C 0.6852(3) 0.2500 -0.2222(6) 0.0917(17) Uani 1 2 d S T P A .
C11 C 0.38763(18) 0.11242(17) 0.1413(3) 0.0669(8) Uani 1 1 d . . . . .
C12 C 0.35790(18) 0.06346(19) 0.0451(3) 0.0694(8) Uani 1 1 d . . . . .
C13 C 0.3829(2) -0.0107(2) 0.0496(4) 0.0863(11) Uani 1 1 d . . . . .
H13 H 0.3640 -0.0459 -0.0139 0.104 Uiso 1 1 calc R U . . .
C14 C 0.4341(3) -0.0337(2) 0.1436(4) 0.1011(13) Uani 1 1 d . . . . .
H14 H 0.4506 -0.0841 0.1433 0.121 Uiso 1 1 calc R U . . .
C15 C 0.4612(3) 0.0151(2) 0.2371(4) 0.1028(14) Uani 1 1 d . . . . .
H15 H 0.4961 -0.0020 0.3022 0.123 Uiso 1 1 calc R U . . .
C16 C 0.4391(2) 0.0899(2) 0.2396(3) 0.0844(10) Uani 1 1 d . . . . .
C17 C 0.30074(18) 0.0869(2) -0.0574(3) 0.0711(8) Uani 1 1 d . . . . .
H17 H 0.2950 0.1424 -0.0508 0.085 Uiso 1 1 calc R U . . .
C18 C 0.3242(3) 0.0687(3) -0.2008(4) 0.1115(15) Uani 1 1 d . . . . .
H18A H 0.2859 0.0846 -0.2648 0.134 Uiso 1 1 calc R U . . .
H18B H 0.3702 0.0950 -0.2217 0.134 Uiso 1 1 calc R U . . .
H18C H 0.3319 0.0146 -0.2093 0.134 Uiso 1 1 calc R U . . .
C19 C 0.2271(3) 0.0517(5) -0.0229(8) 0.181(4) Uani 1 1 d . . . . .
H19A H 0.2135 0.0647 0.0709 0.217 Uiso 1 1 calc R U . . .
H19B H 0.1895 0.0705 -0.0858 0.217 Uiso 1 1 calc R U . . .
H19C H 0.2308 -0.0028 -0.0316 0.217 Uiso 1 1 calc R U . . .
C20 C 0.4681(3) 0.1420(3) 0.3481(4) 0.1028(14) Uani 1 1 d . . . . .
H20 H 0.4569 0.1942 0.3177 0.123 Uiso 1 1 calc R U . . .
C21 C 0.5505(3) 0.1366(3) 0.3650(5) 0.1173(16) Uani 1 1 d . . . . .
H21A H 0.5666 0.1713 0.4363 0.141 Uiso 1 1 calc R U . . .
H21B H 0.5639 0.0854 0.3909 0.141 Uiso 1 1 calc R U . . .
H21C H 0.5746 0.1495 0.2787 0.141 Uiso 1 1 calc R U . . .
C22 C 0.4270(3) 0.1294(5) 0.4817(5) 0.165(3) Uani 1 1 d . . . . .
H22A H 0.4462 0.1635 0.5515 0.198 Uiso 1 1 calc R U . . .
H22B H 0.3745 0.1391 0.4680 0.198 Uiso 1 1 calc R U . . .
H22C H 0.4339 0.0775 0.5116 0.198 Uiso 1 1 calc R U . . .
B1 B 0.4611(3) 0.2500 -0.1449(4) 0.0664(12) Uani 1 2 d DS T P . .
H1BA H 0.4087 0.2762 -0.1742 0.100 Uiso 0.5 1 d R U P A -1
H1BB H 0.4731 0.2029 -0.2138 0.100 Uiso 0.5 1 d R U P A -1
B2 B 0.5311(3) 0.2753(3) -0.0047(5) 0.0420(10) Uani 0.5 1 d D . P A -1
H2BA H 0.518(3) 0.300(3) -0.135(4) 0.065(16) Uiso 0.5 1 d D . P B -1
H2BB H 0.544(3) 0.326(3) 0.045(5) 0.041(12) Uiso 0.5 1 d . . P C -1


#==============================================================================

# MOLECULAR GEOMETRY

_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
S O3 1.368(9) . ?
S O2 1.440(8) . ?
S O1 1.519(3) . ?
S C4 1.834(5) . ?
F1 C4 1.316(6) . ?
F2 C4 1.314(4) . ?
O1 B2 1.533(6) . ?
N1 C1 1.343(3) . ?
N1 C2 1.390(3) . ?
N1 C11 1.447(4) . ?
C1 N1 1.343(3) 7_565 ?
C1 C3 1.505(5) . ?
C2 C2 1.316(5) 7_565 ?
C2 H2 0.9500 . ?
C3 B2 1.546(6) . ?
C3 B1 1.569(6) . ?
C3 H3 1.0000 . ?
C4 F2 1.314(4) 7_565 ?
C11 C12 1.395(4) . ?
C11 C16 1.402(4) . ?
C12 C13 1.402(5) . ?
C12 C17 1.505(5) . ?
C13 C14 1.372(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.358(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.396(5) . ?
C15 H15 0.9500 . ?
C16 C20 1.508(5) . ?
C17 C18 1.505(5) . ?
C17 C19 1.517(5) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.511(6) . ?
C20 C22 1.524(8) . ?
C20 H20 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
B1 B2 1.926(7) . ?
B1 H1BA 1.1000 . ?
B1 H1BB 1.1001 . ?
B1 H2BA 1.38(4) . ?
B2 H2BA 1.38(4) . ?
B2 H2BB 1.06(5) . ?

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
O3 S O2 121.2(3) . . ?
O3 S O1 114.3(3) . . ?
O2 S O1 105.3(3) . . ?
O3 S C4 112.7(4) . . ?
O2 S C4 100.6(3) . . ?
O1 S C4 99.9(2) . . ?
S O1 B2 125.5(3) . . ?
C1 N1 C2 108.6(2) . . ?
C1 N1 C11 127.4(2) . . ?
C2 N1 C11 123.0(2) . . ?
N1 C1 N1 107.2(3) 7_565 . ?
N1 C1 C3 143.1(2) 7_565 . ?
N1 C1 C3 109.59(19) . . ?
C2 C2 N1 107.74(15) 7_565 . ?
C2 C2 H2 126.1 7_565 . ?
N1 C2 H2 126.1 . . ?
C1 C3 B2 120.3(3) . . ?
C1 C3 B1 118.4(3) . . ?
B2 C3 B1 76.4(3) . . ?
C1 C3 H3 112.4 . . ?
B2 C3 H3 112.4 . . ?
B1 C3 H3 112.4 . . ?
F2 C4 F2 109.0(5) . 7_565 ?
F2 C4 F1 109.4(3) . . ?
F2 C4 F1 109.4(3) 7_565 . ?
F2 C4 S 110.3(3) . . ?
F2 C4 S 110.3(3) 7_565 . ?
F1 C4 S 108.4(4) . . ?
C12 C11 C16 122.9(3) . . ?
C12 C11 N1 119.8(3) . . ?
C16 C11 N1 117.3(3) . . ?
C11 C12 C13 116.5(3) . . ?
C11 C12 C17 123.0(3) . . ?
C13 C12 C17 120.5(3) . . ?
C14 C13 C12 121.6(4) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C15 C14 C13 120.5(4) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 121.5(4) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C15 C16 C11 117.1(3) . . ?
C15 C16 C20 120.2(3) . . ?
C11 C16 C20 122.7(3) . . ?
C18 C17 C12 111.6(3) . . ?
C18 C17 C19 111.6(4) . . ?
C12 C17 C19 110.2(3) . . ?
C18 C17 H17 107.8 . . ?
C12 C17 H17 107.8 . . ?
C19 C17 H17 107.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 C21 112.6(4) . . ?
C16 C20 C22 110.1(4) . . ?
C21 C20 C22 112.5(4) . . ?
C16 C20 H20 107.1 . . ?
C21 C20 H20 107.1 . . ?
C22 C20 H20 107.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C3 B1 B2 51.2(2) . . ?
C3 B1 H1BA 112.0 . . ?
B2 B1 H1BA 131.2 . . ?
C3 B1 H1BB 112.1 . . ?
B2 B1 H1BB 119.1 . . ?
H1BA B1 H1BB 109.7 . . ?
C3 B1 H2BA 96.3(18) . . ?
B2 B1 H2BA 45.7(17) . . ?
H1BA B1 H2BA 113.1 . . ?
H1BB B1 H2BA 113.1 . . ?
O1 B2 C3 108.3(3) . . ?
O1 B2 B1 108.3(3) . . ?
C3 B2 B1 52.3(2) . . ?
O1 B2 H2BA 104(2) . . ?
C3 B2 H2BA 97.4(18) . . ?
B1 B2 H2BA 45.6(17) . . ?
O1 B2 H2BB 112(3) . . ?
C3 B2 H2BB 129(3) . . ?
B1 B2 H2BB 133(3) . . ?
H2BA B2 H2BB 101(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 S O1 B2 26.1(6) . . . . ?
O2 S O1 B2 161.5(5) . . . . ?
C4 S O1 B2 -94.5(3) . . . . ?
C2 N1 C1 N1 0.6(4) . . . 7_565 ?
C11 N1 C1 N1 -168.76(18) . . . 7_565 ?
C2 N1 C1 C3 -177.2(3) . . . . ?
C11 N1 C1 C3 13.5(4) . . . . ?
C1 N1 C2 C2 -0.3(2) . . . 7_565 ?
C11 N1 C2 C2 169.54(19) . . . 7_565 ?
N1 C1 C3 B2 31.9(7) 7_565 . . . ?
N1 C1 C3 B2 -151.6(3) . . . . ?
N1 C1 C3 B1 -58.4(6) 7_565 . . . ?
N1 C1 C3 B1 118.0(3) . . . . ?
O3 S C4 F2 -163.8(4) . . . . ?
O2 S C4 F2 65.7(4) . . . . ?
O1 S C4 F2 -42.1(3) . . . . ?
O3 S C4 F2 -43.3(5) . . . 7_565 ?
O2 S C4 F2 -173.9(4) . . . 7_565 ?
O1 S C4 F2 78.3(3) . . . 7_565 ?
O3 S C4 F1 76.4(3) . . . . ?
O2 S C4 F1 -54.1(3) . . . . ?
O1 S C4 F1 -161.89(11) . . . . ?
C1 N1 C11 C12 -103.3(4) . . . . ?
C2 N1 C11 C12 88.8(3) . . . . ?
C1 N1 C11 C16 79.0(4) . . . . ?
C2 N1 C11 C16 -88.9(4) . . . . ?
C16 C11 C12 C13 -0.8(5) . . . . ?
N1 C11 C12 C13 -178.4(3) . . . . ?
C16 C11 C12 C17 177.9(3) . . . . ?
N1 C11 C12 C17 0.3(5) . . . . ?
C11 C12 C13 C14 -0.2(5) . . . . ?
C17 C12 C13 C14 -178.9(3) . . . . ?
C12 C13 C14 C15 1.1(7) . . . . ?
C13 C14 C15 C16 -1.0(7) . . . . ?
C14 C15 C16 C11 0.0(7) . . . . ?
C14 C15 C16 C20 177.6(4) . . . . ?
C12 C11 C16 C15 0.9(6) . . . . ?
N1 C11 C16 C15 178.5(3) . . . . ?
C12 C11 C16 C20 -176.7(4) . . . . ?
N1 C11 C16 C20 1.0(6) . . . . ?
C11 C12 C17 C18 125.9(4) . . . . ?
C13 C12 C17 C18 -55.5(4) . . . . ?
C11 C12 C17 C19 -109.6(5) . . . . ?
C13 C12 C17 C19 69.1(5) . . . . ?
C15 C16 C20 C21 47.6(6) . . . . ?
C11 C16 C20 C21 -134.9(4) . . . . ?
C15 C16 C20 C22 -78.8(6) . . . . ?
C11 C16 C20 C22 98.7(5) . . . . ?
C1 C3 B1 B2 117.3(4) . . . . ?
S O1 B2 C3 -179.5(3) . . . . ?
S O1 B2 B1 125.1(3) . . . . ?
C1 C3 B2 O1 145.6(4) . . . . ?
B1 C3 B2 O1 -99.3(3) . . . . ?
C1 C3 B2 B1 -115.1(4) . . . . ?

_refine_diff_density_max         0.490
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_riv1673_IPrCHB2H5_cmpd_3a
_database_code_depnum_ccdc_archive 'CCDC 1532485'
_audit_update_record             
;
2017-05-05 deposited with the CCDC.
2017-05-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

#==============================================================================

# CHEMICAL DATA 

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H42 B2 N2, C7 H8'
_chemical_formula_sum            'C35 H49.96 B1.96 Ge0.05 N2'
_chemical_formula_weight         523.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge -1.0885 0.8855 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#==============================================================================

# CRYSTAL DATA

_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                   10.5280(2)
_cell_length_b                   21.2551(4)
_cell_length_c                   15.0977(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.2795(13)
_cell_angle_gamma                90
_cell_volume                     3358.20(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9977
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      72.87

_exptl_crystal_description       fragment
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.035
_exptl_crystal_F_000             1141
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.255
_exptl_crystal_size_mid          0.166
_exptl_crystal_size_min          0.046
_exptl_absorpt_coefficient_mu    0.473
_shelx_estimated_absorpt_T_min   0.889
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8497
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22040
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.605
_diffrn_reflns_theta_max         68.981
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             6165
_reflns_number_gt                4508
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================

# REFINEMENT DATA 

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;          
 All H atoms  were positioned geometrically and refined using a 
 riding model , with C---H = 0.98 (methyl groups), 0.99Å (methylene groups), 
 1.00Å (methine groups) or 0.95 Å (aryl CH) and with Uiso(H) = 
 1.5 times Ueq(C) (methyl groups) or with Uiso(H) = 1.2 times 
 Ueq(C) (methylene  groups, aryl CH, methine groups). Torsion angles 
 of all methyl groups were allowed to refine. The elongation of the ADP for B2 
 and the largest peak in the difference map being ca. 2 angstroms from C4 suggest 
 partial Ge occupation of this site and refinement with a 4% Ge-H occupancy
 significantly improved the model. The occupancy of the minor component was 
 allowed to refine freely.
 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0915P)²+0.8282P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0020(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6165
_refine_ls_number_parameters     391
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0808
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.1784
_refine_ls_wR_factor_gt          0.1600
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.12621(14) 0.32463(7) 0.10586(9) 0.0360(3) Uani 1 1 d . . . . .
N2 N 0.17014(14) 0.23573(7) 0.04648(10) 0.0369(3) Uani 1 1 d . . . . .
C1 C 0.11978(16) 0.29370(8) 0.02686(11) 0.0347(4) Uani 1 1 d . . . . .
C2 C 0.17937(18) 0.28616(9) 0.17472(12) 0.0418(4) Uani 1 1 d . . . . .
H2 H 0.1939 0.2970 0.2360 0.050 Uiso 1 1 calc R U . . .
C3 C 0.20612(19) 0.23109(9) 0.13824(12) 0.0436(4) Uani 1 1 d . . . . .
H3 H 0.2428 0.1954 0.1690 0.052 Uiso 1 1 calc R U . . .
C4 C 0.06925(17) 0.32254(9) -0.05543(12) 0.0404(4) Uani 1 1 d . . . . .
H4 H 0.0398 0.3664 -0.0448 0.048 Uiso 1 1 calc R U . A 1
C11 C 0.09169(18) 0.38952(8) 0.11797(12) 0.0386(4) Uani 1 1 d . . . . .
C12 C -0.0289(2) 0.40276(10) 0.14365(14) 0.0501(5) Uani 1 1 d . . . . .
C13 C -0.0556(2) 0.46579(12) 0.15862(17) 0.0640(6) Uani 1 1 d . . . . .
H13 H -0.1365 0.4769 0.1764 0.077 Uiso 1 1 calc R U . . .
C14 C 0.0321(3) 0.51210(11) 0.14834(16) 0.0650(7) Uani 1 1 d . . . . .
H14 H 0.0117 0.5546 0.1599 0.078 Uiso 1 1 calc R U . . .
C15 C 0.1494(3) 0.49777(10) 0.12147(15) 0.0590(6) Uani 1 1 d . . . . .
H15 H 0.2082 0.5306 0.1133 0.071 Uiso 1 1 calc R U . . .
C16 C 0.1830(2) 0.43547(9) 0.10604(13) 0.0459(5) Uani 1 1 d . . . . .
C17 C -0.1272(2) 0.35154(13) 0.1521(2) 0.0699(7) Uani 1 1 d . . . . .
H17 H -0.0807 0.3105 0.1594 0.084 Uiso 1 1 calc R U . . .
C18 C -0.2193(3) 0.34767(19) 0.0671(2) 0.1082(14) Uani 1 1 d . . . . .
H18A H -0.1707 0.3424 0.0158 0.130 Uiso 1 1 calc R U . . .
H18B H -0.2766 0.3117 0.0708 0.130 Uiso 1 1 calc R U . . .
H18C H -0.2697 0.3865 0.0600 0.130 Uiso 1 1 calc R U . . .
C19 C -0.2023(3) 0.35968(19) 0.2316(2) 0.0943(11) Uani 1 1 d . . . . .
H19A H -0.2637 0.3251 0.2329 0.113 Uiso 1 1 calc R U . . .
H19B H -0.1436 0.3593 0.2866 0.113 Uiso 1 1 calc R U . . .
H19C H -0.2483 0.3998 0.2265 0.113 Uiso 1 1 calc R U . . .
C20 C 0.3122(2) 0.41940(11) 0.07620(16) 0.0577(6) Uani 1 1 d . . . . .
H20 H 0.3096 0.3742 0.0578 0.069 Uiso 1 1 calc R U . . .
C21 C 0.3401(3) 0.4580(2) -0.0037(2) 0.1134(14) Uani 1 1 d . . . . .
H21A H 0.2701 0.4530 -0.0516 0.136 Uiso 1 1 calc R U . . .
H21B H 0.3482 0.5024 0.0132 0.136 Uiso 1 1 calc R U . . .
H21C H 0.4201 0.4434 -0.0244 0.136 Uiso 1 1 calc R U . . .
C22 C 0.4186(3) 0.42664(19) 0.1499(2) 0.0981(11) Uani 1 1 d . . . . .
H22A H 0.3998 0.4016 0.2014 0.118 Uiso 1 1 calc R U . . .
H22B H 0.4988 0.4121 0.1295 0.118 Uiso 1 1 calc R U . . .
H22C H 0.4269 0.4710 0.1672 0.118 Uiso 1 1 calc R U . . .
C31 C 0.17232(17) 0.18209(8) -0.01211(12) 0.0370(4) Uani 1 1 d . . . . .
C32 C 0.06821(19) 0.14088(9) -0.01714(13) 0.0427(4) Uani 1 1 d . . . . .
C33 C 0.0698(2) 0.08996(10) -0.07489(15) 0.0508(5) Uani 1 1 d . . . . .
H33 H -0.0002 0.0615 -0.0808 0.061 Uiso 1 1 calc R U . . .
C34 C 0.1713(2) 0.08024(10) -0.12359(15) 0.0532(5) Uani 1 1 d . . . . .
H34 H 0.1696 0.0460 -0.1642 0.064 Uiso 1 1 calc R U . . .
C35 C 0.2756(2) 0.11999(10) -0.11368(14) 0.0489(5) Uani 1 1 d . . . . .
H35 H 0.3462 0.1117 -0.1460 0.059 Uiso 1 1 calc R U . . .
C36 C 0.27956(18) 0.17198(9) -0.05729(12) 0.0403(4) Uani 1 1 d . . . . .
C37 C -0.0389(2) 0.14864(11) 0.04149(15) 0.0541(5) Uani 1 1 d . . . . .
H37 H -0.0336 0.1924 0.0661 0.065 Uiso 1 1 calc R U . . .
C38 C -0.1707(2) 0.14025(18) -0.0078(2) 0.0905(10) Uani 1 1 d . . . . .
H38A H -0.2351 0.1458 0.0338 0.109 Uiso 1 1 calc R U . . .
H38B H -0.1842 0.1716 -0.0555 0.109 Uiso 1 1 calc R U . . .
H38C H -0.1782 0.0979 -0.0335 0.109 Uiso 1 1 calc R U . . .
C39 C -0.0186(3) 0.10301(15) 0.12010(19) 0.0788(8) Uani 1 1 d . . . . .
H39A H 0.0672 0.1090 0.1513 0.095 Uiso 1 1 calc R U . . .
H39B H -0.0826 0.1111 0.1612 0.095 Uiso 1 1 calc R U . . .
H39C H -0.0274 0.0597 0.0981 0.095 Uiso 1 1 calc R U . . .
C40 C 0.39767(18) 0.21329(10) -0.04143(15) 0.0500(5) Uani 1 1 d . . . . .
H40 H 0.3692 0.2569 -0.0283 0.060 Uiso 1 1 calc R U . . .
C41 C 0.4752(2) 0.21673(13) -0.12086(18) 0.0690(7) Uani 1 1 d . . . . .
H41A H 0.5496 0.2440 -0.1061 0.083 Uiso 1 1 calc R U . . .
H41B H 0.5040 0.1744 -0.1351 0.083 Uiso 1 1 calc R U . . .
H41C H 0.4219 0.2340 -0.1724 0.083 Uiso 1 1 calc R U . . .
C42 C 0.4838(2) 0.18970(14) 0.04006(18) 0.0711(7) Uani 1 1 d . . . . .
H42A H 0.5598 0.2165 0.0499 0.085 Uiso 1 1 calc R U . . .
H42B H 0.4369 0.1912 0.0926 0.085 Uiso 1 1 calc R U . . .
H42C H 0.5100 0.1463 0.0298 0.085 Uiso 1 1 calc R U . . .
B1 B 0.1389(2) 0.31945(13) -0.14465(16) 0.0495(6) Uani 1 1 d . . . . .
H1BA H 0.146(2) 0.3664(11) -0.1809(16) 0.066(7) Uiso 1 1 d . . . . .
H1BB H 0.217(3) 0.2850(12) -0.1470(17) 0.078(8) Uiso 1 1 d . . . . .
H1BC H 0.047(2) 0.2913(10) -0.1941(15) 0.058(6) Uiso 1 1 d . . . . .
B2 B -0.0262(4) 0.28860(17) -0.1314(2) 0.0572(7) Uani 0.955(2) 1 d . . P B 1
H2BA H -0.121(3) 0.3150(15) -0.1531(19) 0.082(9) Uiso 0.955(2) 1 d . . P B 1
H2BB H -0.038(3) 0.2360(17) -0.1295(19) 0.081(9) Uiso 0.955(2) 1 d . . P B 1
Ge Ge -0.0793(10) 0.2733(5) -0.1243(6) 0.070(4) Uiso 0.045(2) 1 d . . P B 2
H1GE H -0.1689 0.2992 -0.1996 0.084 Uiso 0.045(2) 1 d R U P B 2
C1S C 0.4389(4) 0.04037(15) 0.1686(2) 0.0682(10) Uani 0.811(5) 1 d . . P C 1
C2S C 0.3867(3) 0.07411(17) 0.2328(2) 0.0637(10) Uani 0.811(5) 1 d . . P C 1
H2S H 0.2983 0.0695 0.2389 0.076 Uiso 0.811(5) 1 calc R U P C 1
C3S C 0.4587(3) 0.11426(17) 0.2886(3) 0.0735(10) Uani 0.811(5) 1 d . . P C 1
H3S H 0.4193 0.1381 0.3313 0.088 Uiso 0.811(5) 1 calc R U P C 1
C4S C 0.5838(5) 0.1202(2) 0.2833(4) 0.0893(13) Uani 0.811(5) 1 d . . P C 1
H4S H 0.6331 0.1470 0.3242 0.107 Uiso 0.811(5) 1 calc R U P C 1
C5S C 0.6416(3) 0.0891(2) 0.2212(3) 0.0849(14) Uani 0.811(5) 1 d . . P C 1
H5S H 0.7302 0.0949 0.2170 0.102 Uiso 0.811(5) 1 calc R U P C 1
C6S C 0.5694(4) 0.0475(2) 0.1621(3) 0.0817(14) Uani 0.811(5) 1 d . . P C 1
H6S H 0.6092 0.0248 0.1186 0.098 Uiso 0.811(5) 1 calc R U P C 1
C7S C 0.3605(7) -0.0023(3) 0.1080(4) 0.146(3) Uani 0.811(5) 1 d . . P C 1
H7SA H 0.3747 0.0071 0.0462 0.176 Uiso 0.811(5) 1 calc R U P C 1
H7SB H 0.2700 0.0038 0.1154 0.176 Uiso 0.811(5) 1 calc R U P C 1
H7SC H 0.3848 -0.0459 0.1219 0.176 Uiso 0.811(5) 1 calc R U P C 1
C1SB C 0.5269(16) 0.0878(9) 0.2320(13) 0.128(5) Uiso 0.189(5) 1 d G U P C 2
C2SB C 0.3975(17) 0.0817(9) 0.2411(13) 0.128(5) Uiso 0.189(5) 1 d DG U P C 2
H2SA H 0.3607 0.1054 0.2852 0.153 Uiso 0.189(5) 1 calc R U P C 2
C3SB C 0.3221(14) 0.0410(10) 0.1858(14) 0.128(5) Uiso 0.189(5) 1 d G U P C 2
H3SA H 0.2337 0.0368 0.1921 0.153 Uiso 0.189(5) 1 calc R U P C 2
C4SB C 0.3760(17) 0.0063(10) 0.1214(13) 0.128(5) Uiso 0.189(5) 1 d G U P C 2
H4SA H 0.3245 -0.0215 0.0836 0.153 Uiso 0.189(5) 1 calc R U P C 2
C5SB C 0.5054(18) 0.0124(9) 0.1122(13) 0.128(5) Uiso 0.189(5) 1 d G U P C 2
H5SA H 0.5422 -0.0112 0.0682 0.153 Uiso 0.189(5) 1 calc R U P C 2
C6SB C 0.5808(14) 0.0532(9) 0.1675(14) 0.128(5) Uiso 0.189(5) 1 d DG U P C 2
H6SA H 0.6692 0.0573 0.1612 0.153 Uiso 0.189(5) 1 calc R U P C 2
C7SB C 0.602(3) 0.1415(12) 0.277(2) 0.128(5) Uiso 0.189(5) 1 d D U P C 2
H7SD H 0.5781 0.1471 0.3373 0.153 Uiso 0.189(5) 1 calc R U P C 2
H7SE H 0.5835 0.1802 0.2426 0.153 Uiso 0.189(5) 1 calc R U P C 2
H7SF H 0.6936 0.1322 0.2799 0.153 Uiso 0.189(5) 1 calc R U P C 2


#==============================================================================

# MOLECULAR GEOMETRY

_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 C1 1.357(2) . ?
N1 C2 1.391(2) . ?
N1 C11 1.443(2) . ?
N2 C1 1.361(2) . ?
N2 C3 1.399(2) . ?
N2 C31 1.445(2) . ?
C1 C4 1.434(2) . ?
C2 C3 1.337(3) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 B1 1.604(3) . ?
C4 B2 1.611(4) . ?
C4 Ge 2.065(10) . ?
C4 H4 1.0000 . ?
C11 C12 1.396(3) . ?
C11 C16 1.396(3) . ?
C12 C13 1.393(3) . ?
C12 C17 1.517(3) . ?
C13 C14 1.370(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.375(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.397(3) . ?
C15 H15 0.9500 . ?
C16 C20 1.517(3) . ?
C17 C19 1.517(4) . ?
C17 C18 1.524(4) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C22 1.499(4) . ?
C20 C21 1.513(4) . ?
C20 H20 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C31 C36 1.398(2) . ?
C31 C32 1.399(3) . ?
C32 C33 1.391(3) . ?
C32 C37 1.517(3) . ?
C33 C34 1.377(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.380(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.393(3) . ?
C35 H35 0.9500 . ?
C36 C40 1.520(3) . ?
C37 C38 1.512(3) . ?
C37 C39 1.529(3) . ?
C37 H37 1.0000 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.525(3) . ?
C40 C42 1.531(3) . ?
C40 H40 1.0000 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
B1 B2 1.889(5) . ?
B1 H1BA 1.14(2) . ?
B1 H1BB 1.10(3) . ?
B1 H1BC 1.30(2) . ?
B2 H1BC 1.28(2) . ?
B2 H2BA 1.16(3) . ?
B2 H2BB 1.12(4) . ?
Ge H1BC 1.82(2) . ?
Ge H1GE 1.5000 . ?
C1S C2S 1.368(5) . ?
C1S C6S 1.396(5) . ?
C1S C7S 1.475(6) . ?
C2S C3S 1.368(5) . ?
C2S H2S 0.9500 . ?
C3S C4S 1.335(6) . ?
C3S H3S 0.9500 . ?
C4S C5S 1.347(7) . ?
C4S H4S 0.9500 . ?
C5S C6S 1.416(6) . ?
C5S H5S 0.9500 . ?
C6S H6S 0.9500 . ?
C7S H7SA 0.9800 . ?
C7S H7SB 0.9800 . ?
C7S H7SC 0.9800 . ?
C1SB C2SB 1.3900 . ?
C1SB C6SB 1.3900 . ?
C1SB C7SB 1.508(9) . ?
C2SB C3SB 1.3900 . ?
C2SB H2SA 0.9500 . ?
C3SB C4SB 1.3900 . ?
C3SB H3SA 0.9500 . ?
C4SB C5SB 1.3900 . ?
C4SB H4SA 0.9500 . ?
C5SB C6SB 1.3900 . ?
C5SB H5SA 0.9500 . ?
C6SB H6SA 0.9500 . ?
C7SB H7SD 0.9800 . ?
C7SB H7SE 0.9800 . ?
C7SB H7SF 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
C1 N1 C2 110.45(15) . . ?
C1 N1 C11 125.83(15) . . ?
C2 N1 C11 123.60(15) . . ?
C1 N2 C3 109.64(15) . . ?
C1 N2 C31 127.80(15) . . ?
C3 N2 C31 122.01(15) . . ?
N1 C1 N2 105.45(15) . . ?
N1 C1 C4 122.16(16) . . ?
N2 C1 C4 132.38(16) . . ?
C3 C2 N1 107.00(16) . . ?
C3 C2 H2 126.5 . . ?
N1 C2 H2 126.5 . . ?
C2 C3 N2 107.45(17) . . ?
C2 C3 H3 126.3 . . ?
N2 C3 H3 126.3 . . ?
C1 C4 B1 123.34(16) . . ?
C1 C4 B2 124.68(19) . . ?
B1 C4 B2 72.0(2) . . ?
C1 C4 Ge 114.1(3) . . ?
B1 C4 Ge 87.0(3) . . ?
C1 C4 H4 110.6 . . ?
B1 C4 H4 110.6 . . ?
B2 C4 H4 110.6 . . ?
C12 C11 C16 123.70(18) . . ?
C12 C11 N1 118.50(17) . . ?
C16 C11 N1 117.76(16) . . ?
C13 C12 C11 116.4(2) . . ?
C13 C12 C17 121.6(2) . . ?
C11 C12 C17 121.88(19) . . ?
C14 C13 C12 121.4(2) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 120.8(2) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C14 C15 C16 120.8(2) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C11 C16 C15 116.8(2) . . ?
C11 C16 C20 122.22(18) . . ?
C15 C16 C20 120.97(19) . . ?
C19 C17 C12 113.9(2) . . ?
C19 C17 C18 109.5(2) . . ?
C12 C17 C18 110.1(2) . . ?
C19 C17 H17 107.7 . . ?
C12 C17 H17 107.7 . . ?
C18 C17 H17 107.7 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C22 C20 C21 110.0(2) . . ?
C22 C20 C16 112.21(19) . . ?
C21 C20 C16 111.9(2) . . ?
C22 C20 H20 107.5 . . ?
C21 C20 H20 107.5 . . ?
C16 C20 H20 107.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C36 C31 C32 123.17(17) . . ?
C36 C31 N2 119.20(16) . . ?
C32 C31 N2 117.55(16) . . ?
C33 C32 C31 117.27(17) . . ?
C33 C32 C37 120.74(18) . . ?
C31 C32 C37 121.89(17) . . ?
C34 C33 C32 120.97(19) . . ?
C34 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
C33 C34 C35 120.30(19) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C34 C35 C36 121.48(18) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C35 C36 C31 116.64(18) . . ?
C35 C36 C40 121.61(18) . . ?
C31 C36 C40 121.65(18) . . ?
C38 C37 C32 113.6(2) . . ?
C38 C37 C39 110.5(2) . . ?
C32 C37 C39 109.54(19) . . ?
C38 C37 H37 107.7 . . ?
C32 C37 H37 107.7 . . ?
C39 C37 H37 107.7 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C36 C40 C41 113.8(2) . . ?
C36 C40 C42 109.88(17) . . ?
C41 C40 C42 109.07(19) . . ?
C36 C40 H40 108.0 . . ?
C41 C40 H40 108.0 . . ?
C42 C40 H40 108.0 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C4 B1 B2 54.19(14) . . ?
C4 B1 H1BA 115.1(12) . . ?
B2 B1 H1BA 117.4(12) . . ?
C4 B1 H1BB 117.7(13) . . ?
B2 B1 H1BB 118.0(14) . . ?
H1BA B1 H1BB 118.5(18) . . ?
C4 B1 H1BC 96.9(10) . . ?
B2 B1 H1BC 42.7(10) . . ?
H1BA B1 H1BC 102.0(16) . . ?
H1BB B1 H1BC 100.7(17) . . ?
C4 B2 B1 53.84(16) . . ?
C4 B2 H1BC 97.3(11) . . ?
B1 B2 H1BC 43.4(10) . . ?
C4 B2 H2BA 115.8(15) . . ?
B1 B2 H2BA 125.2(15) . . ?
H1BC B2 H2BA 109.8(18) . . ?
C4 B2 H2BB 119.1(15) . . ?
B1 B2 H2BB 116.7(17) . . ?
H1BC B2 H2BB 97.9(19) . . ?
H2BA B2 H2BB 113(2) . . ?
C4 Ge H1BC 68.0(8) . . ?
C4 Ge H1GE 125.0 . . ?
H1BC Ge H1GE 85.6 . . ?
C2S C1S C6S 117.8(4) . . ?
C2S C1S C7S 121.4(5) . . ?
C6S C1S C7S 120.7(5) . . ?
C3S C2S C1S 121.6(3) . . ?
C3S C2S H2S 119.2 . . ?
C1S C2S H2S 119.2 . . ?
C4S C3S C2S 120.5(4) . . ?
C4S C3S H3S 119.8 . . ?
C2S C3S H3S 119.8 . . ?
C3S C4S C5S 121.2(5) . . ?
C3S C4S H4S 119.4 . . ?
C5S C4S H4S 119.4 . . ?
C4S C5S C6S 119.5(4) . . ?
C4S C5S H5S 120.2 . . ?
C6S C5S H5S 120.2 . . ?
C1S C6S C5S 119.2(3) . . ?
C1S C6S H6S 120.4 . . ?
C5S C6S H6S 120.4 . . ?
C1S C7S H7SA 109.5 . . ?
C1S C7S H7SB 109.5 . . ?
H7SA C7S H7SB 109.5 . . ?
C1S C7S H7SC 109.5 . . ?
H7SA C7S H7SC 109.5 . . ?
H7SB C7S H7SC 109.5 . . ?
C2SB C1SB C6SB 120.0 . . ?
C2SB C1SB C7SB 119.9(6) . . ?
C6SB C1SB C7SB 118.8(6) . . ?
C1SB C2SB C3SB 120.0 . . ?
C1SB C2SB H2SA 120.0 . . ?
C3SB C2SB H2SA 120.0 . . ?
C4SB C3SB C2SB 120.0 . . ?
C4SB C3SB H3SA 120.0 . . ?
C2SB C3SB H3SA 120.0 . . ?
C5SB C4SB C3SB 120.0 . . ?
C5SB C4SB H4SA 120.0 . . ?
C3SB C4SB H4SA 120.0 . . ?
C6SB C5SB C4SB 120.0 . . ?
C6SB C5SB H5SA 120.0 . . ?
C4SB C5SB H5SA 120.0 . . ?
C5SB C6SB C1SB 120.0 . . ?
C5SB C6SB H6SA 120.0 . . ?
C1SB C6SB H6SA 120.0 . . ?
C1SB C7SB H7SD 109.5 . . ?
C1SB C7SB H7SE 109.5 . . ?
H7SD C7SB H7SE 109.5 . . ?
C1SB C7SB H7SF 109.5 . . ?
H7SD C7SB H7SF 109.5 . . ?
H7SE C7SB H7SF 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 N2 -0.45(19) . . . . ?
C11 N1 C1 N2 175.61(16) . . . . ?
C2 N1 C1 C4 -179.75(16) . . . . ?
C11 N1 C1 C4 -3.7(3) . . . . ?
C3 N2 C1 N1 0.69(19) . . . . ?
C31 N2 C1 N1 172.20(16) . . . . ?
C3 N2 C1 C4 179.88(18) . . . . ?
C31 N2 C1 C4 -8.6(3) . . . . ?
C1 N1 C2 C3 0.0(2) . . . . ?
C11 N1 C2 C3 -176.12(17) . . . . ?
N1 C2 C3 N2 0.4(2) . . . . ?
C1 N2 C3 C2 -0.7(2) . . . . ?
C31 N2 C3 C2 -172.78(16) . . . . ?
N1 C1 C4 B1 133.0(2) . . . . ?
N2 C1 C4 B1 -46.1(3) . . . . ?
N1 C1 C4 B2 -136.8(2) . . . . ?
N2 C1 C4 B2 44.1(3) . . . . ?
N1 C1 C4 Ge -124.1(3) . . . . ?
N2 C1 C4 Ge 56.9(4) . . . . ?
C1 N1 C11 C12 98.3(2) . . . . ?
C2 N1 C11 C12 -86.1(2) . . . . ?
C1 N1 C11 C16 -83.7(2) . . . . ?
C2 N1 C11 C16 91.8(2) . . . . ?
C16 C11 C12 C13 -0.8(3) . . . . ?
N1 C11 C12 C13 177.05(19) . . . . ?
C16 C11 C12 C17 177.4(2) . . . . ?
N1 C11 C12 C17 -4.7(3) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
C17 C12 C13 C14 -178.1(2) . . . . ?
C12 C13 C14 C15 1.0(4) . . . . ?
C13 C14 C15 C16 -1.5(4) . . . . ?
C12 C11 C16 C15 0.3(3) . . . . ?
N1 C11 C16 C15 -177.58(18) . . . . ?
C12 C11 C16 C20 -178.7(2) . . . . ?
N1 C11 C16 C20 3.5(3) . . . . ?
C14 C15 C16 C11 0.9(3) . . . . ?
C14 C15 C16 C20 179.9(2) . . . . ?
C13 C12 C17 C19 -41.6(3) . . . . ?
C11 C12 C17 C19 140.3(2) . . . . ?
C13 C12 C17 C18 81.8(3) . . . . ?
C11 C12 C17 C18 -96.3(3) . . . . ?
C11 C16 C20 C22 -108.2(3) . . . . ?
C15 C16 C20 C22 72.9(3) . . . . ?
C11 C16 C20 C21 127.6(3) . . . . ?
C15 C16 C20 C21 -51.3(3) . . . . ?
C1 N2 C31 C36 94.2(2) . . . . ?
C3 N2 C31 C36 -95.3(2) . . . . ?
C1 N2 C31 C32 -89.0(2) . . . . ?
C3 N2 C31 C32 81.6(2) . . . . ?
C36 C31 C32 C33 -4.4(3) . . . . ?
N2 C31 C32 C33 178.86(17) . . . . ?
C36 C31 C32 C37 172.10(19) . . . . ?
N2 C31 C32 C37 -4.6(3) . . . . ?
C31 C32 C33 C34 1.2(3) . . . . ?
C37 C32 C33 C34 -175.3(2) . . . . ?
C32 C33 C34 C35 2.1(3) . . . . ?
C33 C34 C35 C36 -2.4(3) . . . . ?
C34 C35 C36 C31 -0.6(3) . . . . ?
C34 C35 C36 C40 175.82(19) . . . . ?
C32 C31 C36 C35 4.1(3) . . . . ?
N2 C31 C36 C35 -179.23(16) . . . . ?
C32 C31 C36 C40 -172.33(18) . . . . ?
N2 C31 C36 C40 4.4(3) . . . . ?
C33 C32 C37 C38 -47.5(3) . . . . ?
C31 C32 C37 C38 136.1(2) . . . . ?
C33 C32 C37 C39 76.6(3) . . . . ?
C31 C32 C37 C39 -99.8(2) . . . . ?
C35 C36 C40 C41 30.6(3) . . . . ?
C31 C36 C40 C41 -153.21(19) . . . . ?
C35 C36 C40 C42 -92.1(2) . . . . ?
C31 C36 C40 C42 84.2(2) . . . . ?
C1 C4 B1 B2 120.1(2) . . . . ?
C1 C4 B2 B1 -118.5(2) . . . . ?
C6S C1S C2S C3S 0.8(5) . . . . ?
C7S C1S C2S C3S -179.2(4) . . . . ?
C1S C2S C3S C4S -2.0(6) . . . . ?
C2S C3S C4S C5S 2.6(6) . . . . ?
C3S C4S C5S C6S -2.1(6) . . . . ?
C2S C1S C6S C5S -0.3(5) . . . . ?
C7S C1S C6S C5S 179.7(4) . . . . ?
C4S C5S C6S C1S 0.9(5) . . . . ?
C6SB C1SB C2SB C3SB 0.0 . . . . ?
C7SB C1SB C2SB C3SB 166(2) . . . . ?
C1SB C2SB C3SB C4SB 0.0 . . . . ?
C2SB C3SB C4SB C5SB 0.0 . . . . ?
C3SB C4SB C5SB C6SB 0.0 . . . . ?
C4SB C5SB C6SB C1SB 0.0 . . . . ?
C2SB C1SB C6SB C5SB 0.0 . . . . ?
C7SB C1SB C6SB C5SB -167(2) . . . . ?

_refine_diff_density_max         0.467
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.043

