# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_fpa18027
_database_code_depnum_ccdc_archive 'CCDC 1899857'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2019-02-27 deposited with the CCDC.	2019-06-10 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT222_fpa18027            
;
PROBLEM: Non-Solv.  Resd 1  H   Uiso(max)/Uiso(min) Range        4.4 Ratio
RESPONSE: possible, but not resolved disorder
;
# Added during the CSD deposition process: Wednesday 27 February 2019 08:05 AM
# end Validation Reply Form

_audit_creation_date             2018-10-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H16 B I2 N'
_chemical_formula_sum            'C15 H16 B I2 N'
_chemical_formula_weight         474.90
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   7.5471(4)
_cell_length_b                   24.8984(13)
_cell_length_c                   8.3691(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.423(5)
_cell_angle_gamma                90
_cell_volume                     1567.96(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5253
_cell_measurement_temperature    149.95(10)
_cell_measurement_theta_max      28.5850
_cell_measurement_theta_min      3.4610
_shelx_estimated_absorpt_T_max   0.751
_shelx_estimated_absorpt_T_min   0.509
_exptl_absorpt_coefficient_mu    3.997
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.845
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    2.012
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -35 0 0.0177
0 35 -1 0.0700
5 21 -8 0.0874
6 -16 -9 0.0952
-6 16 9 0.0952
-6 -13 9 0.0823
8 22 0 0.0380
-8 -22 0 0.0380
-2 6 -11 0.0838
-8 21 1 0.0591
1 -3 12 0.0863
9 -16 0 0.0469
-7 17 -7 0.0724

_exptl_crystal_size_max          0.195
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.076
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.896
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            16084
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.483
_diffrn_reflns_theta_min         2.828
_diffrn_ambient_temperature      149.95(10)
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  54.00   1.00    2.00    --   11.14  38.00   0.00   58
  2  ω     -6.00  70.00   1.00    2.00    --   11.14  57.00 150.00   76
  3  ω    -11.00  31.00   1.00    2.00    --   -9.42 -99.00 150.00   42
  4  ω     20.00  47.00   1.00    2.00    --   11.14 -99.00  60.00   27
  5  ω    -14.00  33.00   1.00    2.00    --   11.14 -99.00 -90.00   47
  6  ω    -68.00  51.00   1.00    2.00    --   11.14 -19.00 -30.00  119
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2909
_reflns_number_total             3920
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.076
_refine_diff_density_min         -0.943
_refine_diff_density_rms         0.148
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         3920
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0354
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0152P)²+2.6953P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0562
_refine_ls_wR_factor_ref         0.0668
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C7(H7), C1(H1), C8(H8), C2(H2), C4(H4), C10(H10), C9(H9)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I -0.07159(4) 0.39966(2) 0.90965(3) 0.02658(9) Uani 1 1 d . . . . .
I2 I 0.40133(4) 0.40333(2) 1.04272(3) 0.03026(9) Uani 1 1 d . . . . .
C3 C 0.2568(6) 0.51233(17) 0.4613(5) 0.0270(10) Uani 1 1 d . . . . .
H3 H 0.2709 0.5384 0.3805 0.032 Uiso 1 1 calc R . . . .
C11 C 0.1092(5) 0.32715(16) 0.6030(5) 0.0191(9) Uani 1 1 d . . . . .
C14 C 0.5154(6) 0.35112(19) 0.6022(6) 0.0328(11) Uani 1 1 d . . . . .
H14A H 0.5158 0.3883 0.6409 0.049 Uiso 1 1 calc GR . . . .
H14B H 0.4486 0.3491 0.4972 0.049 Uiso 1 1 calc GR . . . .
H14C H 0.6379 0.3392 0.5925 0.049 Uiso 1 1 calc GR . . . .
N1 N 0.2231(4) 0.43540(13) 0.6953(4) 0.0180(7) Uani 1 1 d . . . . .
C6 C 0.0780(5) 0.37190(16) 0.5012(5) 0.0177(9) Uani 1 1 d . . . . .
C13 C 0.4286(6) 0.31516(17) 0.7198(5) 0.0247(10) Uani 1 1 d . . . . .
H13 H 0.5009 0.3181 0.8247 0.030 Uiso 1 1 calc R . . . .
C5 C 0.1639(5) 0.42384(16) 0.5406(5) 0.0180(9) Uani 1 1 d . . . . .
C12 C 0.2338(6) 0.33198(16) 0.7504(5) 0.0191(9) Uani 1 1 d . . . . .
C7 C -0.0354(6) 0.36727(17) 0.3633(5) 0.0227(9) Uani 1 1 d . . . . .
H7 H -0.0525 0.3972 0.2936 0.027 Uiso 1 1 calc R . . . .
C1 C 0.2899(6) 0.48484(16) 0.7328(5) 0.0229(9) Uani 1 1 d . . . . .
H1 H 0.3249 0.4928 0.8416 0.027 Uiso 1 1 calc R . . . .
C8 C -0.1235(6) 0.31997(17) 0.3260(5) 0.0258(10) Uani 1 1 d . . . . .
H8 H -0.2035 0.3178 0.2329 0.031 Uiso 1 1 calc R . . . .
C15 C 0.4379(7) 0.25659(18) 0.6662(6) 0.0356(12) Uani 1 1 d . . . . .
H15A H 0.5624 0.2461 0.6611 0.053 Uiso 1 1 calc GR . . . .
H15B H 0.3749 0.2526 0.5601 0.053 Uiso 1 1 calc GR . . . .
H15C H 0.3823 0.2336 0.7431 0.053 Uiso 1 1 calc GR . . . .
B1 B 0.2088(7) 0.39019(19) 0.8259(5) 0.0200(10) Uani 1 1 d . . . . .
C2 C 0.3085(6) 0.52348(17) 0.6194(5) 0.0264(10) Uani 1 1 d . . . . .
H2 H 0.3565 0.5576 0.6491 0.032 Uiso 1 1 calc R . . . .
C4 C 0.1841(5) 0.46264(16) 0.4217(5) 0.0220(9) Uani 1 1 d . . . . .
H4 H 0.1474 0.4547 0.3131 0.026 Uiso 1 1 calc R . . . .
C10 C 0.0218(6) 0.27937(16) 0.5594(5) 0.0223(9) Uani 1 1 d . . . . .
H10 H 0.0435 0.2485 0.6246 0.027 Uiso 1 1 calc R . . . .
C9 C -0.0954(6) 0.27538(17) 0.4243(5) 0.0249(10) Uani 1 1 d . . . . .
H9 H -0.1558 0.2426 0.3993 0.030 Uiso 1 1 calc R . . . .
H12 H 0.193(5) 0.3092(15) 0.817(5) 0.012(10) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 B1 2.292(5) . ?
I2 B1 2.259(5) . ?
C3 H3 0.9500 . ?
C3 C2 1.379(6) . ?
C3 C4 1.383(6) . ?
C11 C6 1.411(5) . ?
C11 C12 1.498(6) . ?
C11 C10 1.395(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 C13 1.516(6) . ?
N1 C5 1.367(5) . ?
N1 C1 1.358(5) . ?
N1 B1 1.579(5) . ?
C6 C5 1.473(6) . ?
C6 C7 1.387(6) . ?
C13 H13 1.0000 . ?
C13 C12 1.569(6) . ?
C13 C15 1.529(6) . ?
C5 C4 1.404(5) . ?
C12 B1 1.598(6) . ?
C12 H12 0.87(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.376(6) . ?
C1 H1 0.9500 . ?
C1 C2 1.366(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(6) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C2 H2 0.9500 . ?
C4 H4 0.9500 . ?
C10 H10 0.9500 . ?
C10 C9 1.384(6) . ?
C9 H9 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C6 C11 C12 119.9(4) . . ?
C10 C11 C6 117.5(4) . . ?
C10 C11 C12 122.6(4) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
C5 N1 B1 118.1(3) . . ?
C1 N1 C5 119.9(3) . . ?
C1 N1 B1 122.0(3) . . ?
C11 C6 C5 120.5(4) . . ?
C7 C6 C11 120.0(4) . . ?
C7 C6 C5 119.5(4) . . ?
C14 C13 H13 107.0 . . ?
C14 C13 C12 113.9(3) . . ?
C14 C13 C15 109.9(4) . . ?
C12 C13 H13 107.0 . . ?
C15 C13 H13 107.0 . . ?
C15 C13 C12 111.6(4) . . ?
N1 C5 C6 120.2(3) . . ?
N1 C5 C4 118.8(4) . . ?
C4 C5 C6 121.0(4) . . ?
C11 C12 C13 112.4(3) . . ?
C11 C12 B1 108.2(3) . . ?
C11 C12 H12 104(3) . . ?
C13 C12 B1 116.6(4) . . ?
C13 C12 H12 108(3) . . ?
B1 C12 H12 106(2) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 121.1(4) . . ?
C8 C7 H7 119.5 . . ?
N1 C1 H1 118.9 . . ?
N1 C1 C2 122.3(4) . . ?
C2 C1 H1 118.9 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.1(4) . . ?
C9 C8 H8 120.0 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
I2 B1 I1 106.95(17) . . ?
N1 B1 I1 104.6(3) . . ?
N1 B1 I2 112.3(3) . . ?
N1 B1 C12 110.9(3) . . ?
C12 B1 I1 110.7(3) . . ?
C12 B1 I2 111.1(3) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 C3 119.2(4) . . ?
C1 C2 H2 120.4 . . ?
C3 C4 C5 120.6(4) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C11 C10 H10 118.9 . . ?
C9 C10 C11 122.3(4) . . ?
C9 C10 H10 118.8 . . ?
C8 C9 H9 120.5 . . ?
C10 C9 C8 119.0(4) . . ?
C10 C9 H9 120.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_jsc17116
_database_code_depnum_ccdc_archive 'CCDC 1899859'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2019-02-27 deposited with the CCDC.	2019-06-10 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_jsc17116            
;
PROBLEM: Hirshfeld Test Diff for    Si1      --C26      .        5.2 s.u.
RESPONSE: Indication of a non-resolvable disorder.
;
_vrf_PLAT601_jsc17116            
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .         36 Ang**3
RESPONSE: the void is too small.
;
# Added during the CSD deposition process: Wednesday 27 February 2019 08:05 AM
# end Validation Reply Form

_audit_creation_date             2018-10-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H18 B F10 N Si'
_chemical_formula_sum            'C28 H18 B F10 N Si'
_chemical_formula_weight         597.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H18 B F10 N Si'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.7352(5)
_cell_length_b                   10.9636(6)
_cell_length_c                   12.5326(8)
_cell_angle_alpha                82.624(5)
_cell_angle_beta                 80.864(5)
_cell_angle_gamma                88.285(4)
_cell_volume                     1309.67(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5522
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.0000
_cell_measurement_theta_min      3.5210
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.181
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88364
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.216
_exptl_crystal_size_mid          0.177
_exptl_crystal_size_min          0.144
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.840
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13815
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.840
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.602
_diffrn_reflns_theta_min         2.815
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.840
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  85.00   1.00    8.00    --   11.29  38.00  30.00   97
  2  ω    -13.00  82.00   1.00    8.00    --   11.29  38.00 -60.00   95
  3  ω    -16.00  25.00   1.00    8.00    --   -9.42 -99.00  90.00   41
  4  ω    -16.00  38.00   1.00    8.00    --   11.29 -57.00  30.00   54
  5  ω     35.00  79.00   1.00    8.00    --   11.29-178.00-120.00   44
  6  ω    -36.00   5.00   1.00    8.00    --   -9.42  77.00 120.00   41
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0075737000
_diffrn_orient_matrix_UB_12      -0.0329488000
_diffrn_orient_matrix_UB_13      -0.0438324000
_diffrn_orient_matrix_UB_21      -0.0542746000
_diffrn_orient_matrix_UB_22      0.0408018000
_diffrn_orient_matrix_UB_23      -0.0135797000
_diffrn_orient_matrix_UB_31      0.0494291000
_diffrn_orient_matrix_UB_32      0.0388033000
_diffrn_orient_matrix_UB_33      -0.0351099000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4701
_reflns_number_total             6195
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         6195
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0444
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0349P)²+0.6077P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.1064
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10), C13(H13)
2.b Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.86496(5) 0.60900(4) 0.67793(4) 0.02367(13) Uani 1 1 d . . . . .
F19 F 0.56546(13) 0.39368(10) 0.50637(10) 0.0352(3) Uani 1 1 d . . . . .
F18 F 0.53990(13) 0.32885(11) 0.31410(10) 0.0421(3) Uani 1 1 d . . . . .
F17 F 0.59875(14) 0.09320(12) 0.27089(9) 0.0425(3) Uani 1 1 d . . . . .
F16 F 0.69082(14) -0.07200(10) 0.42536(10) 0.0411(3) Uani 1 1 d . . . . .
F15 F 0.72143(13) -0.01002(9) 0.61553(9) 0.0364(3) Uani 1 1 d . . . . .
F21 F 0.97877(12) 0.20841(11) 0.67281(12) 0.0475(4) Uani 1 1 d . . . . .
F22 F 1.10686(13) 0.04277(13) 0.79768(15) 0.0652(5) Uani 1 1 d . . . . .
F23 F 0.95857(15) -0.11627(11) 0.95460(12) 0.0524(4) Uani 1 1 d . . . . .
F24 F 0.67640(15) -0.10764(11) 0.98204(11) 0.0520(4) Uani 1 1 d . . . . .
F25 F 0.54509(12) 0.05622(11) 0.85778(11) 0.0424(3) Uani 1 1 d . . . . .
N1 N 0.52792(15) 0.28665(12) 0.75543(12) 0.0202(3) Uani 1 1 d . . . . .
C1 C 0.40637(19) 0.27190(16) 0.71961(16) 0.0259(4) Uani 1 1 d . . . . .
H1 H 0.408117 0.233976 0.655366 0.031 Uiso 1 1 calc R . . . .
C2 C 0.2805(2) 0.30932(18) 0.77198(17) 0.0307(4) Uani 1 1 d . . . . .
H2 H 0.197099 0.297665 0.744358 0.037 Uiso 1 1 calc R . . . .
C3 C 0.2774(2) 0.36401(18) 0.86521(18) 0.0320(5) Uani 1 1 d . . . . .
H3 H 0.191868 0.392053 0.902352 0.038 Uiso 1 1 calc R . . . .
C4 C 0.40010(19) 0.37746(16) 0.90386(16) 0.0263(4) Uani 1 1 d . . . . .
H4 H 0.399038 0.414509 0.968479 0.032 Uiso 1 1 calc R . . . .
C5 C 0.52554(18) 0.33736(15) 0.84924(14) 0.0205(4) Uani 1 1 d . . . . .
C6 C 0.65326(18) 0.34541(15) 0.89902(14) 0.0194(4) Uani 1 1 d . . . . .
C7 C 0.64489(19) 0.29742(16) 1.00914(15) 0.0242(4) Uani 1 1 d . . . . .
H7 H 0.561134 0.260042 1.046643 0.029 Uiso 1 1 calc R . . . .
C8 C 0.7562(2) 0.30361(17) 1.06384(15) 0.0276(4) Uani 1 1 d . . . . .
H8 H 0.750289 0.268462 1.137751 0.033 Uiso 1 1 calc R . . . .
C9 C 0.8768(2) 0.36159(17) 1.00999(15) 0.0259(4) Uani 1 1 d . . . . .
H9 H 0.953677 0.367107 1.047215 0.031 Uiso 1 1 calc R . . . .
C10 C 0.88514(19) 0.41122(16) 0.90249(15) 0.0226(4) Uani 1 1 d . . . . .
H10 H 0.967605 0.452601 0.867354 0.027 Uiso 1 1 calc R . . . .
C11 C 0.77625(18) 0.40268(14) 0.84344(14) 0.0187(4) Uani 1 1 d . . . . .
C12 C 0.79569(17) 0.44918(15) 0.72582(14) 0.0193(4) Uani 1 1 d . . . . .
C13 C 0.75736(18) 0.37921(15) 0.65530(14) 0.0201(4) Uani 1 1 d . . . . .
H13 H 0.779795 0.409067 0.580113 0.024 Uiso 1 1 calc R . . . .
C14 C 0.64932(18) 0.19834(15) 0.57261(14) 0.0210(4) Uani 1 1 d . . . . .
C15 C 0.67742(19) 0.08043(16) 0.54463(15) 0.0241(4) Uani 1 1 d . . . . .
C16 C 0.6625(2) 0.04450(17) 0.44525(16) 0.0281(4) Uani 1 1 d . . . . .
C17 C 0.6159(2) 0.12718(19) 0.36680(15) 0.0294(4) Uani 1 1 d . . . . .
C18 C 0.5857(2) 0.24560(18) 0.38945(15) 0.0284(4) Uani 1 1 d . . . . .
C19 C 0.60209(19) 0.27744(16) 0.48921(16) 0.0247(4) Uani 1 1 d . . . . .
C20 C 0.75459(18) 0.14590(15) 0.76232(14) 0.0190(4) Uani 1 1 d . . . . .
C21 C 0.89735(19) 0.13475(17) 0.75090(16) 0.0276(4) Uani 1 1 d . . . . .
C22 C 0.9678(2) 0.04855(18) 0.81345(19) 0.0345(5) Uani 1 1 d . . . . .
C23 C 0.8926(2) -0.03123(17) 0.89315(17) 0.0332(5) Uani 1 1 d . . . . .
C24 C 0.7510(2) -0.02613(17) 0.90735(15) 0.0308(5) Uani 1 1 d . . . . .
C25 C 0.68493(19) 0.06021(16) 0.84237(15) 0.0230(4) Uani 1 1 d . . . . .
C26 C 1.0582(2) 0.6207(2) 0.67146(18) 0.0394(5) Uani 1 1 d . . . . .
H26A H 1.089232 0.701757 0.634570 0.059 Uiso 1 1 calc GR . . . .
H26B H 1.105072 0.556577 0.630932 0.059 Uiso 1 1 calc GR . . . .
H26C H 1.081010 0.610031 0.745503 0.059 Uiso 1 1 calc GR . . . .
C27 C 0.7788(2) 0.71335(18) 0.77507(18) 0.0373(5) Uani 1 1 d . . . . .
H27A H 0.806394 0.798366 0.748146 0.056 Uiso 1 1 calc GR . . . .
H27B H 0.806991 0.689953 0.846619 0.056 Uiso 1 1 calc GR . . . .
H27C H 0.677538 0.706628 0.781545 0.056 Uiso 1 1 calc GR . . . .
C28 C 0.8223(2) 0.65824(18) 0.53911(16) 0.0359(5) Uani 1 1 d . . . . .
H28A H 0.724041 0.642117 0.538380 0.054 Uiso 1 1 calc GR . . . .
H28B H 0.880506 0.612126 0.486536 0.054 Uiso 1 1 calc GR . . . .
H28C H 0.840028 0.746413 0.519333 0.054 Uiso 1 1 calc GR . . . .
B1 B 0.6768(2) 0.24912(17) 0.68526(16) 0.0188(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 C12 1.8861(17) . ?
Si1 C26 1.877(2) . ?
Si1 C27 1.863(2) . ?
Si1 C28 1.861(2) . ?
F19 C19 1.348(2) . ?
F18 C18 1.346(2) . ?
F17 C17 1.339(2) . ?
F16 C16 1.345(2) . ?
F15 C15 1.351(2) . ?
F21 C21 1.352(2) . ?
F22 C22 1.337(2) . ?
F23 C23 1.346(2) . ?
F24 C24 1.346(2) . ?
F25 C25 1.346(2) . ?
N1 C1 1.352(2) . ?
N1 C5 1.360(2) . ?
N1 B1 1.642(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.373(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.376(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.377(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(3) . ?
C5 C6 1.487(2) . ?
C6 C7 1.403(2) . ?
C6 C11 1.407(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.379(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.386(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.377(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.398(2) . ?
C11 C12 1.481(2) . ?
C12 C13 1.344(2) . ?
C13 H13 0.9500 . ?
C13 B1 1.621(2) . ?
C14 C15 1.391(2) . ?
C14 C19 1.397(2) . ?
C14 B1 1.645(3) . ?
C15 C16 1.383(3) . ?
C16 C17 1.372(3) . ?
C17 C18 1.378(3) . ?
C18 C19 1.374(3) . ?
C20 C21 1.378(3) . ?
C20 C25 1.389(2) . ?
C20 B1 1.639(2) . ?
C21 C22 1.386(3) . ?
C22 C23 1.372(3) . ?
C23 C24 1.361(3) . ?
C24 C25 1.380(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 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
C26 Si1 C12 113.78(9) . . ?
C27 Si1 C12 107.95(9) . . ?
C27 Si1 C26 108.09(11) . . ?
C28 Si1 C12 108.60(9) . . ?
C28 Si1 C26 108.17(10) . . ?
C28 Si1 C27 110.24(10) . . ?
C1 N1 C5 118.80(16) . . ?
C1 N1 B1 120.97(15) . . ?
C5 N1 B1 120.19(14) . . ?
N1 C1 H1 118.6 . . ?
N1 C1 C2 122.87(19) . . ?
C2 C1 H1 118.6 . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.79(18) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 118.97(18) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.65(19) . . ?
C5 C4 H4 119.7 . . ?
N1 C5 C4 119.86(17) . . ?
N1 C5 C6 121.69(15) . . ?
C4 C5 C6 118.37(17) . . ?
C7 C6 C5 116.52(15) . . ?
C7 C6 C11 119.75(16) . . ?
C11 C6 C5 123.65(15) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 121.10(17) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.37(17) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.00(17) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 118.9 . . ?
C9 C10 C11 122.14(16) . . ?
C11 C10 H10 118.9 . . ?
C6 C11 C12 122.83(15) . . ?
C10 C11 C6 117.57(15) . . ?
C10 C11 C12 119.56(15) . . ?
C11 C12 Si1 119.59(12) . . ?
C13 C12 Si1 120.85(13) . . ?
C13 C12 C11 119.48(15) . . ?
C12 C13 H13 116.6 . . ?
C12 C13 B1 126.72(15) . . ?
B1 C13 H13 116.6 . . ?
C15 C14 C19 112.41(17) . . ?
C15 C14 B1 126.50(15) . . ?
C19 C14 B1 120.94(15) . . ?
F15 C15 C14 121.25(16) . . ?
F15 C15 C16 114.34(16) . . ?
C16 C15 C14 124.41(17) . . ?
F16 C16 C15 120.49(17) . . ?
F16 C16 C17 119.40(18) . . ?
C17 C16 C15 120.10(18) . . ?
F17 C17 C16 120.77(18) . . ?
F17 C17 C18 120.80(18) . . ?
C16 C17 C18 118.43(18) . . ?
F18 C18 C17 119.82(18) . . ?
F18 C18 C19 120.60(18) . . ?
C19 C18 C17 119.58(17) . . ?
F19 C19 C14 119.04(17) . . ?
F19 C19 C18 115.87(16) . . ?
C18 C19 C14 125.07(17) . . ?
C21 C20 C25 113.71(15) . . ?
C21 C20 B1 122.23(15) . . ?
C25 C20 B1 124.04(15) . . ?
F21 C21 C20 120.32(16) . . ?
F21 C21 C22 115.30(17) . . ?
C20 C21 C22 124.36(17) . . ?
F22 C22 C21 121.15(18) . . ?
F22 C22 C23 119.96(17) . . ?
C23 C22 C21 118.89(18) . . ?
F23 C23 C22 120.0(2) . . ?
F23 C23 C24 120.39(19) . . ?
C24 C23 C22 119.56(17) . . ?
F24 C24 C23 119.93(17) . . ?
F24 C24 C25 120.36(19) . . ?
C23 C24 C25 119.67(17) . . ?
F25 C25 C20 119.86(16) . . ?
F25 C25 C24 116.33(16) . . ?
C24 C25 C20 123.78(17) . . ?
Si1 C26 H26A 109.5 . . ?
Si1 C26 H26B 109.5 . . ?
Si1 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Si1 C27 H27A 109.5 . . ?
Si1 C27 H27B 109.5 . . ?
Si1 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
Si1 C28 H28A 109.5 . . ?
Si1 C28 H28B 109.5 . . ?
Si1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N1 B1 C14 109.75(14) . . ?
C13 B1 N1 102.93(13) . . ?
C13 B1 C14 109.50(14) . . ?
C13 B1 C20 113.76(14) . . ?
C20 B1 N1 108.38(13) . . ?
C20 B1 C14 112.10(14) . . ?

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
Si1 C12 C13 B1 -170.88(13) . . . . ?
F18 C18 C19 F19 2.0(3) . . . . ?
F18 C18 C19 C14 -179.75(17) . . . . ?
F17 C17 C18 F18 -0.7(3) . . . . ?
F17 C17 C18 C19 178.94(17) . . . . ?
F16 C16 C17 F17 -0.2(3) . . . . ?
F16 C16 C17 C18 179.14(17) . . . . ?
F15 C15 C16 F16 0.1(3) . . . . ?
F15 C15 C16 C17 178.73(17) . . . . ?
F21 C21 C22 F22 1.6(3) . . . . ?
F21 C21 C22 C23 -178.82(19) . . . . ?
F22 C22 C23 F23 -0.8(3) . . . . ?
F22 C22 C23 C24 -178.8(2) . . . . ?
F23 C23 C24 F24 -1.0(3) . . . . ?
F23 C23 C24 C25 -178.86(18) . . . . ?
F24 C24 C25 F25 -0.7(3) . . . . ?
F24 C24 C25 C20 -178.85(17) . . . . ?
N1 C1 C2 C3 -0.2(3) . . . . ?
N1 C5 C6 C7 -127.38(17) . . . . ?
N1 C5 C6 C11 55.7(2) . . . . ?
C1 N1 C5 C4 -2.6(2) . . . . ?
C1 N1 C5 C6 174.07(15) . . . . ?
C1 N1 B1 C13 117.75(16) . . . . ?
C1 N1 B1 C14 1.2(2) . . . . ?
C1 N1 B1 C20 -121.47(16) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 N1 1.4(3) . . . . ?
C3 C4 C5 C6 -175.40(16) . . . . ?
C4 C5 C6 C7 49.4(2) . . . . ?
C4 C5 C6 C11 -127.57(18) . . . . ?
C5 N1 C1 C2 2.0(3) . . . . ?
C5 N1 B1 C13 -59.96(18) . . . . ?
C5 N1 B1 C14 -176.46(13) . . . . ?
C5 N1 B1 C20 60.82(18) . . . . ?
C5 C6 C7 C8 -178.07(17) . . . . ?
C5 C6 C11 C10 175.57(16) . . . . ?
C5 C6 C11 C12 -6.7(3) . . . . ?
C6 C7 C8 C9 2.0(3) . . . . ?
C6 C11 C12 Si1 131.95(15) . . . . ?
C6 C11 C12 C13 -44.8(2) . . . . ?
C7 C6 C11 C10 -1.3(2) . . . . ?
C7 C6 C11 C12 176.47(16) . . . . ?
C7 C8 C9 C10 -0.7(3) . . . . ?
C8 C9 C10 C11 -1.7(3) . . . . ?
C9 C10 C11 C6 2.6(3) . . . . ?
C9 C10 C11 C12 -175.18(17) . . . . ?
C10 C11 C12 Si1 -50.4(2) . . . . ?
C10 C11 C12 C13 132.87(18) . . . . ?
C11 C6 C7 C8 -1.0(3) . . . . ?
C11 C12 C13 B1 5.9(3) . . . . ?
C12 C13 B1 N1 62.3(2) . . . . ?
C12 C13 B1 C14 179.00(16) . . . . ?
C12 C13 B1 C20 -54.7(2) . . . . ?
C14 C15 C16 F16 -179.36(17) . . . . ?
C14 C15 C16 C17 -0.7(3) . . . . ?
C15 C14 C19 F19 177.42(16) . . . . ?
C15 C14 C19 C18 -0.7(3) . . . . ?
C15 C14 B1 N1 -116.25(18) . . . . ?
C15 C14 B1 C13 131.46(18) . . . . ?
C15 C14 B1 C20 4.2(2) . . . . ?
C15 C16 C17 F17 -178.90(17) . . . . ?
C15 C16 C17 C18 0.5(3) . . . . ?
C16 C17 C18 F18 179.94(17) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C17 C18 C19 F19 -177.62(17) . . . . ?
C17 C18 C19 C14 0.6(3) . . . . ?
C19 C14 C15 F15 -178.60(16) . . . . ?
C19 C14 C15 C16 0.8(3) . . . . ?
C19 C14 B1 N1 68.5(2) . . . . ?
C19 C14 B1 C13 -43.8(2) . . . . ?
C19 C14 B1 C20 -170.99(16) . . . . ?
C20 C21 C22 F22 179.8(2) . . . . ?
C20 C21 C22 C23 -0.6(3) . . . . ?
C21 C20 C25 F25 -176.19(17) . . . . ?
C21 C20 C25 C24 1.9(3) . . . . ?
C21 C20 B1 N1 -150.59(17) . . . . ?
C21 C20 B1 C13 -36.8(2) . . . . ?
C21 C20 B1 C14 88.1(2) . . . . ?
C21 C22 C23 F23 179.63(19) . . . . ?
C21 C22 C23 C24 1.6(3) . . . . ?
C22 C23 C24 F24 177.02(19) . . . . ?
C22 C23 C24 C25 -0.8(3) . . . . ?
C23 C24 C25 F25 177.13(18) . . . . ?
C23 C24 C25 C20 -1.0(3) . . . . ?
C25 C20 C21 F21 177.05(17) . . . . ?
C25 C20 C21 C22 -1.1(3) . . . . ?
C25 C20 B1 N1 31.1(2) . . . . ?
C25 C20 B1 C13 144.95(17) . . . . ?
C25 C20 B1 C14 -90.1(2) . . . . ?
C26 Si1 C12 C11 78.12(16) . . . . ?
C26 Si1 C12 C13 -105.15(16) . . . . ?
C27 Si1 C12 C11 -41.84(16) . . . . ?
C27 Si1 C12 C13 134.88(16) . . . . ?
C28 Si1 C12 C11 -161.36(14) . . . . ?
C28 Si1 C12 C13 15.37(18) . . . . ?
B1 N1 C1 C2 -175.69(16) . . . . ?
B1 N1 C5 C4 175.13(14) . . . . ?
B1 N1 C5 C6 -8.2(2) . . . . ?
B1 C14 C15 F15 5.8(3) . . . . ?
B1 C14 C15 C16 -174.79(17) . . . . ?
B1 C14 C19 F19 -6.7(3) . . . . ?
B1 C14 C19 C18 175.10(17) . . . . ?
B1 C20 C21 F21 -1.4(3) . . . . ?
B1 C20 C21 C22 -179.52(19) . . . . ?
B1 C20 C25 F25 2.2(3) . . . . ?
B1 C20 C25 C24 -179.69(18) . . . . ?

_olex2_date_sample_data_collection 2018-10-04
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.452
_oxdiff_exptl_absorpt_empirical_full_min 0.687
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1899864'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2019-02-27 deposited with the CCDC.	2019-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H16 B F2 N'
_chemical_formula_weight         259.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   7.5560(7)
_cell_length_b                   7.8873(7)
_cell_length_c                   12.0635(11)
_cell_angle_alpha                80.677(7)
_cell_angle_beta                 78.126(8)
_cell_angle_gamma                67.404(9)
_cell_volume                     646.81(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2492
_cell_measurement_theta_min      3.4330
_cell_measurement_theta_max      28.6740

_exptl_crystal_description       'transparent prism'
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_F_000             272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.267
_exptl_crystal_size_mid          0.143
_exptl_crystal_size_min          0.099
_exptl_absorpt_coefficient_mu    0.096
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.90459
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3385
_diffrn_reflns_number            6224
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.809
_diffrn_reflns_theta_max         29.465
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.843
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.843
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.843
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3026
_reflns_number_gt                2379
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0353P)²+0.2351P] 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         3026
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1085
_refine_ls_wR_factor_gt          0.0970
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6743(2) 0.1932(2) 0.41371(12) 0.0214(3) Uani 1 1 d . . . . .
H1 H 0.6961 0.0667 0.4365 0.026 Uiso 1 1 calc R U . . .
C2 C 0.8030(2) 0.2656(2) 0.43288(13) 0.0244(3) Uani 1 1 d . . . . .
H2 H 0.9121 0.1906 0.4685 0.029 Uiso 1 1 calc R U . . .
C3 C 0.7704(2) 0.4496(2) 0.39929(13) 0.0241(3) Uani 1 1 d . . . . .
H3 H 0.8567 0.5033 0.4120 0.029 Uiso 1 1 calc R U . . .
C4 C 0.6108(2) 0.5551(2) 0.34702(13) 0.0226(3) Uani 1 1 d . . . . .
H4 H 0.5882 0.6816 0.3233 0.027 Uiso 1 1 calc R U . . .
C5 C 0.4834(2) 0.47763(19) 0.32899(12) 0.0184(3) Uani 1 1 d . . . . .
C6 C 0.3091(2) 0.58546(19) 0.27414(12) 0.0192(3) Uani 1 1 d . . . . .
C7 C 0.2389(2) 0.7784(2) 0.26947(13) 0.0232(3) Uani 1 1 d . . . . .
H7 H 0.3044 0.8370 0.3002 0.028 Uiso 1 1 calc R U . . .
C8 C 0.0759(2) 0.8847(2) 0.22090(14) 0.0274(4) Uani 1 1 d . . . . .
H8 H 0.0302 1.0153 0.2181 0.033 Uiso 1 1 calc R U . . .
C9 C -0.0205(2) 0.8004(2) 0.17644(14) 0.0277(4) Uani 1 1 d . . . . .
H9 H -0.1331 0.8727 0.1433 0.033 Uiso 1 1 calc R U . . .
C10 C 0.0479(2) 0.6103(2) 0.18055(13) 0.0250(3) Uani 1 1 d . . . . .
H10 H -0.0192 0.5537 0.1495 0.030 Uiso 1 1 calc R U . . .
C11 C 0.2123(2) 0.4987(2) 0.22880(12) 0.0198(3) Uani 1 1 d . . . . .
C12 C 0.2824(2) 0.29095(19) 0.23371(12) 0.0213(3) Uani 1 1 d . . . . .
H12 H 0.1638 0.2602 0.2403 0.026 Uiso 1 1 calc R U . . .
C13 C 0.4161(3) 0.2108(2) 0.12372(13) 0.0288(4) Uani 1 1 d . . . . .
H13 H 0.4599 0.0735 0.1381 0.035 Uiso 1 1 calc R U . . .
C14 C 0.5985(3) 0.2583(2) 0.09322(14) 0.0335(4) Uani 1 1 d . . . . .
H14A H 0.5619 0.3926 0.0827 0.050 Uiso 1 1 calc R U . . .
H14B H 0.6745 0.2051 0.0226 0.050 Uiso 1 1 calc R U . . .
H14C H 0.6764 0.2076 0.1547 0.050 Uiso 1 1 calc R U . . .
C15 C 0.3066(3) 0.2658(3) 0.02191(15) 0.0401(5) Uani 1 1 d . . . . .
H15A H 0.2604 0.4001 0.0050 0.060 Uiso 1 1 calc R U . . .
H15B H 0.1955 0.2255 0.0401 0.060 Uiso 1 1 calc R U . . .
H15C H 0.3938 0.2069 -0.0445 0.060 Uiso 1 1 calc R U . . .
B1 B 0.3702(3) 0.2015(2) 0.34850(14) 0.0212(4) Uani 1 1 d . . . . .
N1 N 0.51790(17) 0.29642(16) 0.36351(10) 0.0181(3) Uani 1 1 d . . . . .
F1 F 0.47793(14) 0.01211(11) 0.34948(8) 0.0288(2) Uani 1 1 d . . . . .
F2 F 0.22864(13) 0.23497(12) 0.44615(7) 0.0276(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.3498(18) . ?
C1 C2 1.373(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.384(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(2) . ?
C4 H4 0.9500 . ?
C5 N1 1.3600(18) . ?
C5 C6 1.487(2) . ?
C6 C7 1.402(2) . ?
C6 C11 1.405(2) . ?
C7 C8 1.381(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.396(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.511(2) . ?
C12 C13 1.552(2) . ?
C12 B1 1.599(2) . ?
C12 H12 1.0000 . ?
C13 C14 1.522(3) . ?
C13 C15 1.533(2) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
B1 F1 1.3995(19) . ?
B1 F2 1.402(2) . ?
B1 N1 1.615(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 122.03(13) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C1 C2 C3 118.56(14) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C2 C3 C4 119.43(14) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 120.53(14) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
N1 C5 C4 118.94(13) . . ?
N1 C5 C6 118.49(13) . . ?
C4 C5 C6 122.57(13) . . ?
C7 C6 C11 119.55(13) . . ?
C7 C6 C5 118.80(13) . . ?
C11 C6 C5 121.64(13) . . ?
C8 C7 C6 121.01(14) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 119.82(14) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C10 C9 C8 119.54(14) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 122.19(15) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C6 117.89(13) . . ?
C10 C11 C12 121.11(13) . . ?
C6 C11 C12 121.00(13) . . ?
C11 C12 C13 113.66(12) . . ?
C11 C12 B1 109.64(12) . . ?
C13 C12 B1 114.76(13) . . ?
C11 C12 H12 106.0 . . ?
C13 C12 H12 106.0 . . ?
B1 C12 H12 106.0 . . ?
C14 C13 C15 110.08(14) . . ?
C14 C13 C12 113.92(13) . . ?
C15 C13 C12 112.02(14) . . ?
C14 C13 H13 106.8 . . ?
C15 C13 H13 106.8 . . ?
C12 C13 H13 106.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
F1 B1 F2 109.16(12) . . ?
F1 B1 C12 113.87(13) . . ?
F2 B1 C12 112.92(13) . . ?
F1 B1 N1 106.02(12) . . ?
F2 B1 N1 105.27(12) . . ?
C12 B1 N1 109.02(11) . . ?
C1 N1 C5 120.51(13) . . ?
C1 N1 B1 118.60(12) . . ?
C5 N1 B1 120.87(11) . . ?

_refine_diff_density_max         0.351
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.048

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

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1899863'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2019-02-27 deposited with the CCDC.	2019-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H16 B Br2 N'
_chemical_formula_weight         380.92

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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_H-M_alt        'P 42/n'
_space_group_name_Hall           '-P 4bc'

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

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

_cell_length_a                   17.0555(1)
_cell_length_b                   17.0555(1)
_cell_length_c                   10.2235(1)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2973.91(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    12020
_cell_measurement_theta_min      3.6450
_cell_measurement_theta_max      74.0080

_exptl_crystal_description       'transparent prism'
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_F_000             1504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.196
_exptl_crystal_size_mid          0.138
_exptl_crystal_size_min          0.128
_exptl_absorpt_coefficient_mu    6.772
_shelx_estimated_absorpt_T_min   0.350
_shelx_estimated_absorpt_T_max   0.478
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.71502
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           'Cu K\a'
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3385
_diffrn_reflns_number            20631
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.665
_diffrn_reflns_theta_max         74.193
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3017
_reflns_number_gt                2811
_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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_structure_solution    'SIR92 (Giacovazzo et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0260P)²+2.3308P] 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         3017
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0219
_refine_ls_wR_factor_ref         0.0553
_refine_ls_wR_factor_gt          0.0539
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
C1 C 0.52206(12) 0.36355(12) 0.51193(19) 0.0261(4) Uani 1 1 d . . . . .
H1 H 0.5496 0.4084 0.4814 0.031 Uiso 1 1 calc R U . . .
C2 C 0.50253(13) 0.30573(13) 0.4237(2) 0.0294(4) Uani 1 1 d . . . . .
H2 H 0.5169 0.3101 0.3342 0.035 Uiso 1 1 calc R U . . .
C3 C 0.46147(12) 0.24125(12) 0.46855(19) 0.0263(4) Uani 1 1 d . . . . .
H3 H 0.4482 0.1998 0.4105 0.032 Uiso 1 1 calc R U . . .
C4 C 0.44001(11) 0.23770(11) 0.59868(19) 0.0219(4) Uani 1 1 d . . . . .
H4 H 0.4104 0.1942 0.6291 0.026 Uiso 1 1 calc R U . . .
C5 C 0.46100(10) 0.29659(10) 0.68594(18) 0.0179(4) Uani 1 1 d . . . . .
C6 C 0.43851(10) 0.29404(10) 0.82591(18) 0.0178(3) Uani 1 1 d . . . . .
C7 C 0.37704(11) 0.24465(11) 0.86586(19) 0.0217(4) Uani 1 1 d . . . . .
H7 H 0.3511 0.2128 0.8032 0.026 Uiso 1 1 calc R U . . .
C8 C 0.35397(11) 0.24195(11) 0.9951(2) 0.0256(4) Uani 1 1 d . . . . .
H8 H 0.3134 0.2072 1.0214 0.031 Uiso 1 1 calc R U . . .
C9 C 0.38988(12) 0.28986(12) 1.08658(19) 0.0255(4) Uani 1 1 d . . . . .
H9 H 0.3729 0.2893 1.1751 0.031 Uiso 1 1 calc R U . . .
C10 C 0.45067(11) 0.33862(11) 1.04843(19) 0.0226(4) Uani 1 1 d . . . . .
H10 H 0.4748 0.3716 1.1115 0.027 Uiso 1 1 calc R U . . .
C11 C 0.47730(10) 0.34034(10) 0.91936(18) 0.0178(3) Uani 1 1 d . . . . .
C12 C 0.54692(10) 0.38954(11) 0.88000(18) 0.0193(4) Uani 1 1 d . . . . .
H12 H 0.5494 0.4345 0.9427 0.023 Uiso 1 1 calc R U . . .
C13 C 0.62576(11) 0.34303(12) 0.8948(2) 0.0261(4) Uani 1 1 d . . . . .
H13 H 0.6689 0.3791 0.8670 0.031 Uiso 1 1 calc R U . . .
C14 C 0.64156(14) 0.32106(15) 1.0374(2) 0.0381(5) Uani 1 1 d . . . . .
H14A H 0.6031 0.2820 1.0660 0.057 Uiso 1 1 calc R U . . .
H14B H 0.6373 0.3680 1.0923 0.057 Uiso 1 1 calc R U . . .
H14C H 0.6945 0.2991 1.0452 0.057 Uiso 1 1 calc R U . . .
C15 C 0.63177(13) 0.26996(15) 0.8098(2) 0.0397(6) Uani 1 1 d . . . . .
H15A H 0.6816 0.2434 0.8272 0.060 Uiso 1 1 calc R U . . .
H15B H 0.6293 0.2850 0.7173 0.060 Uiso 1 1 calc R U . . .
H15C H 0.5882 0.2345 0.8301 0.060 Uiso 1 1 calc R U . . .
N1 N 0.50358(9) 0.35899(9) 0.63999(15) 0.0194(3) Uani 1 1 d . . . . .
Br1 Br 0.62090(2) 0.48837(2) 0.66747(2) 0.03117(7) Uani 1 1 d . . . . .
Br2 Br 0.43450(2) 0.49999(2) 0.74774(2) 0.02319(7) Uani 1 1 d . . . . .
B1 B 0.52955(13) 0.42568(13) 0.7394(2) 0.0205(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.349(2) . ?
C1 C2 1.377(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.382(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.381(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(3) . ?
C4 H4 0.9500 . ?
C5 N1 1.371(2) . ?
C5 C6 1.482(3) . ?
C6 C11 1.405(2) . ?
C6 C7 1.405(3) . ?
C7 C8 1.380(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.384(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.385(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.396(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.509(2) . ?
C12 C13 1.568(3) . ?
C12 B1 1.591(3) . ?
C12 H12 1.0000 . ?
C13 C15 1.523(3) . ?
C13 C14 1.529(3) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
N1 B1 1.589(3) . ?
Br1 B1 2.028(2) . ?
Br2 B1 2.059(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 122.55(19) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C1 C2 C3 118.35(19) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 119.27(18) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.21(18) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
N1 C5 C4 118.50(17) . . ?
N1 C5 C6 119.38(16) . . ?
C4 C5 C6 122.12(17) . . ?
C11 C6 C7 119.37(17) . . ?
C11 C6 C5 121.21(16) . . ?
C7 C6 C5 119.42(16) . . ?
C8 C7 C6 120.73(18) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 C9 120.07(18) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 119.70(18) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C10 C11 121.48(18) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C10 C11 C6 118.54(17) . . ?
C10 C11 C12 121.32(16) . . ?
C6 C11 C12 120.13(16) . . ?
C11 C12 C13 111.58(15) . . ?
C11 C12 B1 108.04(15) . . ?
C13 C12 B1 116.27(16) . . ?
C11 C12 H12 106.8 . . ?
C13 C12 H12 106.8 . . ?
B1 C12 H12 106.8 . . ?
C15 C13 C14 109.38(19) . . ?
C15 C13 C12 114.61(16) . . ?
C14 C13 C12 111.53(17) . . ?
C15 C13 H13 107.0 . . ?
C14 C13 H13 107.0 . . ?
C12 C13 H13 107.0 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C1 N1 C5 120.06(16) . . ?
C1 N1 B1 120.98(16) . . ?
C5 N1 B1 118.95(15) . . ?
N1 B1 C12 110.64(15) . . ?
N1 B1 Br1 111.07(13) . . ?
C12 B1 Br1 112.88(13) . . ?
N1 B1 Br2 104.33(12) . . ?
C12 B1 Br2 110.35(13) . . ?
Br1 B1 Br2 107.17(10) . . ?

_refine_diff_density_max         0.466
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.063

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

data_jsc17108
_database_code_depnum_ccdc_archive 'CCDC 1899858'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2019-02-27 deposited with the CCDC.	2019-06-10 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT315_jsc17108            
;
PROBLEM: Singly Bonded Carbon Detected (H-atoms Missing).       C17A Check
RESPONSE: C17A is part of the disordered CN- ligand
;
_vrf_PLAT315_jsc17108_2          
;
PROBLEM: Singly Bonded Carbon Detected (H-atoms Missing).       C16B Check
RESPONSE: C16B is part of the disordered CN- ligand
;
_vrf_PLAT213_jsc17108            
;
PROBLEM: Atom C17A            has ADP max/min Ratio .....        3.8 prolat
RESPONSE: disordered CN-B-NC  fragment: modeld with restraints leding to hgh max/min ADP
;
# Added during the CSD deposition process: Wednesday 27 February 2019 08:05 AM
# end Validation Reply Form

_audit_creation_date             2018-10-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H16 B N3'
_chemical_formula_sum            'C17 H16 B N3'
_chemical_formula_weight         273.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C17 H16 B N3'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.4822(3)
_cell_length_b                   14.3531(5)
_cell_length_c                   11.9681(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.037(4)
_cell_angle_gamma                90
_cell_volume                     1430.12(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5968
_cell_measurement_temperature    150(10)
_cell_measurement_theta_max      29.3890
_cell_measurement_theta_min      3.7170
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74372
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.188
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.128
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14563
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.524
_diffrn_reflns_theta_min         2.828
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  17.00   1.00   24.00    --   -9.42 -99.00  30.00   27
  2  ω     -1.00  25.00   1.00   24.00    --   11.29 -57.00 120.00   26
  3  ω     12.00  37.00   1.00   24.00    --   11.29 -57.00  60.00   25
  4  ω     -7.00  52.00   1.00   24.00    --   11.29 -99.00  30.00   59
  5  ω    -58.00  13.00   1.00   24.00    --   11.29 -38.00 150.00   71
  6  ω    -41.00 -15.00   1.00   24.00    --   11.29 -38.00  60.00   26
  7  ω    -54.00 -18.00   1.00   24.00    --   11.29 -57.00 120.00   36
  8  ω    -17.00  83.00   1.00   24.00    --   11.29  57.00 -90.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0332428000
_diffrn_orient_matrix_UB_12      0.0198754000
_diffrn_orient_matrix_UB_13      -0.0445958000
_diffrn_orient_matrix_UB_21      -0.0424308000
_diffrn_orient_matrix_UB_22      0.0419518000
_diffrn_orient_matrix_UB_23      0.0047588000
_diffrn_orient_matrix_UB_31      0.0659355000
_diffrn_orient_matrix_UB_32      0.0169744000
_diffrn_orient_matrix_UB_33      0.0404388000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3020
_reflns_number_total             3623
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3623
_refine_ls_number_restraints     226
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0468
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0423P)²+0.6458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1195
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C16A-B1 = C17B-B1
 1.55 with sigma of 0.02
 N0AA-B1 = N2B-B1
 1.8 with sigma of 0.02
 N2A-C16A = N3B-C17B
 1.13 with sigma of 0.01
 N2B-C16B = N3B-C17B
 1.13 with sigma of 0.01
 N2B-C16B = N0AA-C17A
 1.14 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C17B) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(N2B) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C16A)=Sof(N2A)=Sof(N0AA)=Sof(C17A)=1-FVAR(1)
 Sof(C17B)=Sof(N3B)=Sof(C16B)=Sof(N2B)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C12(H12), C13(H13)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10)
6.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.80274(13) 0.57457(8) 0.34912(9) 0.0208(2) Uani 1 1 d . U . . .
C1 C 0.80059(17) 0.57150(10) 0.46173(12) 0.0247(3) Uani 1 1 d . U . . .
H1 H 0.711982 0.543054 0.486289 0.030 Uiso 1 1 calc R . . . .
C2 C 0.92270(18) 0.60828(10) 0.54175(12) 0.0281(3) Uani 1 1 d . U . . .
H2 H 0.919560 0.604825 0.620564 0.034 Uiso 1 1 calc R . . . .
C3 C 1.05008(18) 0.65037(10) 0.50503(13) 0.0289(3) Uani 1 1 d . U . . .
H3 H 1.135123 0.677155 0.558625 0.035 Uiso 1 1 calc R . . . .
C4 C 1.05348(17) 0.65341(10) 0.39027(12) 0.0261(3) Uani 1 1 d . U . . .
H4 H 1.140841 0.682649 0.365003 0.031 Uiso 1 1 calc R . . . .
C5 C 0.92949(16) 0.61383(9) 0.31120(11) 0.0210(3) Uani 1 1 d . U . . .
C6 C 0.92986(16) 0.61370(9) 0.18801(11) 0.0215(3) Uani 1 1 d . U . . .
C7 C 1.07730(17) 0.61998(10) 0.15171(13) 0.0269(3) Uani 1 1 d . U . . .
H7 H 1.174405 0.623998 0.206294 0.032 Uiso 1 1 calc R . . . .
C8 C 1.08188(18) 0.62036(10) 0.03670(13) 0.0303(3) Uani 1 1 d . U . . .
H8 H 1.182058 0.624708 0.012646 0.036 Uiso 1 1 calc R . . . .
C9 C 0.94125(19) 0.61444(10) -0.04315(13) 0.0293(3) Uani 1 1 d . U . . .
H9 H 0.944668 0.615231 -0.122026 0.035 Uiso 1 1 calc R . . . .
C10 C 0.79509(18) 0.60734(10) -0.00815(12) 0.0257(3) Uani 1 1 d . U . . .
H10 H 0.699089 0.602625 -0.063706 0.031 Uiso 1 1 calc R . . . .
C11 C 0.78616(16) 0.60697(9) 0.10722(11) 0.0209(3) Uani 1 1 d . U . . .
C12 C 0.62720(16) 0.59792(10) 0.14575(11) 0.0215(3) Uani 1 1 d . U . . .
H12 H 0.554556 0.561935 0.085246 0.026 Uiso 1 1 calc R . . . .
C13 C 0.54337(16) 0.69316(10) 0.15649(12) 0.0245(3) Uani 1 1 d . U . . .
H13 H 0.439365 0.679456 0.180813 0.029 Uiso 1 1 calc R . . . .
C14 C 0.50278(18) 0.74418(11) 0.04246(13) 0.0304(3) Uani 1 1 d . U . . .
H14A H 0.439600 0.800006 0.050947 0.046 Uiso 1 1 calc GR . . . .
H14B H 0.440387 0.702936 -0.014730 0.046 Uiso 1 1 calc GR . . . .
H14C H 0.602346 0.762307 0.018081 0.046 Uiso 1 1 calc GR . . . .
C15 C 0.63760(19) 0.75903(11) 0.24503(13) 0.0312(3) Uani 1 1 d . U . . .
H15A H 0.743702 0.770744 0.226872 0.047 Uiso 1 1 calc GR . . . .
H15B H 0.650267 0.730583 0.320664 0.047 Uiso 1 1 calc GR . . . .
H15C H 0.579301 0.818035 0.244376 0.047 Uiso 1 1 calc GR . . . .
B1 B 0.65796(18) 0.53330(11) 0.25805(13) 0.0219(3) Uani 1 1 d D U . . .
C16A C 0.708(2) 0.4324(9) 0.2339(17) 0.0217(15) Uani 0.599(17) 1 d D U P A 1
C17B C 0.5192(16) 0.5246(16) 0.3124(17) 0.0181(16) Uani 0.401(17) 1 d D U P A 2
N2A N 0.749(2) 0.3622(7) 0.2107(15) 0.0284(17) Uani 0.599(17) 1 d D U P A 1
N3B N 0.4081(13) 0.5185(11) 0.3440(12) 0.0252(19) Uani 0.401(17) 1 d D U P A 2
N0AA N 0.4815(8) 0.5246(7) 0.3183(8) 0.0125(12) Uani 0.599(17) 1 d D U P A 1
C17A C 0.3743(13) 0.5202(12) 0.3513(13) 0.0355(19) Uani 0.599(17) 1 d D U P A 1
C16B C 0.766(4) 0.3479(13) 0.218(3) 0.027(3) Uani 0.401(17) 1 d D U P A 2
N2B N 0.719(3) 0.4210(9) 0.2230(19) 0.0127(19) Uani 0.401(17) 1 d D U P A 2


_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 1.3521(17) . ?
N1 C5 1.3661(17) . ?
N1 B1 1.5919(19) . ?
C1 H1 0.9500 . ?
C1 C2 1.374(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.3940(19) . ?
C5 C6 1.4749(18) . ?
C6 C7 1.4032(19) . ?
C6 C11 1.4066(19) . ?
C7 H7 0.9500 . ?
C7 C8 1.384(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.381(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.3973(19) . ?
C11 C12 1.5118(18) . ?
C12 H12 1.0000 . ?
C12 C13 1.557(2) . ?
C12 B1 1.613(2) . ?
C13 H13 1.0000 . ?
C13 C14 1.529(2) . ?
C13 C15 1.527(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
B1 C16A 1.551(10) . ?
B1 C17B 1.455(9) . ?
B1 N0AA 1.786(6) . ?
B1 N2B 1.767(10) . ?
C16A N2A 1.117(6) . ?
C17B N3B 1.084(6) . ?
N0AA C17A 1.061(6) . ?
C16B N2B 1.129(7) . ?

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 C5 120.41(12) . . ?
C1 N1 B1 120.96(11) . . ?
C5 N1 B1 118.63(11) . . ?
N1 C1 H1 119.0 . . ?
N1 C1 C2 122.00(13) . . ?
C2 C1 H1 119.0 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.52(13) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.82(13) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.40(13) . . ?
C5 C4 H4 119.8 . . ?
N1 C5 C4 118.82(12) . . ?
N1 C5 C6 118.94(12) . . ?
C4 C5 C6 122.24(12) . . ?
C7 C6 C5 118.81(12) . . ?
C7 C6 C11 119.87(13) . . ?
C11 C6 C5 121.32(12) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.29(14) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.19(13) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 119.96(13) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.32(13) . . ?
C11 C10 H10 119.3 . . ?
C6 C11 C12 120.16(12) . . ?
C10 C11 C6 118.37(12) . . ?
C10 C11 C12 121.47(12) . . ?
C11 C12 H12 106.6 . . ?
C11 C12 C13 113.43(11) . . ?
C11 C12 B1 106.99(11) . . ?
C13 C12 H12 106.6 . . ?
C13 C12 B1 116.08(11) . . ?
B1 C12 H12 106.6 . . ?
C12 C13 H13 107.1 . . ?
C14 C13 C12 112.03(12) . . ?
C14 C13 H13 107.1 . . ?
C15 C13 C12 114.47(11) . . ?
C15 C13 H13 107.1 . . ?
C15 C13 C14 108.75(12) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 B1 C12 109.70(11) . . ?
N1 B1 N0AA 110.2(3) . . ?
N1 B1 N2B 106.2(8) . . ?
C12 B1 N0AA 111.3(3) . . ?
C12 B1 N2B 109.5(8) . . ?
C16A B1 N1 105.8(7) . . ?
C16A B1 C12 112.8(8) . . ?
C16A B1 N0AA 106.8(8) . . ?
C17B B1 N1 108.1(8) . . ?
C17B B1 C12 114.0(8) . . ?
C17B B1 N2B 109.0(11) . . ?
N2A C16A B1 175.2(18) . . ?
N3B C17B B1 174.0(18) . . ?
C17A N0AA B1 178.0(10) . . ?
C16B N2B B1 170(2) . . ?

_olex2_date_sample_data_collection 2018-10-04
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.487
_oxdiff_exptl_absorpt_empirical_full_min 0.805
####################################################################### 
# 
# 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_jsc18002
_database_code_depnum_ccdc_archive 'CCDC 1899860'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2019-02-27 deposited with the CCDC.	2019-06-10 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT220_jsc18002            
;
PROBLEM: Non-Solvent  Resd 1  C   Ueq(max)/Ueq(min) Range        5.3 Ratio
RESPONSE: disordered TMS group
;
_vrf_PLAT222_jsc18002            
;
PROBLEM: Non-Solv.  Resd 1  H   Uiso(max)/Uiso(min) Range       10.0 Ratio
RESPONSE: disordered TMS group
;
_vrf_PLAT242_jsc18002            
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        Si1 Check
RESPONSE: disordered TMS group
;
_vrf_PLAT245_jsc18002            
;
PROBLEM: U(iso) H30E      Smaller than U(eq) C30       by      0.023 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18002_2          
;
PROBLEM: U(iso) H30F      Smaller than U(eq) C30       by      0.037 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18002_3          
;
PROBLEM: U(iso) H33D      Smaller than U(eq) C33       by      0.018 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18002_4          
;
PROBLEM: U(iso) H33E      Smaller than U(eq) C33       by      0.018 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18002_5          
;
PROBLEM: U(iso) H33F      Smaller than U(eq) C33       by      0.018 Ang**2
RESPONSE: disordered Me group
;
# Added during the CSD deposition process: Wednesday 27 February 2019 08:05 AM
# end Validation Reply Form

_audit_creation_date             2018-11-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H40 B N Si'
_chemical_formula_sum            'C34 H40 B N Si'
_chemical_formula_weight         501.57
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.8845(3)
_cell_length_b                   11.7689(3)
_cell_length_c                   20.7907(7)
_cell_angle_alpha                90
_cell_angle_beta                 102.702(3)
_cell_angle_gamma                90
_cell_volume                     3075.49(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12958
_cell_measurement_temperature    149.95(10)
_cell_measurement_theta_max      28.6920
_cell_measurement_theta_min      3.6010
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75446
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.083
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.902
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            34861
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.902
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.490
_diffrn_reflns_theta_min         2.868
_diffrn_ambient_temperature      149.95(10)
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.902
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  28.00   1.00   64.00    --   -9.42 -99.00  60.00   40
  2  ω      1.00  28.00   1.00   64.00    --   -9.42 -99.00 -60.00   27
  3  ω    -16.00  10.00   1.00   64.00    --   -9.42 -57.00   0.00   26
  4  ω    -17.00  21.00   1.00   64.00    --   -9.42 -99.00 -90.00   38
  5  ω    -62.00  24.00   1.00   64.00    --   11.14 -57.00 -60.00   86
  6  ω     48.00  98.00   1.00   64.00    --   11.14 178.00 -60.00   50
  7  ω     27.00  52.00   1.00   64.00    --   11.14  19.00-150.00   25
  8  ω    -27.00  -1.00   1.00   64.00    --   11.14  19.00-150.00   26
  9  ω    -63.00  36.00   1.00   64.00    --   11.14 -38.00   0.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6029
_reflns_number_total             7717
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         7717
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0502
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0412P)²+1.5440P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1152
_refine_ls_wR_factor_ref         0.1255
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All H(H,H,H) groups, All C(H,H,H) groups
2. Restrained distances
 Si1-C27A \\sim Si1-C27B
 with sigma of 0.02
 Si1-C28A \\sim Si1-C28B
 with sigma of 0.02
 Si1-C26A \\sim Si1-C26B
 with sigma of 0.02
 C30-H30A \\sim C30-H30D
 with sigma of 0.02
 C30-H30B \\sim C30-H30E
 with sigma of 0.02
 C30-H30C \\sim C30-H30F
 with sigma of 0.02
 C33-H33A \\sim C33-H33E
 with sigma of 0.02
 C33-H33B \\sim C33-H33F
 with sigma of 0.02
 C33-H33C \\sim C33-H33D
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C28A, C27A, C26A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Si1, C27A, C28A, C26A, C28B, C26B, C27B, H26D, H26E, H26F, H26A, H26B, H26C,
 H28D, H28E, H28F, H28A, H28B, H28C, H27D, H27E, H27F, H27A, H27B, H27C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C28B)=Sof(H28D)=Sof(H28E)=Sof(H28F)=Sof(C26B)=Sof(H26D)=Sof(H26E)=
 Sof(H26F)=Sof(C27B)=Sof(H27D)=Sof(H27E)=Sof(H27F)=1-FVAR(1)
 Sof(C27A)=Sof(H27A)=Sof(H27B)=Sof(H27C)=Sof(C28A)=Sof(H28A)=Sof(H28B)=
 Sof(H28C)=Sof(C26A)=Sof(H26A)=Sof(H26B)=Sof(H26C)=FVAR(1)
 Sof(H30D)=Sof(H30E)=Sof(H30F)=1-FVAR(2)
 Sof(H30A)=Sof(H30B)=Sof(H30C)=FVAR(2)
 Sof(H33D)=Sof(H33E)=Sof(H33F)=1-FVAR(3)
 Sof(H33A)=Sof(H33B)=Sof(H33C)=FVAR(3)
5.a Aromatic/amide H refined with riding coordinates:
 C24(H24), C18(H18), C2(H2), C1(H1), C7(H7), C22(H22), C4(H4), C16(H16),
 C3(H3), C9(H9), C8(H8), C10(H10)
5.b Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C33(H33A,H33B,H33C), C32(H32A,H32B,H32C), C29(H29A,H29B,
 H29C), C31(H31A,H31B,H31C), C30(H30A,H30B,H30C), C27A(H27A,H27B,H27C),
 C28A(H28A,H28B,H28C), C26A(H26A,H26B,H26C), C28B(H28D,H28E,H28F), C26B(H26D,
 H26E,H26F), C27B(H27D,H27E,H27F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.08322(9) 0.23987(9) 0.54732(6) 0.0231(2) Uani 1 1 d . . . . .
C14 C 0.27151(10) 0.34744(11) 0.55666(7) 0.0234(3) Uani 1 1 d . . . . .
C20 C 0.25588(10) 0.12052(11) 0.60142(6) 0.0229(3) Uani 1 1 d . . . . .
C24 C 0.26178(12) -0.05471(12) 0.66610(7) 0.0307(3) Uani 1 1 d . . . . .
H24 H 0.2340 -0.0985 0.6969 0.037 Uiso 1 1 calc R . . . .
C25 C 0.21785(11) 0.05200(12) 0.64758(7) 0.0269(3) Uani 1 1 d . . . . .
C21 C 0.33824(11) 0.07310(12) 0.57504(7) 0.0265(3) Uani 1 1 d . . . . .
C18 C 0.40190(12) 0.50125(13) 0.58407(8) 0.0340(3) Uani 1 1 d . . . . .
H18 H 0.4554 0.5379 0.6161 0.041 Uiso 1 1 calc R . . . .
C2 C -0.04698(12) 0.13641(13) 0.46910(8) 0.0342(3) Uani 1 1 d . . . . .
H2 H -0.0629 0.0760 0.4382 0.041 Uiso 1 1 calc R . . . .
C1 C 0.05579(12) 0.15448(12) 0.50360(7) 0.0293(3) Uani 1 1 d . . . . .
H1 H 0.1099 0.1045 0.4963 0.035 Uiso 1 1 calc R . . . .
C23 C 0.34447(12) -0.09887(12) 0.64113(7) 0.0295(3) Uani 1 1 d . . . . .
C7 C 0.09453(11) 0.49565(12) 0.59911(8) 0.0304(3) Uani 1 1 d . . . . .
H7 H 0.1244 0.4988 0.5613 0.037 Uiso 1 1 calc R . . . .
C5 C 0.00579(10) 0.31078(12) 0.55827(7) 0.0247(3) Uani 1 1 d . . . . .
C22 C 0.38078(11) -0.03385(12) 0.59526(7) 0.0297(3) Uani 1 1 d . . . . .
H22 H 0.4366 -0.0628 0.5768 0.036 Uiso 1 1 calc R . . . .
C4 C -0.09931(11) 0.29495(14) 0.52483(7) 0.0323(3) Uani 1 1 d . . . . .
H4 H -0.1530 0.3449 0.5329 0.039 Uiso 1 1 calc R . . . .
C12 C -0.08531(12) 0.31143(15) 0.67289(7) 0.0348(3) Uani 1 1 d . . . . .
C19 C 0.35265(11) 0.40439(12) 0.60215(7) 0.0270(3) Uani 1 1 d . . . . .
C15 C 0.24923(11) 0.38968(12) 0.49139(7) 0.0287(3) Uani 1 1 d . . . . .
C11 C -0.01654(11) 0.40278(13) 0.66258(7) 0.0305(3) Uani 1 1 d . . . . .
C16 C 0.30038(12) 0.48680(13) 0.47517(8) 0.0334(3) Uani 1 1 d . . . . .
H16 H 0.2830 0.5135 0.4310 0.040 Uiso 1 1 calc R . . . .
C3 C -0.12630(12) 0.20746(14) 0.48012(8) 0.0360(4) Uani 1 1 d . . . . .
H3 H -0.1980 0.1964 0.4574 0.043 Uiso 1 1 calc R . . . .
C6 C 0.03072(10) 0.40428(12) 0.60756(7) 0.0265(3) Uani 1 1 d . . . . .
C9 C 0.07150(13) 0.57959(14) 0.70013(8) 0.0405(4) Uani 1 1 d . . . . .
H9 H 0.0868 0.6384 0.7321 0.049 Uiso 1 1 calc R . . . .
C8 C 0.11514(12) 0.58251(13) 0.64539(8) 0.0366(4) Uani 1 1 d . . . . .
H8 H 0.1595 0.6442 0.6392 0.044 Uiso 1 1 calc R . . . .
C17 C 0.37523(13) 0.54549(13) 0.52093(9) 0.0364(4) Uani 1 1 d . . . . .
C34 C 0.12885(14) 0.09098(15) 0.67895(9) 0.0419(4) Uani 1 1 d . . . . .
H34A H 0.1490 0.1626 0.7025 0.063 Uiso 1 1 calc GR . . . .
H34B H 0.1156 0.0331 0.7101 0.063 Uiso 1 1 calc GR . . . .
H34C H 0.0641 0.1025 0.6447 0.063 Uiso 1 1 calc GR . . . .
C13 C -0.14294(13) 0.23515(17) 0.68177(8) 0.0425(4) Uani 1 1 d . . . . .
C10 C 0.00539(13) 0.49095(15) 0.70854(8) 0.0379(4) Uani 1 1 d . . . . .
H10 H -0.0255 0.4900 0.7460 0.046 Uiso 1 1 calc R . . . .
C33 C 0.39251(15) -0.21310(14) 0.66307(9) 0.0408(4) Uani 1 1 d D . . . .
H33A H 0.3901 -0.2258 0.7093 0.061 Uiso 0.748(18) 1 calc DGR . P A 1
H33B H 0.4666 -0.2149 0.6585 0.061 Uiso 0.748(18) 1 calc DGR . P A 1
H33C H 0.3521 -0.2728 0.6356 0.061 Uiso 0.748(18) 1 calc DGR . P A 1
C32 C 0.38657(14) 0.13478(14) 0.52500(9) 0.0412(4) Uani 1 1 d . . . . .
H32A H 0.3298 0.1609 0.4885 0.062 Uiso 1 1 calc GR . . . .
H32B H 0.4339 0.0831 0.5080 0.062 Uiso 1 1 calc GR . . . .
H32C H 0.4274 0.2003 0.5460 0.062 Uiso 1 1 calc GR . . . .
B5CA B 0.20799(11) 0.24936(13) 0.58791(7) 0.0224(3) Uani 1 1 d . . . . .
H5CA H 0.1980(12) 0.2835(13) 0.6374(8) 0.027 Uiso 1 1 d R . . . .
C29 C 0.38785(13) 0.36332(15) 0.67227(8) 0.0394(4) Uani 1 1 d . . . . .
H29A H 0.3316 0.3782 0.6961 0.059 Uiso 1 1 calc GR . . . .
H29B H 0.4528 0.4036 0.6939 0.059 Uiso 1 1 calc GR . . . .
H29C H 0.4021 0.2815 0.6724 0.059 Uiso 1 1 calc GR . . . .
C31 C 0.16975(13) 0.33512(16) 0.43534(8) 0.0406(4) Uani 1 1 d . . . . .
H31A H 0.1811 0.2527 0.4361 0.061 Uiso 1 1 calc GR . . . .
H31B H 0.1794 0.3659 0.3932 0.061 Uiso 1 1 calc GR . . . .
H31C H 0.0974 0.3514 0.4404 0.061 Uiso 1 1 calc GR . . . .
C30 C 0.42651(17) 0.65231(15) 0.50224(11) 0.0516(5) Uani 1 1 d D . . . .
H30A H 0.3731 0.7127 0.4920 0.077 Uiso 0.65(5) 1 calc DGR . P B 1
H30B H 0.4561 0.6374 0.4635 0.077 Uiso 0.65(5) 1 calc DGR . P B 1
H30C H 0.4837 0.6761 0.5391 0.077 Uiso 0.65(5) 1 calc DGR . P B 1
Si1 Si -0.23124(5) 0.11728(6) 0.69064(3) 0.06138(19) Uani 1 1 d D U . . .
C27A C -0.1877(13) 0.0523(16) 0.7701(5) 0.080(3) Uani 0.582(13) 1 d D U P C 1
H27A H -0.1776 0.1110 0.8043 0.120 Uiso 0.582(13) 1 calc GR U P C 1
H27B H -0.1203 0.0126 0.7719 0.120 Uiso 0.582(13) 1 calc GR U P C 1
H27C H -0.2415 -0.0021 0.7774 0.120 Uiso 0.582(13) 1 calc GR U P C 1
C28A C -0.3682(4) 0.1923(7) 0.6884(5) 0.085(2) Uani 0.582(13) 1 d D U P C 1
H28A H -0.3848 0.2439 0.6505 0.127 Uiso 0.582(13) 1 calc GR U P C 1
H28B H -0.3639 0.2357 0.7291 0.127 Uiso 0.582(13) 1 calc GR U P C 1
H28C H -0.4243 0.1348 0.6844 0.127 Uiso 0.582(13) 1 calc GR U P C 1
C26A C -0.2460(11) 0.0295(8) 0.6189(4) 0.122(4) Uani 0.582(13) 1 d D U P C 1
H26A H -0.3017 -0.0272 0.6191 0.184 Uiso 0.582(13) 1 calc GR U P C 1
H26B H -0.1786 -0.0091 0.6191 0.184 Uiso 0.582(13) 1 calc GR U P C 1
H26C H -0.2659 0.0767 0.5793 0.184 Uiso 0.582(13) 1 calc GR U P C 1
C28B C -0.3628(6) 0.1329(13) 0.6519(6) 0.098(4) Uani 0.418(13) 1 d D U P C 2
H28D H -0.3998 0.0604 0.6527 0.147 Uiso 0.418(13) 1 calc GR U P C 2
H28E H -0.3679 0.1565 0.6061 0.147 Uiso 0.418(13) 1 calc GR U P C 2
H28F H -0.3956 0.1908 0.6749 0.147 Uiso 0.418(13) 1 calc GR U P C 2
C26B C -0.1763(11) -0.0159(9) 0.6470(7) 0.102(4) Uani 0.418(13) 1 d D U P C 2
H26D H -0.2258 -0.0799 0.6445 0.154 Uiso 0.418(13) 1 calc GR U P C 2
H26E H -0.1062 -0.0382 0.6729 0.154 Uiso 0.418(13) 1 calc GR U P C 2
H26F H -0.1703 0.0055 0.6025 0.154 Uiso 0.418(13) 1 calc GR U P C 2
C27B C -0.2027(15) 0.0686(18) 0.7778(5) 0.062(3) Uani 0.418(13) 1 d D U P C 2
H27D H -0.2259 0.1268 0.8053 0.093 Uiso 0.418(13) 1 calc GR U P C 2
H27E H -0.1261 0.0557 0.7931 0.093 Uiso 0.418(13) 1 calc GR U P C 2
H27F H -0.2410 -0.0024 0.7810 0.093 Uiso 0.418(13) 1 calc GR U P C 2
H30D H 0.401(5) 0.663(5) 0.4535(11) 0.048(19) Uiso 0.35(5) 1 d D . P B 2
H30E H 0.5056(16) 0.645(4) 0.514(3) 0.029(15) Uiso 0.35(5) 1 d D . P B 2
H30F H 0.400(4) 0.721(2) 0.520(2) 0.015(12) Uiso 0.35(5) 1 d D . P B 2
H33D H 0.422(5) -0.256(5) 0.630(2) 0.023 Uiso 0.252(18) 1 d DR . P A 2
H33E H 0.344(4) -0.263(4) 0.681(3) 0.023 Uiso 0.252(18) 1 d DR . P A 2
H33F H 0.453(4) -0.214(5) 0.701(2) 0.023 Uiso 0.252(18) 1 d DR . P A 2


_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 1.3489(18) . ?
N1 C5 1.3578(17) . ?
N1 B5CA 1.6469(18) . ?
C14 C19 1.4149(19) . ?
C14 C15 1.414(2) . ?
C14 B5CA 1.630(2) . ?
C20 C25 1.4207(19) . ?
C20 C21 1.4122(19) . ?
C20 B5CA 1.638(2) . ?
C24 C25 1.396(2) . ?
C24 C23 1.385(2) . ?
C25 C34 1.510(2) . ?
C21 C22 1.400(2) . ?
C21 C32 1.511(2) . ?
C18 C19 1.396(2) . ?
C18 C17 1.383(2) . ?
C2 C1 1.377(2) . ?
C2 C3 1.378(2) . ?
C23 C22 1.382(2) . ?
C23 C33 1.508(2) . ?
C7 C6 1.388(2) . ?
C7 C8 1.389(2) . ?
C5 C4 1.3921(19) . ?
C5 C6 1.490(2) . ?
C4 C3 1.380(2) . ?
C12 C11 1.439(2) . ?
C12 C13 1.205(2) . ?
C19 C29 1.508(2) . ?
C15 C16 1.397(2) . ?
C15 C31 1.515(2) . ?
C11 C6 1.409(2) . ?
C11 C10 1.397(2) . ?
C16 C17 1.381(2) . ?
C9 C8 1.376(2) . ?
C9 C10 1.382(2) . ?
C17 C30 1.510(2) . ?
C13 Si1 1.8290(19) . ?
Si1 C27A 1.794(9) . ?
Si1 C28A 1.965(6) . ?
Si1 C26A 1.789(6) . ?
Si1 C28B 1.719(7) . ?
Si1 C26B 2.016(8) . ?
Si1 C27B 1.859(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C5 118.52(12) . . ?
C1 N1 B5CA 118.52(11) . . ?
C5 N1 B5CA 122.87(11) . . ?
C19 C14 B5CA 115.52(12) . . ?
C15 C14 C19 116.05(12) . . ?
C15 C14 B5CA 128.14(12) . . ?
C25 C20 B5CA 117.94(12) . . ?
C21 C20 C25 116.00(12) . . ?
C21 C20 B5CA 125.88(12) . . ?
C23 C24 C25 122.19(14) . . ?
C20 C25 C34 121.79(13) . . ?
C24 C25 C20 121.17(13) . . ?
C24 C25 C34 117.04(13) . . ?
C20 C21 C32 122.43(12) . . ?
C22 C21 C20 121.11(13) . . ?
C22 C21 C32 116.45(13) . . ?
C17 C18 C19 122.01(15) . . ?
C1 C2 C3 118.89(14) . . ?
N1 C1 C2 123.07(14) . . ?
C24 C23 C33 121.30(14) . . ?
C22 C23 C24 117.12(13) . . ?
C22 C23 C33 121.58(14) . . ?
C6 C7 C8 120.73(14) . . ?
N1 C5 C4 120.26(13) . . ?
N1 C5 C6 120.94(12) . . ?
C4 C5 C6 118.77(12) . . ?
C23 C22 C21 122.38(14) . . ?
C3 C4 C5 120.65(14) . . ?
C13 C12 C11 179.72(18) . . ?
C14 C19 C29 121.02(13) . . ?
C18 C19 C14 121.31(14) . . ?
C18 C19 C29 117.66(13) . . ?
C14 C15 C31 123.34(13) . . ?
C16 C15 C14 120.81(14) . . ?
C16 C15 C31 115.85(13) . . ?
C6 C11 C12 121.36(14) . . ?
C10 C11 C12 119.45(14) . . ?
C10 C11 C6 119.18(14) . . ?
C17 C16 C15 122.53(14) . . ?
C2 C3 C4 118.60(14) . . ?
C7 C6 C5 121.96(13) . . ?
C7 C6 C11 119.08(14) . . ?
C11 C6 C5 118.87(13) . . ?
C8 C9 C10 119.92(15) . . ?
C9 C8 C7 120.26(16) . . ?
C18 C17 C30 121.73(17) . . ?
C16 C17 C18 117.09(14) . . ?
C16 C17 C30 121.18(16) . . ?
C12 C13 Si1 176.95(16) . . ?
C9 C10 C11 120.78(15) . . ?
C14 B5CA N1 111.27(10) . . ?
C14 B5CA C20 121.37(11) . . ?
C20 B5CA N1 108.27(10) . . ?
C13 Si1 C28A 103.4(2) . . ?
C13 Si1 C26B 104.9(3) . . ?
C13 Si1 C27B 109.7(7) . . ?
C27A Si1 C13 109.9(6) . . ?
C27A Si1 C28A 108.1(5) . . ?
C26A Si1 C13 108.0(2) . . ?
C26A Si1 C27A 118.4(7) . . ?
C26A Si1 C28A 108.0(4) . . ?
C28B Si1 C13 116.3(4) . . ?
C28B Si1 C26B 106.3(5) . . ?
C28B Si1 C27B 116.9(7) . . ?
C27B Si1 C26B 100.7(8) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_jsc18007
_database_code_depnum_ccdc_archive 'CCDC 1899861'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2019-02-27 deposited with the CCDC.	2019-06-10 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT222_jsc18007            
;
PROBLEM: Non-Solv.  Resd 1  H   Uiso(max)/Uiso(min) Range        8.0 Ratio
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18007            
;
PROBLEM: U(iso) H6BD      Smaller than U(eq) C6BA      by      0.012 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18007_2          
;
PROBLEM: U(iso) H6BE      Smaller than U(eq) C6BA      by      0.033 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18007_3          
;
PROBLEM: U(iso) H6BF      Smaller than U(eq) C6BA      by      0.032 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18007_4          
;
PROBLEM: U(iso) H8CD      Smaller than U(eq) C8CA      by      0.037 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18007_5          
;
PROBLEM: U(iso) H8CE      Smaller than U(eq) C8CA      by      0.034 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18007_6          
;
PROBLEM: U(iso) H2DD      Smaller than U(eq) C2DA      by      0.014 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18007_7          
;
PROBLEM: U(iso) H2DE      Smaller than U(eq) C2DA      by      0.012 Ang**2
RESPONSE: disordered Me group
;
_vrf_PLAT245_jsc18007_8          
;
PROBLEM: U(iso) H2DF      Smaller than U(eq) C2DA      by      0.023 Ang**2
RESPONSE: disordered Me group
;
# Added during the CSD deposition process: Wednesday 27 February 2019 08:05 AM
# end Validation Reply Form

_audit_creation_date             2018-12-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H40 B N Si'
_chemical_formula_sum            'C34 H40 B N Si'
_chemical_formula_weight         501.57
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.8544(8)
_cell_length_b                   11.6106(7)
_cell_length_c                   18.2019(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.560(5)
_cell_angle_gamma                90
_cell_volume                     2918.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7066
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      28.9210
_cell_measurement_theta_min      3.2750
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.871
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            18817
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.529
_diffrn_reflns_theta_min         2.849
_diffrn_ambient_temperature      150(1)
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.871
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -61.00  23.00   1.00   32.00    --   -9.42 -77.00 120.00   84
  2  ω     -7.00  74.00   1.00   32.00    --   11.14  38.00 -90.00   81
  3  ω     26.00  52.00   1.00   32.00    --   11.14 -99.00  90.00   26
  4  ω     35.00  80.00   1.00   32.00    --   11.14 178.00  90.00   45
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5500
_reflns_number_total             7088
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         7088
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0512
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0579P)²+1.4005P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1275
_refine_ls_wR_factor_ref         0.1409
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C6BA-H6BA \\sim C6BA-H6BD
 with sigma of 0.02
 C6BA-H6BB \\sim C6BA-H6BF
 with sigma of 0.02
 C6BA-H6BC \\sim C6BA-H6BE
 with sigma of 0.02
 C8CA-H8CA \\sim C8CA-H8CF
 with sigma of 0.02
 C8CA-H8CB \\sim C8CA-H8CD
 with sigma of 0.02
 C8CA-H8CC \\sim C8CA-H8CE
 with sigma of 0.02
 C2DA-H2DA \\sim C2DA-H2DD
 with sigma of 0.02
 C2DA-H2DB \\sim C2DA-H2DE
 with sigma of 0.02
 C2DA-H2DC \\sim C2DA-H2DF
 with sigma of 0.02
3. Others
 Sof(H6BD)=Sof(H6BE)=Sof(H6BF)=1-FVAR(1)
 Sof(H6BA)=Sof(H6BB)=Sof(H6BC)=FVAR(1)
 Sof(H8CD)=Sof(H8CE)=Sof(H8CF)=1-FVAR(2)
 Sof(H8CA)=Sof(H8CB)=Sof(H8CC)=FVAR(2)
 Sof(H2DD)=Sof(H2DE)=Sof(H2DF)=1-FVAR(3)
 Sof(H2DA)=Sof(H2DB)=Sof(H2DC)=FVAR(3)
4.a Aromatic/amide H refined with riding coordinates:
 C1AA(H1AA), C6AA(H6AA), C3BA(H3BA), C4BA(H4BA), C7BA(H7BA), C0CA(H0CA),
 C1CA(H1CA), C3CA(H3CA), C5CA(H5CA), C7CA(H7CA), C9CA(H9CA), C1DA(H1DA),
 C4DA(H4DA)
4.b Idealised Me refined as rotating group:
 C(HA,HB,HC), C2BA(H2BA,H2BB,H2BC), C6BA(H6BA,H6BB,H6BC), C2CA(H2CA,H2CB,H2CC),
  C4CA(H4CA,H4CB,H4CC), C6CA(H6CA,H6CB,H6CC), C8CA(H8CA,H8CB,H8CC), C2DA(H2DA,
 H2DB,H2DC), C3DA(H3DA,H3DB,H3DC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si0A Si 0.45511(3) 0.25255(4) 0.12302(2) 0.02643(13) Uani 1 1 d . . . . .
N1 N 0.29814(12) 0.27129(15) 0.32993(8) 0.0370(4) Uani 1 1 d . . . . .
C1AA C 0.45931(13) 0.59798(15) 0.37978(9) 0.0278(4) Uani 1 1 d . . . . .
H1AA H 0.3992 0.6349 0.3857 0.033 Uiso 1 1 calc R . . . .
C2AA C 0.65995(12) 0.54518(15) 0.14983(9) 0.0257(3) Uani 1 1 d . . . . .
C3AA C 0.55868(11) 0.47788(14) 0.30616(8) 0.0219(3) Uani 1 1 d . . . . .
C4AA C 0.63430(12) 0.48904(14) 0.36265(9) 0.0247(3) Uani 1 1 d . . . . .
C5AA C 0.30651(12) 0.16382(16) 0.35743(9) 0.0283(4) Uani 1 1 d . . . . .
C C 0.58344(13) 0.63564(16) 0.15723(10) 0.0318(4) Uani 1 1 d . . . . .
HA H 0.5238 0.6128 0.1284 0.048 Uiso 1 1 calc GR . . . .
HB H 0.6061 0.7095 0.1390 0.048 Uiso 1 1 calc GR . . . .
HC H 0.5707 0.6435 0.2092 0.048 Uiso 1 1 calc GR . . . .
C6AA C 0.80352(12) 0.38475(17) 0.12723(9) 0.0315(4) Uani 1 1 d . . . . .
H6AA H 0.8523 0.3295 0.1195 0.038 Uiso 1 1 calc R . . . .
C7AA C 0.46968(12) 0.53360(14) 0.31620(9) 0.0242(3) Uani 1 1 d . . . . .
C8AA C 0.65405(11) 0.43509(14) 0.18221(8) 0.0232(3) Uani 1 1 d . . . . .
C9AA C 0.72703(12) 0.35410(15) 0.16906(9) 0.0262(3) Uani 1 1 d . . . . .
C0BA C 0.81007(13) 0.49313(18) 0.09683(9) 0.0334(4) Uani 1 1 d . . . . .
C1BA C 0.37004(12) 0.08116(15) 0.32202(9) 0.0277(4) Uani 1 1 d . . . . .
C2BA C 0.73054(13) 0.42935(18) 0.35827(10) 0.0352(4) Uani 1 1 d . . . . .
H2BA H 0.7208 0.3457 0.3577 0.053 Uiso 1 1 calc GR . . . .
H2BB H 0.7741 0.4506 0.4012 0.053 Uiso 1 1 calc GR . . . .
H2BC H 0.7591 0.4530 0.3131 0.053 Uiso 1 1 calc GR . . . .
C3BA C 0.34959(14) -0.03650(17) 0.32604(11) 0.0370(4) Uani 1 1 d . . . . .
H3BA H 0.2962 -0.0611 0.3517 0.044 Uiso 1 1 calc R . . . .
C4BA C 0.40504(16) -0.11728(18) 0.29372(12) 0.0440(5) Uani 1 1 d . . . . .
H4BA H 0.3894 -0.1967 0.2970 0.053 Uiso 1 1 calc R . . . .
C10 C 0.44890(12) 0.11660(15) 0.28319(9) 0.0264(4) Uani 1 1 d . . . . .
C6BA C 0.52212(17) 0.68043(18) 0.50289(11) 0.0417(5) Uani 1 1 d D . . . .
H6BA H 0.5567 0.7536 0.4995 0.063 Uiso 0.72(3) 1 calc DGR . P A 1
H6BB H 0.5486 0.6380 0.5465 0.063 Uiso 0.72(3) 1 calc DGR . P A 1
H6BC H 0.4532 0.6956 0.5070 0.063 Uiso 0.72(3) 1 calc DGR . P A 1
C7BA C 0.62100(13) 0.55411(15) 0.42521(9) 0.0291(4) Uani 1 1 d . . . . .
H7BA H 0.6728 0.5607 0.4624 0.035 Uiso 1 1 calc R . . . .
C8BA C 0.50577(11) 0.29501(14) 0.21877(8) 0.0222(3) Uani 1 1 d . . . . .
C9BA C 0.53421(14) 0.60973(15) 0.43477(9) 0.0297(4) Uani 1 1 d . . . . .
C0CA C 0.73711(13) 0.57142(17) 0.10780(9) 0.0310(4) Uani 1 1 d . . . . .
H0CA H 0.7397 0.6456 0.0860 0.037 Uiso 1 1 calc R . . . .
C1CA C 0.50468(14) 0.03285(16) 0.25150(10) 0.0335(4) Uani 1 1 d . . . . .
H1CA H 0.5585 0.0560 0.2258 0.040 Uiso 1 1 calc R . . . .
C2CA C 0.52449(17) 0.1431(2) 0.07294(11) 0.0478(5) Uani 1 1 d . . . . .
H2CA H 0.5922 0.1676 0.0727 0.072 Uiso 1 1 calc GR . . . .
H2CB H 0.4961 0.1360 0.0221 0.072 Uiso 1 1 calc GR . . . .
H2CC H 0.5216 0.0685 0.0978 0.072 Uiso 1 1 calc GR . . . .
C3CA C 0.25659(14) 0.12991(19) 0.41625(10) 0.0374(4) Uani 1 1 d . . . . .
H3CA H 0.2636 0.0539 0.4352 0.045 Uiso 1 1 calc R . . . .
C4CA C 0.44716(15) 0.38514(18) 0.06496(10) 0.0386(5) Uani 1 1 d . . . . .
H4CA H 0.4099 0.4440 0.0889 0.058 Uiso 1 1 calc GR . . . .
H4CB H 0.4150 0.3668 0.0165 0.058 Uiso 1 1 calc GR . . . .
H4CC H 0.5125 0.4142 0.0590 0.058 Uiso 1 1 calc GR . . . .
C5CA C 0.48333(16) -0.08379(17) 0.25658(11) 0.0418(5) Uani 1 1 d . . . . .
H5CA H 0.5222 -0.1397 0.2347 0.050 Uiso 1 1 calc R . . . .
C6CA C 0.32876(14) 0.19684(19) 0.12754(11) 0.0400(5) Uani 1 1 d . . . . .
H6CA H 0.3311 0.1181 0.1470 0.060 Uiso 1 1 calc GR . . . .
H6CB H 0.2954 0.1969 0.0780 0.060 Uiso 1 1 calc GR . . . .
H6CC H 0.2937 0.2464 0.1600 0.060 Uiso 1 1 calc GR . . . .
C7CA C 0.48369(12) 0.23706(14) 0.27975(9) 0.0248(3) Uani 1 1 d . . . . .
H7CA H 0.4913 0.2779 0.3251 0.030 Uiso 1 1 calc R . . . .
C8CA C 0.89486(16) 0.5253(2) 0.05382(12) 0.0474(6) Uani 1 1 d D . . . .
H8CA H 0.9413 0.5708 0.0852 0.071 Uiso 0.63(3) 1 calc DGR . P B 1
H8CB H 0.8719 0.5709 0.0106 0.071 Uiso 0.63(3) 1 calc DGR . P B 1
H8CC H 0.9264 0.4552 0.0377 0.071 Uiso 0.63(3) 1 calc DGR . P B 1
C9CA C 0.23940(16) 0.34588(19) 0.36193(11) 0.0428(5) Uani 1 1 d . . . . .
H9CA H 0.2338 0.4221 0.3430 0.051 Uiso 1 1 calc R . . . .
B B 0.57105(13) 0.40380(16) 0.23434(9) 0.0217(4) Uani 1 1 d . . . . .
C1DA C 0.18757(15) 0.3171(2) 0.42028(11) 0.0470(5) Uani 1 1 d . . . . .
H1DA H 0.1466 0.3714 0.4414 0.056 Uiso 1 1 calc R . . . .
C2DA C 0.72995(13) 0.23523(17) 0.20208(11) 0.0335(4) Uani 1 1 d D . . . .
H2DA H 0.6968 0.1811 0.1673 0.050 Uiso 0.62(4) 1 calc DGR . P C 1
H2DB H 0.6975 0.2359 0.2480 0.050 Uiso 0.62(4) 1 calc DGR . P C 1
H2DC H 0.7975 0.2112 0.2125 0.050 Uiso 0.62(4) 1 calc DGR . P C 1
C3DA C 0.38578(12) 0.52896(17) 0.25818(10) 0.0317(4) Uani 1 1 d . . . . .
H3DA H 0.3309 0.5719 0.2753 0.048 Uiso 1 1 calc GR . . . .
H3DB H 0.3668 0.4486 0.2491 0.048 Uiso 1 1 calc GR . . . .
H3DC H 0.4051 0.5634 0.2124 0.048 Uiso 1 1 calc GR . . . .
C4DA C 0.19701(15) 0.2066(2) 0.44708(11) 0.0496(6) Uani 1 1 d . . . . .
H4DA H 0.1618 0.1835 0.4873 0.060 Uiso 1 1 calc R . . . .
H6BD H 0.585(3) 0.712(6) 0.524(4) 0.03(2) Uiso 0.28(3) 1 d D . P A 2
H6BE H 0.484(4) 0.747(4) 0.485(3) 0.009(16) Uiso 0.28(3) 1 d D . P A 2
H6BF H 0.486(4) 0.643(5) 0.540(2) 0.010(17) Uiso 0.28(3) 1 d D . P A 2
H8CD H 0.892(3) 0.489(4) 0.0054(15) 0.010(13) Uiso 0.37(3) 1 d D . P B 2
H8CE H 0.956(2) 0.500(4) 0.081(2) 0.013(13) Uiso 0.37(3) 1 d D . P B 2
H8CF H 0.904(5) 0.608(2) 0.060(4) 0.041(19) Uiso 0.37(3) 1 d D . P B 2
H2DD H 0.669(2) 0.194(4) 0.199(3) 0.020(14) Uiso 0.38(4) 1 d D . P C 2
H2DE H 0.755(4) 0.243(4) 0.2540(14) 0.022(14) Uiso 0.38(4) 1 d D . P C 2
H2DF H 0.776(3) 0.186(3) 0.179(2) 0.011(12) Uiso 0.38(4) 1 d D . P C 2


_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
Si0A C8BA 1.8918(16) . ?
Si0A C2CA 1.873(2) . ?
Si0A C4CA 1.865(2) . ?
Si0A C6CA 1.8742(19) . ?
N1 C5AA 1.346(2) . ?
N1 C9CA 1.352(3) . ?
C1AA C7AA 1.395(2) . ?
C1AA C9BA 1.390(3) . ?
C2AA C 1.506(2) . ?
C2AA C8AA 1.413(2) . ?
C2AA C0CA 1.397(2) . ?
C3AA C4AA 1.414(2) . ?
C3AA C7AA 1.417(2) . ?
C3AA B 1.585(2) . ?
C4AA C2BA 1.510(2) . ?
C4AA C7BA 1.391(2) . ?
C5AA C1BA 1.484(3) . ?
C5AA C3CA 1.377(2) . ?
C6AA C9AA 1.399(2) . ?
C6AA C0BA 1.380(3) . ?
C7AA C3DA 1.508(2) . ?
C8AA C9AA 1.415(2) . ?
C8AA B 1.590(2) . ?
C9AA C2DA 1.505(3) . ?
C0BA C0CA 1.386(3) . ?
C0BA C8CA 1.510(2) . ?
C1BA C3BA 1.398(3) . ?
C1BA C10 1.409(2) . ?
C3BA C4BA 1.374(3) . ?
C4BA C5CA 1.379(3) . ?
C10 C1CA 1.395(3) . ?
C10 C7CA 1.482(2) . ?
C6BA C9BA 1.507(2) . ?
C7BA C9BA 1.388(3) . ?
C8BA C7CA 1.354(2) . ?
C8BA B 1.566(2) . ?
C1CA C5CA 1.391(3) . ?
C3CA C4DA 1.365(3) . ?
C9CA C1DA 1.370(3) . ?
C1DA C4DA 1.374(3) . ?

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
C2CA Si0A C8BA 117.26(9) . . ?
C2CA Si0A C6CA 107.73(10) . . ?
C4CA Si0A C8BA 107.92(8) . . ?
C4CA Si0A C2CA 107.08(10) . . ?
C4CA Si0A C6CA 107.24(10) . . ?
C6CA Si0A C8BA 109.20(8) . . ?
C5AA N1 C9CA 118.07(16) . . ?
C9BA C1AA C7AA 121.99(16) . . ?
C8AA C2AA C 121.96(14) . . ?
C0CA C2AA C 118.15(16) . . ?
C0CA C2AA C8AA 119.87(16) . . ?
C4AA C3AA C7AA 117.79(14) . . ?
C4AA C3AA B 121.79(14) . . ?
C7AA C3AA B 120.41(14) . . ?
C3AA C4AA C2BA 121.71(15) . . ?
C7BA C4AA C3AA 120.42(15) . . ?
C7BA C4AA C2BA 117.86(15) . . ?
N1 C5AA C1BA 118.33(15) . . ?
N1 C5AA C3CA 121.36(18) . . ?
C3CA C5AA C1BA 120.31(17) . . ?
C0BA C6AA C9AA 121.78(17) . . ?
C1AA C7AA C3AA 119.99(15) . . ?
C1AA C7AA C3DA 118.41(15) . . ?
C3AA C7AA C3DA 121.57(14) . . ?
C2AA C8AA C9AA 117.71(14) . . ?
C2AA C8AA B 121.62(15) . . ?
C9AA C8AA B 120.62(15) . . ?
C6AA C9AA C8AA 120.35(16) . . ?
C6AA C9AA C2DA 116.95(16) . . ?
C8AA C9AA C2DA 122.61(15) . . ?
C6AA C0BA C0CA 117.93(15) . . ?
C6AA C0BA C8CA 120.81(19) . . ?
C0CA C0BA C8CA 121.26(19) . . ?
C3BA C1BA C5AA 118.66(16) . . ?
C3BA C1BA C10 118.68(17) . . ?
C10 C1BA C5AA 122.65(16) . . ?
C4BA C3BA C1BA 121.47(18) . . ?
C3BA C4BA C5CA 120.38(19) . . ?
C1BA C10 C7CA 124.36(16) . . ?
C1CA C10 C1BA 118.75(16) . . ?
C1CA C10 C7CA 116.59(15) . . ?
C9BA C7BA C4AA 121.86(16) . . ?
C7CA C8BA Si0A 122.30(13) . . ?
C7CA C8BA B 114.67(14) . . ?
B C8BA Si0A 122.92(11) . . ?
C1AA C9BA C6BA 121.35(17) . . ?
C7BA C9BA C1AA 117.95(15) . . ?
C7BA C9BA C6BA 120.70(17) . . ?
C0BA C0CA C2AA 122.33(17) . . ?
C5CA C1CA C10 121.57(18) . . ?
C4DA C3CA C5AA 119.37(19) . . ?
C4BA C5CA C1CA 119.14(19) . . ?
C8BA C7CA C10 126.81(15) . . ?
N1 C9CA C1DA 123.2(2) . . ?
C3AA B C8AA 119.92(14) . . ?
C8BA B C3AA 119.21(14) . . ?
C8BA B C8AA 120.72(14) . . ?
C9CA C1DA C4DA 117.5(2) . . ?
C3CA C4DA C1DA 120.42(18) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_pf17090_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1899862'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2019-02-27 deposited with the CCDC.	2019-06-10 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT410_pf17090_0m_a        
;
PROBLEM: Short Intra H...H Contact  H10      ..H19A     .       1.88 Ang.
RESPONSE: geometric contraints of the structure lead to this short H .. H distance
;
_vrf_DIFMX02_pf17090_0m_a        
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: moderate data quality at higher angles 
;
_vrf_PLAT097_pf17090_0m_a        
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       0.64 eA-3
RESPONSE: moderate data quality at higher angles 
;
_vrf_PLAT340_pf17090_0m_a        
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00528 Ang.
RESPONSE: moderate data quality at higher angles 
;
_vrf_PLAT410_pf17090_0m_a_2      
;
PROBLEM: Short Intra H...H Contact  H14B     ..H18B     .       1.97 Ang.
RESPONSE: geometric contraints of the structure lead to this short H .. H distance
;
# Added during the CSD deposition process: Wednesday 27 February 2019 08:05 AM
# end Validation Reply Form

_audit_creation_date             2018-11-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H32 B N'
_chemical_formula_sum            'C25 H32 B N'
_chemical_formula_weight         357.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   9.312(6)
_cell_length_b                   10.948(6)
_cell_length_c                   19.843(17)
_cell_angle_alpha                90
_cell_angle_beta                 91.25(3)
_cell_angle_gamma                90
_cell_volume                     2022(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9912
_cell_measurement_temperature    148.15(2)
_cell_measurement_theta_max      31.99
_cell_measurement_theta_min      2.77
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  0.7225
_exptl_absorpt_correction_T_min  0.6708
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1233 before and 0.0887 after correction.
The Ratio of minimum to maximum transmission is 0.9284.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.351
_exptl_crystal_size_mid          0.224
_exptl_crystal_size_min          0.224
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            42537
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.125
_diffrn_ambient_temperature      '148.15 (2)'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3817
_reflns_number_total             4128
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.637
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4128
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0920
_refine_ls_R_factor_gt           0.0859
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1183P)²+5.2276P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2440
_refine_ls_wR_factor_ref         0.2514
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9013(18)
 0.0987(18)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C12(H12), C16(H16)
3.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C17(H17A,H17B), C18(H18A,
 H18B), C19(H19A,H19B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C11(H11), C22(H22), C23(H23), C24(H24),
 C25(H25)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.5525(3) 0.2940(2) 0.46671(13) 0.0192(6) Uani 1 1 d . . . . .
C1 C 1.0248(5) 0.3924(5) 0.2828(2) 0.0434(11) Uani 1 1 d . . . . .
H1A H 1.0537 0.3109 0.2984 0.065 Uiso 1 1 calc GR . . . .
H1B H 1.1103 0.4394 0.2712 0.065 Uiso 1 1 calc GR . . . .
H1C H 0.9616 0.3847 0.2428 0.065 Uiso 1 1 calc GR . . . .
C2 C 0.9441(4) 0.4587(3) 0.33913(17) 0.0258(7) Uani 1 1 d . . . . .
C3 C 0.8066(4) 0.3863(3) 0.35096(16) 0.0219(7) Uani 1 1 d . . . . .
H3 H 0.7304 0.4097 0.3211 0.026 Uiso 1 1 calc R . . . .
C4 C 0.7680(4) 0.2974(3) 0.39360(16) 0.0199(7) Uani 1 1 d . . . . .
C5 C 0.8558(4) 0.2469(3) 0.45079(17) 0.0217(7) Uani 1 1 d . . . . .
C6 C 0.7894(4) 0.2401(3) 0.51411(16) 0.0214(7) Uani 1 1 d . . . . .
C7 C 0.6434(4) 0.2885(3) 0.52185(15) 0.0202(7) Uani 1 1 d . . . . .
C8 C 0.5951(4) 0.3330(3) 0.58364(16) 0.0255(7) Uani 1 1 d . . . . .
H8 H 0.6565 0.3284 0.6224 0.031 Uiso 1 1 calc R . . . .
C9 C 0.4612(4) 0.3831(3) 0.58906(17) 0.0297(8) Uani 1 1 d . . . . .
H9 H 0.4293 0.4114 0.6314 0.036 Uiso 1 1 calc R . . . .
C10 C 0.4234(4) 0.3467(3) 0.47240(17) 0.0245(7) Uani 1 1 d . . . . .
H10 H 0.3637 0.3533 0.4331 0.029 Uiso 1 1 calc R . . . .
C11 C 0.3726(4) 0.3922(3) 0.53246(19) 0.0294(8) Uani 1 1 d . . . . .
H11 H 0.2801 0.4284 0.5347 0.035 Uiso 1 1 calc R . . . .
C12 C 0.5008(4) 0.2637(3) 0.32976(17) 0.0240(7) Uani 1 1 d . . . . .
H12 H 0.4880 0.3541 0.3256 0.029 Uiso 1 1 calc R . . . .
C13 C 0.5758(4) 0.2167(3) 0.26581(17) 0.0284(8) Uani 1 1 d . . . . .
H13A H 0.5105 0.2298 0.2264 0.034 Uiso 1 1 calc R . . . .
H13B H 0.6630 0.2664 0.2588 0.034 Uiso 1 1 calc R . . . .
C14 C 0.6189(5) 0.0820(4) 0.26806(18) 0.0339(9) Uani 1 1 d . . . . .
H14A H 0.6901 0.0673 0.2326 0.041 Uiso 1 1 calc R . . . .
H14B H 0.5330 0.0321 0.2569 0.041 Uiso 1 1 calc R . . . .
C15 C 0.6831(5) 0.0372(4) 0.3361(2) 0.0346(9) Uani 1 1 d . . . . .
H15A H 0.7860 0.0599 0.3383 0.042 Uiso 1 1 calc R . . . .
H15B H 0.6777 -0.0531 0.3371 0.042 Uiso 1 1 calc R . . . .
C16 C 0.6095(4) 0.0880(3) 0.40074(18) 0.0248(7) Uani 1 1 d . . . . .
H16 H 0.6702 0.0652 0.4410 0.030 Uiso 1 1 calc R . . . .
C17 C 0.4566(4) 0.0391(3) 0.41109(18) 0.0302(8) Uani 1 1 d . . . . .
H17A H 0.4614 -0.0509 0.4153 0.036 Uiso 1 1 calc R . . . .
H17B H 0.4211 0.0717 0.4542 0.036 Uiso 1 1 calc R . . . .
C18 C 0.3478(4) 0.0710(4) 0.3551(2) 0.0358(9) Uani 1 1 d . . . . .
H18A H 0.2502 0.0523 0.3710 0.043 Uiso 1 1 calc R . . . .
H18B H 0.3657 0.0181 0.3157 0.043 Uiso 1 1 calc R . . . .
C19 C 0.3519(4) 0.2044(4) 0.33244(19) 0.0324(8) Uani 1 1 d . . . . .
H19A H 0.2924 0.2530 0.3634 0.039 Uiso 1 1 calc R . . . .
H19B H 0.3064 0.2098 0.2870 0.039 Uiso 1 1 calc R . . . .
C20 C 0.9014(5) 0.5860(4) 0.3140(2) 0.0420(10) Uani 1 1 d . . . . .
H20A H 0.8379 0.5783 0.2742 0.063 Uiso 1 1 calc GR . . . .
H20B H 0.9878 0.6315 0.3021 0.063 Uiso 1 1 calc GR . . . .
H20C H 0.8511 0.6295 0.3496 0.063 Uiso 1 1 calc GR . . . .
C21 C 1.0431(4) 0.4769(4) 0.40103(19) 0.0318(8) Uani 1 1 d . . . . .
H21A H 0.9882 0.5123 0.4378 0.048 Uiso 1 1 calc GR . . . .
H21B H 1.1217 0.5322 0.3896 0.048 Uiso 1 1 calc GR . . . .
H21C H 1.0828 0.3979 0.4153 0.048 Uiso 1 1 calc GR . . . .
C22 C 0.9917(4) 0.1965(3) 0.44489(19) 0.0271(7) Uani 1 1 d . . . . .
H22 H 1.0355 0.1958 0.4021 0.033 Uiso 1 1 calc R . . . .
C23 C 1.0653(4) 0.1470(3) 0.5001(2) 0.0314(8) Uani 1 1 d . . . . .
H23 H 1.1591 0.1147 0.4952 0.038 Uiso 1 1 calc R . . . .
C24 C 1.0009(4) 0.1450(3) 0.5628(2) 0.0337(9) Uani 1 1 d . . . . .
H24 H 1.0517 0.1130 0.6009 0.040 Uiso 1 1 calc R . . . .
C25 C 0.8640(4) 0.1893(3) 0.56947(18) 0.0279(8) Uani 1 1 d . . . . .
H25 H 0.8194 0.1856 0.6120 0.033 Uiso 1 1 calc R . . . .
B1 B 0.6084(4) 0.2365(3) 0.39408(18) 0.0187(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C7 1.370(4) . ?
N1 C10 1.341(4) . ?
N1 B1 1.666(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.543(5) . ?
C2 C3 1.528(5) . ?
C2 C20 1.529(5) . ?
C2 C21 1.533(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.344(5) . ?
C4 C5 1.491(5) . ?
C4 B1 1.629(5) . ?
C5 C6 1.415(5) . ?
C5 C22 1.387(5) . ?
C6 C7 1.470(5) . ?
C6 C25 1.402(5) . ?
C7 C8 1.403(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.369(5) . ?
C9 H9 0.9500 . ?
C9 C11 1.383(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(5) . ?
C11 H11 0.9500 . ?
C12 H12 1.0000 . ?
C12 C13 1.549(5) . ?
C12 C19 1.533(5) . ?
C12 B1 1.633(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.529(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.545(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.569(5) . ?
C16 H16 1.0000 . ?
C16 C17 1.539(5) . ?
C16 B1 1.631(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.527(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.529(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22 0.9500 . ?
C22 C23 1.390(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.392(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.373(6) . ?
C25 H25 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 B1 118.4(3) . . ?
C10 N1 C7 119.4(3) . . ?
C10 N1 B1 122.2(3) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 106.9(3) . . ?
C3 C2 C20 108.1(3) . . ?
C3 C2 C21 115.8(3) . . ?
C20 C2 C1 108.6(3) . . ?
C20 C2 C21 106.9(3) . . ?
C21 C2 C1 110.4(3) . . ?
C2 C3 H3 112.4 . . ?
C4 C3 C2 135.2(3) . . ?
C4 C3 H3 112.4 . . ?
C3 C4 C5 126.7(3) . . ?
C3 C4 B1 123.9(3) . . ?
C5 C4 B1 109.2(3) . . ?
C6 C5 C4 116.9(3) . . ?
C22 C5 C4 124.7(3) . . ?
C22 C5 C6 118.1(3) . . ?
C5 C6 C7 119.8(3) . . ?
C25 C6 C5 119.9(3) . . ?
C25 C6 C7 120.3(3) . . ?
N1 C7 C6 119.3(3) . . ?
N1 C7 C8 118.6(3) . . ?
C8 C7 C6 122.1(3) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.2(3) . . ?
C9 C8 H8 119.4 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C11 119.6(3) . . ?
C11 C9 H9 120.2 . . ?
N1 C10 H10 118.3 . . ?
N1 C10 C11 123.5(3) . . ?
C11 C10 H10 118.3 . . ?
C9 C11 C10 117.6(3) . . ?
C9 C11 H11 121.2 . . ?
C10 C11 H11 121.2 . . ?
C13 C12 H12 108.4 . . ?
C13 C12 B1 107.5(3) . . ?
C19 C12 H12 108.4 . . ?
C19 C12 C13 108.2(3) . . ?
C19 C12 B1 115.8(3) . . ?
B1 C12 H12 108.4 . . ?
C12 C13 H13A 108.6 . . ?
C12 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 C12 114.8(3) . . ?
C14 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
C13 C14 H14A 108.4 . . ?
C13 C14 H14B 108.4 . . ?
C13 C14 C15 115.3(3) . . ?
H14A C14 H14B 107.5 . . ?
C15 C14 H14A 108.4 . . ?
C15 C14 H14B 108.4 . . ?
C14 C15 H15A 108.3 . . ?
C14 C15 H15B 108.3 . . ?
C14 C15 C16 115.7(3) . . ?
H15A C15 H15B 107.4 . . ?
C16 C15 H15A 108.3 . . ?
C16 C15 H15B 108.3 . . ?
C15 C16 H16 108.4 . . ?
C15 C16 B1 106.8(3) . . ?
C17 C16 C15 114.1(3) . . ?
C17 C16 H16 108.4 . . ?
C17 C16 B1 110.7(3) . . ?
B1 C16 H16 108.4 . . ?
C16 C17 H17A 108.5 . . ?
C16 C17 H17B 108.5 . . ?
H17A C17 H17B 107.5 . . ?
C18 C17 C16 115.1(3) . . ?
C18 C17 H17A 108.5 . . ?
C18 C17 H17B 108.5 . . ?
C17 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
C17 C18 C19 114.3(3) . . ?
H18A C18 H18B 107.6 . . ?
C19 C18 H18A 108.7 . . ?
C19 C18 H18B 108.7 . . ?
C12 C19 H19A 108.2 . . ?
C12 C19 H19B 108.2 . . ?
C18 C19 C12 116.3(3) . . ?
C18 C19 H19A 108.2 . . ?
C18 C19 H19B 108.2 . . ?
H19A C19 H19B 107.4 . . ?
C2 C20 H20A 109.5 . . ?
C2 C20 H20B 109.5 . . ?
C2 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C2 C21 H21A 109.5 . . ?
C2 C21 H21B 109.5 . . ?
C2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C5 C22 H22 119.2 . . ?
C5 C22 C23 121.5(3) . . ?
C23 C22 H22 119.2 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.8(3) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 C23 119.9(3) . . ?
C25 C24 H24 120.0 . . ?
C6 C25 H25 119.7 . . ?
C24 C25 C6 120.7(4) . . ?
C24 C25 H25 119.7 . . ?
C4 B1 N1 98.8(2) . . ?
C4 B1 C12 117.7(3) . . ?
C4 B1 C16 113.9(3) . . ?
C12 B1 N1 114.2(3) . . ?
C16 B1 N1 107.9(3) . . ?
C16 B1 C12 104.4(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
N1 C7 C8 C9 -1.1(5) . . . . ?
N1 C10 C11 C9 0.6(5) . . . . ?
C1 C2 C3 C4 94.4(5) . . . . ?
C2 C3 C4 C5 5.8(6) . . . . ?
C2 C3 C4 B1 180.0(3) . . . . ?
C3 C4 C5 C6 129.5(4) . . . . ?
C3 C4 C5 C22 -56.6(5) . . . . ?
C3 C4 B1 N1 -109.9(3) . . . . ?
C3 C4 B1 C12 13.4(4) . . . . ?
C3 C4 B1 C16 136.0(3) . . . . ?
C4 C5 C6 C7 -3.5(4) . . . . ?
C4 C5 C6 C25 177.6(3) . . . . ?
C4 C5 C22 C23 -177.6(3) . . . . ?
C5 C4 B1 N1 65.2(3) . . . . ?
C5 C4 B1 C12 -171.5(3) . . . . ?
C5 C4 B1 C16 -49.0(4) . . . . ?
C5 C6 C7 N1 25.9(4) . . . . ?
C5 C6 C7 C8 -152.0(3) . . . . ?
C5 C6 C25 C24 -0.5(5) . . . . ?
C5 C22 C23 C24 1.5(5) . . . . ?
C6 C5 C22 C23 -3.8(5) . . . . ?
C6 C7 C8 C9 176.8(3) . . . . ?
C7 N1 C10 C11 -3.0(5) . . . . ?
C7 N1 B1 C4 -46.6(3) . . . . ?
C7 N1 B1 C12 -172.4(3) . . . . ?
C7 N1 B1 C16 72.1(3) . . . . ?
C7 C6 C25 C24 -179.4(3) . . . . ?
C7 C8 C9 C11 -1.3(5) . . . . ?
C8 C9 C11 C10 1.5(5) . . . . ?
C10 N1 C7 C6 -174.8(3) . . . . ?
C10 N1 C7 C8 3.2(4) . . . . ?
C10 N1 B1 C4 132.3(3) . . . . ?
C10 N1 B1 C12 6.5(4) . . . . ?
C10 N1 B1 C16 -109.0(3) . . . . ?
C12 C13 C14 C15 -41.2(5) . . . . ?
C13 C12 C19 C18 76.4(4) . . . . ?
C13 C12 B1 N1 174.1(3) . . . . ?
C13 C12 B1 C4 59.0(4) . . . . ?
C13 C12 B1 C16 -68.3(3) . . . . ?
C13 C14 C15 C16 40.1(5) . . . . ?
C14 C15 C16 C17 69.2(4) . . . . ?
C14 C15 C16 B1 -53.4(4) . . . . ?
C15 C16 C17 C18 -61.7(4) . . . . ?
C15 C16 B1 N1 -172.0(3) . . . . ?
C15 C16 B1 C4 -63.4(4) . . . . ?
C15 C16 B1 C12 66.2(3) . . . . ?
C16 C17 C18 C19 -45.8(5) . . . . ?
C17 C16 B1 N1 63.3(3) . . . . ?
C17 C16 B1 C4 171.9(3) . . . . ?
C17 C16 B1 C12 -58.5(3) . . . . ?
C17 C18 C19 C12 37.7(5) . . . . ?
C19 C12 C13 C14 -69.4(4) . . . . ?
C19 C12 B1 N1 -64.9(4) . . . . ?
C19 C12 B1 C4 180.0(3) . . . . ?
C19 C12 B1 C16 52.7(4) . . . . ?
C20 C2 C3 C4 -148.9(4) . . . . ?
C21 C2 C3 C4 -29.1(6) . . . . ?
C22 C5 C6 C7 -177.8(3) . . . . ?
C22 C5 C6 C25 3.3(5) . . . . ?
C22 C23 C24 C25 1.4(6) . . . . ?
C23 C24 C25 C6 -1.9(5) . . . . ?
C25 C6 C7 N1 -155.2(3) . . . . ?
C25 C6 C7 C8 26.9(5) . . . . ?
B1 N1 C7 C6 4.1(4) . . . . ?
B1 N1 C7 C8 -177.9(3) . . . . ?
B1 N1 C10 C11 178.1(3) . . . . ?
B1 C4 C5 C6 -45.3(4) . . . . ?
B1 C4 C5 C22 128.6(3) . . . . ?
B1 C12 C13 C14 56.3(4) . . . . ?
B1 C12 C19 C18 -44.2(4) . . . . ?
B1 C16 C17 C18 58.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9013(18)
2 0.0987(18)

