# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_MaHa052_SiHu_Mo_a
_database_code_depnum_ccdc_archive 'CCDC 2237053'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;


_audit_creation_method           'CIF-fill 1.3i (K.Radacki, 2005-22)'
_audit_creation_date             2022-08-26
_shelx_SHELXL_version_number     2014/7
_chemical_formula_moiety         'C29 H42 B Br N2'
_chemical_formula_sum            'C29 H42 B Br N2'
_chemical_formula_weight         509.36
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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


_cell_length_a                   10.0184(3)
_cell_length_b                   16.7493(4)
_cell_length_c                   17.4941(5)
_cell_angle_alpha                90.0
_cell_angle_beta                 106.480(3)
_cell_angle_gamma                90.0
_cell_volume                     2814.92(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    99.98(12)
_cell_measurement_reflns_used    11546
_cell_measurement_theta_min      2.3960
_cell_measurement_theta_max      29.6570

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.289
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.063
_exptl_absorpt_coefficient_mu    1.479
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85806
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.41.73a (Rigaku Oxford Diffraction, 2020) Empirical 
 absorption correction using spherical harmonics, implemented in SCALE3 
 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 Crystalls were grown from saturated solution. For data collection the 
 crystal was immersed in a film of perfluoropolyether oil, mounted on a 
 polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 
 800).
;
_diffrn_ambient_temperature      99.98(12)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-S'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω    -21.00  29.00   0.50    8.93    --    5.18 -84.00 117.00  100
  2  ω    -37.00 -12.00   0.50    8.93    --   -5.96 -84.00 117.00   50
  3  ω    -32.00  17.00   0.50    8.93    --   -5.96  84.00-122.00   98
  4  ω    -69.00   4.00   0.50    8.93    --    5.18 -19.00  60.00  146
  5  ω    -24.00  28.00   0.50    8.93    --   -5.96 -99.00 -30.00  104
  6  ω     -2.00  23.00   0.50    8.93    --   -5.96 -99.00  60.00   50
  7  ω    -16.00  24.00   0.50    8.93    --   -5.96 -99.00 -60.00   80
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      -0.0267217000
_diffrn_orient_matrix_UB_12      0.0374130000
_diffrn_orient_matrix_UB_13      -0.0164804000
_diffrn_orient_matrix_UB_21      -0.0506363000
_diffrn_orient_matrix_UB_22      -0.0014792000
_diffrn_orient_matrix_UB_23      0.0212224000
_diffrn_orient_matrix_UB_31      0.0466315000
_diffrn_orient_matrix_UB_32      0.0198256000
_diffrn_orient_matrix_UB_33      0.0326260000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix 6000'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            30343
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.1199
_diffrn_reflns_theta_max         31.1029
_diffrn_reflns_theta_full        26.3154
_diffrn_measured_fraction_theta_max 0.8045
_diffrn_measured_fraction_theta_full 0.9988
_diffrn_reflns_Laue_measured_fraction_max 0.805
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.805
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7292
_reflns_number_gt                6037
_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 1.171.41.73a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

_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)+(0.0275P)²+2.1027P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_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         7292
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.0811
_refine_ls_wR_factor_gt          0.0769
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.060
_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_
_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
N2_1 N 0.60991(15) 0.48940(9) 0.28237(9) 0.0179(3) Uani 1 1 d . . . . .
C31_1 C 0.67868(18) 0.63791(10) 0.31884(10) 0.0172(3) Uani 1 1 d . . . . .
B1_1 B 0.6668(2) 0.55866(12) 0.26857(11) 0.0175(4) Uani 1 1 d . . . . .
Br1_1 Br 0.73676(2) 0.56589(2) 0.17189(2) 0.02419(6) Uani 1 1 d . . . . .
N1_2 N 0.47886(14) 0.37315(8) 0.27564(8) 0.0146(3) Uani 1 1 d . . . . .
C1_2 C 0.59974(17) 0.41484(9) 0.29424(9) 0.0144(3) Uani 1 1 d . . . . .
C3_2 C 0.72161(18) 0.36074(10) 0.33447(10) 0.0190(3) Uani 1 1 d . . . . .
C4_2 C 0.6562(2) 0.27741(11) 0.31715(12) 0.0249(4) Uani 1 1 d . . . . .
H4A_2 H 0.693169 0.241916 0.363602 0.030 Uiso 1 1 calc R U . . .
H4AB_2 H 0.678561 0.253648 0.270434 0.030 Uiso 1 1 calc R U . . .
C5_2 C 0.4973(2) 0.28687(10) 0.30016(11) 0.0208(4) Uani 1 1 d . . . . .
C6_2 C 0.7714(2) 0.38017(12) 0.42372(11) 0.0283(4) Uani 1 1 d . . . . .
H6A_2 H 0.800787 0.436133 0.430940 0.042 Uiso 1 1 calc R U . . .
H6B_2 H 0.849999 0.345549 0.449714 0.042 Uiso 1 1 calc R U . . .
H6C_2 H 0.695112 0.371241 0.447546 0.042 Uiso 1 1 calc R U . . .
C7_2 C 0.8421(2) 0.37257(13) 0.29781(13) 0.0305(4) Uani 1 1 d . . . . .
H7A_2 H 0.808649 0.364047 0.240089 0.046 Uiso 1 1 calc R U . . .
H7B_2 H 0.916228 0.334226 0.321309 0.046 Uiso 1 1 calc R U . . .
H7C_2 H 0.878348 0.427016 0.308585 0.046 Uiso 1 1 calc R U . . .
C8_2 C 0.4197(2) 0.23151(11) 0.23258(12) 0.0275(4) Uani 1 1 d . . . . .
H8A_2 H 0.320509 0.245172 0.216364 0.041 Uiso 1 1 calc R U . . .
H8B_2 H 0.431381 0.176017 0.251034 0.041 Uiso 1 1 calc R U . . .
H8C_2 H 0.457514 0.237878 0.187055 0.041 Uiso 1 1 calc R U . . .
C9_2 C 0.4455(2) 0.27020(12) 0.37288(12) 0.0291(4) Uani 1 1 d . . . . .
H9A_2 H 0.346823 0.284402 0.360653 0.044 Uiso 1 1 calc R U . . .
H9B_2 H 0.499319 0.302129 0.418098 0.044 Uiso 1 1 calc R U . . .
H9C_2 H 0.457317 0.213373 0.386471 0.044 Uiso 1 1 calc R U . . .
C1_3 C 0.34644(17) 0.41167(10) 0.24064(10) 0.0158(3) Uani 1 1 d . . . . .
C2_3 C 0.29210(18) 0.41216(10) 0.15698(10) 0.0188(3) Uani 1 1 d . . . . .
C3_3 C 0.1644(2) 0.44981(12) 0.12415(12) 0.0267(4) Uani 1 1 d . . . . .
H3_3 H 0.125152 0.450113 0.067933 0.032 Uiso 1 1 calc R U . . .
C4_3 C 0.0939(2) 0.48658(13) 0.17172(13) 0.0312(5) Uani 1 1 d . . . . .
H4_3 H 0.006190 0.510899 0.148243 0.037 Uiso 1 1 calc R U . . .
C5_3 C 0.15083(19) 0.48808(12) 0.25333(12) 0.0266(4) Uani 1 1 d . . . . .
H5_3 H 0.102141 0.514385 0.285419 0.032 Uiso 1 1 calc R U . . .
C6_3 C 0.27870(18) 0.45168(10) 0.28985(11) 0.0195(4) Uani 1 1 d . . . . .
C7_3 C 0.3696(2) 0.37855(11) 0.10101(10) 0.0215(4) Uani 1 1 d . . . . .
H7_3 H 0.455368 0.351164 0.133975 0.026 Uiso 1 1 calc R U . . .
C8_3 C 0.34080(19) 0.46119(11) 0.37943(11) 0.0209(4) Uani 1 1 d . . . . .
H8_3 H 0.428325 0.428953 0.395791 0.025 Uiso 1 1 calc R U . . .
C9_3 C 0.4145(2) 0.44648(12) 0.05512(11) 0.0296(4) Uani 1 1 d . . . . .
H9A_3 H 0.471336 0.424807 0.022703 0.044 Uiso 1 1 calc R U . . .
H9B_3 H 0.469133 0.485578 0.092925 0.044 Uiso 1 1 calc R U . . .
H9C_3 H 0.331824 0.472509 0.020358 0.044 Uiso 1 1 calc R U . . .
C10_3 C 0.2827(2) 0.31730(13) 0.04222(12) 0.0327(5) Uani 1 1 d . . . . .
H10A_3 H 0.199941 0.343489 0.007709 0.049 Uiso 1 1 calc R U . . .
H10B_3 H 0.254058 0.274116 0.071941 0.049 Uiso 1 1 calc R U . . .
H10C_3 H 0.338665 0.295223 0.009520 0.049 Uiso 1 1 calc R U . . .
C11_3 C 0.2429(2) 0.43057(14) 0.42653(12) 0.0326(5) Uani 1 1 d . . . . .
H11A_3 H 0.159464 0.464182 0.414896 0.049 Uiso 1 1 calc R U . . .
H11B_3 H 0.290795 0.432657 0.483730 0.049 Uiso 1 1 calc R U . . .
H11C_3 H 0.215989 0.375350 0.410994 0.049 Uiso 1 1 calc R U . . .
C12_3 C 0.3792(2) 0.54876(12) 0.40078(12) 0.0277(4) Uani 1 1 d . . . . .
H12A_3 H 0.448205 0.566314 0.374331 0.042 Uiso 1 1 calc R U . . .
H12B_3 H 0.418222 0.553838 0.458648 0.042 Uiso 1 1 calc R U . . .
H12C_3 H 0.295598 0.582015 0.382994 0.042 Uiso 1 1 calc R U . . .
C2_4 C 0.56598(19) 0.69156(11) 0.30279(11) 0.0211(4) Uani 1 1 d . . . . .
C3_4 C 0.5734(2) 0.75902(11) 0.35059(12) 0.0256(4) Uani 1 1 d . . . . .
H3_4 H 0.495814 0.794111 0.340367 0.031 Uiso 1 1 calc R U . . .
C4_4 C 0.6915(2) 0.77627(11) 0.41287(12) 0.0259(4) Uani 1 1 d . . . . .
C5_4 C 0.8041(2) 0.72431(11) 0.42629(11) 0.0239(4) Uani 1 1 d . . . . .
H5_4 H 0.886458 0.735942 0.467607 0.029 Uiso 1 1 calc R U . . .
C6_4 C 0.79912(19) 0.65542(10) 0.38047(10) 0.0196(4) Uani 1 1 d . . . . .
C7_4 C 0.4391(2) 0.67747(12) 0.23278(12) 0.0291(4) Uani 1 1 d . . . . .
H7A_4 H 0.468473 0.666994 0.184854 0.044 Uiso 1 1 calc R U . . .
H7B_4 H 0.379397 0.724901 0.224251 0.044 Uiso 1 1 calc R U . . .
H7C_4 H 0.387232 0.631407 0.243885 0.044 Uiso 1 1 calc R U . . .
C8_4 C 0.6993(3) 0.85068(13) 0.46290(14) 0.0389(5) Uani 1 1 d . . . . .
H8A_4 H 0.715773 0.897184 0.432817 0.058 Uiso 1 1 calc R U . . .
H8B_4 H 0.775748 0.845441 0.512054 0.058 Uiso 1 1 calc R U . . .
H8C_4 H 0.611361 0.857630 0.476241 0.058 Uiso 1 1 calc R U . . .
C9_4 C 0.92386(19) 0.60029(12) 0.39879(12) 0.0248(4) Uani 1 1 d . . . . .
H9A_4 H 0.919368 0.566752 0.352222 0.037 Uiso 1 1 calc R U . . .
H9B_4 H 0.923518 0.566317 0.444345 0.037 Uiso 1 1 calc R U . . .
H9C_4 H 1.009466 0.632085 0.411665 0.037 Uiso 1 1 calc R U . . .


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
N2_1 C1_2 1.275(2) . ?
N2_1 B1_1 1.344(2) . ?
C31_1 C6_4 1.402(2) . ?
C31_1 C2_4 1.408(2) . ?
C31_1 B1_1 1.578(3) . ?
B1_1 Br1_1 2.010(2) . ?
N1_2 C1_2 1.355(2) . ?
N1_2 C1_3 1.446(2) . ?
N1_2 C5_2 1.504(2) . ?
C1_2 C3_2 1.523(2) . ?
C3_2 C7_2 1.532(3) . ?
C3_2 C6_2 1.533(2) . ?
C3_2 C4_2 1.535(2) . ?
C4_2 C5_2 1.543(3) . ?
C4_2 H4A_2 0.9900 . ?
C4_2 H4AB_2 0.9900 . ?
C5_2 C9_2 1.529(3) . ?
C5_2 C8_2 1.530(2) . ?
C6_2 H6A_2 0.9800 . ?
C6_2 H6B_2 0.9800 . ?
C6_2 H6C_2 0.9800 . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C1_3 C6_3 1.408(2) . ?
C1_3 C2_3 1.409(2) . ?
C2_3 C3_3 1.396(3) . ?
C2_3 C7_3 1.520(2) . ?
C3_3 C4_3 1.379(3) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.379(3) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.399(3) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C8_3 1.521(2) . ?
C7_3 C9_3 1.532(3) . ?
C7_3 C10_3 1.536(3) . ?
C7_3 H7_3 1.0000 . ?
C8_3 C12_3 1.535(3) . ?
C8_3 C11_3 1.537(3) . ?
C8_3 H8_3 1.0000 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C10_3 H10A_3 0.9800 . ?
C10_3 H10B_3 0.9800 . ?
C10_3 H10C_3 0.9800 . ?
C11_3 H11A_3 0.9800 . ?
C11_3 H11B_3 0.9800 . ?
C11_3 H11C_3 0.9800 . ?
C12_3 H12A_3 0.9800 . ?
C12_3 H12B_3 0.9800 . ?
C12_3 H12C_3 0.9800 . ?
C2_4 C3_4 1.395(3) . ?
C2_4 C7_4 1.513(3) . ?
C3_4 C4_4 1.392(3) . ?
C3_4 H3_4 0.9500 . ?
C4_4 C5_4 1.391(3) . ?
C4_4 C8_4 1.512(3) . ?
C5_4 C6_4 1.398(2) . ?
C5_4 H5_4 0.9500 . ?
C6_4 C9_4 1.513(3) . ?
C7_4 H7A_4 0.9800 . ?
C7_4 H7B_4 0.9800 . ?
C7_4 H7C_4 0.9800 . ?
C8_4 H8A_4 0.9800 . ?
C8_4 H8B_4 0.9800 . ?
C8_4 H8C_4 0.9800 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1_2 N2_1 B1_1 158.80(17) . . ?
C6_4 C31_1 C2_4 119.11(16) . . ?
C6_4 C31_1 B1_1 121.14(15) . . ?
C2_4 C31_1 B1_1 119.75(15) . . ?
N2_1 B1_1 C31_1 126.50(16) . . ?
N2_1 B1_1 Br1_1 118.03(14) . . ?
C31_1 B1_1 Br1_1 115.40(12) . . ?
C1_2 N1_2 C1_3 121.46(14) . . ?
C1_2 N1_2 C5_2 113.44(14) . . ?
C1_3 N1_2 C5_2 124.97(14) . . ?
N2_1 C1_2 N1_2 124.96(15) . . ?
N2_1 C1_2 C3_2 124.57(15) . . ?
N1_2 C1_2 C3_2 110.42(14) . . ?
C1_2 C3_2 C7_2 110.67(15) . . ?
C1_2 C3_2 C6_2 109.31(14) . . ?
C7_2 C3_2 C6_2 109.38(16) . . ?
C1_2 C3_2 C4_2 102.04(14) . . ?
C7_2 C3_2 C4_2 112.20(15) . . ?
C6_2 C3_2 C4_2 113.03(15) . . ?
C3_2 C4_2 C5_2 107.69(14) . . ?
C3_2 C4_2 H4A_2 110.2 . . ?
C5_2 C4_2 H4A_2 110.2 . . ?
C3_2 C4_2 H4AB_2 110.2 . . ?
C5_2 C4_2 H4AB_2 110.2 . . ?
H4A_2 C4_2 H4AB_2 108.5 . . ?
N1_2 C5_2 C9_2 111.69(15) . . ?
N1_2 C5_2 C8_2 111.58(14) . . ?
C9_2 C5_2 C8_2 108.32(16) . . ?
N1_2 C5_2 C4_2 100.96(13) . . ?
C9_2 C5_2 C4_2 113.32(16) . . ?
C8_2 C5_2 C4_2 110.91(16) . . ?
C3_2 C6_2 H6A_2 109.5 . . ?
C3_2 C6_2 H6B_2 109.5 . . ?
H6A_2 C6_2 H6B_2 109.5 . . ?
C3_2 C6_2 H6C_2 109.5 . . ?
H6A_2 C6_2 H6C_2 109.5 . . ?
H6B_2 C6_2 H6C_2 109.5 . . ?
C3_2 C7_2 H7A_2 109.5 . . ?
C3_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C3_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C5_2 C8_2 H8A_2 109.5 . . ?
C5_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C5_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C5_2 C9_2 H9A_2 109.5 . . ?
C5_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C5_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C6_3 C1_3 C2_3 121.40(16) . . ?
C6_3 C1_3 N1_2 119.80(15) . . ?
C2_3 C1_3 N1_2 118.69(15) . . ?
C3_3 C2_3 C1_3 117.96(17) . . ?
C3_3 C2_3 C7_3 118.60(16) . . ?
C1_3 C2_3 C7_3 123.33(16) . . ?
C4_3 C3_3 C2_3 121.31(18) . . ?
C4_3 C3_3 H3_3 119.3 . . ?
C2_3 C3_3 H3_3 119.3 . . ?
C5_3 C4_3 C3_3 120.04(18) . . ?
C5_3 C4_3 H4_3 120.0 . . ?
C3_3 C4_3 H4_3 120.0 . . ?
C4_3 C5_3 C6_3 121.39(18) . . ?
C4_3 C5_3 H5_3 119.3 . . ?
C6_3 C5_3 H5_3 119.3 . . ?
C5_3 C6_3 C1_3 117.78(17) . . ?
C5_3 C6_3 C8_3 118.60(16) . . ?
C1_3 C6_3 C8_3 123.53(16) . . ?
C2_3 C7_3 C9_3 110.01(15) . . ?
C2_3 C7_3 C10_3 112.49(16) . . ?
C9_3 C7_3 C10_3 109.88(16) . . ?
C2_3 C7_3 H7_3 108.1 . . ?
C9_3 C7_3 H7_3 108.1 . . ?
C10_3 C7_3 H7_3 108.1 . . ?
C6_3 C8_3 C12_3 110.59(15) . . ?
C6_3 C8_3 C11_3 112.36(15) . . ?
C12_3 C8_3 C11_3 110.01(16) . . ?
C6_3 C8_3 H8_3 107.9 . . ?
C12_3 C8_3 H8_3 107.9 . . ?
C11_3 C8_3 H8_3 107.9 . . ?
C7_3 C9_3 H9A_3 109.5 . . ?
C7_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C7_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C7_3 C10_3 H10A_3 109.5 . . ?
C7_3 C10_3 H10B_3 109.5 . . ?
H10A_3 C10_3 H10B_3 109.5 . . ?
C7_3 C10_3 H10C_3 109.5 . . ?
H10A_3 C10_3 H10C_3 109.5 . . ?
H10B_3 C10_3 H10C_3 109.5 . . ?
C8_3 C11_3 H11A_3 109.5 . . ?
C8_3 C11_3 H11B_3 109.5 . . ?
H11A_3 C11_3 H11B_3 109.5 . . ?
C8_3 C11_3 H11C_3 109.5 . . ?
H11A_3 C11_3 H11C_3 109.5 . . ?
H11B_3 C11_3 H11C_3 109.5 . . ?
C8_3 C12_3 H12A_3 109.5 . . ?
C8_3 C12_3 H12B_3 109.5 . . ?
H12A_3 C12_3 H12B_3 109.5 . . ?
C8_3 C12_3 H12C_3 109.5 . . ?
H12A_3 C12_3 H12C_3 109.5 . . ?
H12B_3 C12_3 H12C_3 109.5 . . ?
C3_4 C2_4 C31_1 119.62(17) . . ?
C3_4 C2_4 C7_4 120.07(17) . . ?
C31_1 C2_4 C7_4 120.28(16) . . ?
C4_4 C3_4 C2_4 121.73(18) . . ?
C4_4 C3_4 H3_4 119.1 . . ?
C2_4 C3_4 H3_4 119.1 . . ?
C5_4 C4_4 C3_4 118.08(17) . . ?
C5_4 C4_4 C8_4 120.77(19) . . ?
C3_4 C4_4 C8_4 121.13(19) . . ?
C4_4 C5_4 C6_4 121.61(18) . . ?
C4_4 C5_4 H5_4 119.2 . . ?
C6_4 C5_4 H5_4 119.2 . . ?
C5_4 C6_4 C31_1 119.78(17) . . ?
C5_4 C6_4 C9_4 119.29(16) . . ?
C31_1 C6_4 C9_4 120.93(16) . . ?
C2_4 C7_4 H7A_4 109.5 . . ?
C2_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C2_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C4_4 C8_4 H8A_4 109.5 . . ?
C4_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C4_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C6_4 C9_4 H9A_4 109.5 . . ?
C6_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C6_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1_2 N2_1 B1_1 C31_1 -127.2(4) . . . . ?
C1_2 N2_1 B1_1 Br1_1 55.9(5) . . . . ?
C6_4 C31_1 B1_1 N2_1 94.2(2) . . . . ?
C2_4 C31_1 B1_1 N2_1 -84.6(2) . . . . ?
C6_4 C31_1 B1_1 Br1_1 -88.75(18) . . . . ?
C2_4 C31_1 B1_1 Br1_1 92.37(17) . . . . ?
B1_1 N2_1 C1_2 N1_2 -152.5(4) . . . . ?
B1_1 N2_1 C1_2 C3_2 30.1(5) . . . . ?
C1_3 N1_2 C1_2 N2_1 -1.0(3) . . . . ?
C5_2 N1_2 C1_2 N2_1 -177.04(16) . . . . ?
C1_3 N1_2 C1_2 C3_2 176.71(14) . . . . ?
C5_2 N1_2 C1_2 C3_2 0.70(19) . . . . ?
N2_1 C1_2 C3_2 C7_2 -49.1(2) . . . . ?
N1_2 C1_2 C3_2 C7_2 133.14(16) . . . . ?
N2_1 C1_2 C3_2 C6_2 71.4(2) . . . . ?
N1_2 C1_2 C3_2 C6_2 -106.33(17) . . . . ?
N2_1 C1_2 C3_2 C4_2 -168.67(16) . . . . ?
N1_2 C1_2 C3_2 C4_2 13.58(18) . . . . ?
C1_2 C3_2 C4_2 C5_2 -22.35(18) . . . . ?
C7_2 C3_2 C4_2 C5_2 -140.83(16) . . . . ?
C6_2 C3_2 C4_2 C5_2 94.91(18) . . . . ?
C1_2 N1_2 C5_2 C9_2 106.21(17) . . . . ?
C1_3 N1_2 C5_2 C9_2 -69.6(2) . . . . ?
C1_2 N1_2 C5_2 C8_2 -132.38(16) . . . . ?
C1_3 N1_2 C5_2 C8_2 51.8(2) . . . . ?
C1_2 N1_2 C5_2 C4_2 -14.51(18) . . . . ?
C1_3 N1_2 C5_2 C4_2 169.64(15) . . . . ?
C3_2 C4_2 C5_2 N1_2 22.48(18) . . . . ?
C3_2 C4_2 C5_2 C9_2 -97.09(17) . . . . ?
C3_2 C4_2 C5_2 C8_2 140.83(15) . . . . ?
C1_2 N1_2 C1_3 C6_3 -82.4(2) . . . . ?
C5_2 N1_2 C1_3 C6_3 93.2(2) . . . . ?
C1_2 N1_2 C1_3 C2_3 93.94(19) . . . . ?
C5_2 N1_2 C1_3 C2_3 -90.5(2) . . . . ?
C6_3 C1_3 C2_3 C3_3 -3.6(3) . . . . ?
N1_2 C1_3 C2_3 C3_3 -179.81(16) . . . . ?
C6_3 C1_3 C2_3 C7_3 172.43(16) . . . . ?
N1_2 C1_3 C2_3 C7_3 -3.8(2) . . . . ?
C1_3 C2_3 C3_3 C4_3 1.0(3) . . . . ?
C7_3 C2_3 C3_3 C4_3 -175.22(18) . . . . ?
C2_3 C3_3 C4_3 C5_3 1.3(3) . . . . ?
C3_3 C4_3 C5_3 C6_3 -1.1(3) . . . . ?
C4_3 C5_3 C6_3 C1_3 -1.4(3) . . . . ?
C4_3 C5_3 C6_3 C8_3 175.24(18) . . . . ?
C2_3 C1_3 C6_3 C5_3 3.8(3) . . . . ?
N1_2 C1_3 C6_3 C5_3 179.98(15) . . . . ?
C2_3 C1_3 C6_3 C8_3 -172.70(16) . . . . ?
N1_2 C1_3 C6_3 C8_3 3.5(2) . . . . ?
C3_3 C2_3 C7_3 C9_3 65.4(2) . . . . ?
C1_3 C2_3 C7_3 C9_3 -110.60(19) . . . . ?
C3_3 C2_3 C7_3 C10_3 -57.5(2) . . . . ?
C1_3 C2_3 C7_3 C10_3 126.54(18) . . . . ?
C5_3 C6_3 C8_3 C12_3 -65.6(2) . . . . ?
C1_3 C6_3 C8_3 C12_3 110.90(19) . . . . ?
C5_3 C6_3 C8_3 C11_3 57.8(2) . . . . ?
C1_3 C6_3 C8_3 C11_3 -125.75(19) . . . . ?
C6_4 C31_1 C2_4 C3_4 -3.0(3) . . . . ?
B1_1 C31_1 C2_4 C3_4 175.94(16) . . . . ?
C6_4 C31_1 C2_4 C7_4 175.36(17) . . . . ?
B1_1 C31_1 C2_4 C7_4 -5.7(3) . . . . ?
C31_1 C2_4 C3_4 C4_4 1.9(3) . . . . ?
C7_4 C2_4 C3_4 C4_4 -176.48(18) . . . . ?
C2_4 C3_4 C4_4 C5_4 0.5(3) . . . . ?
C2_4 C3_4 C4_4 C8_4 178.49(18) . . . . ?
C3_4 C4_4 C5_4 C6_4 -1.7(3) . . . . ?
C8_4 C4_4 C5_4 C6_4 -179.72(18) . . . . ?
C4_4 C5_4 C6_4 C31_1 0.6(3) . . . . ?
C4_4 C5_4 C6_4 C9_4 -178.85(17) . . . . ?
C2_4 C31_1 C6_4 C5_4 1.8(3) . . . . ?
B1_1 C31_1 C6_4 C5_4 -177.10(16) . . . . ?
C2_4 C31_1 C6_4 C9_4 -178.80(16) . . . . ?
B1_1 C31_1 C6_4 C9_4 2.3(3) . . . . ?



_chemical_name_systematic        (CAAI)BBrMes
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_test_a
_database_code_depnum_ccdc_archive 'CCDC 2237054'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;


_audit_creation_method           'CIF-fill 1.3i (K.Radacki, 2005-22)'
_audit_creation_date             2022-08-26
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C20 H31 B Cl2 N2'
_chemical_formula_sum            'C20 H31 B Cl2 N2'
_chemical_formula_weight         381.18
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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


_cell_length_a                   14.270(6)
_cell_length_b                   10.149(4)
_cell_length_c                   14.806(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.11(2)
_cell_angle_gamma                90
_cell_volume                     2127.9(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5879
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      28.25
_cell_special_details            
;
 Uncertainties of the unit cell parameters were calculated as standard 
 deviations of 32 cells obtained from a subset of all reflections. These sets 
 of refelctions were selected using the Monte Carlo method.
;

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.488
_exptl_crystal_size_mid          0.298
_exptl_crystal_size_min          0.270
_exptl_absorpt_coefficient_mu    0.310
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6320
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS 2016/2 (Bruker AXS)'
_exptl_absorpt_special_details   
;
 Incident beam scaling, empirical absorption correction using spherical 
 harmonics, and outlier rejection was employed as implemented in SADABS. 
 Additional spherical absorption correction with mu*r value set to 0.2 was 
 applied.
;
_exptl_crystal_preparation       
;
 Crystalls were grown from saturated solution. For data collection the 
 crystal was immersed in a film of perfluoropolyether oil, mounted on a 
 polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 
 700).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 1.00 1.00 0.2080
-1.00 1.00 -1.00 0.1700
1.00 -1.00 1.00 0.1670
0.00 -1.00 -1.00 0.2040
-1.00 1.00 0.00 0.1170
1.00 0.00 1.00 0.1790
-1.00 0.00 -1.00 0.2210
-1.00 1.00 1.00 0.1800
1.00 -1.00 -1.00 0.0930
1.00 0.00 -1.00 0.1180
-1.00 0.00 1.00 0.1610
0.00 0.00 1.00 0.2210
1.00 1.00 -1.00 0.1330
-1.00 -1.00 1.00 0.1290
0.00 1.00 -1.00 0.1600
0.00 -1.00 1.00 0.1610
0.00 -1.00 0.00 0.1450
0.00 1.00 0.00 0.1820
-1.00 0.00 0.00 0.1740
1.00 0.00 0.00 0.2040

_shelx_estimated_absorpt_T_min   0.863
_shelx_estimated_absorpt_T_max   0.921
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'Nonius FR-591'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_orient_matrix_type       
;
 Sparks R.A., Computational Crystallography p1-18 (Clarendon Press, 1982)
;
_diffrn_orient_matrix_UB_11      -0,0602115
_diffrn_orient_matrix_UB_12      0,0120659
_diffrn_orient_matrix_UB_13      0,0271244
_diffrn_orient_matrix_UB_21      -0,0064977
_diffrn_orient_matrix_UB_22      0,0908211
_diffrn_orient_matrix_UB_23      -0,0262124
_diffrn_orient_matrix_UB_31      -0,0363276
_diffrn_orient_matrix_UB_32      -0,0362434
_diffrn_orient_matrix_UB_33      -0,0566547
_diffrn_detector                 CCD
_diffrn_detector_type            Apex2
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            20792
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.870
_diffrn_reflns_theta_max         26.019
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_standards_number         0
_reflns_number_total             4202
_reflns_number_gt                3644
_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       'BIS 2011.8 / APEX4 ver. 2021.10 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 8.40A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 8.40A (Bruker AXS)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          
;
 The BCl2 unit was modelled as twofold rotationally disordered in a 94:6 
 ratio. ADPs within the disorder were restrained with SIMU 0.005.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0454P)²+0.8864P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_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         4202
_refine_ls_number_parameters     253
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.1004
_refine_ls_wR_factor_gt          0.0959
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.045
_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_
_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
N2_1 N 0.22757(9) 0.61455(12) 0.55339(9) 0.0232(3) Uani 1 1 d . . . . .
B1_1 B 0.18941(12) 0.49501(17) 0.55575(11) 0.0231(3) Uani 1 1 d . U . . .
Cl1_11 Cl 0.12304(5) 0.41912(7) 0.45924(3) 0.0432(2) Uani 0.939(2) 1 d . U P A
1
Cl2_11 Cl 0.20869(4) 0.38940(9) 0.65374(5) 0.03891(19) Uani 0.939(2) 1 d . U P
A 1
Cl1_12 Cl 0.1747(11) 0.3673(12) 0.4776(7) 0.058(3) Uani 0.061(2) 1 d . U P A 2
Cl2_12 Cl 0.1929(9) 0.4478(15) 0.6711(8) 0.050(2) Uani 0.061(2) 1 d . U P A 2
C1_2 C 0.22741(10) 0.74025(14) 0.55068(9) 0.0175(3) Uani 1 1 d . . . . .
N1_2 N 0.30151(8) 0.81441(11) 0.53394(8) 0.0169(3) Uani 1 1 d . . . . .
C3_2 C 0.28303(11) 0.96033(14) 0.53488(10) 0.0218(3) Uani 1 1 d . . . . .
C4_2 C 0.19026(11) 0.96407(15) 0.57782(10) 0.0246(3) Uani 1 1 d . . . . .
H4A_2 H 0.147671 1.032425 0.547913 0.029 Uiso 1 1 calc R U . . .
H4AB_2 H 0.203278 0.985294 0.643436 0.029 Uiso 1 1 calc R U . . .
C5_2 C 0.14382(10) 0.82742(15) 0.56480(10) 0.0231(3) Uani 1 1 d . . . . .
C6_2 C 0.27310(13) 1.01801(16) 0.43864(11) 0.0307(4) Uani 1 1 d . . . . .
H6A_2 H 0.259626 1.112517 0.441270 0.046 Uiso 1 1 calc R U . . .
H6B_2 H 0.221255 0.973761 0.400791 0.046 Uiso 1 1 calc R U . . .
H6C_2 H 0.332063 1.004682 0.412243 0.046 Uiso 1 1 calc R U . . .
C7_2 C 0.36137(12) 1.03518(15) 0.59276(11) 0.0280(3) Uani 1 1 d . . . . .
H7A_2 H 0.345706 1.129189 0.592698 0.042 Uiso 1 1 calc R U . . .
H7B_2 H 0.421080 1.022808 0.567511 0.042 Uiso 1 1 calc R U . . .
H7C_2 H 0.367689 1.001643 0.655291 0.042 Uiso 1 1 calc R U . . .
C8_2 C 0.07130(11) 0.81764(18) 0.47919(12) 0.0329(4) Uani 1 1 d . . . . .
H8A_2 H 0.018157 0.876742 0.485360 0.049 Uiso 1 1 calc R U . . .
H8B_2 H 0.048285 0.726812 0.471942 0.049 Uiso 1 1 calc R U . . .
H8C_2 H 0.101217 0.843122 0.425694 0.049 Uiso 1 1 calc R U . . .
C9_2 C 0.09758(12) 0.78321(18) 0.64783(12) 0.0330(4) Uani 1 1 d . . . . .
H9A_2 H 0.047089 0.844902 0.657955 0.049 Uiso 1 1 calc R U . . .
H9B_2 H 0.145081 0.781693 0.701623 0.049 Uiso 1 1 calc R U . . .
H9C_2 H 0.070997 0.694758 0.637002 0.049 Uiso 1 1 calc R U . . .
C1_3 C 0.38965(10) 0.75670(13) 0.51566(9) 0.0168(3) Uani 1 1 d . . . . .
C2_3 C 0.46059(10) 0.73343(13) 0.58893(10) 0.0186(3) Uani 1 1 d . . . . .
C3_3 C 0.54636(10) 0.68132(14) 0.56995(10) 0.0227(3) Uani 1 1 d . . . . .
H3_3 H 0.595545 0.667103 0.618363 0.027 Uiso 1 1 calc R U . . .
C4_3 C 0.56126(10) 0.64981(15) 0.48165(11) 0.0243(3) Uani 1 1 d . . . . .
H4_3 H 0.620511 0.615747 0.469732 0.029 Uiso 1 1 calc R U . . .
C5_3 C 0.48938(11) 0.66825(14) 0.41109(10) 0.0221(3) Uani 1 1 d . . . . .
H5_3 H 0.499666 0.644812 0.350982 0.027 Uiso 1 1 calc R U . . .
C6_3 C 0.40240(10) 0.72028(13) 0.42596(9) 0.0183(3) Uani 1 1 d . . . . .
C7_3 C 0.44455(10) 0.75399(14) 0.68795(9) 0.0203(3) Uani 1 1 d . . . . .
H7_3 H 0.382799 0.800402 0.688397 0.024 Uiso 1 1 calc R U . . .
C8_3 C 0.52156(12) 0.83932(17) 0.74026(11) 0.0306(4) Uani 1 1 d . . . . .
H8A_3 H 0.504574 0.858557 0.801023 0.046 Uiso 1 1 calc R U . . .
H8B_3 H 0.527516 0.922013 0.707278 0.046 Uiso 1 1 calc R U . . .
H8C_3 H 0.581855 0.791966 0.745933 0.046 Uiso 1 1 calc R U . . .
C9_3 C 0.43815(11) 0.62135(15) 0.73596(10) 0.0243(3) Uani 1 1 d . . . . .
H9A_3 H 0.422937 0.636108 0.797921 0.036 Uiso 1 1 calc R U . . .
H9B_3 H 0.498820 0.575404 0.738537 0.036 Uiso 1 1 calc R U . . .
H9C_3 H 0.388578 0.567613 0.702179 0.036 Uiso 1 1 calc R U . . .
C10_3 C 0.32290(11) 0.72446(14) 0.34710(9) 0.0207(3) Uani 1 1 d . . . . .
H10_3 H 0.267598 0.770182 0.368472 0.025 Uiso 1 1 calc R U . . .
C11_3 C 0.29270(11) 0.58416(15) 0.31869(10) 0.0237(3) Uani 1 1 d . . . . .
H11A_3 H 0.238173 0.587703 0.271495 0.035 Uiso 1 1 calc R U . . .
H11B_3 H 0.275512 0.536061 0.371628 0.035 Uiso 1 1 calc R U . . .
H11C_3 H 0.345087 0.538950 0.294780 0.035 Uiso 1 1 calc R U . . .
C12_3 C 0.35034(13) 0.79944(16) 0.26431(10) 0.0300(4) Uani 1 1 d . . . . .
H12A_3 H 0.296008 0.803067 0.216899 0.045 Uiso 1 1 calc R U . . .
H12B_3 H 0.402779 0.753943 0.240673 0.045 Uiso 1 1 calc R U . . .
H12C_3 H 0.369767 0.889185 0.282462 0.045 Uiso 1 1 calc R U . . .


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
N2_1 C1_2 1.276(2) . ?
N2_1 B1_1 1.332(2) . ?
B1_1 Cl1_12 1.733(10) . ?
B1_1 Cl2_12 1.768(11) . ?
B1_1 Cl1_11 1.7879(18) . ?
B1_1 Cl2_11 1.7974(19) . ?
C1_2 N1_2 1.3458(19) . ?
C1_2 C5_2 1.520(2) . ?
N1_2 C1_3 1.4432(18) . ?
N1_2 C3_2 1.5046(18) . ?
C3_2 C7_2 1.524(2) . ?
C3_2 C6_2 1.531(2) . ?
C3_2 C4_2 1.538(2) . ?
C4_2 C5_2 1.539(2) . ?
C4_2 H4A_2 0.9900 . ?
C4_2 H4AB_2 0.9900 . ?
C5_2 C9_2 1.533(2) . ?
C5_2 C8_2 1.537(2) . ?
C6_2 H6A_2 0.9800 . ?
C6_2 H6B_2 0.9800 . ?
C6_2 H6C_2 0.9800 . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C1_3 C2_3 1.409(2) . ?
C1_3 C6_3 1.412(2) . ?
C2_3 C3_3 1.394(2) . ?
C2_3 C7_3 1.526(2) . ?
C3_3 C4_3 1.388(2) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.383(2) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.391(2) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C10_3 1.524(2) . ?
C7_3 C9_3 1.530(2) . ?
C7_3 C8_3 1.532(2) . ?
C7_3 H7_3 1.0000 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C10_3 C11_3 1.531(2) . ?
C10_3 C12_3 1.534(2) . ?
C10_3 H10_3 1.0000 . ?
C11_3 H11A_3 0.9800 . ?
C11_3 H11B_3 0.9800 . ?
C11_3 H11C_3 0.9800 . ?
C12_3 H12A_3 0.9800 . ?
C12_3 H12B_3 0.9800 . ?
C12_3 H12C_3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1_2 N2_1 B1_1 155.78(15) . . ?
N2_1 B1_1 Cl1_12 132.9(4) . . ?
N2_1 B1_1 Cl2_12 108.0(5) . . ?
Cl1_12 B1_1 Cl2_12 115.4(6) . . ?
N2_1 B1_1 Cl1_11 123.31(13) . . ?
N2_1 B1_1 Cl2_11 122.83(13) . . ?
Cl1_11 B1_1 Cl2_11 113.65(10) . . ?
N2_1 C1_2 N1_2 124.50(13) . . ?
N2_1 C1_2 C5_2 125.15(13) . . ?
N1_2 C1_2 C5_2 110.35(13) . . ?
C1_2 N1_2 C1_3 122.04(12) . . ?
C1_2 N1_2 C3_2 113.97(12) . . ?
C1_3 N1_2 C3_2 123.99(11) . . ?
N1_2 C3_2 C7_2 112.24(12) . . ?
N1_2 C3_2 C6_2 111.35(12) . . ?
C7_2 C3_2 C6_2 108.04(13) . . ?
N1_2 C3_2 C4_2 100.89(11) . . ?
C7_2 C3_2 C4_2 111.34(13) . . ?
C6_2 C3_2 C4_2 112.96(13) . . ?
C3_2 C4_2 C5_2 107.78(12) . . ?
C3_2 C4_2 H4A_2 110.2 . . ?
C5_2 C4_2 H4A_2 110.2 . . ?
C3_2 C4_2 H4AB_2 110.2 . . ?
C5_2 C4_2 H4AB_2 110.2 . . ?
H4A_2 C4_2 H4AB_2 108.5 . . ?
C1_2 C5_2 C9_2 111.29(13) . . ?
C1_2 C5_2 C8_2 107.98(12) . . ?
C9_2 C5_2 C8_2 109.26(14) . . ?
C1_2 C5_2 C4_2 102.04(12) . . ?
C9_2 C5_2 C4_2 112.64(13) . . ?
C8_2 C5_2 C4_2 113.39(13) . . ?
C3_2 C6_2 H6A_2 109.5 . . ?
C3_2 C6_2 H6B_2 109.5 . . ?
H6A_2 C6_2 H6B_2 109.5 . . ?
C3_2 C6_2 H6C_2 109.5 . . ?
H6A_2 C6_2 H6C_2 109.5 . . ?
H6B_2 C6_2 H6C_2 109.5 . . ?
C3_2 C7_2 H7A_2 109.5 . . ?
C3_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C3_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C5_2 C8_2 H8A_2 109.5 . . ?
C5_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C5_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C5_2 C9_2 H9A_2 109.5 . . ?
C5_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C5_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C2_3 C1_3 C6_3 121.09(13) . . ?
C2_3 C1_3 N1_2 118.91(12) . . ?
C6_3 C1_3 N1_2 119.96(12) . . ?
C3_3 C2_3 C1_3 118.27(13) . . ?
C3_3 C2_3 C7_3 119.05(13) . . ?
C1_3 C2_3 C7_3 122.54(13) . . ?
C4_3 C3_3 C2_3 121.22(14) . . ?
C4_3 C3_3 H3_3 119.4 . . ?
C2_3 C3_3 H3_3 119.4 . . ?
C5_3 C4_3 C3_3 119.65(14) . . ?
C5_3 C4_3 H4_3 120.2 . . ?
C3_3 C4_3 H4_3 120.2 . . ?
C4_3 C5_3 C6_3 121.63(14) . . ?
C4_3 C5_3 H5_3 119.2 . . ?
C6_3 C5_3 H5_3 119.2 . . ?
C5_3 C6_3 C1_3 118.01(13) . . ?
C5_3 C6_3 C10_3 118.90(13) . . ?
C1_3 C6_3 C10_3 122.87(13) . . ?
C2_3 C7_3 C9_3 110.53(12) . . ?
C2_3 C7_3 C8_3 112.31(12) . . ?
C9_3 C7_3 C8_3 110.05(12) . . ?
C2_3 C7_3 H7_3 107.9 . . ?
C9_3 C7_3 H7_3 107.9 . . ?
C8_3 C7_3 H7_3 107.9 . . ?
C7_3 C8_3 H8A_3 109.5 . . ?
C7_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C7_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C7_3 C9_3 H9A_3 109.5 . . ?
C7_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C7_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C6_3 C10_3 C11_3 109.99(11) . . ?
C6_3 C10_3 C12_3 112.73(13) . . ?
C11_3 C10_3 C12_3 109.43(12) . . ?
C6_3 C10_3 H10_3 108.2 . . ?
C11_3 C10_3 H10_3 108.2 . . ?
C12_3 C10_3 H10_3 108.2 . . ?
C10_3 C11_3 H11A_3 109.5 . . ?
C10_3 C11_3 H11B_3 109.5 . . ?
H11A_3 C11_3 H11B_3 109.5 . . ?
C10_3 C11_3 H11C_3 109.5 . . ?
H11A_3 C11_3 H11C_3 109.5 . . ?
H11B_3 C11_3 H11C_3 109.5 . . ?
C10_3 C12_3 H12A_3 109.5 . . ?
C10_3 C12_3 H12B_3 109.5 . . ?
H12A_3 C12_3 H12B_3 109.5 . . ?
C10_3 C12_3 H12C_3 109.5 . . ?
H12A_3 C12_3 H12C_3 109.5 . . ?
H12B_3 C12_3 H12C_3 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1_2 N2_1 B1_1 Cl1_12 110.8(9) . . . . ?
C1_2 N2_1 B1_1 Cl2_12 -92.7(6) . . . . ?
C1_2 N2_1 B1_1 Cl1_11 74.1(4) . . . . ?
C1_2 N2_1 B1_1 Cl2_11 -111.5(3) . . . . ?
B1_1 N2_1 C1_2 N1_2 -168.1(3) . . . . ?
B1_1 N2_1 C1_2 C5_2 11.2(4) . . . . ?
N2_1 C1_2 N1_2 C1_3 1.0(2) . . . . ?
C5_2 C1_2 N1_2 C1_3 -178.40(11) . . . . ?
N2_1 C1_2 N1_2 C3_2 -179.80(13) . . . . ?
C5_2 C1_2 N1_2 C3_2 0.79(16) . . . . ?
C1_2 N1_2 C3_2 C7_2 131.42(13) . . . . ?
C1_3 N1_2 C3_2 C7_2 -49.41(18) . . . . ?
C1_2 N1_2 C3_2 C6_2 -107.31(14) . . . . ?
C1_3 N1_2 C3_2 C6_2 71.86(17) . . . . ?
C1_2 N1_2 C3_2 C4_2 12.80(15) . . . . ?
C1_3 N1_2 C3_2 C4_2 -168.03(12) . . . . ?
N1_2 C3_2 C4_2 C5_2 -21.07(14) . . . . ?
C7_2 C3_2 C4_2 C5_2 -140.34(13) . . . . ?
C6_2 C3_2 C4_2 C5_2 97.88(15) . . . . ?
N2_1 C1_2 C5_2 C9_2 46.18(19) . . . . ?
N1_2 C1_2 C5_2 C9_2 -134.42(13) . . . . ?
N2_1 C1_2 C5_2 C8_2 -73.73(18) . . . . ?
N1_2 C1_2 C5_2 C8_2 105.68(14) . . . . ?
N2_1 C1_2 C5_2 C4_2 166.54(14) . . . . ?
N1_2 C1_2 C5_2 C4_2 -14.05(15) . . . . ?
C3_2 C4_2 C5_2 C1_2 21.76(15) . . . . ?
C3_2 C4_2 C5_2 C9_2 141.18(13) . . . . ?
C3_2 C4_2 C5_2 C8_2 -94.09(15) . . . . ?
C1_2 N1_2 C1_3 C2_3 -91.08(16) . . . . ?
C3_2 N1_2 C1_3 C2_3 89.82(16) . . . . ?
C1_2 N1_2 C1_3 C6_3 86.69(16) . . . . ?
C3_2 N1_2 C1_3 C6_3 -92.42(16) . . . . ?
C6_3 C1_3 C2_3 C3_3 4.1(2) . . . . ?
N1_2 C1_3 C2_3 C3_3 -178.11(12) . . . . ?
C6_3 C1_3 C2_3 C7_3 -171.47(12) . . . . ?
N1_2 C1_3 C2_3 C7_3 6.27(19) . . . . ?
C1_3 C2_3 C3_3 C4_3 -1.6(2) . . . . ?
C7_3 C2_3 C3_3 C4_3 174.18(13) . . . . ?
C2_3 C3_3 C4_3 C5_3 -1.1(2) . . . . ?
C3_3 C4_3 C5_3 C6_3 1.2(2) . . . . ?
C4_3 C5_3 C6_3 C1_3 1.2(2) . . . . ?
C4_3 C5_3 C6_3 C10_3 -173.56(13) . . . . ?
C2_3 C1_3 C6_3 C5_3 -4.0(2) . . . . ?
N1_2 C1_3 C6_3 C5_3 178.32(12) . . . . ?
C2_3 C1_3 C6_3 C10_3 170.61(12) . . . . ?
N1_2 C1_3 C6_3 C10_3 -7.11(19) . . . . ?
C3_3 C2_3 C7_3 C9_3 -68.05(17) . . . . ?
C1_3 C2_3 C7_3 C9_3 107.54(15) . . . . ?
C3_3 C2_3 C7_3 C8_3 55.27(18) . . . . ?
C1_3 C2_3 C7_3 C8_3 -129.14(15) . . . . ?
C5_3 C6_3 C10_3 C11_3 65.94(16) . . . . ?
C1_3 C6_3 C10_3 C11_3 -108.59(15) . . . . ?
C5_3 C6_3 C10_3 C12_3 -56.48(17) . . . . ?
C1_3 C6_3 C10_3 C12_3 128.99(14) . . . . ?



_chemical_name_systematic        (CAAI)BCl2
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_MaHa025_SiHu_a
_database_code_depnum_ccdc_archive 'CCDC 2237055'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        (CAAI)BClNMe2
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H37 B Cl N3'
_chemical_formula_sum            'C22 H37 B Cl N3'
_chemical_formula_weight         389.80

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   17.943(10)
_cell_length_b                   9.057(4)
_cell_length_c                   14.529(8)
_cell_angle_alpha                90
_cell_angle_beta                 105.28(3)
_cell_angle_gamma                90
_cell_volume                     2278(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3153
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      25.29


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide microloop (MicroMounts of MiTeGen) and transferred to stream of cold 
nitrogen (Oxford Cryostream 700).
;
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.321
_exptl_crystal_size_min          0.21
_exptl_absorpt_coefficient_mu    0.179
_shelx_estimated_absorpt_T_min   0.938
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3803
_exptl_absorpt_correction_T_max  0.4598
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2.00 0.00 -1.00 0.0560
-1.00 0.00 -2.00 0.0960
0.00 0.00 1.00 0.1770
0.00 0.00 -1.00 0.1190
-1.00 0.00 2.00 0.1590
1.00 0.00 -2.00 0.1540
-1.00 0.00 1.00 0.1470
2.00 -1.00 2.00 0.1850
-2.00 1.00 -1.00 0.0690
0.00 -1.00 2.00 0.1750
1.00 -1.00 1.00 0.1720
1.00 -2.00 2.00 0.1680
2.00 -1.00 0.00 0.1810
-2.00 1.00 0.00 0.0810
-2.00 2.00 -1.00 0.0710
0.00 -1.00 1.00 0.1710
-2.00 -1.00 2.00 0.1610
-1.00 2.00 -1.00 0.0760
1.00 -2.00 1.00 0.1750
1.00 -1.00 0.00 0.1900
-1.00 1.00 0.00 0.0840
-1.00 -1.00 1.00 0.1690
1.00 2.00 -1.00 0.0920
2.00 -1.00 -1.00 0.1950
-2.00 2.00 1.00 0.1020
0.00 1.00 0.00 0.0810
0.00 -1.00 0.00 0.1850
-2.00 0.00 1.00 0.1340
1.00 2.00 0.00 0.0770
-1.00 -2.00 0.00 0.1670
1.00 1.00 0.00 0.0740
-1.00 -1.00 0.00 0.1450
1.00 -1.00 -1.00 0.2040
2.00 1.00 0.00 0.0930
-2.00 -1.00 0.00 0.1380
-2.00 -2.00 -1.00 0.1370
0.00 -1.00 -1.00 0.1840
-2.00 1.00 2.00 0.1160
-1.00 1.00 2.00 0.1120
2.00 1.00 1.00 0.1030
0.00 1.00 2.00 0.1090
1.00 0.00 0.00 0.1040

_exptl_absorpt_process_details   'SadAbs 2016/2 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode (Nonius FR-591)'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'CCD area detector (Apex2)'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            26944
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_av_R_equivalents  0.0802
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.176
_diffrn_reflns_theta_max         26.020
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4476
_reflns_number_gt                3471
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.37A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.37A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          
;

 Refinement of F² against ALL reflections. The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based on F, 
with F set to zero for negative F². The threshold expression of F² > 
2sigma(F²) is used only for calculating R-factors(gt) etc. and is not 
relevant to the choice of reflections for refinement. R-factors based on F² 
are statistically about twice as large as those based on F, and R-factors 
based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0180P)²+1.2866P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4476
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1038
_refine_ls_wR_factor_gt          0.0936
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1_1 B 0.87590(11) 0.3976(2) 0.19354(13) 0.0198(4) Uani 1 1 d . . . . .
Cl1_1 Cl 0.93882(3) 0.23582(5) 0.21008(3) 0.03024(14) Uani 1 1 d . . . . .
N3_1 N 0.89315(8) 0.51287(17) 0.13852(10) 0.0236(3) Uani 1 1 d . . . . .
C4_1 C 0.95155(12) 0.5105(2) 0.08481(14) 0.0335(5) Uani 1 1 d . . . . .
H4A_1 H 0.926446 0.523429 0.016727 0.050 Uiso 1 1 calc R U . . .
H4B_1 H 0.978779 0.415603 0.094808 0.050 Uiso 1 1 calc R U . . .
H4C_1 H 0.988576 0.590713 0.106907 0.050 Uiso 1 1 calc R U . . .
C5_1 C 0.85172(11) 0.6516(2) 0.12831(13) 0.0247(4) Uani 1 1 d . . . . .
H5A_1 H 0.824342 0.666819 0.061127 0.037 Uiso 1 1 calc R U . . .
H5B_1 H 0.888384 0.732535 0.150037 0.037 Uiso 1 1 calc R U . . .
H5C_1 H 0.814389 0.649356 0.166855 0.037 Uiso 1 1 calc R U . . .
N1_2 N 0.72249(8) 0.36829(14) 0.32108(9) 0.0137(3) Uani 1 1 d . . . . .
C1_2 C 0.79291(9) 0.40575(17) 0.30812(11) 0.0140(3) Uani 1 1 d . . . . .
C3_2 C 0.84361(9) 0.46693(19) 0.40206(11) 0.0174(4) Uani 1 1 d . . . . .
C4_2 C 0.78461(9) 0.49500(19) 0.46039(11) 0.0180(4) Uani 1 1 d . . . . .
H4A_2 H 0.807457 0.468941 0.528146 0.022 Uiso 1 1 calc R U . . .
H4AB_2 H 0.769981 0.600644 0.456938 0.022 Uiso 1 1 calc R U . . .
C5_2 C 0.71300(9) 0.39920(18) 0.41855(11) 0.0160(4) Uani 1 1 d . . . . .
C6_2 C 0.90347(10) 0.3491(2) 0.44733(12) 0.0263(4) Uani 1 1 d . . . . .
H6A_2 H 0.876918 0.257297 0.455186 0.039 Uiso 1 1 calc R U . . .
H6B_2 H 0.934048 0.383618 0.509820 0.039 Uiso 1 1 calc R U . . .
H6C_2 H 0.937693 0.331185 0.405908 0.039 Uiso 1 1 calc R U . . .
C7_2 C 0.88474(10) 0.6087(2) 0.38657(12) 0.0240(4) Uani 1 1 d . . . . .
H7A_2 H 0.920517 0.587165 0.347688 0.036 Uiso 1 1 calc R U . . .
H7B_2 H 0.913608 0.648461 0.448421 0.036 Uiso 1 1 calc R U . . .
H7C_2 H 0.846482 0.681373 0.353662 0.036 Uiso 1 1 calc R U . . .
C8_2 C 0.71169(11) 0.25836(19) 0.47605(12) 0.0214(4) Uani 1 1 d . . . . .
H8A_2 H 0.668886 0.195314 0.442004 0.032 Uiso 1 1 calc R U . . .
H8B_2 H 0.704739 0.284148 0.538768 0.032 Uiso 1 1 calc R U . . .
H8C_2 H 0.760607 0.205311 0.484236 0.032 Uiso 1 1 calc R U . . .
C9_2 C 0.63848(10) 0.4842(2) 0.41344(12) 0.0202(4) Uani 1 1 d . . . . .
H9A_2 H 0.638971 0.577258 0.379213 0.030 Uiso 1 1 calc R U . . .
H9B_2 H 0.634601 0.505075 0.478195 0.030 Uiso 1 1 calc R U . . .
H9C_2 H 0.594058 0.424709 0.379620 0.030 Uiso 1 1 calc R U . . .
N2_2 N 0.81061(8) 0.38925(15) 0.22961(9) 0.0174(3) Uani 1 1 d . . . . .
C1_3 C 0.66455(9) 0.29675(18) 0.24687(11) 0.0150(3) Uani 1 1 d . . . . .
C2_3 C 0.60965(9) 0.38348(19) 0.18236(11) 0.0170(4) Uani 1 1 d . . . . .
C3_3 C 0.55211(10) 0.3113(2) 0.11403(12) 0.0221(4) Uani 1 1 d . . . . .
H3_3 H 0.513620 0.368032 0.071138 0.027 Uiso 1 1 calc R U . . .
C4_3 C 0.54964(11) 0.1599(2) 0.10713(12) 0.0251(4) Uani 1 1 d . . . . .
H4_3 H 0.509124 0.112999 0.060906 0.030 Uiso 1 1 calc R U . . .
C5_3 C 0.60602(11) 0.0764(2) 0.16737(12) 0.0237(4) Uani 1 1 d . . . . .
H5_3 H 0.604728 -0.028011 0.160920 0.028 Uiso 1 1 calc R U . . .
C6_3 C 0.66506(10) 0.14191(19) 0.23774(11) 0.0190(4) Uani 1 1 d . . . . .
C7_3 C 0.61477(10) 0.55042(19) 0.17810(11) 0.0186(4) Uani 1 1 d . . . . .
H7_3 H 0.655036 0.584321 0.235803 0.022 Uiso 1 1 calc R U . . .
C8_3 C 0.72952(11) 0.04577(19) 0.29570(12) 0.0228(4) Uani 1 1 d . . . . .
H8_3 H 0.763565 0.108880 0.346084 0.027 Uiso 1 1 calc R U . . .
C9_3 C 0.64113(10) 0.5940(2) 0.08944(12) 0.0244(4) Uani 1 1 d . . . . .
H9A_3 H 0.601937 0.563614 0.031849 0.037 Uiso 1 1 calc R U . . .
H9B_3 H 0.690190 0.545003 0.091282 0.037 Uiso 1 1 calc R U . . .
H9C_3 H 0.648079 0.701299 0.088620 0.037 Uiso 1 1 calc R U . . .
C10_3 C 0.53821(10) 0.6269(2) 0.17804(13) 0.0255(4) Uani 1 1 d . . . . .
H10A_3 H 0.545518 0.734198 0.179833 0.038 Uiso 1 1 calc R U . . .
H10B_3 H 0.521773 0.595485 0.234192 0.038 Uiso 1 1 calc R U . . .
H10C_3 H 0.498564 0.599770 0.120049 0.038 Uiso 1 1 calc R U . . .
C11_3 C 0.77842(12) -0.0138(2) 0.23166(13) 0.0291(4) Uani 1 1 d . . . . .
H11A_3 H 0.746761 -0.079283 0.183133 0.044 Uiso 1 1 calc R U . . .
H11B_3 H 0.822535 -0.068989 0.270580 0.044 Uiso 1 1 calc R U . . .
H11C_3 H 0.797162 0.068839 0.200385 0.044 Uiso 1 1 calc R U . . .
C12_3 C 0.69947(13) -0.0821(2) 0.34555(14) 0.0341(5) Uani 1 1 d . . . . .
H12A_3 H 0.669724 -0.150513 0.297469 0.051 Uiso 1 1 calc R U . . .
H12B_3 H 0.666258 -0.042854 0.383584 0.051 Uiso 1 1 calc R U . . .
H12C_3 H 0.743277 -0.134462 0.387391 0.051 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1_1 N3_1 1.398(3) . ?
B1_1 N2_2 1.406(3) . ?
B1_1 Cl1_1 1.827(2) . ?
N3_1 C5_1 1.448(2) . ?
N3_1 C4_1 1.462(2) . ?
C4_1 H4A_1 0.9800 . ?
C4_1 H4B_1 0.9800 . ?
C4_1 H4C_1 0.9800 . ?
C5_1 H5A_1 0.9800 . ?
C5_1 H5B_1 0.9800 . ?
C5_1 H5C_1 0.9800 . ?
N1_2 C1_2 1.368(2) . ?
N1_2 C1_3 1.440(2) . ?
N1_2 C5_2 1.497(2) . ?
C1_2 N2_2 1.271(2) . ?
C1_2 C3_2 1.531(2) . ?
C3_2 C7_2 1.527(2) . ?
C3_2 C6_2 1.534(2) . ?
C3_2 C4_2 1.542(2) . ?
C4_2 C5_2 1.537(2) . ?
C4_2 H4A_2 0.9900 . ?
C4_2 H4AB_2 0.9900 . ?
C5_2 C9_2 1.528(2) . ?
C5_2 C8_2 1.528(2) . ?
C6_2 H6A_2 0.9800 . ?
C6_2 H6B_2 0.9800 . ?
C6_2 H6C_2 0.9800 . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C1_3 C2_3 1.407(2) . ?
C1_3 C6_3 1.409(2) . ?
C2_3 C3_3 1.393(2) . ?
C2_3 C7_3 1.517(2) . ?
C3_3 C4_3 1.375(3) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.376(3) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.396(2) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C8_3 1.514(2) . ?
C7_3 C9_3 1.536(2) . ?
C7_3 C10_3 1.538(3) . ?
C7_3 H7_3 1.0000 . ?
C8_3 C11_3 1.535(3) . ?
C8_3 C12_3 1.537(3) . ?
C8_3 H8_3 1.0000 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C10_3 H10A_3 0.9800 . ?
C10_3 H10B_3 0.9800 . ?
C10_3 H10C_3 0.9800 . ?
C11_3 H11A_3 0.9800 . ?
C11_3 H11B_3 0.9800 . ?
C11_3 H11C_3 0.9800 . ?
C12_3 H12A_3 0.9800 . ?
C12_3 H12B_3 0.9800 . ?
C12_3 H12C_3 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
N3_1 B1_1 N2_2 125.82(17) . . ?
N3_1 B1_1 Cl1_1 116.86(14) . . ?
N2_2 B1_1 Cl1_1 117.03(14) . . ?
B1_1 N3_1 C5_1 121.44(15) . . ?
B1_1 N3_1 C4_1 126.28(17) . . ?
C5_1 N3_1 C4_1 112.28(15) . . ?
N3_1 C4_1 H4A_1 109.5 . . ?
N3_1 C4_1 H4B_1 109.5 . . ?
H4A_1 C4_1 H4B_1 109.5 . . ?
N3_1 C4_1 H4C_1 109.5 . . ?
H4A_1 C4_1 H4C_1 109.5 . . ?
H4B_1 C4_1 H4C_1 109.5 . . ?
N3_1 C5_1 H5A_1 109.5 . . ?
N3_1 C5_1 H5B_1 109.5 . . ?
H5A_1 C5_1 H5B_1 109.5 . . ?
N3_1 C5_1 H5C_1 109.5 . . ?
H5A_1 C5_1 H5C_1 109.5 . . ?
H5B_1 C5_1 H5C_1 109.5 . . ?
C1_2 N1_2 C1_3 121.29(13) . . ?
C1_2 N1_2 C5_2 115.04(13) . . ?
C1_3 N1_2 C5_2 123.58(13) . . ?
N2_2 C1_2 N1_2 123.54(15) . . ?
N2_2 C1_2 C3_2 127.77(15) . . ?
N1_2 C1_2 C3_2 108.69(14) . . ?
C7_2 C3_2 C1_2 111.70(14) . . ?
C7_2 C3_2 C6_2 109.70(15) . . ?
C1_2 C3_2 C6_2 108.36(14) . . ?
C7_2 C3_2 C4_2 111.78(14) . . ?
C1_2 C3_2 C4_2 102.53(13) . . ?
C6_2 C3_2 C4_2 112.57(14) . . ?
C5_2 C4_2 C3_2 108.25(13) . . ?
C5_2 C4_2 H4A_2 110.0 . . ?
C3_2 C4_2 H4A_2 110.0 . . ?
C5_2 C4_2 H4AB_2 110.0 . . ?
C3_2 C4_2 H4AB_2 110.0 . . ?
H4A_2 C4_2 H4AB_2 108.4 . . ?
N1_2 C5_2 C9_2 111.39(13) . . ?
N1_2 C5_2 C8_2 112.52(13) . . ?
C9_2 C5_2 C8_2 107.93(14) . . ?
N1_2 C5_2 C4_2 100.85(13) . . ?
C9_2 C5_2 C4_2 111.39(14) . . ?
C8_2 C5_2 C4_2 112.75(14) . . ?
C3_2 C6_2 H6A_2 109.5 . . ?
C3_2 C6_2 H6B_2 109.5 . . ?
H6A_2 C6_2 H6B_2 109.5 . . ?
C3_2 C6_2 H6C_2 109.5 . . ?
H6A_2 C6_2 H6C_2 109.5 . . ?
H6B_2 C6_2 H6C_2 109.5 . . ?
C3_2 C7_2 H7A_2 109.5 . . ?
C3_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C3_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C5_2 C8_2 H8A_2 109.5 . . ?
C5_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C5_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C5_2 C9_2 H9A_2 109.5 . . ?
C5_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C5_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C1_2 N2_2 B1_1 139.30(15) . . ?
C2_3 C1_3 C6_3 120.92(15) . . ?
C2_3 C1_3 N1_2 119.23(15) . . ?
C6_3 C1_3 N1_2 119.81(14) . . ?
C3_3 C2_3 C1_3 118.05(16) . . ?
C3_3 C2_3 C7_3 118.71(15) . . ?
C1_3 C2_3 C7_3 122.99(15) . . ?
C4_3 C3_3 C2_3 121.59(17) . . ?
C4_3 C3_3 H3_3 119.2 . . ?
C2_3 C3_3 H3_3 119.2 . . ?
C3_3 C4_3 C5_3 119.83(16) . . ?
C3_3 C4_3 H4_3 120.1 . . ?
C5_3 C4_3 H4_3 120.1 . . ?
C4_3 C5_3 C6_3 121.40(17) . . ?
C4_3 C5_3 H5_3 119.3 . . ?
C6_3 C5_3 H5_3 119.3 . . ?
C5_3 C6_3 C1_3 118.00(16) . . ?
C5_3 C6_3 C8_3 118.95(16) . . ?
C1_3 C6_3 C8_3 122.90(15) . . ?
C2_3 C7_3 C9_3 109.01(14) . . ?
C2_3 C7_3 C10_3 112.66(15) . . ?
C9_3 C7_3 C10_3 110.85(14) . . ?
C2_3 C7_3 H7_3 108.1 . . ?
C9_3 C7_3 H7_3 108.1 . . ?
C10_3 C7_3 H7_3 108.1 . . ?
C6_3 C8_3 C11_3 109.87(15) . . ?
C6_3 C8_3 C12_3 112.59(16) . . ?
C11_3 C8_3 C12_3 110.38(15) . . ?
C6_3 C8_3 H8_3 108.0 . . ?
C11_3 C8_3 H8_3 108.0 . . ?
C12_3 C8_3 H8_3 108.0 . . ?
C7_3 C9_3 H9A_3 109.5 . . ?
C7_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C7_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C7_3 C10_3 H10A_3 109.5 . . ?
C7_3 C10_3 H10B_3 109.5 . . ?
H10A_3 C10_3 H10B_3 109.5 . . ?
C7_3 C10_3 H10C_3 109.5 . . ?
H10A_3 C10_3 H10C_3 109.5 . . ?
H10B_3 C10_3 H10C_3 109.5 . . ?
C8_3 C11_3 H11A_3 109.5 . . ?
C8_3 C11_3 H11B_3 109.5 . . ?
H11A_3 C11_3 H11B_3 109.5 . . ?
C8_3 C11_3 H11C_3 109.5 . . ?
H11A_3 C11_3 H11C_3 109.5 . . ?
H11B_3 C11_3 H11C_3 109.5 . . ?
C8_3 C12_3 H12A_3 109.5 . . ?
C8_3 C12_3 H12B_3 109.5 . . ?
H12A_3 C12_3 H12B_3 109.5 . . ?
C8_3 C12_3 H12C_3 109.5 . . ?
H12A_3 C12_3 H12C_3 109.5 . . ?
H12B_3 C12_3 H12C_3 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2_2 B1_1 N3_1 C5_1 12.3(3) . . . . ?
Cl1_1 B1_1 N3_1 C5_1 -174.08(13) . . . . ?
N2_2 B1_1 N3_1 C4_1 -166.85(17) . . . . ?
Cl1_1 B1_1 N3_1 C4_1 6.8(2) . . . . ?
C1_3 N1_2 C1_2 N2_2 4.5(2) . . . . ?
C5_2 N1_2 C1_2 N2_2 -178.94(15) . . . . ?
C1_3 N1_2 C1_2 C3_2 -175.09(13) . . . . ?
C5_2 N1_2 C1_2 C3_2 1.50(18) . . . . ?
N2_2 C1_2 C3_2 C7_2 46.6(2) . . . . ?
N1_2 C1_2 C3_2 C7_2 -133.87(14) . . . . ?
N2_2 C1_2 C3_2 C6_2 -74.4(2) . . . . ?
N1_2 C1_2 C3_2 C6_2 105.17(16) . . . . ?
N2_2 C1_2 C3_2 C4_2 166.43(16) . . . . ?
N1_2 C1_2 C3_2 C4_2 -14.04(17) . . . . ?
C7_2 C3_2 C4_2 C5_2 141.11(14) . . . . ?
C1_2 C3_2 C4_2 C5_2 21.33(16) . . . . ?
C6_2 C3_2 C4_2 C5_2 -94.89(16) . . . . ?
C1_2 N1_2 C5_2 C9_2 130.00(15) . . . . ?
C1_3 N1_2 C5_2 C9_2 -53.5(2) . . . . ?
C1_2 N1_2 C5_2 C8_2 -108.65(16) . . . . ?
C1_3 N1_2 C5_2 C8_2 67.85(19) . . . . ?
C1_2 N1_2 C5_2 C4_2 11.72(17) . . . . ?
C1_3 N1_2 C5_2 C4_2 -171.78(14) . . . . ?
C3_2 C4_2 C5_2 N1_2 -20.12(16) . . . . ?
C3_2 C4_2 C5_2 C9_2 -138.40(14) . . . . ?
C3_2 C4_2 C5_2 C8_2 100.09(16) . . . . ?
N1_2 C1_2 N2_2 B1_1 -170.56(19) . . . . ?
C3_2 C1_2 N2_2 B1_1 8.9(3) . . . . ?
N3_1 B1_1 N2_2 C1_2 -103.9(3) . . . . ?
Cl1_1 B1_1 N2_2 C1_2 82.4(3) . . . . ?
C1_2 N1_2 C1_3 C2_3 -92.01(19) . . . . ?
C5_2 N1_2 C1_3 C2_3 91.70(18) . . . . ?
C1_2 N1_2 C1_3 C6_3 85.85(19) . . . . ?
C5_2 N1_2 C1_3 C6_3 -90.44(19) . . . . ?
C6_3 C1_3 C2_3 C3_3 5.1(2) . . . . ?
N1_2 C1_3 C2_3 C3_3 -177.08(14) . . . . ?
C6_3 C1_3 C2_3 C7_3 -169.05(15) . . . . ?
N1_2 C1_3 C2_3 C7_3 8.8(2) . . . . ?
C1_3 C2_3 C3_3 C4_3 -1.9(2) . . . . ?
C7_3 C2_3 C3_3 C4_3 172.47(16) . . . . ?
C2_3 C3_3 C4_3 C5_3 -1.5(3) . . . . ?
C3_3 C4_3 C5_3 C6_3 1.8(3) . . . . ?
C4_3 C5_3 C6_3 C1_3 1.3(3) . . . . ?
C4_3 C5_3 C6_3 C8_3 -174.36(16) . . . . ?
C2_3 C1_3 C6_3 C5_3 -4.8(2) . . . . ?
N1_2 C1_3 C6_3 C5_3 177.40(14) . . . . ?
C2_3 C1_3 C6_3 C8_3 170.69(15) . . . . ?
N1_2 C1_3 C6_3 C8_3 -7.1(2) . . . . ?
C3_3 C2_3 C7_3 C9_3 -68.8(2) . . . . ?
C1_3 C2_3 C7_3 C9_3 105.25(18) . . . . ?
C3_3 C2_3 C7_3 C10_3 54.6(2) . . . . ?
C1_3 C2_3 C7_3 C10_3 -131.26(17) . . . . ?
C5_3 C6_3 C8_3 C11_3 67.6(2) . . . . ?
C1_3 C6_3 C8_3 C11_3 -107.79(19) . . . . ?
C5_3 C6_3 C8_3 C12_3 -55.8(2) . . . . ?
C1_3 C6_3 C8_3 C12_3 128.75(18) . . . . ?

_refine_diff_density_max         0.300
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.047



_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_MaHa026_SiHu_a
_database_code_depnum_ccdc_archive 'CCDC 2237056'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;

_audit_creation_method           'CIF-fill 1.3i (K.Radacki, 2005-22)'
_audit_creation_date             2022-08-26
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C49.50 H71 B N4'
_chemical_formula_sum            'C49.50 H71 B N4'
_chemical_formula_weight         732.91
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'

_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                   9.261(15)
_cell_length_b                   11.923(19)
_cell_length_c                   20.48(3)
_cell_angle_alpha                91.46(3)
_cell_angle_beta                 91.08(5)
_cell_angle_gamma                96.36(3)
_cell_volume                     2246(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2986
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      20.15
_cell_special_details            
;
 Uncertainties of the unit cell parameters were calculated as standard 
 deviations of 32 cells obtained from a subset of all reflections. These sets 
 of refelctions were selected using the Monte Carlo method.
;

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_F_000             802
_exptl_crystal_size_max          0.492
_exptl_crystal_size_mid          0.456
_exptl_crystal_size_min          0.343
_exptl_absorpt_coefficient_mu    0.062
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2744
_exptl_absorpt_correction_T_max  0.3334
_exptl_absorpt_process_details   'SADABS 2016/2 (Bruker AXS)'
_exptl_absorpt_special_details   
;
 Incident beam scaling, empirical absorption correction using spherical 
 harmonics, and outlier rejection was employed as implemented in SADABS. 
 Additional spherical absorption correction with mu*r value set to 0.8 was 
 applied.
;
_exptl_crystal_preparation       
;
 Crystalls were grown from saturated solution. For data collection the 
 crystal was immersed in a film of perfluoropolyether oil, mounted on a 
 polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 
 700).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2.00 1.00 2.00 0.1800
2.00 1.00 1.00 0.1770
-2.00 -1.00 -1.00 0.1780
-2.00 -1.00 -2.00 0.1900
2.00 1.00 0.00 0.1800
-2.00 -1.00 1.00 0.2400
1.00 1.00 2.00 0.1920
-1.00 -1.00 -2.00 0.1730
1.00 1.00 1.00 0.1700
-1.00 -1.00 -1.00 0.1420
-2.00 -1.00 2.00 0.2630
2.00 1.00 -2.00 0.1740
2.00 2.00 1.00 0.1550
1.00 1.00 0.00 0.1590
1.00 2.00 2.00 0.1730
-1.00 -2.00 -2.00 0.1280
0.00 1.00 2.00 0.2000
0.00 -1.00 -2.00 0.1110
-1.00 -2.00 -1.00 0.1360
1.00 2.00 1.00 0.1490
-1.00 0.00 2.00 0.3050
1.00 0.00 -2.00 0.1840
0.00 -1.00 -1.00 0.1080
1.00 2.00 0.00 0.1530
0.00 1.00 1.00 0.1830
0.00 -2.00 -1.00 0.1100
0.00 2.00 1.00 0.1680
1.00 2.00 -1.00 0.1670
-1.00 1.00 2.00 0.3160
0.00 1.00 0.00 0.1510
0.00 -1.00 0.00 0.1050
-1.00 2.00 1.00 0.2520
1.00 2.00 -2.00 0.1770
0.00 2.00 -1.00 0.1710
0.00 -2.00 1.00 0.1150
-1.00 2.00 0.00 0.2280
0.00 1.00 -1.00 0.1820
1.00 -2.00 2.00 0.1530
2.00 -2.00 1.00 0.1600
0.00 1.00 -2.00 0.2090
0.00 -1.00 2.00 0.1440

_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.979
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'Nonius FR-591'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_orient_matrix_type       
;
 Sparks R.A., Computational Crystallography p1-18 (Clarendon Press, 1982)
;
_diffrn_orient_matrix_UB_11      0,0525933
_diffrn_orient_matrix_UB_12      -0,0590429
_diffrn_orient_matrix_UB_13      0,0209353
_diffrn_orient_matrix_UB_21      -0,0379461
_diffrn_orient_matrix_UB_22      -0,0557722
_diffrn_orient_matrix_UB_23      -0,0352142
_diffrn_orient_matrix_UB_31      0,0872066
_diffrn_orient_matrix_UB_32      0,0230413
_diffrn_orient_matrix_UB_33      -0,0266212
_diffrn_detector                 CCD
_diffrn_detector_type            Apex2
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            31450
_diffrn_reflns_av_unetI/netI     0.0916
_diffrn_reflns_av_R_equivalents  0.0908
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         0.995
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_standards_number         0
_reflns_number_total             8867
_reflns_number_gt                5725
_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       'BIS 2011.8 / APEX4 ver. 2021.10 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 8.37A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 8.37A (Bruker AXS)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          
;
 The asymmetric unit contains half a toluene moelcules positioned on an 
 inversion centre and modelled as twofold rotational disordered in an 11:39 
 ratio with PARTs -1 and -2. The phenyl rings within this disorder weer 
 idealized with AFIX 66. 1,2- and 1,3-distances were restrained to similarity 
 with SAME 0.005 and ADPs with SIMU 0.01 and ISOR 0.005.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0470P)²+0.4994P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_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         8867
_refine_ls_number_parameters     581
_refine_ls_number_restraints     321
_refine_ls_R_factor_all          0.0978
_refine_ls_R_factor_gt           0.0565
_refine_ls_wR_factor_ref         0.1490
_refine_ls_wR_factor_gt          0.1268
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.048
_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_
_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
B1_1 B 0.5585(3) 0.54961(19) 0.72220(11) 0.0192(5) Uani 1 1 d . . . . .
N2_1 N 0.57298(18) 0.43563(13) 0.69980(8) 0.0191(4) Uani 1 1 d . . . . .
N3_1 N 0.48066(18) 0.57348(14) 0.77797(8) 0.0207(4) Uani 1 1 d . . . . .
C31_2 C 0.6358(2) 0.65149(17) 0.68219(9) 0.0214(5) Uani 1 1 d . . . . .
C2_2 C 0.6211(2) 0.76474(17) 0.69652(10) 0.0269(5) Uani 1 1 d . . . . .
H2_2 H 0.560803 0.782732 0.731417 0.032 Uiso 1 1 calc R U . . .
C3_2 C 0.6914(3) 0.85163(19) 0.66163(11) 0.0349(6) Uani 1 1 d . . . . .
H3_2 H 0.678544 0.927752 0.672532 0.042 Uiso 1 1 calc R U . . .
C4_2 C 0.7811(3) 0.8274(2) 0.61052(11) 0.0365(6) Uani 1 1 d . . . . .
H4_2 H 0.831058 0.886705 0.586814 0.044 Uiso 1 1 calc R U . . .
C5_2 C 0.7965(3) 0.7161(2) 0.59477(11) 0.0320(5) Uani 1 1 d . . . . .
H5_2 H 0.857029 0.698650 0.559853 0.038 Uiso 1 1 calc R U . . .
C6_2 C 0.7242(2) 0.62965(18) 0.62952(10) 0.0252(5) Uani 1 1 d . . . . .
H6_2 H 0.734704 0.553608 0.617355 0.030 Uiso 1 1 calc R U . . .
N4_3 N 0.33803(18) 0.64184(13) 0.85956(7) 0.0188(4) Uani 1 1 d . . . . .
C21_3 C 0.4676(2) 0.61564(16) 0.83463(9) 0.0192(4) Uani 1 1 d . . . . .
C3_3 C 0.5881(2) 0.64202(17) 0.88718(9) 0.0218(5) Uani 1 1 d . . . . .
C4_3 C 0.5022(2) 0.67224(18) 0.94780(9) 0.0240(5) Uani 1 1 d . . . . .
H4A_3 H 0.486055 0.606372 0.976288 0.029 Uiso 1 1 calc R U . . .
H4AB_3 H 0.556839 0.735385 0.973231 0.029 Uiso 1 1 calc R U . . .
C5_3 C 0.3561(2) 0.70657(17) 0.92326(9) 0.0233(5) Uani 1 1 d . . . . .
C6_3 C 0.6653(3) 0.53672(19) 0.89802(10) 0.0293(5) Uani 1 1 d . . . . .
H6A_3 H 0.715977 0.518125 0.858257 0.044 Uiso 1 1 calc R U . . .
H6B_3 H 0.593621 0.473279 0.908379 0.044 Uiso 1 1 calc R U . . .
H6C_3 H 0.735836 0.551362 0.934353 0.044 Uiso 1 1 calc R U . . .
C7_3 C 0.7012(2) 0.73759(18) 0.86606(10) 0.0292(5) Uani 1 1 d . . . . .
H7A_3 H 0.748774 0.713509 0.826552 0.044 Uiso 1 1 calc R U . . .
H7B_3 H 0.774164 0.755417 0.901161 0.044 Uiso 1 1 calc R U . . .
H7C_3 H 0.652902 0.804782 0.856986 0.044 Uiso 1 1 calc R U . . .
C8_3 C 0.3654(3) 0.83449(18) 0.91348(10) 0.0303(5) Uani 1 1 d . . . . .
H8A_3 H 0.439255 0.856355 0.881140 0.045 Uiso 1 1 calc R U . . .
H8B_3 H 0.392046 0.874567 0.955090 0.045 Uiso 1 1 calc R U . . .
H8C_3 H 0.270929 0.854151 0.897975 0.045 Uiso 1 1 calc R U . . .
C9_3 C 0.2323(3) 0.67369(19) 0.96942(10) 0.0290(5) Uani 1 1 d . . . . .
H9A_3 H 0.140390 0.690639 0.949522 0.043 Uiso 1 1 calc R U . . .
H9B_3 H 0.249853 0.716550 1.010805 0.043 Uiso 1 1 calc R U . . .
H9C_3 H 0.227003 0.592722 0.977601 0.043 Uiso 1 1 calc R U . . .
C1_4 C 0.2005(2) 0.60123(17) 0.82777(9) 0.0200(4) Uani 1 1 d . . . . .
C2_4 C 0.1357(2) 0.66694(17) 0.78211(9) 0.0222(5) Uani 1 1 d . . . . .
C3_4 C 0.0052(2) 0.62201(19) 0.75134(10) 0.0268(5) Uani 1 1 d . . . . .
H3_4 H -0.041433 0.666754 0.721478 0.032 Uiso 1 1 calc R U . . .
C4_4 C -0.0578(2) 0.51406(19) 0.76333(10) 0.0271(5) Uani 1 1 d . . . . .
H4_4 H -0.145713 0.484604 0.741455 0.033 Uiso 1 1 calc R U . . .
C5_4 C 0.0090(2) 0.44927(18) 0.80767(10) 0.0248(5) Uani 1 1 d . . . . .
H5_4 H -0.033767 0.374860 0.815613 0.030 Uiso 1 1 calc R U . . .
C6_4 C 0.1378(2) 0.49086(17) 0.84092(9) 0.0217(5) Uani 1 1 d . . . . .
C7_4 C 0.2027(2) 0.78326(17) 0.76277(10) 0.0264(5) Uani 1 1 d . . . . .
H7_4 H 0.297508 0.800907 0.787070 0.032 Uiso 1 1 calc R U . . .
C8_4 C 0.2054(2) 0.41321(17) 0.88751(10) 0.0237(5) Uani 1 1 d . . . . .
H8_4 H 0.289436 0.458095 0.910816 0.028 Uiso 1 1 calc R U . . .
C9_4 C 0.2328(3) 0.7839(2) 0.68918(10) 0.0344(6) Uani 1 1 d . . . . .
H9A_4 H 0.140409 0.773146 0.664456 0.052 Uiso 1 1 calc R U . . .
H9B_4 H 0.290855 0.722552 0.677924 0.052 Uiso 1 1 calc R U . . .
H9C_4 H 0.286179 0.856341 0.678268 0.052 Uiso 1 1 calc R U . . .
C10_4 C 0.1050(3) 0.8748(2) 0.78072(12) 0.0391(6) Uani 1 1 d . . . . .
H10A_4 H 0.155750 0.949328 0.771998 0.059 Uiso 1 1 calc R U . . .
H10B_4 H 0.082084 0.870776 0.827177 0.059 Uiso 1 1 calc R U . . .
H10C_4 H 0.014822 0.862857 0.754434 0.059 Uiso 1 1 calc R U . . .
C11_4 C 0.2638(3) 0.31510(19) 0.84978(11) 0.0318(5) Uani 1 1 d . . . . .
H11A_4 H 0.183525 0.270413 0.825960 0.048 Uiso 1 1 calc R U . . .
H11B_4 H 0.308707 0.267038 0.880591 0.048 Uiso 1 1 calc R U . . .
H11C_4 H 0.336484 0.345360 0.818759 0.048 Uiso 1 1 calc R U . . .
C12_4 C 0.0976(3) 0.36709(18) 0.93916(10) 0.0294(5) Uani 1 1 d . . . . .
H12A_4 H 0.017220 0.318673 0.917684 0.044 Uiso 1 1 calc R U . . .
H12B_4 H 0.059432 0.430174 0.962204 0.044 Uiso 1 1 calc R U . . .
H12C_4 H 0.147459 0.323046 0.970493 0.044 Uiso 1 1 calc R U . . .
N1_5 N 0.53489(18) 0.26246(14) 0.64056(8) 0.0208(4) Uani 1 1 d . . . . .
C1_5 C 0.4973(2) 0.36753(16) 0.66020(9) 0.0188(4) Uani 1 1 d . . . . .
C3_5 C 0.3523(2) 0.38513(17) 0.62636(9) 0.0214(5) Uani 1 1 d . . . . .
C4_5 C 0.3242(2) 0.28146(17) 0.57963(10) 0.0246(5) Uani 1 1 d . . . . .
H4A_5 H 0.219576 0.253094 0.578368 0.029 Uiso 1 1 calc R U . . .
H4AB_5 H 0.353623 0.301958 0.534876 0.029 Uiso 1 1 calc R U . . .
C5_5 C 0.4138(2) 0.19074(17) 0.60509(10) 0.0251(5) Uani 1 1 d . . . . .
C6_5 C 0.3666(3) 0.49396(18) 0.58817(11) 0.0336(6) Uani 1 1 d . . . . .
H6A_5 H 0.447878 0.493600 0.558221 0.050 Uiso 1 1 calc R U . . .
H6B_5 H 0.384631 0.558907 0.618672 0.050 Uiso 1 1 calc R U . . .
H6C_5 H 0.276549 0.499231 0.563108 0.050 Uiso 1 1 calc R U . . .
C7_5 C 0.2341(2) 0.3909(2) 0.67734(10) 0.0300(5) Uani 1 1 d . . . . .
H7A_5 H 0.142706 0.404202 0.655527 0.045 Uiso 1 1 calc R U . . .
H7B_5 H 0.263595 0.452678 0.708913 0.045 Uiso 1 1 calc R U . . .
H7C_5 H 0.220398 0.319346 0.700183 0.045 Uiso 1 1 calc R U . . .
C8_5 C 0.4659(3) 0.1207(2) 0.54872(12) 0.0404(6) Uani 1 1 d . . . . .
H8A_5 H 0.382467 0.075373 0.527548 0.061 Uiso 1 1 calc R U . . .
H8B_5 H 0.534207 0.070581 0.565506 0.061 Uiso 1 1 calc R U . . .
H8C_5 H 0.514659 0.171045 0.516883 0.061 Uiso 1 1 calc R U . . .
C9_5 C 0.3295(3) 0.11009(19) 0.65118(12) 0.0352(6) Uani 1 1 d . . . . .
H9A_5 H 0.247594 0.067613 0.627262 0.053 Uiso 1 1 calc R U . . .
H9B_5 H 0.292980 0.153413 0.687401 0.053 Uiso 1 1 calc R U . . .
H9C_5 H 0.393947 0.057479 0.668440 0.053 Uiso 1 1 calc R U . . .
C1_6 C 0.6675(2) 0.21917(16) 0.66051(10) 0.0205(5) Uani 1 1 d . . . . .
C2_6 C 0.7829(2) 0.22151(17) 0.61641(10) 0.0229(5) Uani 1 1 d . . . . .
C3_6 C 0.9062(2) 0.17125(18) 0.63401(11) 0.0284(5) Uani 1 1 d . . . . .
H3_6 H 0.983015 0.170221 0.603957 0.034 Uiso 1 1 calc R U . . .
C4_6 C 0.9196(3) 0.12299(18) 0.69393(11) 0.0315(5) Uani 1 1 d . . . . .
H4_6 H 1.003858 0.087921 0.704698 0.038 Uiso 1 1 calc R U . . .
C5_6 C 0.8095(2) 0.12610(18) 0.73808(11) 0.0296(5) Uani 1 1 d . . . . .
H5_6 H 0.820453 0.094847 0.779858 0.035 Uiso 1 1 calc R U . . .
C6_6 C 0.6828(2) 0.17379(16) 0.72313(10) 0.0227(5) Uani 1 1 d . . . . .
C7_6 C 0.5707(2) 0.17907(17) 0.77631(10) 0.0250(5) Uani 1 1 d . . . . .
H7_6 H 0.485814 0.213300 0.757580 0.030 Uiso 1 1 calc R U . . .
C8_6 C 0.7834(2) 0.28285(19) 0.55210(10) 0.0282(5) Uani 1 1 d . . . . .
H8_6 H 0.686154 0.310422 0.545489 0.034 Uiso 1 1 calc R U . . .
C9_6 C 0.5157(3) 0.06236(19) 0.80146(11) 0.0331(6) Uani 1 1 d . . . . .
H9A_6 H 0.477200 0.013068 0.764685 0.050 Uiso 1 1 calc R U . . .
H9B_6 H 0.438540 0.069871 0.832870 0.050 Uiso 1 1 calc R U . . .
H9C_6 H 0.596022 0.029557 0.822889 0.050 Uiso 1 1 calc R U . . .
C10_6 C 0.6368(3) 0.25628(19) 0.83255(11) 0.0324(6) Uani 1 1 d . . . . .
H10A_6 H 0.722597 0.225665 0.850588 0.049 Uiso 1 1 calc R U . . .
H10B_6 H 0.564944 0.260644 0.866761 0.049 Uiso 1 1 calc R U . . .
H10C_6 H 0.665304 0.331956 0.816290 0.049 Uiso 1 1 calc R U . . .
C11_6 C 0.8995(3) 0.3857(2) 0.55541(11) 0.0331(6) Uani 1 1 d . . . . .
H11A_6 H 0.996396 0.360013 0.554542 0.050 Uiso 1 1 calc R U . . .
H11B_6 H 0.889487 0.429447 0.595926 0.050 Uiso 1 1 calc R U . . .
H11C_6 H 0.886667 0.433278 0.517862 0.050 Uiso 1 1 calc R U . . .
C12_6 C 0.8123(3) 0.2077(2) 0.49278(12) 0.0476(7) Uani 1 1 d . . . . .
H12A_6 H 0.801732 0.249344 0.452640 0.071 Uiso 1 1 calc R U . . .
H12B_6 H 0.742313 0.139655 0.491626 0.071 Uiso 1 1 calc R U . . .
H12C_6 H 0.911158 0.186157 0.496244 0.071 Uiso 1 1 calc R U . . .
C1_7 C -0.0347(18) -0.029(2) 1.0228(10) 0.045(2) Uani 0.107(4) 1 d DG U P A -1
C2_7 C 0.090(2) -0.033(2) 1.0613(9) 0.046(3) Uani 0.107(4) 1 d DG U P A -1
H2_7 H 0.082627 -0.066741 1.102875 0.055 Uiso 0.107(4) 1 calc R U P A -1
C3_7 C 0.2241(18) 0.011(2) 1.0390(10) 0.045(3) Uani 0.107(4) 1 d DG U P A -1
H3_7 H 0.309123 0.008538 1.065325 0.054 Uiso 0.107(4) 1 calc R U P A -1
C4_7 C 0.2343(19) 0.060(2) 0.9782(11) 0.051(3) Uani 0.107(4) 1 d DG U P A -1
H4_7 H 0.326302 0.091054 0.962909 0.061 Uiso 0.107(4) 1 calc R U P A -1
C5_7 C 0.110(2) 0.065(2) 0.9396(9) 0.049(3) Uani 0.107(4) 1 d DG U P A -1
H5_7 H 0.116984 0.098292 0.898041 0.059 Uiso 0.107(4) 1 calc R U P A -1
C6_7 C -0.025(2) 0.020(2) 0.9619(10) 0.039(3) Uani 0.107(4) 1 d DG U P A -1
H6_7 H -0.109514 0.023013 0.935589 0.046 Uiso 0.107(4) 1 calc R U P A -1
C7_7 C -0.180(2) -0.069(3) 1.0383(15) 0.059(5) Uani 0.107(4) 1 d D U P A -1
H7A_7 H -0.246576 -0.047261 1.004055 0.089 Uiso 0.107(4) 1 calc R U P A -1
H7B_7 H -0.204612 -0.034987 1.080262 0.089 Uiso 0.107(4) 1 calc R U P A -1
H7C_7 H -0.190035 -0.151044 1.041222 0.089 Uiso 0.107(4) 1 calc R U P A -1
C1_71 C -0.0627(6) 0.0071(6) 0.9773(3) 0.0396(15) Uani 0.393(4) 1 d DG U P A -2
C2_71 C -0.0796(6) -0.0460(5) 1.0368(3) 0.044(2) Uani 0.393(4) 1 d DG U P A -2
H2A_71 H -0.173615 -0.075267 1.050195 0.053 Uiso 0.393(4) 1 calc R U P A -2
C3_71 C 0.0412(7) -0.0561(5) 1.0766(3) 0.0529(17) Uani 0.393(4) 1 d DG U P A -2
H3_71 H 0.029689 -0.092397 1.117275 0.064 Uiso 0.393(4) 1 calc R U P A -2
C4_71 C 0.1788(6) -0.0132(6) 1.0570(3) 0.056(3) Uani 0.393(4) 1 d DG U P A -2
H4_71 H 0.261330 -0.020185 1.084257 0.067 Uiso 0.393(4) 1 calc R U P A -2
C5_71 C 0.1956(6) 0.0398(6) 0.9976(3) 0.0550(17) Uani 0.393(4) 1 d DG U P A -2
H5A_71 H 0.289670 0.069157 0.984159 0.066 Uiso 0.393(4) 1 calc R U P A -2
C6_71 C 0.0749(7) 0.0500(5) 0.9577(3) 0.050(2) Uani 0.393(4) 1 d DG U P A -2
H6A_71 H 0.086368 0.086288 0.917078 0.060 Uiso 0.393(4) 1 calc R U P A -2
C7_71 C -0.1757(9) 0.0242(7) 0.9317(4) 0.049(2) Uani 0.393(4) 1 d D U P A -2
H7A_71 H -0.174484 0.105062 0.923969 0.073 Uiso 0.393(4) 1 calc R U P A -2
H7B_71 H -0.269800 -0.004767 0.949392 0.073 Uiso 0.393(4) 1 calc R U P A -2
H7C_71 H -0.160661 -0.015940 0.890506 0.073 Uiso 0.393(4) 1 calc R U P A -2


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
B1_1 N3_1 1.402(3) . ?
B1_1 N2_1 1.444(3) . ?
B1_1 C31_2 1.594(3) . ?
N2_1 C1_5 1.275(3) . ?
N3_1 C21_3 1.266(3) . ?
C31_2 C2_2 1.396(4) . ?
C31_2 C6_2 1.403(3) . ?
C2_2 C3_2 1.383(3) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.392(4) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.382(4) . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.385(3) . ?
C5_2 H5_2 0.9500 . ?
C6_2 H6_2 0.9500 . ?
N4_3 C21_3 1.377(3) . ?
N4_3 C1_4 1.448(3) . ?
N4_3 C5_3 1.496(3) . ?
C21_3 C3_3 1.537(3) . ?
C3_3 C6_3 1.531(4) . ?
C3_3 C7_3 1.537(3) . ?
C3_3 C4_3 1.543(3) . ?
C4_3 C5_3 1.535(4) . ?
C4_3 H4A_3 0.9900 . ?
C4_3 H4AB_3 0.9900 . ?
C5_3 C9_3 1.524(3) . ?
C5_3 C8_3 1.537(4) . ?
C6_3 H6A_3 0.9800 . ?
C6_3 H6B_3 0.9800 . ?
C6_3 H6C_3 0.9800 . ?
C7_3 H7A_3 0.9800 . ?
C7_3 H7B_3 0.9800 . ?
C7_3 H7C_3 0.9800 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C1_4 C2_4 1.403(3) . ?
C1_4 C6_4 1.413(3) . ?
C2_4 C3_4 1.398(3) . ?
C2_4 C7_4 1.521(3) . ?
C3_4 C4_4 1.383(4) . ?
C3_4 H3_4 0.9500 . ?
C4_4 C5_4 1.387(3) . ?
C4_4 H4_4 0.9500 . ?
C5_4 C6_4 1.397(3) . ?
C5_4 H5_4 0.9500 . ?
C6_4 C8_4 1.520(3) . ?
C7_4 C10_4 1.535(4) . ?
C7_4 C9_4 1.538(4) . ?
C7_4 H7_4 1.0000 . ?
C8_4 C12_4 1.538(3) . ?
C8_4 C11_4 1.539(3) . ?
C8_4 H8_4 1.0000 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?
C10_4 H10A_4 0.9800 . ?
C10_4 H10B_4 0.9800 . ?
C10_4 H10C_4 0.9800 . ?
C11_4 H11A_4 0.9800 . ?
C11_4 H11B_4 0.9800 . ?
C11_4 H11C_4 0.9800 . ?
C12_4 H12A_4 0.9800 . ?
C12_4 H12B_4 0.9800 . ?
C12_4 H12C_4 0.9800 . ?
N1_5 C1_5 1.389(3) . ?
N1_5 C1_6 1.440(3) . ?
N1_5 C5_5 1.497(3) . ?
C1_5 C3_5 1.537(4) . ?
C3_5 C6_5 1.527(3) . ?
C3_5 C7_5 1.533(3) . ?
C3_5 C4_5 1.540(3) . ?
C4_5 C5_5 1.530(3) . ?
C4_5 H4A_5 0.9900 . ?
C4_5 H4AB_5 0.9900 . ?
C5_5 C8_5 1.525(3) . ?
C5_5 C9_5 1.527(3) . ?
C6_5 H6A_5 0.9800 . ?
C6_5 H6B_5 0.9800 . ?
C6_5 H6C_5 0.9800 . ?
C7_5 H7A_5 0.9800 . ?
C7_5 H7B_5 0.9800 . ?
C7_5 H7C_5 0.9800 . ?
C8_5 H8A_5 0.9800 . ?
C8_5 H8B_5 0.9800 . ?
C8_5 H8C_5 0.9800 . ?
C9_5 H9A_5 0.9800 . ?
C9_5 H9B_5 0.9800 . ?
C9_5 H9C_5 0.9800 . ?
C1_6 C2_6 1.410(3) . ?
C1_6 C6_6 1.415(3) . ?
C2_6 C3_6 1.393(3) . ?
C2_6 C8_6 1.523(4) . ?
C3_6 C4_6 1.378(4) . ?
C3_6 H3_6 0.9500 . ?
C4_6 C5_6 1.378(4) . ?
C4_6 H4_6 0.9500 . ?
C5_6 C6_6 1.392(4) . ?
C5_6 H5_6 0.9500 . ?
C6_6 C7_6 1.523(3) . ?
C7_6 C10_6 1.531(3) . ?
C7_6 C9_6 1.533(4) . ?
C7_6 H7_6 1.0000 . ?
C8_6 C12_6 1.536(4) . ?
C8_6 C11_6 1.539(4) . ?
C8_6 H8_6 1.0000 . ?
C9_6 H9A_6 0.9800 . ?
C9_6 H9B_6 0.9800 . ?
C9_6 H9C_6 0.9800 . ?
C10_6 H10A_6 0.9800 . ?
C10_6 H10B_6 0.9800 . ?
C10_6 H10C_6 0.9800 . ?
C11_6 H11A_6 0.9800 . ?
C11_6 H11B_6 0.9800 . ?
C11_6 H11C_6 0.9800 . ?
C12_6 H12A_6 0.9800 . ?
C12_6 H12B_6 0.9800 . ?
C12_6 H12C_6 0.9800 . ?
C1_7 C2_7 1.3900 . ?
C1_7 C6_7 1.3900 . ?
C1_7 C7_7 1.423(8) . ?
C2_7 C3_7 1.3900 . ?
C2_7 H2_7 0.9500 . ?
C3_7 C4_7 1.3900 . ?
C3_7 H3_7 0.9500 . ?
C4_7 C5_7 1.3900 . ?
C4_7 H4_7 0.9500 . ?
C5_7 C6_7 1.3900 . ?
C5_7 H5_7 0.9500 . ?
C6_7 H6_7 0.9500 . ?
C7_7 H7A_7 0.9800 . ?
C7_7 H7B_7 0.9800 . ?
C7_7 H7C_7 0.9800 . ?
C1_71 C2_71 1.3900 . ?
C1_71 C6_71 1.3900 . ?
C1_71 C7_71 1.424(7) . ?
C2_71 C3_71 1.3900 . ?
C2_71 H2A_71 0.9500 . ?
C3_71 C4_71 1.3900 . ?
C3_71 H3_71 0.9500 . ?
C4_71 C5_71 1.3900 . ?
C4_71 H4_71 0.9500 . ?
C5_71 C6_71 1.3900 . ?
C5_71 H5A_71 0.9500 . ?
C6_71 H6A_71 0.9500 . ?
C7_71 H7A_71 0.9800 . ?
C7_71 H7B_71 0.9800 . ?
C7_71 H7C_71 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
N3_1 B1_1 N2_1 122.46(19) . . ?
N3_1 B1_1 C31_2 119.1(2) . . ?
N2_1 B1_1 C31_2 118.4(2) . . ?
C1_5 N2_1 B1_1 132.57(19) . . ?
C21_3 N3_1 B1_1 154.0(2) . . ?
C2_2 C31_2 C6_2 116.50(19) . . ?
C2_2 C31_2 B1_1 123.5(2) . . ?
C6_2 C31_2 B1_1 120.0(2) . . ?
C3_2 C2_2 C31_2 122.2(2) . . ?
C3_2 C2_2 H2_2 118.9 . . ?
C31_2 C2_2 H2_2 118.9 . . ?
C2_2 C3_2 C4_2 120.0(2) . . ?
C2_2 C3_2 H3_2 120.0 . . ?
C4_2 C3_2 H3_2 120.0 . . ?
C5_2 C4_2 C3_2 119.1(2) . . ?
C5_2 C4_2 H4_2 120.5 . . ?
C3_2 C4_2 H4_2 120.5 . . ?
C4_2 C5_2 C6_2 120.5(2) . . ?
C4_2 C5_2 H5_2 119.8 . . ?
C6_2 C5_2 H5_2 119.8 . . ?
C5_2 C6_2 C31_2 121.7(2) . . ?
C5_2 C6_2 H6_2 119.1 . . ?
C31_2 C6_2 H6_2 119.1 . . ?
C21_3 N4_3 C1_4 121.20(18) . . ?
C21_3 N4_3 C5_3 113.17(17) . . ?
C1_4 N4_3 C5_3 125.47(17) . . ?
N3_1 C21_3 N4_3 124.12(19) . . ?
N3_1 C21_3 C3_3 126.9(2) . . ?
N4_3 C21_3 C3_3 108.9(2) . . ?
C6_3 C3_3 C7_3 108.3(2) . . ?
C6_3 C3_3 C21_3 109.52(18) . . ?
C7_3 C3_3 C21_3 110.96(18) . . ?
C6_3 C3_3 C4_3 111.36(18) . . ?
C7_3 C3_3 C4_3 114.00(18) . . ?
C21_3 C3_3 C4_3 102.5(2) . . ?
C5_3 C4_3 C3_3 107.32(18) . . ?
C5_3 C4_3 H4A_3 110.3 . . ?
C3_3 C4_3 H4A_3 110.3 . . ?
C5_3 C4_3 H4AB_3 110.3 . . ?
C3_3 C4_3 H4AB_3 110.3 . . ?
H4A_3 C4_3 H4AB_3 108.5 . . ?
N4_3 C5_3 C9_3 112.25(18) . . ?
N4_3 C5_3 C4_3 100.72(17) . . ?
C9_3 C5_3 C4_3 112.8(2) . . ?
N4_3 C5_3 C8_3 111.61(18) . . ?
C9_3 C5_3 C8_3 108.25(18) . . ?
C4_3 C5_3 C8_3 111.13(18) . . ?
C3_3 C6_3 H6A_3 109.5 . . ?
C3_3 C6_3 H6B_3 109.5 . . ?
H6A_3 C6_3 H6B_3 109.5 . . ?
C3_3 C6_3 H6C_3 109.5 . . ?
H6A_3 C6_3 H6C_3 109.5 . . ?
H6B_3 C6_3 H6C_3 109.5 . . ?
C3_3 C7_3 H7A_3 109.5 . . ?
C3_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C3_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C5_3 C8_3 H8A_3 109.5 . . ?
C5_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C5_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C5_3 C9_3 H9A_3 109.5 . . ?
C5_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C5_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C2_4 C1_4 C6_4 120.8(2) . . ?
C2_4 C1_4 N4_3 120.93(19) . . ?
C6_4 C1_4 N4_3 118.18(18) . . ?
C3_4 C2_4 C1_4 118.5(2) . . ?
C3_4 C2_4 C7_4 118.2(2) . . ?
C1_4 C2_4 C7_4 123.2(2) . . ?
C4_4 C3_4 C2_4 121.6(2) . . ?
C4_4 C3_4 H3_4 119.2 . . ?
C2_4 C3_4 H3_4 119.2 . . ?
C3_4 C4_4 C5_4 119.2(2) . . ?
C3_4 C4_4 H4_4 120.4 . . ?
C5_4 C4_4 H4_4 120.4 . . ?
C4_4 C5_4 C6_4 121.6(2) . . ?
C4_4 C5_4 H5_4 119.2 . . ?
C6_4 C5_4 H5_4 119.2 . . ?
C5_4 C6_4 C1_4 118.3(2) . . ?
C5_4 C6_4 C8_4 118.1(2) . . ?
C1_4 C6_4 C8_4 123.6(2) . . ?
C2_4 C7_4 C10_4 111.6(2) . . ?
C2_4 C7_4 C9_4 110.26(18) . . ?
C10_4 C7_4 C9_4 110.23(19) . . ?
C2_4 C7_4 H7_4 108.2 . . ?
C10_4 C7_4 H7_4 108.2 . . ?
C9_4 C7_4 H7_4 108.2 . . ?
C6_4 C8_4 C12_4 111.9(2) . . ?
C6_4 C8_4 C11_4 110.8(2) . . ?
C12_4 C8_4 C11_4 110.1(2) . . ?
C6_4 C8_4 H8_4 107.9 . . ?
C12_4 C8_4 H8_4 107.9 . . ?
C11_4 C8_4 H8_4 107.9 . . ?
C7_4 C9_4 H9A_4 109.5 . . ?
C7_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C7_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C7_4 C10_4 H10A_4 109.5 . . ?
C7_4 C10_4 H10B_4 109.5 . . ?
H10A_4 C10_4 H10B_4 109.5 . . ?
C7_4 C10_4 H10C_4 109.5 . . ?
H10A_4 C10_4 H10C_4 109.5 . . ?
H10B_4 C10_4 H10C_4 109.5 . . ?
C8_4 C11_4 H11A_4 109.5 . . ?
C8_4 C11_4 H11B_4 109.5 . . ?
H11A_4 C11_4 H11B_4 109.5 . . ?
C8_4 C11_4 H11C_4 109.5 . . ?
H11A_4 C11_4 H11C_4 109.5 . . ?
H11B_4 C11_4 H11C_4 109.5 . . ?
C8_4 C12_4 H12A_4 109.5 . . ?
C8_4 C12_4 H12B_4 109.5 . . ?
H12A_4 C12_4 H12B_4 109.5 . . ?
C8_4 C12_4 H12C_4 109.5 . . ?
H12A_4 C12_4 H12C_4 109.5 . . ?
H12B_4 C12_4 H12C_4 109.5 . . ?
C1_5 N1_5 C1_6 123.85(17) . . ?
C1_5 N1_5 C5_5 113.09(19) . . ?
C1_6 N1_5 C5_5 122.41(19) . . ?
N2_1 C1_5 N1_5 124.4(2) . . ?
N2_1 C1_5 C3_5 127.3(2) . . ?
N1_5 C1_5 C3_5 108.33(17) . . ?
C6_5 C3_5 C7_5 109.2(2) . . ?
C6_5 C3_5 C1_5 110.85(18) . . ?
C7_5 C3_5 C1_5 110.0(2) . . ?
C6_5 C3_5 C4_5 110.6(2) . . ?
C7_5 C3_5 C4_5 113.11(19) . . ?
C1_5 C3_5 C4_5 102.98(18) . . ?
C5_5 C4_5 C3_5 107.59(19) . . ?
C5_5 C4_5 H4A_5 110.2 . . ?
C3_5 C4_5 H4A_5 110.2 . . ?
C5_5 C4_5 H4AB_5 110.2 . . ?
C3_5 C4_5 H4AB_5 110.2 . . ?
H4A_5 C4_5 H4AB_5 108.5 . . ?
N1_5 C5_5 C8_5 113.1(2) . . ?
N1_5 C5_5 C9_5 111.3(2) . . ?
C8_5 C5_5 C9_5 107.9(2) . . ?
N1_5 C5_5 C4_5 100.72(19) . . ?
C8_5 C5_5 C4_5 110.8(2) . . ?
C9_5 C5_5 C4_5 112.9(2) . . ?
C3_5 C6_5 H6A_5 109.5 . . ?
C3_5 C6_5 H6B_5 109.5 . . ?
H6A_5 C6_5 H6B_5 109.5 . . ?
C3_5 C6_5 H6C_5 109.5 . . ?
H6A_5 C6_5 H6C_5 109.5 . . ?
H6B_5 C6_5 H6C_5 109.5 . . ?
C3_5 C7_5 H7A_5 109.5 . . ?
C3_5 C7_5 H7B_5 109.5 . . ?
H7A_5 C7_5 H7B_5 109.5 . . ?
C3_5 C7_5 H7C_5 109.5 . . ?
H7A_5 C7_5 H7C_5 109.5 . . ?
H7B_5 C7_5 H7C_5 109.5 . . ?
C5_5 C8_5 H8A_5 109.5 . . ?
C5_5 C8_5 H8B_5 109.5 . . ?
H8A_5 C8_5 H8B_5 109.5 . . ?
C5_5 C8_5 H8C_5 109.5 . . ?
H8A_5 C8_5 H8C_5 109.5 . . ?
H8B_5 C8_5 H8C_5 109.5 . . ?
C5_5 C9_5 H9A_5 109.5 . . ?
C5_5 C9_5 H9B_5 109.5 . . ?
H9A_5 C9_5 H9B_5 109.5 . . ?
C5_5 C9_5 H9C_5 109.5 . . ?
H9A_5 C9_5 H9C_5 109.5 . . ?
H9B_5 C9_5 H9C_5 109.5 . . ?
C2_6 C1_6 C6_6 119.9(2) . . ?
C2_6 C1_6 N1_5 119.1(2) . . ?
C6_6 C1_6 N1_5 121.00(18) . . ?
C3_6 C2_6 C1_6 118.7(2) . . ?
C3_6 C2_6 C8_6 118.09(19) . . ?
C1_6 C2_6 C8_6 123.1(2) . . ?
C4_6 C3_6 C2_6 121.6(2) . . ?
C4_6 C3_6 H3_6 119.2 . . ?
C2_6 C3_6 H3_6 119.2 . . ?
C3_6 C4_6 C5_6 119.3(2) . . ?
C3_6 C4_6 H4_6 120.3 . . ?
C5_6 C4_6 H4_6 120.3 . . ?
C4_6 C5_6 C6_6 121.8(2) . . ?
C4_6 C5_6 H5_6 119.1 . . ?
C6_6 C5_6 H5_6 119.1 . . ?
C5_6 C6_6 C1_6 118.5(2) . . ?
C5_6 C6_6 C7_6 118.0(2) . . ?
C1_6 C6_6 C7_6 123.4(2) . . ?
C6_6 C7_6 C10_6 109.0(2) . . ?
C6_6 C7_6 C9_6 112.79(19) . . ?
C10_6 C7_6 C9_6 110.4(2) . . ?
C6_6 C7_6 H7_6 108.1 . . ?
C10_6 C7_6 H7_6 108.1 . . ?
C9_6 C7_6 H7_6 108.1 . . ?
C2_6 C8_6 C12_6 113.3(2) . . ?
C2_6 C8_6 C11_6 109.75(18) . . ?
C12_6 C8_6 C11_6 108.7(2) . . ?
C2_6 C8_6 H8_6 108.3 . . ?
C12_6 C8_6 H8_6 108.3 . . ?
C11_6 C8_6 H8_6 108.3 . . ?
C7_6 C9_6 H9A_6 109.5 . . ?
C7_6 C9_6 H9B_6 109.5 . . ?
H9A_6 C9_6 H9B_6 109.5 . . ?
C7_6 C9_6 H9C_6 109.5 . . ?
H9A_6 C9_6 H9C_6 109.5 . . ?
H9B_6 C9_6 H9C_6 109.5 . . ?
C7_6 C10_6 H10A_6 109.5 . . ?
C7_6 C10_6 H10B_6 109.5 . . ?
H10A_6 C10_6 H10B_6 109.5 . . ?
C7_6 C10_6 H10C_6 109.5 . . ?
H10A_6 C10_6 H10C_6 109.5 . . ?
H10B_6 C10_6 H10C_6 109.5 . . ?
C8_6 C11_6 H11A_6 109.5 . . ?
C8_6 C11_6 H11B_6 109.5 . . ?
H11A_6 C11_6 H11B_6 109.5 . . ?
C8_6 C11_6 H11C_6 109.5 . . ?
H11A_6 C11_6 H11C_6 109.5 . . ?
H11B_6 C11_6 H11C_6 109.5 . . ?
C8_6 C12_6 H12A_6 109.5 . . ?
C8_6 C12_6 H12B_6 109.5 . . ?
H12A_6 C12_6 H12B_6 109.5 . . ?
C8_6 C12_6 H12C_6 109.5 . . ?
H12A_6 C12_6 H12C_6 109.5 . . ?
H12B_6 C12_6 H12C_6 109.5 . . ?
C2_7 C1_7 C6_7 120.0 . . ?
C2_7 C1_7 C7_7 127.4(7) . . ?
C6_7 C1_7 C7_7 112.6(7) . . ?
C3_7 C2_7 C1_7 120.0 . . ?
C3_7 C2_7 H2_7 120.0 . . ?
C1_7 C2_7 H2_7 120.0 . . ?
C2_7 C3_7 C4_7 120.0 . . ?
C2_7 C3_7 H3_7 120.0 . . ?
C4_7 C3_7 H3_7 120.0 . . ?
C5_7 C4_7 C3_7 120.0 . . ?
C5_7 C4_7 H4_7 120.0 . . ?
C3_7 C4_7 H4_7 120.0 . . ?
C4_7 C5_7 C6_7 120.0 . . ?
C4_7 C5_7 H5_7 120.0 . . ?
C6_7 C5_7 H5_7 120.0 . . ?
C5_7 C6_7 C1_7 120.0 . . ?
C5_7 C6_7 H6_7 120.0 . . ?
C1_7 C6_7 H6_7 120.0 . . ?
C1_7 C7_7 H7A_7 109.5 . . ?
C1_7 C7_7 H7B_7 109.5 . . ?
H7A_7 C7_7 H7B_7 109.5 . . ?
C1_7 C7_7 H7C_7 109.5 . . ?
H7A_7 C7_7 H7C_7 109.5 . . ?
H7B_7 C7_7 H7C_7 109.5 . . ?
C2_71 C1_71 C6_71 120.0 . . ?
C2_71 C1_71 C7_71 126.3(5) . . ?
C6_71 C1_71 C7_71 113.7(5) . . ?
C1_71 C2_71 C3_71 120.0 . . ?
C1_71 C2_71 H2A_71 120.0 . . ?
C3_71 C2_71 H2A_71 120.0 . . ?
C4_71 C3_71 C2_71 120.0 . . ?
C4_71 C3_71 H3_71 120.0 . . ?
C2_71 C3_71 H3_71 120.0 . . ?
C3_71 C4_71 C5_71 120.0 . . ?
C3_71 C4_71 H4_71 120.0 . . ?
C5_71 C4_71 H4_71 120.0 . . ?
C6_71 C5_71 C4_71 120.0 . . ?
C6_71 C5_71 H5A_71 120.0 . . ?
C4_71 C5_71 H5A_71 120.0 . . ?
C5_71 C6_71 C1_71 120.0 . . ?
C5_71 C6_71 H6A_71 120.0 . . ?
C1_71 C6_71 H6A_71 120.0 . . ?
C1_71 C7_71 H7A_71 109.5 . . ?
C1_71 C7_71 H7B_71 109.5 . . ?
H7A_71 C7_71 H7B_71 109.5 . . ?
C1_71 C7_71 H7C_71 109.5 . . ?
H7A_71 C7_71 H7C_71 109.5 . . ?
H7B_71 C7_71 H7C_71 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3_1 B1_1 N2_1 C1_5 90.7(3) . . . . ?
C31_2 B1_1 N2_1 C1_5 -90.1(3) . . . . ?
N2_1 B1_1 N3_1 C21_3 119.5(4) . . . . ?
C31_2 B1_1 N3_1 C21_3 -59.7(5) . . . . ?
N3_1 B1_1 C31_2 C2_2 -5.3(3) . . . . ?
N2_1 B1_1 C31_2 C2_2 175.46(19) . . . . ?
N3_1 B1_1 C31_2 C6_2 174.66(19) . . . . ?
N2_1 B1_1 C31_2 C6_2 -4.6(3) . . . . ?
C6_2 C31_2 C2_2 C3_2 -1.0(3) . . . . ?
B1_1 C31_2 C2_2 C3_2 178.9(2) . . . . ?
C31_2 C2_2 C3_2 C4_2 -0.4(4) . . . . ?
C2_2 C3_2 C4_2 C5_2 1.1(4) . . . . ?
C3_2 C4_2 C5_2 C6_2 -0.3(4) . . . . ?
C4_2 C5_2 C6_2 C31_2 -1.2(3) . . . . ?
C2_2 C31_2 C6_2 C5_2 1.8(3) . . . . ?
B1_1 C31_2 C6_2 C5_2 -178.1(2) . . . . ?
B1_1 N3_1 C21_3 N4_3 157.4(4) . . . . ?
B1_1 N3_1 C21_3 C3_3 -24.9(5) . . . . ?
C1_4 N4_3 C21_3 N3_1 13.2(3) . . . . ?
C5_3 N4_3 C21_3 N3_1 -171.16(18) . . . . ?
C1_4 N4_3 C21_3 C3_3 -164.85(16) . . . . ?
C5_3 N4_3 C21_3 C3_3 10.8(2) . . . . ?
N3_1 C21_3 C3_3 C6_3 -52.6(3) . . . . ?
N4_3 C21_3 C3_3 C6_3 125.35(18) . . . . ?
N3_1 C21_3 C3_3 C7_3 66.9(3) . . . . ?
N4_3 C21_3 C3_3 C7_3 -115.1(2) . . . . ?
N3_1 C21_3 C3_3 C4_3 -170.97(19) . . . . ?
N4_3 C21_3 C3_3 C4_3 7.0(2) . . . . ?
C6_3 C3_3 C4_3 C5_3 -138.47(18) . . . . ?
C7_3 C3_3 C4_3 C5_3 98.6(2) . . . . ?
C21_3 C3_3 C4_3 C5_3 -21.4(2) . . . . ?
C21_3 N4_3 C5_3 C9_3 -143.82(19) . . . . ?
C1_4 N4_3 C5_3 C9_3 31.6(3) . . . . ?
C21_3 N4_3 C5_3 C4_3 -23.6(2) . . . . ?
C1_4 N4_3 C5_3 C4_3 151.86(19) . . . . ?
C21_3 N4_3 C5_3 C8_3 94.4(2) . . . . ?
C1_4 N4_3 C5_3 C8_3 -90.1(2) . . . . ?
C3_3 C4_3 C5_3 N4_3 26.8(2) . . . . ?
C3_3 C4_3 C5_3 C9_3 146.65(18) . . . . ?
C3_3 C4_3 C5_3 C8_3 -91.6(2) . . . . ?
C21_3 N4_3 C1_4 C2_4 -93.2(3) . . . . ?
C5_3 N4_3 C1_4 C2_4 91.7(3) . . . . ?
C21_3 N4_3 C1_4 C6_4 82.9(3) . . . . ?
C5_3 N4_3 C1_4 C6_4 -92.1(2) . . . . ?
C6_4 C1_4 C2_4 C3_4 1.9(3) . . . . ?
N4_3 C1_4 C2_4 C3_4 177.98(17) . . . . ?
C6_4 C1_4 C2_4 C7_4 -176.11(18) . . . . ?
N4_3 C1_4 C2_4 C7_4 0.0(3) . . . . ?
C1_4 C2_4 C3_4 C4_4 -2.2(3) . . . . ?
C7_4 C2_4 C3_4 C4_4 175.95(19) . . . . ?
C2_4 C3_4 C4_4 C5_4 1.0(3) . . . . ?
C3_4 C4_4 C5_4 C6_4 0.5(3) . . . . ?
C4_4 C5_4 C6_4 C1_4 -0.8(3) . . . . ?
C4_4 C5_4 C6_4 C8_4 -178.65(19) . . . . ?
C2_4 C1_4 C6_4 C5_4 -0.5(3) . . . . ?
N4_3 C1_4 C6_4 C5_4 -176.66(17) . . . . ?
C2_4 C1_4 C6_4 C8_4 177.28(18) . . . . ?
N4_3 C1_4 C6_4 C8_4 1.1(3) . . . . ?
C3_4 C2_4 C7_4 C10_4 64.3(3) . . . . ?
C1_4 C2_4 C7_4 C10_4 -117.7(2) . . . . ?
C3_4 C2_4 C7_4 C9_4 -58.5(3) . . . . ?
C1_4 C2_4 C7_4 C9_4 119.5(2) . . . . ?
C5_4 C6_4 C8_4 C12_4 -55.1(3) . . . . ?
C1_4 C6_4 C8_4 C12_4 127.2(2) . . . . ?
C5_4 C6_4 C8_4 C11_4 68.3(3) . . . . ?
C1_4 C6_4 C8_4 C11_4 -109.5(2) . . . . ?
B1_1 N2_1 C1_5 N1_5 174.8(2) . . . . ?
B1_1 N2_1 C1_5 C3_5 -5.3(4) . . . . ?
C1_6 N1_5 C1_5 N2_1 -2.7(3) . . . . ?
C5_5 N1_5 C1_5 N2_1 168.26(18) . . . . ?
C1_6 N1_5 C1_5 C3_5 177.42(17) . . . . ?
C5_5 N1_5 C1_5 C3_5 -11.6(2) . . . . ?
N2_1 C1_5 C3_5 C6_5 55.6(3) . . . . ?
N1_5 C1_5 C3_5 C6_5 -124.5(2) . . . . ?
N2_1 C1_5 C3_5 C7_5 -65.2(3) . . . . ?
N1_5 C1_5 C3_5 C7_5 114.69(19) . . . . ?
N2_1 C1_5 C3_5 C4_5 173.97(19) . . . . ?
N1_5 C1_5 C3_5 C4_5 -6.1(2) . . . . ?
C6_5 C3_5 C4_5 C5_5 139.5(2) . . . . ?
C7_5 C3_5 C4_5 C5_5 -97.7(2) . . . . ?
C1_5 C3_5 C4_5 C5_5 21.0(2) . . . . ?
C1_5 N1_5 C5_5 C8_5 142.3(2) . . . . ?
C1_6 N1_5 C5_5 C8_5 -46.6(3) . . . . ?
C1_5 N1_5 C5_5 C9_5 -96.0(2) . . . . ?
C1_6 N1_5 C5_5 C9_5 75.1(2) . . . . ?
C1_5 N1_5 C5_5 C4_5 24.0(2) . . . . ?
C1_6 N1_5 C5_5 C4_5 -164.89(17) . . . . ?
C3_5 C4_5 C5_5 N1_5 -26.7(2) . . . . ?
C3_5 C4_5 C5_5 C8_5 -146.68(18) . . . . ?
C3_5 C4_5 C5_5 C9_5 92.0(2) . . . . ?
C1_5 N1_5 C1_6 C2_6 -102.3(2) . . . . ?
C5_5 N1_5 C1_6 C2_6 87.6(2) . . . . ?
C1_5 N1_5 C1_6 C6_6 78.3(3) . . . . ?
C5_5 N1_5 C1_6 C6_6 -91.8(2) . . . . ?
C6_6 C1_6 C2_6 C3_6 4.6(3) . . . . ?
N1_5 C1_6 C2_6 C3_6 -174.85(17) . . . . ?
C6_6 C1_6 C2_6 C8_6 -171.43(18) . . . . ?
N1_5 C1_6 C2_6 C8_6 9.1(3) . . . . ?
C1_6 C2_6 C3_6 C4_6 -2.1(3) . . . . ?
C8_6 C2_6 C3_6 C4_6 174.1(2) . . . . ?
C2_6 C3_6 C4_6 C5_6 -1.1(3) . . . . ?
C3_6 C4_6 C5_6 C6_6 2.0(3) . . . . ?
C4_6 C5_6 C6_6 C1_6 0.5(3) . . . . ?
C4_6 C5_6 C6_6 C7_6 -176.8(2) . . . . ?
C2_6 C1_6 C6_6 C5_6 -3.8(3) . . . . ?
N1_5 C1_6 C6_6 C5_6 175.62(18) . . . . ?
C2_6 C1_6 C6_6 C7_6 173.31(18) . . . . ?
N1_5 C1_6 C6_6 C7_6 -7.3(3) . . . . ?
C5_6 C6_6 C7_6 C10_6 64.2(3) . . . . ?
C1_6 C6_6 C7_6 C10_6 -112.9(2) . . . . ?
C5_6 C6_6 C7_6 C9_6 -58.9(3) . . . . ?
C1_6 C6_6 C7_6 C9_6 124.0(2) . . . . ?
C3_6 C2_6 C8_6 C12_6 56.9(3) . . . . ?
C1_6 C2_6 C8_6 C12_6 -127.1(2) . . . . ?
C3_6 C2_6 C8_6 C11_6 -64.9(3) . . . . ?
C1_6 C2_6 C8_6 C11_6 111.2(2) . . . . ?
C6_7 C1_7 C2_7 C3_7 0.0 . . . . ?
C7_7 C1_7 C2_7 C3_7 -179(3) . . . . ?
C1_7 C2_7 C3_7 C4_7 0.0 . . . . ?
C2_7 C3_7 C4_7 C5_7 0.0 . . . . ?
C3_7 C4_7 C5_7 C6_7 0.0 . . . . ?
C4_7 C5_7 C6_7 C1_7 0.0 . . . . ?
C2_7 C1_7 C6_7 C5_7 0.0 . . . . ?
C7_7 C1_7 C6_7 C5_7 179(3) . . . . ?
C6_71 C1_71 C2_71 C3_71 0.0 . . . . ?
C7_71 C1_71 C2_71 C3_71 -179.7(9) . . . . ?
C1_71 C2_71 C3_71 C4_71 0.0 . . . . ?
C2_71 C3_71 C4_71 C5_71 0.0 . . . . ?
C3_71 C4_71 C5_71 C6_71 0.0 . . . . ?
C4_71 C5_71 C6_71 C1_71 0.0 . . . . ?
C2_71 C1_71 C6_71 C5_71 0.0 . . . . ?
C7_71 C1_71 C6_71 C5_71 179.7(8) . . . . ?



_chemical_name_systematic        (CAAI)2BPh
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_AnGa032_SiHu_a
_database_code_depnum_ccdc_archive 'CCDC 2237060'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_AnGa032_SiHu_a      
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).          8 Note
RESPONSE: reflections affected by beamstop
;
_vrf_PLAT911_AnGa032_SiHu_a      
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600         26 Report
RESPONSE: reflections affected by beamstop
;
_vrf_PLAT913_AnGa032_SiHu_a      
;
PROBLEM: Missing # of Very Strong Reflections in FCF ....         15 Note
RESPONSE: reflections affected by beamstop
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        (CAAI)B2Mes2
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C64 H90 B2 N4'
_chemical_formula_sum            'C64 H90 B2 N4'
_chemical_formula_weight         937.01

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'

_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                   10.897(2)
_cell_length_b                   13.450(3)
_cell_length_c                   20.469(4)
_cell_angle_alpha                88.759(12)
_cell_angle_beta                 74.992(10)
_cell_angle_gamma                82.039(7)
_cell_volume                     2869.4(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9821
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      26.72


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 
800).
;
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.085
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.327
_exptl_crystal_size_mid          0.262
_exptl_crystal_size_min          0.253
_exptl_absorpt_coefficient_mu    0.062
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6104
_exptl_absorpt_correction_T_max  0.7454
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 1.00 0.1310
0.00 0.00 -1.00 0.1190
1.00 1.00 1.00 0.1600
-1.00 -1.00 -1.00 0.1490
1.00 1.00 0.00 0.1590
-1.00 -1.00 1.00 0.1100
1.00 0.00 1.00 0.1630
-1.00 0.00 -1.00 0.1700
1.00 0.00 0.00 0.1380
-1.00 0.00 0.00 0.1420
-1.00 1.00 -1.00 0.1510
1.00 -1.00 1.00 0.1170
1.00 0.00 -1.00 0.1360
-1.00 1.00 0.00 0.1210
1.00 -1.00 0.00 0.1080
-1.00 1.00 1.00 0.1010
1.00 -1.00 -1.00 0.1290
0.00 1.00 -1.00 0.0860
0.00 -1.00 0.00 0.1360
0.00 1.00 0.00 0.0930
0.00 -1.00 -1.00 0.1270
0.00 1.00 1.00 0.0980

_exptl_absorpt_process_details   'SadAbs 2016/2 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'CMOS area detector (Photon II)'
_diffrn_detector_area_resol_mean 7.5
_diffrn_reflns_number            52422
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.324
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             11289
_reflns_number_gt                9770
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.40A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.40A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          
;

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

The benzene molecule was modelled as twofold rotationally disordered in a 7:3 ratio.
The rings within this disroder were idealized with AFIX 6 and ADPs restrained with SIMU 0.005.

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0485P)²+1.1796P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11289
_refine_ls_number_parameters     684
_refine_ls_number_restraints     186
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1067
_refine_ls_wR_factor_gt          0.1016
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
B1_1 B 0.86727(13) 0.56223(10) 0.21596(6) 0.0166(3) Uani 1 1 d . . . . .
B2_1 B 0.79657(12) 0.67885(10) 0.25282(7) 0.0163(3) Uani 1 1 d . . . . .
C1_2 C 0.80316(11) 0.50296(9) 0.16941(6) 0.0179(2) Uani 1 1 d . . . . .
C2_2 C 0.82162(12) 0.52206(9) 0.09997(6) 0.0207(2) Uani 1 1 d . . . . .
C3_2 C 0.76425(13) 0.46891(10) 0.06108(6) 0.0250(3) Uani 1 1 d . . . . .
H3_2 H 0.779230 0.481684 0.014036 0.030 Uiso 1 1 calc R U . . .
C4_2 C 0.68565(13) 0.39766(10) 0.08934(7) 0.0259(3) Uani 1 1 d . . . . .
C5_2 C 0.66688(12) 0.37936(9) 0.15802(7) 0.0231(3) Uani 1 1 d . . . . .
H5_2 H 0.613629 0.330820 0.178175 0.028 Uiso 1 1 calc R U . . .
C6_2 C 0.72426(11) 0.43048(9) 0.19826(6) 0.0194(2) Uani 1 1 d . . . . .
C7_2 C 0.90130(13) 0.60173(10) 0.06726(6) 0.0273(3) Uani 1 1 d . . . . .
H7A_2 H 0.905121 0.604284 0.018901 0.041 Uiso 1 1 calc R U . . .
H7B_2 H 0.988276 0.585569 0.073111 0.041 Uiso 1 1 calc R U . . .
H7C_2 H 0.862257 0.667091 0.088529 0.041 Uiso 1 1 calc R U . . .
C8_2 C 0.62012(16) 0.34403(12) 0.04671(8) 0.0380(4) Uani 1 1 d . . . . .
H8A_2 H 0.562367 0.393125 0.028803 0.057 Uiso 1 1 calc R U . . .
H8B_2 H 0.570630 0.295722 0.074600 0.057 Uiso 1 1 calc R U . . .
H8C_2 H 0.684868 0.308470 0.009103 0.057 Uiso 1 1 calc R U . . .
C9_2 C 0.70072(12) 0.40569(10) 0.27238(6) 0.0232(3) Uani 1 1 d . . . . .
H9A_2 H 0.621682 0.375069 0.287012 0.035 Uiso 1 1 calc R U . . .
H9B_2 H 0.692161 0.467344 0.298783 0.035 Uiso 1 1 calc R U . . .
H9C_2 H 0.773033 0.358569 0.279453 0.035 Uiso 1 1 calc R U . . .
C1_3 C 0.72125(11) 0.68483(8) 0.33128(6) 0.0170(2) Uani 1 1 d . . . . .
C2_3 C 0.78024(11) 0.70159(9) 0.38272(6) 0.0195(2) Uani 1 1 d . . . . .
C3_3 C 0.71041(12) 0.70534(9) 0.45034(6) 0.0223(3) Uani 1 1 d . . . . .
H3_3 H 0.751187 0.719423 0.484211 0.027 Uiso 1 1 calc R U . . .
C4_3 C 0.58319(12) 0.68909(10) 0.46957(6) 0.0239(3) Uani 1 1 d . . . . .
C5_3 C 0.52528(12) 0.67128(9) 0.41857(6) 0.0226(3) Uani 1 1 d . . . . .
H5_3 H 0.438534 0.658974 0.430609 0.027 Uiso 1 1 calc R U . . .
C6_3 C 0.59085(11) 0.67098(9) 0.35044(6) 0.0188(2) Uani 1 1 d . . . . .
C7_3 C 0.91904(13) 0.71774(11) 0.36531(7) 0.0284(3) Uani 1 1 d . . . . .
H7A_3 H 0.966948 0.676509 0.325597 0.043 Uiso 1 1 calc R U . . .
H7B_3 H 0.955065 0.698511 0.403674 0.043 Uiso 1 1 calc R U . . .
H7C_3 H 0.925393 0.788720 0.355327 0.043 Uiso 1 1 calc R U . . .
C8_3 C 0.51201(14) 0.68766(13) 0.54346(7) 0.0364(3) Uani 1 1 d . . . . .
H8A_3 H 0.427061 0.727351 0.550393 0.055 Uiso 1 1 calc R U . . .
H8B_3 H 0.560431 0.716439 0.570809 0.055 Uiso 1 1 calc R U . . .
H8C_3 H 0.502408 0.618279 0.557087 0.055 Uiso 1 1 calc R U . . .
C9_3 C 0.51974(12) 0.65950(10) 0.29718(6) 0.0222(3) Uani 1 1 d . . . . .
H9A_3 H 0.501212 0.724972 0.277257 0.033 Uiso 1 1 calc R U . . .
H9B_3 H 0.439128 0.633527 0.318048 0.033 Uiso 1 1 calc R U . . .
H9C_3 H 0.572851 0.612578 0.261754 0.033 Uiso 1 1 calc R U . . .
N2_4 N 0.97927(10) 0.51807(7) 0.22950(5) 0.0185(2) Uani 1 1 d . . . . .
C1_4 C 1.08683(11) 0.48606(8) 0.23969(6) 0.0165(2) Uani 1 1 d . . . . .
N1_4 N 1.10952(9) 0.41155(7) 0.28475(5) 0.0168(2) Uani 1 1 d . . . . .
C3_4 C 1.31350(11) 0.45253(9) 0.22938(6) 0.0219(3) Uani 1 1 d . . . . .
H3A_4 H 1.380463 0.489101 0.238306 0.026 Uiso 1 1 calc R U . . .
H3AB_4 H 1.355089 0.399756 0.194663 0.026 Uiso 1 1 calc R U . . .
C4_4 C 1.24125(11) 0.40538(9) 0.29493(6) 0.0197(2) Uani 1 1 d . . . . .
C5_4 C 1.23656(13) 0.52049(10) 0.12805(6) 0.0270(3) Uani 1 1 d . . . . .
H5A_4 H 1.321234 0.539393 0.106433 0.040 Uiso 1 1 calc R U . . .
H5B_4 H 1.170361 0.567074 0.114512 0.040 Uiso 1 1 calc R U . . .
H5C_4 H 1.232795 0.452065 0.113932 0.040 Uiso 1 1 calc R U . . .
C6_4 C 1.20966(13) 0.63406(9) 0.22681(7) 0.0246(3) Uani 1 1 d . . . . .
H6A_4 H 1.290532 0.658187 0.203903 0.037 Uiso 1 1 calc R U . . .
H6B_4 H 1.197634 0.637460 0.275883 0.037 Uiso 1 1 calc R U . . .
H6C_4 H 1.138304 0.676174 0.214600 0.037 Uiso 1 1 calc R U . . .
C7_4 C 1.30037(13) 0.29764(10) 0.30249(7) 0.0273(3) Uani 1 1 d . . . . .
H7A_4 H 1.303563 0.258182 0.262247 0.041 Uiso 1 1 calc R U . . .
H7B_4 H 1.248062 0.268314 0.342599 0.041 Uiso 1 1 calc R U . . .
H7C_4 H 1.387496 0.297150 0.307486 0.041 Uiso 1 1 calc R U . . .
C8_4 C 1.24047(12) 0.46627(10) 0.35763(6) 0.0237(3) Uani 1 1 d . . . . .
H8A_4 H 1.328900 0.471346 0.358471 0.036 Uiso 1 1 calc R U . . .
H8B_4 H 1.197939 0.432618 0.398506 0.036 Uiso 1 1 calc R U . . .
H8C_4 H 1.194061 0.533711 0.355956 0.036 Uiso 1 1 calc R U . . .
C2_4 C 1.21358(11) 0.52510(9) 0.20497(6) 0.0198(2) Uani 1 1 d . . . . .
C21_5 C 0.81952(11) 0.84280(8) 0.18042(6) 0.0164(2) Uani 1 1 d . . . . .
N3_5 N 0.80368(9) 0.76528(7) 0.21564(5) 0.0178(2) Uani 1 1 d . . . . .
C2_5 C 0.94495(11) 0.88934(9) 0.15930(6) 0.0194(2) Uani 1 1 d . . . . .
N4_5 N 0.72737(9) 0.89893(7) 0.15410(5) 0.0170(2) Uani 1 1 d . . . . .
C3_5 C 0.90228(12) 0.99009(9) 0.12950(6) 0.0216(3) Uani 1 1 d . . . . .
H3A_5 H 0.970612 1.006826 0.090222 0.026 Uiso 1 1 calc R U . . .
H3AB_5 H 0.884166 1.044484 0.163897 0.026 Uiso 1 1 calc R U . . .
C4_5 C 0.78011(12) 0.97869(9) 0.10736(6) 0.0214(3) Uani 1 1 d . . . . .
C5_5 C 0.81137(13) 0.94481(11) 0.03299(6) 0.0282(3) Uani 1 1 d . . . . .
H5A_5 H 0.731443 0.940881 0.020243 0.042 Uiso 1 1 calc R U . . .
H5B_5 H 0.863638 0.878607 0.027068 0.042 Uiso 1 1 calc R U . . .
H5C_5 H 0.858960 0.993315 0.004220 0.042 Uiso 1 1 calc R U . . .
C6_5 C 0.68850(13) 1.07681(10) 0.11630(7) 0.0292(3) Uani 1 1 d . . . . .
H6A_5 H 0.728682 1.127302 0.086035 0.044 Uiso 1 1 calc R U . . .
H6B_5 H 0.668857 1.100550 0.163284 0.044 Uiso 1 1 calc R U . . .
H6C_5 H 0.609049 1.065670 0.105332 0.044 Uiso 1 1 calc R U . . .
C7_5 C 1.04751(12) 0.82110(10) 0.10755(7) 0.0252(3) Uani 1 1 d . . . . .
H7A_5 H 1.018368 0.814805 0.066565 0.038 Uiso 1 1 calc R U . . .
H7B_5 H 1.061827 0.754580 0.126940 0.038 Uiso 1 1 calc R U . . .
H7C_5 H 1.127789 0.850375 0.096131 0.038 Uiso 1 1 calc R U . . .
C8_5 C 0.99578(12) 0.90408(10) 0.22086(7) 0.0237(3) Uani 1 1 d . . . . .
H8A_5 H 1.070788 0.939755 0.207412 0.036 Uiso 1 1 calc R U . . .
H8B_5 H 1.020365 0.838475 0.239011 0.036 Uiso 1 1 calc R U . . .
H8C_5 H 0.928771 0.943477 0.255633 0.036 Uiso 1 1 calc R U . . .
C1_6 C 1.03156(11) 0.33183(8) 0.30125(6) 0.0170(2) Uani 1 1 d . . . . .
C2_6 C 0.94760(11) 0.32740(9) 0.36579(6) 0.0180(2) Uani 1 1 d . . . . .
C3_6 C 0.87870(12) 0.24597(9) 0.38080(6) 0.0217(3) Uani 1 1 d . . . . .
H3_6 H 0.823670 0.241177 0.424777 0.026 Uiso 1 1 calc R U . . .
C4_6 C 0.88900(12) 0.17236(9) 0.33301(7) 0.0249(3) Uani 1 1 d . . . . .
H4_6 H 0.841122 0.117654 0.343984 0.030 Uiso 1 1 calc R U . . .
C5_6 C 0.96942(13) 0.17874(9) 0.26908(7) 0.0250(3) Uani 1 1 d . . . . .
H5_6 H 0.974712 0.128623 0.236092 0.030 Uiso 1 1 calc R U . . .
C6_6 C 1.04293(12) 0.25686(9) 0.25183(6) 0.0207(2) Uani 1 1 d . . . . .
C7_6 C 1.13132(13) 0.25669(9) 0.18082(6) 0.0246(3) Uani 1 1 d . . . . .
H7_6 H 1.188186 0.309417 0.179511 0.030 Uiso 1 1 calc R U . . .
C8_6 C 0.92874(12) 0.40677(9) 0.42045(6) 0.0199(2) Uani 1 1 d . . . . .
H8_6 H 0.978794 0.462101 0.400716 0.024 Uiso 1 1 calc R U . . .
C9_6 C 0.97917(13) 0.36255(10) 0.47966(6) 0.0257(3) Uani 1 1 d . . . . .
H9A_6 H 0.928047 0.310597 0.501209 0.039 Uiso 1 1 calc R U . . .
H9B_6 H 0.972619 0.415858 0.512779 0.039 Uiso 1 1 calc R U . . .
H9C_6 H 1.069091 0.332930 0.462875 0.039 Uiso 1 1 calc R U . . .
C10_6 C 0.78764(13) 0.45125(10) 0.44629(7) 0.0260(3) Uani 1 1 d . . . . .
H10A_6 H 0.756437 0.481658 0.408635 0.039 Uiso 1 1 calc R U . . .
H10B_6 H 0.779044 0.502632 0.481007 0.039 Uiso 1 1 calc R U . . .
H10C_6 H 0.737018 0.397949 0.465773 0.039 Uiso 1 1 calc R U . . .
C11_6 C 1.21769(15) 0.15530(10) 0.16185(7) 0.0332(3) Uani 1 1 d . . . . .
H11A_6 H 1.165341 0.104152 0.156020 0.050 Uiso 1 1 calc R U . . .
H11B_6 H 1.259673 0.135312 0.197958 0.050 Uiso 1 1 calc R U . . .
H11C_6 H 1.282977 0.161959 0.119499 0.050 Uiso 1 1 calc R U . . .
C12_6 C 1.05494(15) 0.28317(11) 0.12810(7) 0.0334(3) Uani 1 1 d . . . . .
H12A_6 H 1.114266 0.283340 0.083030 0.050 Uiso 1 1 calc R U . . .
H12B_6 H 1.004743 0.349812 0.138548 0.050 Uiso 1 1 calc R U . . .
H12C_6 H 0.996976 0.233267 0.129020 0.050 Uiso 1 1 calc R U . . .
C1_7 C 0.59263(11) 0.90111(9) 0.18587(6) 0.0176(2) Uani 1 1 d . . . . .
C2_7 C 0.54036(12) 0.95073(9) 0.24911(6) 0.0197(2) Uani 1 1 d . . . . .
C3_7 C 0.41002(12) 0.95224(10) 0.27934(6) 0.0237(3) Uani 1 1 d . . . . .
H3_7 H 0.373838 0.983557 0.322487 0.028 Uiso 1 1 calc R U . . .
C4_7 C 0.33211(12) 0.90895(10) 0.24768(7) 0.0251(3) Uani 1 1 d . . . . .
H4_7 H 0.243146 0.911469 0.268820 0.030 Uiso 1 1 calc R U . . .
C5_7 C 0.38391(12) 0.86216(9) 0.18539(6) 0.0225(3) Uani 1 1 d . . . . .
H5_7 H 0.329521 0.833745 0.163625 0.027 Uiso 1 1 calc R U . . .
C6_7 C 0.51472(11) 0.85577(9) 0.15374(6) 0.0190(2) Uani 1 1 d . . . . .
C7_7 C 0.61899(12) 1.00369(9) 0.28572(6) 0.0206(2) Uani 1 1 d . . . . .
H7_7 H 0.705848 1.005100 0.254243 0.025 Uiso 1 1 calc R U . . .
C8_7 C 0.56729(12) 0.79954(9) 0.08667(6) 0.0219(3) Uani 1 1 d . . . . .
H8_7 H 0.662017 0.800885 0.072262 0.026 Uiso 1 1 calc R U . . .
C9_7 C 0.54419(13) 0.68967(10) 0.09323(7) 0.0277(3) Uani 1 1 d . . . . .
H9A_7 H 0.586304 0.653926 0.050359 0.042 Uiso 1 1 calc R U . . .
H9B_7 H 0.451821 0.686363 0.104248 0.042 Uiso 1 1 calc R U . . .
H9C_7 H 0.579664 0.658373 0.129284 0.042 Uiso 1 1 calc R U . . .
C10_7 C 0.50871(14) 0.85062(11) 0.03186(7) 0.0306(3) Uani 1 1 d . . . . .
H10A_7 H 0.548805 0.816009 -0.011638 0.046 Uiso 1 1 calc R U . . .
H10B_7 H 0.523686 0.920949 0.028253 0.046 Uiso 1 1 calc R U . . .
H10C_7 H 0.416239 0.847525 0.043952 0.046 Uiso 1 1 calc R U . . .
C11_7 C 0.63669(13) 0.94731(10) 0.34909(6) 0.0257(3) Uani 1 1 d . . . . .
H11A_7 H 0.679639 0.878939 0.336400 0.039 Uiso 1 1 calc R U . . .
H11B_7 H 0.552656 0.944485 0.380703 0.039 Uiso 1 1 calc R U . . .
H11C_7 H 0.689111 0.982401 0.370741 0.039 Uiso 1 1 calc R U . . .
C12_7 C 0.55833(13) 1.11261(10) 0.30454(7) 0.0288(3) Uani 1 1 d . . . . .
H12A_7 H 0.541740 1.146979 0.264352 0.043 Uiso 1 1 calc R U . . .
H12B_7 H 0.617126 1.147261 0.321839 0.043 Uiso 1 1 calc R U . . .
H12C_7 H 0.477392 1.113143 0.339443 0.043 Uiso 1 1 calc R U . . .
C1_8 C 0.69450(15) 0.0728(2) 0.52309(11) 0.0377(6) Uani 0.702(4) 1 d G U P A 1
H1_8 H 0.627238 0.104548 0.505032 0.045 Uiso 0.702(4) 1 calc R U P A 1
C2_8 C 0.7266(2) -0.03169(18) 0.51869(8) 0.0349(6) Uani 0.702(4) 1 d G U P A 1
H2_8 H 0.681045 -0.070909 0.497653 0.042 Uiso 0.702(4) 1 calc R U P A 1
C3_8 C 0.8257(3) -0.07842(8) 0.54530(11) 0.0363(6) Uani 0.702(4) 1 d G U P A 1
H3_8 H 0.847412 -0.149353 0.542322 0.044 Uiso 0.702(4) 1 calc R U P A 1
C4_8 C 0.89273(15) -0.0206(2) 0.57630(10) 0.0379(6) Uani 0.702(4) 1 d G U P A 1
H4_8 H 0.959989 -0.052336 0.594358 0.045 Uiso 0.702(4) 1 calc R U P A 1
C5_8 C 0.8607(2) 0.0839(2) 0.58070(11) 0.0361(6) Uani 0.702(4) 1 d G U P A 1
H5_8 H 0.906183 0.123125 0.601734 0.043 Uiso 0.702(4) 1 calc R U P A 1
C6_8 C 0.7616(2) 0.13064(8) 0.55409(13) 0.0377(7) Uani 0.702(4) 1 d G U P A 1
H6_8 H 0.739808 0.201567 0.557073 0.045 Uiso 0.702(4) 1 calc R U P A 1
C1_9 C 0.7724(6) -0.0611(4) 0.5299(3) 0.0401(11) Uani 0.298(4) 1 d G U P A 2
H1_9 H 0.753121 -0.120763 0.513086 0.048 Uiso 0.298(4) 1 calc R U P A 2
C2_9 C 0.8678(5) -0.0664(3) 0.5649(3) 0.0407(13) Uani 0.298(4) 1 d G U P A 2
H2_9 H 0.913219 -0.129623 0.571778 0.049 Uiso 0.298(4) 1 calc R U P A 2
C3_9 C 0.8962(4) 0.0215(5) 0.5897(2) 0.0389(11) Uani 0.298(4) 1 d G U P A 2
H3_9 H 0.960936 0.017907 0.613408 0.047 Uiso 0.298(4) 1 calc R U P A 2
C4_9 C 0.8293(6) 0.1147(3) 0.5795(3) 0.0388(12) Uani 0.298(4) 1 d G U P A 2
H4_9 H 0.848573 0.174296 0.596332 0.047 Uiso 0.298(4) 1 calc R U P A 2
C5_9 C 0.7339(5) 0.1199(3) 0.5445(3) 0.0364(12) Uani 0.298(4) 1 d G U P A 2
H5_9 H 0.688487 0.183159 0.537633 0.044 Uiso 0.298(4) 1 calc R U P A 2
C6_9 C 0.7055(4) 0.0320(6) 0.5197(2) 0.0356(10) Uani 0.298(4) 1 d G U P A 2
H6_9 H 0.640768 0.035629 0.496004 0.043 Uiso 0.298(4) 1 calc R 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
B1_1 N2_4 1.3733(17) . ?
B1_1 C1_2 1.6011(17) . ?
B1_1 B2_1 1.7431(19) . ?
B2_1 N3_5 1.3757(17) . ?
B2_1 C1_3 1.6013(17) . ?
C1_2 C2_2 1.4061(17) . ?
C1_2 C6_2 1.4081(17) . ?
C2_2 C3_2 1.3936(17) . ?
C2_2 C7_2 1.5086(18) . ?
C3_2 C4_2 1.3903(19) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.3889(19) . ?
C4_2 C8_2 1.5113(17) . ?
C5_2 C6_2 1.3972(17) . ?
C5_2 H5_2 0.9500 . ?
C6_2 C9_2 1.5095(17) . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C1_3 C2_3 1.4050(16) . ?
C1_3 C6_3 1.4103(17) . ?
C2_3 C3_3 1.3943(17) . ?
C2_3 C7_3 1.5068(17) . ?
C3_3 C4_3 1.3864(18) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.3925(18) . ?
C4_3 C8_3 1.5115(18) . ?
C5_3 C6_3 1.3923(17) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C9_3 1.5134(16) . ?
C7_3 H7A_3 0.9800 . ?
C7_3 H7B_3 0.9800 . ?
C7_3 H7C_3 0.9800 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
N2_4 C1_4 1.2592(16) . ?
C1_4 N1_4 1.3877(15) . ?
C1_4 C2_4 1.5377(16) . ?
N1_4 C1_6 1.4400(15) . ?
N1_4 C4_4 1.4939(15) . ?
C3_4 C2_4 1.5344(17) . ?
C3_4 C4_4 1.5416(17) . ?
C3_4 H3A_4 0.9900 . ?
C3_4 H3AB_4 0.9900 . ?
C4_4 C7_4 1.5238(17) . ?
C4_4 C8_4 1.5350(17) . ?
C5_4 C2_4 1.5301(17) . ?
C5_4 H5A_4 0.9800 . ?
C5_4 H5B_4 0.9800 . ?
C5_4 H5C_4 0.9800 . ?
C6_4 C2_4 1.5332(17) . ?
C6_4 H6A_4 0.9800 . ?
C6_4 H6B_4 0.9800 . ?
C6_4 H6C_4 0.9800 . ?
C7_4 H7A_4 0.9800 . ?
C7_4 H7B_4 0.9800 . ?
C7_4 H7C_4 0.9800 . ?
C8_4 H8A_4 0.9800 . ?
C8_4 H8B_4 0.9800 . ?
C8_4 H8C_4 0.9800 . ?
C21_5 N3_5 1.2609(15) . ?
C21_5 N4_5 1.3861(15) . ?
C21_5 C2_5 1.5381(16) . ?
C2_5 C8_5 1.5286(17) . ?
C2_5 C7_5 1.5357(17) . ?
C2_5 C3_5 1.5366(17) . ?
N4_5 C1_7 1.4401(15) . ?
N4_5 C4_5 1.4959(15) . ?
C3_5 C4_5 1.5405(17) . ?
C3_5 H3A_5 0.9900 . ?
C3_5 H3AB_5 0.9900 . ?
C4_5 C6_5 1.5241(18) . ?
C4_5 C5_5 1.5359(18) . ?
C5_5 H5A_5 0.9800 . ?
C5_5 H5B_5 0.9800 . ?
C5_5 H5C_5 0.9800 . ?
C6_5 H6A_5 0.9800 . ?
C6_5 H6B_5 0.9800 . ?
C6_5 H6C_5 0.9800 . ?
C7_5 H7A_5 0.9800 . ?
C7_5 H7B_5 0.9800 . ?
C7_5 H7C_5 0.9800 . ?
C8_5 H8A_5 0.9800 . ?
C8_5 H8B_5 0.9800 . ?
C8_5 H8C_5 0.9800 . ?
C1_6 C2_6 1.4040(17) . ?
C1_6 C6_6 1.4143(17) . ?
C2_6 C3_6 1.3970(17) . ?
C2_6 C8_6 1.5184(16) . ?
C3_6 C4_6 1.3799(18) . ?
C3_6 H3_6 0.9500 . ?
C4_6 C5_6 1.3818(19) . ?
C4_6 H4_6 0.9500 . ?
C5_6 C6_6 1.3932(18) . ?
C5_6 H5_6 0.9500 . ?
C6_6 C7_6 1.5214(17) . ?
C7_6 C12_6 1.5331(19) . ?
C7_6 C11_6 1.5409(18) . ?
C7_6 H7_6 1.0000 . ?
C8_6 C10_6 1.5295(18) . ?
C8_6 C9_6 1.5322(17) . ?
C8_6 H8_6 1.0000 . ?
C9_6 H9A_6 0.9800 . ?
C9_6 H9B_6 0.9800 . ?
C9_6 H9C_6 0.9800 . ?
C10_6 H10A_6 0.9800 . ?
C10_6 H10B_6 0.9800 . ?
C10_6 H10C_6 0.9800 . ?
C11_6 H11A_6 0.9800 . ?
C11_6 H11B_6 0.9800 . ?
C11_6 H11C_6 0.9800 . ?
C12_6 H12A_6 0.9800 . ?
C12_6 H12B_6 0.9800 . ?
C12_6 H12C_6 0.9800 . ?
C1_7 C6_7 1.4053(16) . ?
C1_7 C2_7 1.4127(17) . ?
C2_7 C3_7 1.3921(18) . ?
C2_7 C7_7 1.5257(16) . ?
C3_7 C4_7 1.3848(18) . ?
C3_7 H3_7 0.9500 . ?
C4_7 C5_7 1.3799(19) . ?
C4_7 H4_7 0.9500 . ?
C5_7 C6_7 1.3961(18) . ?
C5_7 H5_7 0.9500 . ?
C6_7 C8_7 1.5174(17) . ?
C7_7 C11_7 1.5299(17) . ?
C7_7 C12_7 1.5350(17) . ?
C7_7 H7_7 1.0000 . ?
C8_7 C9_7 1.5303(18) . ?
C8_7 C10_7 1.5344(18) . ?
C8_7 H8_7 1.0000 . ?
C9_7 H9A_7 0.9800 . ?
C9_7 H9B_7 0.9800 . ?
C9_7 H9C_7 0.9800 . ?
C10_7 H10A_7 0.9800 . ?
C10_7 H10B_7 0.9800 . ?
C10_7 H10C_7 0.9800 . ?
C11_7 H11A_7 0.9800 . ?
C11_7 H11B_7 0.9800 . ?
C11_7 H11C_7 0.9800 . ?
C12_7 H12A_7 0.9800 . ?
C12_7 H12B_7 0.9800 . ?
C12_7 H12C_7 0.9800 . ?
C1_8 C2_8 1.4000 . ?
C1_8 C6_8 1.4000 . ?
C1_8 H1_8 0.9500 . ?
C2_8 C3_8 1.4000 . ?
C2_8 H2_8 0.9500 . ?
C3_8 C4_8 1.4000 . ?
C3_8 H3_8 0.9500 . ?
C4_8 C5_8 1.4000 . ?
C4_8 H4_8 0.9500 . ?
C5_8 C6_8 1.4000 . ?
C5_8 H5_8 0.9500 . ?
C6_8 H6_8 0.9500 . ?
C1_9 C6_9 1.4000 . ?
C1_9 C2_9 1.4000 . ?
C1_9 H1_9 0.9500 . ?
C2_9 C3_9 1.4000 . ?
C2_9 H2_9 0.9500 . ?
C3_9 C4_9 1.4000 . ?
C3_9 H3_9 0.9500 . ?
C4_9 C5_9 1.4000 . ?
C4_9 H4_9 0.9500 . ?
C5_9 C6_9 1.4000 . ?
C5_9 H5_9 0.9500 . ?
C6_9 H6_9 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
N2_4 B1_1 C1_2 118.94(11) . . ?
N2_4 B1_1 B2_1 118.76(10) . . ?
C1_2 B1_1 B2_1 122.25(10) . . ?
N3_5 B2_1 C1_3 119.67(11) . . ?
N3_5 B2_1 B1_1 121.21(10) . . ?
C1_3 B2_1 B1_1 119.12(10) . . ?
C2_2 C1_2 C6_2 118.34(11) . . ?
C2_2 C1_2 B1_1 121.87(10) . . ?
C6_2 C1_2 B1_1 119.78(10) . . ?
C3_2 C2_2 C1_2 120.22(11) . . ?
C3_2 C2_2 C7_2 119.44(11) . . ?
C1_2 C2_2 C7_2 120.33(11) . . ?
C4_2 C3_2 C2_2 121.70(12) . . ?
C4_2 C3_2 H3_2 119.1 . . ?
C2_2 C3_2 H3_2 119.1 . . ?
C5_2 C4_2 C3_2 117.98(11) . . ?
C5_2 C4_2 C8_2 121.26(12) . . ?
C3_2 C4_2 C8_2 120.74(12) . . ?
C4_2 C5_2 C6_2 121.73(12) . . ?
C4_2 C5_2 H5_2 119.1 . . ?
C6_2 C5_2 H5_2 119.1 . . ?
C5_2 C6_2 C1_2 120.02(11) . . ?
C5_2 C6_2 C9_2 118.74(11) . . ?
C1_2 C6_2 C9_2 121.24(10) . . ?
C2_2 C7_2 H7A_2 109.5 . . ?
C2_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C2_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C4_2 C8_2 H8A_2 109.5 . . ?
C4_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C4_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C6_2 C9_2 H9A_2 109.5 . . ?
C6_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C6_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C2_3 C1_3 C6_3 117.92(11) . . ?
C2_3 C1_3 B2_1 122.73(10) . . ?
C6_3 C1_3 B2_1 119.33(10) . . ?
C3_3 C2_3 C1_3 120.40(11) . . ?
C3_3 C2_3 C7_3 119.27(11) . . ?
C1_3 C2_3 C7_3 120.32(11) . . ?
C4_3 C3_3 C2_3 121.89(11) . . ?
C4_3 C3_3 H3_3 119.1 . . ?
C2_3 C3_3 H3_3 119.1 . . ?
C3_3 C4_3 C5_3 117.61(11) . . ?
C3_3 C4_3 C8_3 120.78(12) . . ?
C5_3 C4_3 C8_3 121.58(12) . . ?
C6_3 C5_3 C4_3 121.90(12) . . ?
C6_3 C5_3 H5_3 119.1 . . ?
C4_3 C5_3 H5_3 119.1 . . ?
C5_3 C6_3 C1_3 120.20(11) . . ?
C5_3 C6_3 C9_3 119.43(11) . . ?
C1_3 C6_3 C9_3 120.34(11) . . ?
C2_3 C7_3 H7A_3 109.5 . . ?
C2_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C2_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C4_3 C8_3 H8A_3 109.5 . . ?
C4_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C4_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C6_3 C9_3 H9A_3 109.5 . . ?
C6_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C6_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C1_4 N2_4 B1_1 173.87(11) . . ?
N2_4 C1_4 N1_4 125.57(11) . . ?
N2_4 C1_4 C2_4 125.17(11) . . ?
N1_4 C1_4 C2_4 109.25(10) . . ?
C1_4 N1_4 C1_6 121.61(9) . . ?
C1_4 N1_4 C4_4 112.05(9) . . ?
C1_6 N1_4 C4_4 123.56(9) . . ?
C2_4 C3_4 C4_4 106.81(10) . . ?
C2_4 C3_4 H3A_4 110.4 . . ?
C4_4 C3_4 H3A_4 110.4 . . ?
C2_4 C3_4 H3AB_4 110.4 . . ?
C4_4 C3_4 H3AB_4 110.4 . . ?
H3A_4 C3_4 H3AB_4 108.6 . . ?
N1_4 C4_4 C7_4 112.39(10) . . ?
N1_4 C4_4 C8_4 111.17(10) . . ?
C7_4 C4_4 C8_4 108.51(10) . . ?
N1_4 C4_4 C3_4 101.62(9) . . ?
C7_4 C4_4 C3_4 111.71(10) . . ?
C8_4 C4_4 C3_4 111.37(10) . . ?
C2_4 C5_4 H5A_4 109.5 . . ?
C2_4 C5_4 H5B_4 109.5 . . ?
H5A_4 C5_4 H5B_4 109.5 . . ?
C2_4 C5_4 H5C_4 109.5 . . ?
H5A_4 C5_4 H5C_4 109.5 . . ?
H5B_4 C5_4 H5C_4 109.5 . . ?
C2_4 C6_4 H6A_4 109.5 . . ?
C2_4 C6_4 H6B_4 109.5 . . ?
H6A_4 C6_4 H6B_4 109.5 . . ?
C2_4 C6_4 H6C_4 109.5 . . ?
H6A_4 C6_4 H6C_4 109.5 . . ?
H6B_4 C6_4 H6C_4 109.5 . . ?
C4_4 C7_4 H7A_4 109.5 . . ?
C4_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C4_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C4_4 C8_4 H8A_4 109.5 . . ?
C4_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C4_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C5_4 C2_4 C6_4 108.86(10) . . ?
C5_4 C2_4 C3_4 111.90(10) . . ?
C6_4 C2_4 C3_4 112.49(10) . . ?
C5_4 C2_4 C1_4 110.20(10) . . ?
C6_4 C2_4 C1_4 110.36(10) . . ?
C3_4 C2_4 C1_4 102.93(9) . . ?
N3_5 C21_5 N4_5 125.50(11) . . ?
N3_5 C21_5 C2_5 125.23(11) . . ?
N4_5 C21_5 C2_5 109.27(9) . . ?
C21_5 N3_5 B2_1 175.56(11) . . ?
C8_5 C2_5 C7_5 108.74(10) . . ?
C8_5 C2_5 C3_5 111.77(10) . . ?
C7_5 C2_5 C3_5 112.86(10) . . ?
C8_5 C2_5 C21_5 110.44(10) . . ?
C7_5 C2_5 C21_5 110.53(10) . . ?
C3_5 C2_5 C21_5 102.41(9) . . ?
C21_5 N4_5 C1_7 121.21(9) . . ?
C21_5 N4_5 C4_5 112.68(9) . . ?
C1_7 N4_5 C4_5 123.06(9) . . ?
C2_5 C3_5 C4_5 107.23(9) . . ?
C2_5 C3_5 H3A_5 110.3 . . ?
C4_5 C3_5 H3A_5 110.3 . . ?
C2_5 C3_5 H3AB_5 110.3 . . ?
C4_5 C3_5 H3AB_5 110.3 . . ?
H3A_5 C3_5 H3AB_5 108.5 . . ?
N4_5 C4_5 C6_5 112.57(10) . . ?
N4_5 C4_5 C5_5 111.46(10) . . ?
C6_5 C4_5 C5_5 108.18(11) . . ?
N4_5 C4_5 C3_5 101.29(9) . . ?
C6_5 C4_5 C3_5 111.53(10) . . ?
C5_5 C4_5 C3_5 111.77(10) . . ?
C4_5 C5_5 H5A_5 109.5 . . ?
C4_5 C5_5 H5B_5 109.5 . . ?
H5A_5 C5_5 H5B_5 109.5 . . ?
C4_5 C5_5 H5C_5 109.5 . . ?
H5A_5 C5_5 H5C_5 109.5 . . ?
H5B_5 C5_5 H5C_5 109.5 . . ?
C4_5 C6_5 H6A_5 109.5 . . ?
C4_5 C6_5 H6B_5 109.5 . . ?
H6A_5 C6_5 H6B_5 109.5 . . ?
C4_5 C6_5 H6C_5 109.5 . . ?
H6A_5 C6_5 H6C_5 109.5 . . ?
H6B_5 C6_5 H6C_5 109.5 . . ?
C2_5 C7_5 H7A_5 109.5 . . ?
C2_5 C7_5 H7B_5 109.5 . . ?
H7A_5 C7_5 H7B_5 109.5 . . ?
C2_5 C7_5 H7C_5 109.5 . . ?
H7A_5 C7_5 H7C_5 109.5 . . ?
H7B_5 C7_5 H7C_5 109.5 . . ?
C2_5 C8_5 H8A_5 109.5 . . ?
C2_5 C8_5 H8B_5 109.5 . . ?
H8A_5 C8_5 H8B_5 109.5 . . ?
C2_5 C8_5 H8C_5 109.5 . . ?
H8A_5 C8_5 H8C_5 109.5 . . ?
H8B_5 C8_5 H8C_5 109.5 . . ?
C2_6 C1_6 C6_6 120.52(11) . . ?
C2_6 C1_6 N1_4 120.57(10) . . ?
C6_6 C1_6 N1_4 118.89(10) . . ?
C3_6 C2_6 C1_6 118.69(11) . . ?
C3_6 C2_6 C8_6 118.26(11) . . ?
C1_6 C2_6 C8_6 123.05(10) . . ?
C4_6 C3_6 C2_6 121.29(12) . . ?
C4_6 C3_6 H3_6 119.4 . . ?
C2_6 C3_6 H3_6 119.4 . . ?
C3_6 C4_6 C5_6 119.56(11) . . ?
C3_6 C4_6 H4_6 120.2 . . ?
C5_6 C4_6 H4_6 120.2 . . ?
C4_6 C5_6 C6_6 121.62(11) . . ?
C4_6 C5_6 H5_6 119.2 . . ?
C6_6 C5_6 H5_6 119.2 . . ?
C5_6 C6_6 C1_6 118.27(11) . . ?
C5_6 C6_6 C7_6 118.14(11) . . ?
C1_6 C6_6 C7_6 123.59(11) . . ?
C6_6 C7_6 C12_6 111.29(11) . . ?
C6_6 C7_6 C11_6 112.14(11) . . ?
C12_6 C7_6 C11_6 109.71(11) . . ?
C6_6 C7_6 H7_6 107.8 . . ?
C12_6 C7_6 H7_6 107.8 . . ?
C11_6 C7_6 H7_6 107.8 . . ?
C2_6 C8_6 C10_6 111.60(10) . . ?
C2_6 C8_6 C9_6 110.50(10) . . ?
C10_6 C8_6 C9_6 109.60(10) . . ?
C2_6 C8_6 H8_6 108.3 . . ?
C10_6 C8_6 H8_6 108.3 . . ?
C9_6 C8_6 H8_6 108.3 . . ?
C8_6 C9_6 H9A_6 109.5 . . ?
C8_6 C9_6 H9B_6 109.5 . . ?
H9A_6 C9_6 H9B_6 109.5 . . ?
C8_6 C9_6 H9C_6 109.5 . . ?
H9A_6 C9_6 H9C_6 109.5 . . ?
H9B_6 C9_6 H9C_6 109.5 . . ?
C8_6 C10_6 H10A_6 109.5 . . ?
C8_6 C10_6 H10B_6 109.5 . . ?
H10A_6 C10_6 H10B_6 109.5 . . ?
C8_6 C10_6 H10C_6 109.5 . . ?
H10A_6 C10_6 H10C_6 109.5 . . ?
H10B_6 C10_6 H10C_6 109.5 . . ?
C7_6 C11_6 H11A_6 109.5 . . ?
C7_6 C11_6 H11B_6 109.5 . . ?
H11A_6 C11_6 H11B_6 109.5 . . ?
C7_6 C11_6 H11C_6 109.5 . . ?
H11A_6 C11_6 H11C_6 109.5 . . ?
H11B_6 C11_6 H11C_6 109.5 . . ?
C7_6 C12_6 H12A_6 109.5 . . ?
C7_6 C12_6 H12B_6 109.5 . . ?
H12A_6 C12_6 H12B_6 109.5 . . ?
C7_6 C12_6 H12C_6 109.5 . . ?
H12A_6 C12_6 H12C_6 109.5 . . ?
H12B_6 C12_6 H12C_6 109.5 . . ?
C6_7 C1_7 C2_7 120.89(11) . . ?
C6_7 C1_7 N4_5 120.25(11) . . ?
C2_7 C1_7 N4_5 118.86(10) . . ?
C3_7 C2_7 C1_7 118.31(11) . . ?
C3_7 C2_7 C7_7 118.24(11) . . ?
C1_7 C2_7 C7_7 123.44(11) . . ?
C4_7 C3_7 C2_7 121.22(12) . . ?
C4_7 C3_7 H3_7 119.4 . . ?
C2_7 C3_7 H3_7 119.4 . . ?
C5_7 C4_7 C3_7 119.90(12) . . ?
C5_7 C4_7 H4_7 120.0 . . ?
C3_7 C4_7 H4_7 120.0 . . ?
C4_7 C5_7 C6_7 121.25(11) . . ?
C4_7 C5_7 H5_7 119.4 . . ?
C6_7 C5_7 H5_7 119.4 . . ?
C5_7 C6_7 C1_7 118.38(11) . . ?
C5_7 C6_7 C8_7 118.94(11) . . ?
C1_7 C6_7 C8_7 122.68(11) . . ?
C2_7 C7_7 C11_7 111.59(10) . . ?
C2_7 C7_7 C12_7 111.58(10) . . ?
C11_7 C7_7 C12_7 109.87(10) . . ?
C2_7 C7_7 H7_7 107.9 . . ?
C11_7 C7_7 H7_7 107.9 . . ?
C12_7 C7_7 H7_7 107.9 . . ?
C6_7 C8_7 C9_7 111.46(10) . . ?
C6_7 C8_7 C10_7 111.01(11) . . ?
C9_7 C8_7 C10_7 110.17(10) . . ?
C6_7 C8_7 H8_7 108.0 . . ?
C9_7 C8_7 H8_7 108.0 . . ?
C10_7 C8_7 H8_7 108.0 . . ?
C8_7 C9_7 H9A_7 109.5 . . ?
C8_7 C9_7 H9B_7 109.5 . . ?
H9A_7 C9_7 H9B_7 109.5 . . ?
C8_7 C9_7 H9C_7 109.5 . . ?
H9A_7 C9_7 H9C_7 109.5 . . ?
H9B_7 C9_7 H9C_7 109.5 . . ?
C8_7 C10_7 H10A_7 109.5 . . ?
C8_7 C10_7 H10B_7 109.5 . . ?
H10A_7 C10_7 H10B_7 109.5 . . ?
C8_7 C10_7 H10C_7 109.5 . . ?
H10A_7 C10_7 H10C_7 109.5 . . ?
H10B_7 C10_7 H10C_7 109.5 . . ?
C7_7 C11_7 H11A_7 109.5 . . ?
C7_7 C11_7 H11B_7 109.5 . . ?
H11A_7 C11_7 H11B_7 109.5 . . ?
C7_7 C11_7 H11C_7 109.5 . . ?
H11A_7 C11_7 H11C_7 109.5 . . ?
H11B_7 C11_7 H11C_7 109.5 . . ?
C7_7 C12_7 H12A_7 109.5 . . ?
C7_7 C12_7 H12B_7 109.5 . . ?
H12A_7 C12_7 H12B_7 109.5 . . ?
C7_7 C12_7 H12C_7 109.5 . . ?
H12A_7 C12_7 H12C_7 109.5 . . ?
H12B_7 C12_7 H12C_7 109.5 . . ?
C2_8 C1_8 C6_8 120.0 . . ?
C2_8 C1_8 H1_8 120.0 . . ?
C6_8 C1_8 H1_8 120.0 . . ?
C1_8 C2_8 C3_8 120.0 . . ?
C1_8 C2_8 H2_8 120.0 . . ?
C3_8 C2_8 H2_8 120.0 . . ?
C4_8 C3_8 C2_8 120.0 . . ?
C4_8 C3_8 H3_8 120.0 . . ?
C2_8 C3_8 H3_8 120.0 . . ?
C3_8 C4_8 C5_8 120.0 . . ?
C3_8 C4_8 H4_8 120.0 . . ?
C5_8 C4_8 H4_8 120.0 . . ?
C6_8 C5_8 C4_8 120.0 . . ?
C6_8 C5_8 H5_8 120.0 . . ?
C4_8 C5_8 H5_8 120.0 . . ?
C5_8 C6_8 C1_8 120.0 . . ?
C5_8 C6_8 H6_8 120.0 . . ?
C1_8 C6_8 H6_8 120.0 . . ?
C6_9 C1_9 C2_9 120.0 . . ?
C6_9 C1_9 H1_9 120.0 . . ?
C2_9 C1_9 H1_9 120.0 . . ?
C1_9 C2_9 C3_9 120.0 . . ?
C1_9 C2_9 H2_9 120.0 . . ?
C3_9 C2_9 H2_9 120.0 . . ?
C4_9 C3_9 C2_9 120.0 . . ?
C4_9 C3_9 H3_9 120.0 . . ?
C2_9 C3_9 H3_9 120.0 . . ?
C3_9 C4_9 C5_9 120.0 . . ?
C3_9 C4_9 H4_9 120.0 . . ?
C5_9 C4_9 H4_9 120.0 . . ?
C4_9 C5_9 C6_9 120.0 . . ?
C4_9 C5_9 H5_9 120.0 . . ?
C6_9 C5_9 H5_9 120.0 . . ?
C1_9 C6_9 C5_9 120.0 . . ?
C1_9 C6_9 H6_9 120.0 . . ?
C5_9 C6_9 H6_9 120.0 . . ?

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
N2_4 B1_1 B2_1 N3_5 104.88(13) . . . . ?
C1_2 B1_1 B2_1 N3_5 -77.68(15) . . . . ?
N2_4 B1_1 B2_1 C1_3 -75.56(14) . . . . ?
C1_2 B1_1 B2_1 C1_3 101.88(13) . . . . ?
N2_4 B1_1 C1_2 C2_2 -97.83(14) . . . . ?
B2_1 B1_1 C1_2 C2_2 84.73(14) . . . . ?
N2_4 B1_1 C1_2 C6_2 83.13(14) . . . . ?
B2_1 B1_1 C1_2 C6_2 -94.31(13) . . . . ?
C6_2 C1_2 C2_2 C3_2 -0.97(17) . . . . ?
B1_1 C1_2 C2_2 C3_2 179.98(11) . . . . ?
C6_2 C1_2 C2_2 C7_2 177.72(11) . . . . ?
B1_1 C1_2 C2_2 C7_2 -1.33(18) . . . . ?
C1_2 C2_2 C3_2 C4_2 1.37(19) . . . . ?
C7_2 C2_2 C3_2 C4_2 -177.33(12) . . . . ?
C2_2 C3_2 C4_2 C5_2 -0.94(19) . . . . ?
C2_2 C3_2 C4_2 C8_2 177.47(13) . . . . ?
C3_2 C4_2 C5_2 C6_2 0.14(19) . . . . ?
C8_2 C4_2 C5_2 C6_2 -178.26(12) . . . . ?
C4_2 C5_2 C6_2 C1_2 0.22(19) . . . . ?
C4_2 C5_2 C6_2 C9_2 -179.27(12) . . . . ?
C2_2 C1_2 C6_2 C5_2 0.19(17) . . . . ?
B1_1 C1_2 C6_2 C5_2 179.26(11) . . . . ?
C2_2 C1_2 C6_2 C9_2 179.67(11) . . . . ?
B1_1 C1_2 C6_2 C9_2 -1.26(17) . . . . ?
N3_5 B2_1 C1_3 C2_3 -87.92(14) . . . . ?
B1_1 B2_1 C1_3 C2_3 92.51(13) . . . . ?
N3_5 B2_1 C1_3 C6_3 93.30(13) . . . . ?
B1_1 B2_1 C1_3 C6_3 -86.27(13) . . . . ?
C6_3 C1_3 C2_3 C3_3 -0.70(17) . . . . ?
B2_1 C1_3 C2_3 C3_3 -179.49(11) . . . . ?
C6_3 C1_3 C2_3 C7_3 -179.50(11) . . . . ?
B2_1 C1_3 C2_3 C7_3 1.71(17) . . . . ?
C1_3 C2_3 C3_3 C4_3 2.50(18) . . . . ?
C7_3 C2_3 C3_3 C4_3 -178.69(12) . . . . ?
C2_3 C3_3 C4_3 C5_3 -1.67(19) . . . . ?
C2_3 C3_3 C4_3 C8_3 176.44(13) . . . . ?
C3_3 C4_3 C5_3 C6_3 -0.92(19) . . . . ?
C8_3 C4_3 C5_3 C6_3 -179.01(13) . . . . ?
C4_3 C5_3 C6_3 C1_3 2.67(19) . . . . ?
C4_3 C5_3 C6_3 C9_3 -175.09(11) . . . . ?
C2_3 C1_3 C6_3 C5_3 -1.81(17) . . . . ?
B2_1 C1_3 C6_3 C5_3 177.03(11) . . . . ?
C2_3 C1_3 C6_3 C9_3 175.94(11) . . . . ?
B2_1 C1_3 C6_3 C9_3 -5.23(16) . . . . ?
N2_4 C1_4 N1_4 C1_6 29.69(17) . . . . ?
C2_4 C1_4 N1_4 C1_6 -151.39(10) . . . . ?
N2_4 C1_4 N1_4 C4_4 -168.60(11) . . . . ?
C2_4 C1_4 N1_4 C4_4 10.32(12) . . . . ?
C1_4 N1_4 C4_4 C7_4 -142.85(11) . . . . ?
C1_6 N1_4 C4_4 C7_4 18.45(15) . . . . ?
C1_4 N1_4 C4_4 C8_4 95.30(11) . . . . ?
C1_6 N1_4 C4_4 C8_4 -103.41(12) . . . . ?
C1_4 N1_4 C4_4 C3_4 -23.30(12) . . . . ?
C1_6 N1_4 C4_4 C3_4 138.00(11) . . . . ?
C2_4 C3_4 C4_4 N1_4 27.04(12) . . . . ?
C2_4 C3_4 C4_4 C7_4 147.08(10) . . . . ?
C2_4 C3_4 C4_4 C8_4 -91.41(12) . . . . ?
C4_4 C3_4 C2_4 C5_4 -139.93(10) . . . . ?
C4_4 C3_4 C2_4 C6_4 97.15(12) . . . . ?
C4_4 C3_4 C2_4 C1_4 -21.63(12) . . . . ?
N2_4 C1_4 C2_4 C5_4 -54.11(15) . . . . ?
N1_4 C1_4 C2_4 C5_4 126.97(11) . . . . ?
N2_4 C1_4 C2_4 C6_4 66.15(15) . . . . ?
N1_4 C1_4 C2_4 C6_4 -112.77(11) . . . . ?
N2_4 C1_4 C2_4 C3_4 -173.59(11) . . . . ?
N1_4 C1_4 C2_4 C3_4 7.48(12) . . . . ?
N3_5 C21_5 C2_5 C8_5 -50.86(15) . . . . ?
N4_5 C21_5 C2_5 C8_5 129.72(10) . . . . ?
N3_5 C21_5 C2_5 C7_5 69.52(15) . . . . ?
N4_5 C21_5 C2_5 C7_5 -109.91(11) . . . . ?
N3_5 C21_5 C2_5 C3_5 -170.01(11) . . . . ?
N4_5 C21_5 C2_5 C3_5 10.56(12) . . . . ?
N3_5 C21_5 N4_5 C1_7 26.43(17) . . . . ?
C2_5 C21_5 N4_5 C1_7 -154.14(10) . . . . ?
N3_5 C21_5 N4_5 C4_5 -172.72(11) . . . . ?
C2_5 C21_5 N4_5 C4_5 6.70(13) . . . . ?
C8_5 C2_5 C3_5 C4_5 -141.48(10) . . . . ?
C7_5 C2_5 C3_5 C4_5 95.59(12) . . . . ?
C21_5 C2_5 C3_5 C4_5 -23.25(12) . . . . ?
C21_5 N4_5 C4_5 C6_5 -140.00(11) . . . . ?
C1_7 N4_5 C4_5 C6_5 20.43(15) . . . . ?
C21_5 N4_5 C4_5 C5_5 98.23(12) . . . . ?
C1_7 N4_5 C4_5 C5_5 -101.34(13) . . . . ?
C21_5 N4_5 C4_5 C3_5 -20.77(12) . . . . ?
C1_7 N4_5 C4_5 C3_5 139.66(11) . . . . ?
C2_5 C3_5 C4_5 N4_5 26.66(12) . . . . ?
C2_5 C3_5 C4_5 C6_5 146.63(10) . . . . ?
C2_5 C3_5 C4_5 C5_5 -92.12(12) . . . . ?
C1_4 N1_4 C1_6 C2_6 -110.21(13) . . . . ?
C4_4 N1_4 C1_6 C2_6 90.22(14) . . . . ?
C1_4 N1_4 C1_6 C6_6 71.11(15) . . . . ?
C4_4 N1_4 C1_6 C6_6 -88.47(14) . . . . ?
C6_6 C1_6 C2_6 C3_6 1.96(17) . . . . ?
N1_4 C1_6 C2_6 C3_6 -176.70(10) . . . . ?
C6_6 C1_6 C2_6 C8_6 -178.52(11) . . . . ?
N1_4 C1_6 C2_6 C8_6 2.82(17) . . . . ?
C1_6 C2_6 C3_6 C4_6 -1.96(18) . . . . ?
C8_6 C2_6 C3_6 C4_6 178.49(11) . . . . ?
C2_6 C3_6 C4_6 C5_6 0.33(19) . . . . ?
C3_6 C4_6 C5_6 C6_6 1.4(2) . . . . ?
C4_6 C5_6 C6_6 C1_6 -1.33(19) . . . . ?
C4_6 C5_6 C6_6 C7_6 178.55(12) . . . . ?
C2_6 C1_6 C6_6 C5_6 -0.36(17) . . . . ?
N1_4 C1_6 C6_6 C5_6 178.33(11) . . . . ?
C2_6 C1_6 C6_6 C7_6 179.77(11) . . . . ?
N1_4 C1_6 C6_6 C7_6 -1.54(17) . . . . ?
C5_6 C6_6 C7_6 C12_6 72.29(15) . . . . ?
C1_6 C6_6 C7_6 C12_6 -107.84(14) . . . . ?
C5_6 C6_6 C7_6 C11_6 -51.03(16) . . . . ?
C1_6 C6_6 C7_6 C11_6 128.85(13) . . . . ?
C3_6 C2_6 C8_6 C10_6 -56.28(14) . . . . ?
C1_6 C2_6 C8_6 C10_6 124.19(12) . . . . ?
C3_6 C2_6 C8_6 C9_6 65.94(14) . . . . ?
C1_6 C2_6 C8_6 C9_6 -113.59(13) . . . . ?
C21_5 N4_5 C1_7 C6_7 -111.17(13) . . . . ?
C4_5 N4_5 C1_7 C6_7 90.00(14) . . . . ?
C21_5 N4_5 C1_7 C2_7 69.75(14) . . . . ?
C4_5 N4_5 C1_7 C2_7 -89.07(14) . . . . ?
C6_7 C1_7 C2_7 C3_7 0.99(17) . . . . ?
N4_5 C1_7 C2_7 C3_7 -179.95(10) . . . . ?
C6_7 C1_7 C2_7 C7_7 -178.37(11) . . . . ?
N4_5 C1_7 C2_7 C7_7 0.70(17) . . . . ?
C1_7 C2_7 C3_7 C4_7 -1.86(18) . . . . ?
C7_7 C2_7 C3_7 C4_7 177.53(11) . . . . ?
C2_7 C3_7 C4_7 C5_7 0.8(2) . . . . ?
C3_7 C4_7 C5_7 C6_7 1.17(19) . . . . ?
C4_7 C5_7 C6_7 C1_7 -1.99(18) . . . . ?
C4_7 C5_7 C6_7 C8_7 177.39(11) . . . . ?
C2_7 C1_7 C6_7 C5_7 0.89(17) . . . . ?
N4_5 C1_7 C6_7 C5_7 -178.16(10) . . . . ?
C2_7 C1_7 C6_7 C8_7 -178.47(11) . . . . ?
N4_5 C1_7 C6_7 C8_7 2.48(17) . . . . ?
C3_7 C2_7 C7_7 C11_7 70.66(14) . . . . ?
C1_7 C2_7 C7_7 C11_7 -109.98(13) . . . . ?
C3_7 C2_7 C7_7 C12_7 -52.69(15) . . . . ?
C1_7 C2_7 C7_7 C12_7 126.67(13) . . . . ?
C5_7 C6_7 C8_7 C9_7 -59.87(15) . . . . ?
C1_7 C6_7 C8_7 C9_7 119.49(12) . . . . ?
C5_7 C6_7 C8_7 C10_7 63.35(14) . . . . ?
C1_7 C6_7 C8_7 C10_7 -117.29(13) . . . . ?
C6_8 C1_8 C2_8 C3_8 0.0 . . . . ?
C1_8 C2_8 C3_8 C4_8 0.0 . . . . ?
C2_8 C3_8 C4_8 C5_8 0.0 . . . . ?
C3_8 C4_8 C5_8 C6_8 0.0 . . . . ?
C4_8 C5_8 C6_8 C1_8 0.0 . . . . ?
C2_8 C1_8 C6_8 C5_8 0.0 . . . . ?
C6_9 C1_9 C2_9 C3_9 0.0 . . . . ?
C1_9 C2_9 C3_9 C4_9 0.0 . . . . ?
C2_9 C3_9 C4_9 C5_9 0.0 . . . . ?
C3_9 C4_9 C5_9 C6_9 0.0 . . . . ?
C2_9 C1_9 C6_9 C5_9 0.0 . . . . ?
C4_9 C5_9 C6_9 C1_9 0.0 . . . . ?

_refine_diff_density_max         0.304
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.037



_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_AnSt188_a
_database_code_depnum_ccdc_archive 'CCDC 2237057'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        (CAAI)B(NMe2)BClNMe2
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H86 B4 Cl2 N8'
_chemical_formula_sum            'C48 H86 B4 Cl2 N8'
_chemical_formula_weight         889.38

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'
Cl Cl 0.1484 0.1585 '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                   10.834(3)
_cell_length_b                   16.640(5)
_cell_length_c                   16.947(6)
_cell_angle_alpha                65.006(8)
_cell_angle_beta                 89.810(8)
_cell_angle_gamma                78.779(12)
_cell_volume                     2705.3(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9732
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      27.07


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide microloop (MicroMounts of MiTeGen) and transferred to stream of cold 
nitrogen (Bruker Kryoflex2).
;
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_F_000             968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.317
_exptl_crystal_size_mid          0.252
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.159
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4940
_exptl_absorpt_correction_T_max  0.5628
_exptl_absorpt_process_details   'SadAbs 2016/2 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'CMOS area detector (Photon II)'
_diffrn_detector_area_resol_mean 7.5
_diffrn_reflns_number            47619
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.116
_diffrn_reflns_theta_max         26.020
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10646
_reflns_number_gt                8587
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.40A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.40A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          
;

 Refinement of F² against ALL reflections. The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based on F, 
with F set to zero for negative F². The threshold expression of F² > 
2sigma(F²) is used only for calculating R-factors(gt) etc. and is not 
relevant to the choice of reflections for refinement. R-factors based on F² 
are statistically about twice as large as those based on F, and R-factors 
based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0323P)²+1.2942P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10646
_refine_ls_number_parameters     583
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.0923
_refine_ls_wR_factor_gt          0.0841
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1_1 C 0.05366(13) 0.69537(10) 0.24525(9) 0.0161(3) Uani 1 1 d . . . . .
C2_1 C 0.08969(13) 0.63561(10) 0.33377(10) 0.0183(3) Uani 1 1 d . . . . .
C3_1 C 0.07560(14) 0.54647(10) 0.36293(10) 0.0218(3) Uani 1 1 d . . . . .
H3_1 H 0.096093 0.505930 0.422956 0.026 Uiso 1 1 calc R U . . .
C4_1 C 0.03243(14) 0.51563(11) 0.30644(11) 0.0248(3) Uani 1 1 d . . . . .
H4_1 H 0.019783 0.455325 0.328036 0.030 Uiso 1 1 calc R U . . .
C5_1 C 0.00774(14) 0.57304(11) 0.21832(11) 0.0233(3) Uani 1 1 d . . . . .
H5_1 H -0.017695 0.550634 0.179270 0.028 Uiso 1 1 calc R U . . .
C6_1 C 0.01946(13) 0.66331(10) 0.18562(10) 0.0185(3) Uani 1 1 d . . . . .
C7_1 C -0.11415(16) 0.71840(12) 0.04173(12) 0.0322(4) Uani 1 1 d . . . . .
H7A_1 H -0.121950 0.761357 -0.020105 0.048 Uiso 1 1 calc R U . . .
H7B_1 H -0.188098 0.735102 0.069429 0.048 Uiso 1 1 calc R U . . .
H7C_1 H -0.109058 0.656996 0.046619 0.048 Uiso 1 1 calc R U . . .
C8_1 C 0.00539(14) 0.72110(11) 0.08737(10) 0.0219(3) Uani 1 1 d . . . . .
H8_1 H 0.001650 0.785416 0.076787 0.026 Uiso 1 1 calc R U . . .
C9_1 C 0.12254(15) 0.69056(12) 0.04722(10) 0.0273(4) Uani 1 1 d . . . . .
H9A_1 H 0.115730 0.729953 -0.015595 0.041 Uiso 1 1 calc R U . . .
H9B_1 H 0.127883 0.627702 0.056432 0.041 Uiso 1 1 calc R U . . .
H9C_1 H 0.198610 0.694583 0.075262 0.041 Uiso 1 1 calc R U . . .
C10_1 C 0.10311(17) 0.63354(12) 0.48524(10) 0.0302(4) Uani 1 1 d . . . . .
H10A_1 H 0.144436 0.657068 0.519795 0.045 Uiso 1 1 calc R U . . .
H10B_1 H 0.119828 0.567149 0.515562 0.045 Uiso 1 1 calc R U . . .
H10C_1 H 0.011810 0.657932 0.477808 0.045 Uiso 1 1 calc R U . . .
C11_1 C 0.15511(14) 0.66242(11) 0.39542(10) 0.0216(3) Uani 1 1 d . . . . .
H11_1 H 0.143165 0.730020 0.367741 0.026 Uiso 1 1 calc R U . . .
C12_1 C 0.29740(15) 0.62163(12) 0.40582(11) 0.0288(4) Uani 1 1 d . . . . .
H12A_1 H 0.341590 0.643522 0.440593 0.043 Uiso 1 1 calc R U . . .
H12B_1 H 0.329618 0.640064 0.348033 0.043 Uiso 1 1 calc R U . . .
H12C_1 H 0.311737 0.555282 0.435459 0.043 Uiso 1 1 calc R U . . .
C1_2 C 0.40423(13) 0.30258(10) 0.26053(10) 0.0169(3) Uani 1 1 d . . . . .
C2_2 C 0.40741(13) 0.36373(10) 0.17292(10) 0.0196(3) Uani 1 1 d . . . . .
C3_2 C 0.37256(15) 0.45661(10) 0.15032(10) 0.0245(3) Uani 1 1 d . . . . .
H3_2 H 0.372157 0.498753 0.091129 0.029 Uiso 1 1 calc R U . . .
C4_2 C 0.33872(15) 0.48842(11) 0.21217(11) 0.0271(4) Uani 1 1 d . . . . .
H4_2 H 0.312513 0.551749 0.195311 0.032 Uiso 1 1 calc R U . . .
C5_2 C 0.34324(14) 0.42745(11) 0.29886(11) 0.0245(3) Uani 1 1 d . . . . .
H5_2 H 0.323115 0.449763 0.341529 0.029 Uiso 1 1 calc R U . . .
C6_2 C 0.37656(13) 0.33423(10) 0.32508(10) 0.0193(3) Uani 1 1 d . . . . .
C7_2 C 0.26741(16) 0.28299(12) 0.46555(11) 0.0284(4) Uani 1 1 d . . . . .
H7A_2 H 0.279931 0.239848 0.527429 0.043 Uiso 1 1 calc R U . . .
H7B_2 H 0.200132 0.270985 0.436258 0.043 Uiso 1 1 calc R U . . .
H7C_2 H 0.243554 0.345002 0.460491 0.043 Uiso 1 1 calc R U . . .
C8_2 C 0.39079(14) 0.27224(11) 0.42232(10) 0.0220(3) Uani 1 1 d . . . . .
H8_2 H 0.415341 0.208016 0.430173 0.026 Uiso 1 1 calc R U . . .
C9_2 C 0.49674(16) 0.29142(12) 0.46725(11) 0.0304(4) Uani 1 1 d . . . . .
H9A_2 H 0.510921 0.247850 0.528975 0.046 Uiso 1 1 calc R U . . .
H9B_2 H 0.472443 0.353178 0.462799 0.046 Uiso 1 1 calc R U . . .
H9C_2 H 0.574562 0.285495 0.438662 0.046 Uiso 1 1 calc R U . . .
C10_2 C 0.37359(19) 0.37735(12) 0.01899(11) 0.0367(4) Uani 1 1 d . . . . .
H10A_2 H 0.406834 0.350482 -0.020313 0.055 Uiso 1 1 calc R U . . .
H10B_2 H 0.371483 0.442627 -0.008746 0.055 Uiso 1 1 calc R U . . .
H10C_2 H 0.287896 0.367531 0.031159 0.055 Uiso 1 1 calc R U . . .
C11_2 C 0.45865(15) 0.33276(11) 0.10451(10) 0.0227(3) Uani 1 1 d . . . . .
H11_2 H 0.464043 0.265843 0.128866 0.027 Uiso 1 1 calc R U . . .
C12_2 C 0.59272(16) 0.34891(12) 0.08831(11) 0.0320(4) Uani 1 1 d . . . . .
H12A_2 H 0.626011 0.327340 0.045254 0.048 Uiso 1 1 calc R U . . .
H12B_2 H 0.647067 0.315783 0.143223 0.048 Uiso 1 1 calc R U . . .
H12C_2 H 0.590889 0.413934 0.066081 0.048 Uiso 1 1 calc R U . . .
N1_3 N 0.43638(11) 0.20676(8) 0.28467(8) 0.0153(2) Uani 1 1 d . . . . .
C1_3 C 0.55853(13) 0.15797(10) 0.31419(9) 0.0155(3) Uani 1 1 d . . . . .
C3_3 C 0.56595(13) 0.06311(10) 0.31960(9) 0.0181(3) Uani 1 1 d . . . . .
C4_3 C 0.42686(13) 0.05513(10) 0.32400(10) 0.0194(3) Uani 1 1 d . . . . .
H4A_3 H 0.408789 0.023107 0.385561 0.023 Uiso 1 1 calc R U . . .
H4AB_3 H 0.408589 0.020357 0.291936 0.023 Uiso 1 1 calc R U . . .
C5_3 C 0.34449(13) 0.15189(10) 0.28214(9) 0.0174(3) Uani 1 1 d . . . . .
C6_3 C 0.28879(15) 0.17810(11) 0.18938(10) 0.0232(3) Uani 1 1 d . . . . .
H6A_3 H 0.224832 0.142884 0.192126 0.035 Uiso 1 1 calc R U . . .
H6B_3 H 0.356208 0.165180 0.155029 0.035 Uiso 1 1 calc R U . . .
H6C_3 H 0.249724 0.242983 0.161690 0.035 Uiso 1 1 calc R U . . .
C7_3 C 0.23445(14) 0.16224(11) 0.33624(10) 0.0211(3) Uani 1 1 d . . . . .
H7A_3 H 0.177154 0.123494 0.335834 0.032 Uiso 1 1 calc R U . . .
H7B_3 H 0.188553 0.225687 0.311035 0.032 Uiso 1 1 calc R U . . .
H7C_3 H 0.267093 0.144162 0.396514 0.032 Uiso 1 1 calc R U . . .
C8_3 C 0.64931(15) -0.01054(10) 0.39929(10) 0.0250(3) Uani 1 1 d . . . . .
H8A_3 H 0.649806 -0.070072 0.400647 0.038 Uiso 1 1 calc R U . . .
H8B_3 H 0.616130 -0.008642 0.452480 0.038 Uiso 1 1 calc R U . . .
H8C_3 H 0.735635 -0.000302 0.395999 0.038 Uiso 1 1 calc R U . . .
C9_3 C 0.62001(14) 0.06180(11) 0.23589(10) 0.0220(3) Uani 1 1 d . . . . .
H9A_3 H 0.621944 0.002508 0.236276 0.033 Uiso 1 1 calc R U . . .
H9B_3 H 0.705934 0.072702 0.233477 0.033 Uiso 1 1 calc R U . . .
H9C_3 H 0.566537 0.109366 0.184632 0.033 Uiso 1 1 calc R U . . .
N1_4 N 0.04888(11) 0.79058(8) 0.21585(8) 0.0152(3) Uani 1 1 d . . . . .
Cl1_4 Cl 0.52132(4) 0.83825(3) 0.28169(3) 0.02687(10) Uani 1 1 d . . . . .
B1_4 B 0.37898(16) 0.80042(11) 0.15309(11) 0.0182(3) Uani 1 1 d . . . . .
C1_4 C 0.15157(13) 0.82996(10) 0.18913(9) 0.0153(3) Uani 1 1 d . . . . .
C3_4 C 0.11522(14) 0.92735(10) 0.17996(10) 0.0181(3) Uani 1 1 d . . . . .
N3_4 N 0.40352(11) 0.83519(9) 0.06379(8) 0.0218(3) Uani 1 1 d . . . . .
N2_4 N 0.25600(11) 0.78808(8) 0.17805(8) 0.0173(3) Uani 1 1 d . . . . .
B2_4 B 0.50028(16) 0.76220(12) 0.23318(11) 0.0196(4) Uani 1 1 d . . . . .
C4_4 C -0.02986(13) 0.94578(10) 0.17356(10) 0.0197(3) Uani 1 1 d . . . . .
H4A_4 H -0.064410 0.977146 0.111540 0.024 Uiso 1 1 calc R U . . .
H4AB_4 H -0.063258 0.984754 0.202951 0.024 Uiso 1 1 calc R U . . .
N4_4 N 0.58260(12) 0.67826(9) 0.26595(8) 0.0232(3) Uani 1 1 d . . . . .
C5_4 C -0.06821(13) 0.85334(10) 0.21858(9) 0.0174(3) Uani 1 1 d . . . . .
C6_4 C -0.18114(13) 0.85024(10) 0.16703(10) 0.0211(3) Uani 1 1 d . . . . .
H6A_4 H -0.255653 0.893424 0.168716 0.032 Uiso 1 1 calc R U . . .
H6B_4 H -0.197773 0.788866 0.193057 0.032 Uiso 1 1 calc R U . . .
H6C_4 H -0.162443 0.866430 0.106230 0.032 Uiso 1 1 calc R U . . .
C7_4 C -0.10244(14) 0.83091(11) 0.31225(10) 0.0229(3) Uani 1 1 d . . . . .
H7A_4 H -0.181518 0.871884 0.311063 0.034 Uiso 1 1 calc R U . . .
H7B_4 H -0.034722 0.838489 0.345019 0.034 Uiso 1 1 calc R U . . .
H7C_4 H -0.112973 0.768019 0.340591 0.034 Uiso 1 1 calc R U . . .
C8_4 C 0.16357(15) 0.99541(11) 0.09943(11) 0.0261(4) Uani 1 1 d . . . . .
H8A_4 H 0.135382 1.056638 0.095747 0.039 Uiso 1 1 calc R U . . .
H8B_4 H 0.130214 0.993384 0.046776 0.039 Uiso 1 1 calc R U . . .
H8C_4 H 0.256107 0.979822 0.104183 0.039 Uiso 1 1 calc R U . . .
C9_4 C 0.17069(14) 0.92930(11) 0.26238(10) 0.0227(3) Uani 1 1 d . . . . .
H9A_4 H 0.144440 0.990460 0.259191 0.034 Uiso 1 1 calc R U . . .
H9B_4 H 0.263107 0.912787 0.266265 0.034 Uiso 1 1 calc R U . . .
H9C_4 H 0.139865 0.885907 0.314214 0.034 Uiso 1 1 calc R U . . .
C5_5 C 0.57522(18) 0.61349(12) 0.22988(13) 0.0382(4) Uani 1 1 d . . . . .
H5A_5 H 0.656480 0.598009 0.208550 0.057 Uiso 1 1 calc R U . . .
H5B_5 H 0.508820 0.640587 0.181397 0.057 Uiso 1 1 calc R U . . .
H5C_5 H 0.555394 0.558409 0.275482 0.057 Uiso 1 1 calc R U . . .
C6_5 C 0.68142(16) 0.64158(12) 0.33816(11) 0.0322(4) Uani 1 1 d . . . . .
H6A_5 H 0.662822 0.587032 0.385323 0.048 Uiso 1 1 calc R U . . .
H6B_5 H 0.684439 0.687135 0.360038 0.048 Uiso 1 1 calc R U . . .
H6C_5 H 0.763220 0.625996 0.317494 0.048 Uiso 1 1 calc R U . . .
C8_5 C 0.30716(15) 0.86778(12) -0.00853(10) 0.0265(4) Uani 1 1 d . . . . .
H8A_5 H 0.225000 0.859822 0.014346 0.040 Uiso 1 1 calc R U . . .
H8B_5 H 0.328216 0.833233 -0.043176 0.040 Uiso 1 1 calc R U . . .
H8C_5 H 0.303302 0.932263 -0.045540 0.040 Uiso 1 1 calc R U . . .
C9_5 C 0.52813(15) 0.84539(12) 0.03403(11) 0.0295(4) Uani 1 1 d . . . . .
H9A_5 H 0.590057 0.822441 0.084706 0.044 Uiso 1 1 calc R U . . .
H9B_5 H 0.526636 0.909693 -0.002214 0.044 Uiso 1 1 calc R U . . .
H9C_5 H 0.551597 0.810910 -0.000430 0.044 Uiso 1 1 calc R U . . .
B2_6 B 0.86208(16) 0.22757(12) 0.26578(12) 0.0202(4) Uani 1 1 d . . . . .
N2_6 N 0.64555(11) 0.19073(8) 0.33033(8) 0.0186(3) Uani 1 1 d . . . . .
C5_6 C 0.79589(19) 0.38283(12) 0.25571(13) 0.0376(4) Uani 1 1 d . . . . .
H5A_6 H 0.852343 0.414083 0.271612 0.056 Uiso 1 1 calc R U . . .
H5B_6 H 0.752522 0.350217 0.306621 0.056 Uiso 1 1 calc R U . . .
H5C_6 H 0.733333 0.427414 0.208253 0.056 Uiso 1 1 calc R U . . .
N4_6 N 0.86993(12) 0.31813(9) 0.22677(9) 0.0246(3) Uani 1 1 d . . . . .
N3_6 N 0.82670(12) 0.14566(9) 0.43881(8) 0.0226(3) Uani 1 1 d . . . . .
C6_6 C 0.93902(19) 0.36228(13) 0.15195(12) 0.0367(4) Uani 1 1 d . . . . .
H6A_6 H 0.999064 0.390911 0.168306 0.055 Uiso 1 1 calc R U . . .
H6B_6 H 0.879396 0.408601 0.103507 0.055 Uiso 1 1 calc R U . . .
H6C_6 H 0.985013 0.316973 0.133778 0.055 Uiso 1 1 calc R U . . .
C8_6 C 0.75678(16) 0.10595(12) 0.51409(10) 0.0291(4) Uani 1 1 d . . . . .
H8A_6 H 0.670516 0.108893 0.494140 0.044 Uiso 1 1 calc R U . . .
H8B_6 H 0.753974 0.139743 0.549669 0.044 Uiso 1 1 calc R U . . .
H8C_6 H 0.798723 0.042463 0.549190 0.044 Uiso 1 1 calc R U . . .
C9_6 C 0.95576(15) 0.14442(12) 0.46358(11) 0.0302(4) Uani 1 1 d . . . . .
H9A_6 H 0.998172 0.173228 0.410847 0.045 Uiso 1 1 calc R U . . .
H9B_6 H 1.001297 0.081493 0.497047 0.045 Uiso 1 1 calc R U . . .
H9C_6 H 0.954747 0.177695 0.499521 0.045 Uiso 1 1 calc R U . . .
B1_6 B 0.77538(16) 0.18130(11) 0.35121(12) 0.0193(4) Uani 1 1 d . . . . .
Cl1_6 Cl 0.94282(4) 0.15478(3) 0.21779(3) 0.02666(10) 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_1 C6_1 1.407(2) . ?
C1_1 C2_1 1.408(2) . ?
C1_1 N1_4 1.4359(19) . ?
C2_1 C3_1 1.391(2) . ?
C2_1 C11_1 1.521(2) . ?
C3_1 C4_1 1.382(2) . ?
C3_1 H3_1 0.9500 . ?
C4_1 C5_1 1.383(2) . ?
C4_1 H4_1 0.9500 . ?
C5_1 C6_1 1.396(2) . ?
C5_1 H5_1 0.9500 . ?
C6_1 C8_1 1.520(2) . ?
C7_1 C8_1 1.528(2) . ?
C7_1 H7A_1 0.9800 . ?
C7_1 H7B_1 0.9800 . ?
C7_1 H7C_1 0.9800 . ?
C8_1 C9_1 1.539(2) . ?
C8_1 H8_1 1.0000 . ?
C9_1 H9A_1 0.9800 . ?
C9_1 H9B_1 0.9800 . ?
C9_1 H9C_1 0.9800 . ?
C10_1 C11_1 1.532(2) . ?
C10_1 H10A_1 0.9800 . ?
C10_1 H10B_1 0.9800 . ?
C10_1 H10C_1 0.9800 . ?
C11_1 C12_1 1.537(2) . ?
C11_1 H11_1 1.0000 . ?
C12_1 H12A_1 0.9800 . ?
C12_1 H12B_1 0.9800 . ?
C12_1 H12C_1 0.9800 . ?
C1_2 C2_2 1.406(2) . ?
C1_2 C6_2 1.410(2) . ?
C1_2 N1_3 1.4369(19) . ?
C2_2 C3_2 1.397(2) . ?
C2_2 C11_2 1.519(2) . ?
C3_2 C4_2 1.380(2) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.383(2) . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.391(2) . ?
C5_2 H5_2 0.9500 . ?
C6_2 C8_2 1.519(2) . ?
C7_2 C8_2 1.538(2) . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 C9_2 1.534(2) . ?
C8_2 H8_2 1.0000 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C10_2 C11_2 1.528(2) . ?
C10_2 H10A_2 0.9800 . ?
C10_2 H10B_2 0.9800 . ?
C10_2 H10C_2 0.9800 . ?
C11_2 C12_2 1.531(2) . ?
C11_2 H11_2 1.0000 . ?
C12_2 H12A_2 0.9800 . ?
C12_2 H12B_2 0.9800 . ?
C12_2 H12C_2 0.9800 . ?
N1_3 C1_3 1.3797(18) . ?
N1_3 C5_3 1.4877(18) . ?
C1_3 N2_6 1.2604(19) . ?
C1_3 C3_3 1.528(2) . ?
C3_3 C8_3 1.523(2) . ?
C3_3 C4_3 1.537(2) . ?
C3_3 C9_3 1.540(2) . ?
C4_3 C5_3 1.540(2) . ?
C4_3 H4A_3 0.9900 . ?
C4_3 H4AB_3 0.9900 . ?
C5_3 C7_3 1.529(2) . ?
C5_3 C6_3 1.533(2) . ?
C6_3 H6A_3 0.9800 . ?
C6_3 H6B_3 0.9800 . ?
C6_3 H6C_3 0.9800 . ?
C7_3 H7A_3 0.9800 . ?
C7_3 H7B_3 0.9800 . ?
C7_3 H7C_3 0.9800 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
N1_4 C1_4 1.3791(18) . ?
N1_4 C5_4 1.4923(17) . ?
Cl1_4 B2_4 1.8226(18) . ?
B1_4 N3_4 1.419(2) . ?
B1_4 N2_4 1.423(2) . ?
B1_4 B2_4 1.712(2) . ?
C1_4 N2_4 1.2661(18) . ?
C1_4 C3_4 1.531(2) . ?
C3_4 C8_4 1.530(2) . ?
C3_4 C4_4 1.537(2) . ?
C3_4 C9_4 1.538(2) . ?
N3_4 C8_5 1.453(2) . ?
N3_4 C9_5 1.455(2) . ?
B2_4 N4_4 1.385(2) . ?
C4_4 C5_4 1.541(2) . ?
C4_4 H4A_4 0.9900 . ?
C4_4 H4AB_4 0.9900 . ?
N4_4 C5_5 1.460(2) . ?
N4_4 C6_5 1.463(2) . ?
C5_4 C6_4 1.527(2) . ?
C5_4 C7_4 1.532(2) . ?
C6_4 H6A_4 0.9800 . ?
C6_4 H6B_4 0.9800 . ?
C6_4 H6C_4 0.9800 . ?
C7_4 H7A_4 0.9800 . ?
C7_4 H7B_4 0.9800 . ?
C7_4 H7C_4 0.9800 . ?
C8_4 H8A_4 0.9800 . ?
C8_4 H8B_4 0.9800 . ?
C8_4 H8C_4 0.9800 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?
C5_5 H5A_5 0.9800 . ?
C5_5 H5B_5 0.9800 . ?
C5_5 H5C_5 0.9800 . ?
C6_5 H6A_5 0.9800 . ?
C6_5 H6B_5 0.9800 . ?
C6_5 H6C_5 0.9800 . ?
C8_5 H8A_5 0.9800 . ?
C8_5 H8B_5 0.9800 . ?
C8_5 H8C_5 0.9800 . ?
C9_5 H9A_5 0.9800 . ?
C9_5 H9B_5 0.9800 . ?
C9_5 H9C_5 0.9800 . ?
B2_6 N4_6 1.387(2) . ?
B2_6 B1_6 1.703(2) . ?
B2_6 Cl1_6 1.8191(18) . ?
N2_6 B1_6 1.414(2) . ?
C5_6 N4_6 1.466(2) . ?
C5_6 H5A_6 0.9800 . ?
C5_6 H5B_6 0.9800 . ?
C5_6 H5C_6 0.9800 . ?
N4_6 C6_6 1.459(2) . ?
N3_6 B1_6 1.413(2) . ?
N3_6 C8_6 1.454(2) . ?
N3_6 C9_6 1.455(2) . ?
C6_6 H6A_6 0.9800 . ?
C6_6 H6B_6 0.9800 . ?
C6_6 H6C_6 0.9800 . ?
C8_6 H8A_6 0.9800 . ?
C8_6 H8B_6 0.9800 . ?
C8_6 H8C_6 0.9800 . ?
C9_6 H9A_6 0.9800 . ?
C9_6 H9B_6 0.9800 . ?
C9_6 H9C_6 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
C6_1 C1_1 C2_1 120.83(13) . . ?
C6_1 C1_1 N1_4 119.50(13) . . ?
C2_1 C1_1 N1_4 119.65(13) . . ?
C3_1 C2_1 C1_1 118.19(14) . . ?
C3_1 C2_1 C11_1 119.20(13) . . ?
C1_1 C2_1 C11_1 122.31(13) . . ?
C4_1 C3_1 C2_1 121.42(14) . . ?
C4_1 C3_1 H3_1 119.3 . . ?
C2_1 C3_1 H3_1 119.3 . . ?
C3_1 C4_1 C5_1 119.63(15) . . ?
C3_1 C4_1 H4_1 120.2 . . ?
C5_1 C4_1 H4_1 120.2 . . ?
C4_1 C5_1 C6_1 121.27(15) . . ?
C4_1 C5_1 H5_1 119.4 . . ?
C6_1 C5_1 H5_1 119.4 . . ?
C5_1 C6_1 C1_1 118.14(14) . . ?
C5_1 C6_1 C8_1 119.48(13) . . ?
C1_1 C6_1 C8_1 122.20(13) . . ?
C8_1 C7_1 H7A_1 109.5 . . ?
C8_1 C7_1 H7B_1 109.5 . . ?
H7A_1 C7_1 H7B_1 109.5 . . ?
C8_1 C7_1 H7C_1 109.5 . . ?
H7A_1 C7_1 H7C_1 109.5 . . ?
H7B_1 C7_1 H7C_1 109.5 . . ?
C6_1 C8_1 C7_1 113.47(14) . . ?
C6_1 C8_1 C9_1 109.41(12) . . ?
C7_1 C8_1 C9_1 109.86(13) . . ?
C6_1 C8_1 H8_1 108.0 . . ?
C7_1 C8_1 H8_1 108.0 . . ?
C9_1 C8_1 H8_1 108.0 . . ?
C8_1 C9_1 H9A_1 109.5 . . ?
C8_1 C9_1 H9B_1 109.5 . . ?
H9A_1 C9_1 H9B_1 109.5 . . ?
C8_1 C9_1 H9C_1 109.5 . . ?
H9A_1 C9_1 H9C_1 109.5 . . ?
H9B_1 C9_1 H9C_1 109.5 . . ?
C11_1 C10_1 H10A_1 109.5 . . ?
C11_1 C10_1 H10B_1 109.5 . . ?
H10A_1 C10_1 H10B_1 109.5 . . ?
C11_1 C10_1 H10C_1 109.5 . . ?
H10A_1 C10_1 H10C_1 109.5 . . ?
H10B_1 C10_1 H10C_1 109.5 . . ?
C2_1 C11_1 C10_1 113.73(13) . . ?
C2_1 C11_1 C12_1 108.80(12) . . ?
C10_1 C11_1 C12_1 110.09(13) . . ?
C2_1 C11_1 H11_1 108.0 . . ?
C10_1 C11_1 H11_1 108.0 . . ?
C12_1 C11_1 H11_1 108.0 . . ?
C11_1 C12_1 H12A_1 109.5 . . ?
C11_1 C12_1 H12B_1 109.5 . . ?
H12A_1 C12_1 H12B_1 109.5 . . ?
C11_1 C12_1 H12C_1 109.5 . . ?
H12A_1 C12_1 H12C_1 109.5 . . ?
H12B_1 C12_1 H12C_1 109.5 . . ?
C2_2 C1_2 C6_2 120.73(14) . . ?
C2_2 C1_2 N1_3 119.17(13) . . ?
C6_2 C1_2 N1_3 120.01(13) . . ?
C3_2 C2_2 C1_2 118.29(14) . . ?
C3_2 C2_2 C11_2 119.05(13) . . ?
C1_2 C2_2 C11_2 122.40(13) . . ?
C4_2 C3_2 C2_2 121.39(15) . . ?
C4_2 C3_2 H3_2 119.3 . . ?
C2_2 C3_2 H3_2 119.3 . . ?
C3_2 C4_2 C5_2 119.52(15) . . ?
C3_2 C4_2 H4_2 120.2 . . ?
C5_2 C4_2 H4_2 120.2 . . ?
C4_2 C5_2 C6_2 121.56(15) . . ?
C4_2 C5_2 H5_2 119.2 . . ?
C6_2 C5_2 H5_2 119.2 . . ?
C5_2 C6_2 C1_2 118.27(14) . . ?
C5_2 C6_2 C8_2 118.18(14) . . ?
C1_2 C6_2 C8_2 123.38(13) . . ?
C8_2 C7_2 H7A_2 109.5 . . ?
C8_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C8_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C6_2 C8_2 C9_2 109.52(13) . . ?
C6_2 C8_2 C7_2 112.35(13) . . ?
C9_2 C8_2 C7_2 110.00(13) . . ?
C6_2 C8_2 H8_2 108.3 . . ?
C9_2 C8_2 H8_2 108.3 . . ?
C7_2 C8_2 H8_2 108.3 . . ?
C8_2 C9_2 H9A_2 109.5 . . ?
C8_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C8_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C11_2 C10_2 H10A_2 109.5 . . ?
C11_2 C10_2 H10B_2 109.5 . . ?
H10A_2 C10_2 H10B_2 109.5 . . ?
C11_2 C10_2 H10C_2 109.5 . . ?
H10A_2 C10_2 H10C_2 109.5 . . ?
H10B_2 C10_2 H10C_2 109.5 . . ?
C2_2 C11_2 C10_2 113.14(14) . . ?
C2_2 C11_2 C12_2 109.90(13) . . ?
C10_2 C11_2 C12_2 110.95(14) . . ?
C2_2 C11_2 H11_2 107.5 . . ?
C10_2 C11_2 H11_2 107.5 . . ?
C12_2 C11_2 H11_2 107.5 . . ?
C11_2 C12_2 H12A_2 109.5 . . ?
C11_2 C12_2 H12B_2 109.5 . . ?
H12A_2 C12_2 H12B_2 109.5 . . ?
C11_2 C12_2 H12C_2 109.5 . . ?
H12A_2 C12_2 H12C_2 109.5 . . ?
H12B_2 C12_2 H12C_2 109.5 . . ?
C1_3 N1_3 C1_2 120.94(12) . . ?
C1_3 N1_3 C5_3 114.63(12) . . ?
C1_2 N1_3 C5_3 124.41(11) . . ?
N2_6 C1_3 N1_3 123.41(13) . . ?
N2_6 C1_3 C3_3 128.60(13) . . ?
N1_3 C1_3 C3_3 107.96(12) . . ?
C8_3 C3_3 C1_3 112.40(13) . . ?
C8_3 C3_3 C4_3 112.14(12) . . ?
C1_3 C3_3 C4_3 102.31(11) . . ?
C8_3 C3_3 C9_3 109.51(12) . . ?
C1_3 C3_3 C9_3 107.72(12) . . ?
C4_3 C3_3 C9_3 112.56(12) . . ?
C3_3 C4_3 C5_3 107.78(12) . . ?
C3_3 C4_3 H4A_3 110.2 . . ?
C5_3 C4_3 H4A_3 110.2 . . ?
C3_3 C4_3 H4AB_3 110.2 . . ?
C5_3 C4_3 H4AB_3 110.2 . . ?
H4A_3 C4_3 H4AB_3 108.5 . . ?
N1_3 C5_3 C7_3 110.84(12) . . ?
N1_3 C5_3 C6_3 113.15(12) . . ?
C7_3 C5_3 C6_3 107.61(12) . . ?
N1_3 C5_3 C4_3 101.52(11) . . ?
C7_3 C5_3 C4_3 111.41(12) . . ?
C6_3 C5_3 C4_3 112.32(12) . . ?
C5_3 C6_3 H6A_3 109.5 . . ?
C5_3 C6_3 H6B_3 109.5 . . ?
H6A_3 C6_3 H6B_3 109.5 . . ?
C5_3 C6_3 H6C_3 109.5 . . ?
H6A_3 C6_3 H6C_3 109.5 . . ?
H6B_3 C6_3 H6C_3 109.5 . . ?
C5_3 C7_3 H7A_3 109.5 . . ?
C5_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C5_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C3_3 C8_3 H8A_3 109.5 . . ?
C3_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C3_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C3_3 C9_3 H9A_3 109.5 . . ?
C3_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C3_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C1_4 N1_4 C1_1 123.73(11) . . ?
C1_4 N1_4 C5_4 114.96(12) . . ?
C1_1 N1_4 C5_4 121.16(11) . . ?
N3_4 B1_4 N2_4 120.73(14) . . ?
N3_4 B1_4 B2_4 120.27(13) . . ?
N2_4 B1_4 B2_4 118.69(13) . . ?
N2_4 C1_4 N1_4 123.33(13) . . ?
N2_4 C1_4 C3_4 128.94(13) . . ?
N1_4 C1_4 C3_4 107.69(12) . . ?
C8_4 C3_4 C1_4 112.93(12) . . ?
C8_4 C3_4 C4_4 111.59(12) . . ?
C1_4 C3_4 C4_4 102.77(11) . . ?
C8_4 C3_4 C9_4 109.09(13) . . ?
C1_4 C3_4 C9_4 108.27(12) . . ?
C4_4 C3_4 C9_4 112.07(12) . . ?
B1_4 N3_4 C8_5 124.21(13) . . ?
B1_4 N3_4 C9_5 123.58(13) . . ?
C8_5 N3_4 C9_5 112.17(13) . . ?
C1_4 N2_4 B1_4 141.69(14) . . ?
N4_4 B2_4 B1_4 126.28(14) . . ?
N4_4 B2_4 Cl1_4 116.73(12) . . ?
B1_4 B2_4 Cl1_4 116.98(11) . . ?
C3_4 C4_4 C5_4 107.44(11) . . ?
C3_4 C4_4 H4A_4 110.2 . . ?
C5_4 C4_4 H4A_4 110.2 . . ?
C3_4 C4_4 H4AB_4 110.2 . . ?
C5_4 C4_4 H4AB_4 110.2 . . ?
H4A_4 C4_4 H4AB_4 108.5 . . ?
B2_4 N4_4 C5_5 120.79(14) . . ?
B2_4 N4_4 C6_5 127.40(14) . . ?
C5_5 N4_4 C6_5 111.79(13) . . ?
N1_4 C5_4 C6_4 111.59(12) . . ?
N1_4 C5_4 C7_4 112.03(12) . . ?
C6_4 C5_4 C7_4 108.02(12) . . ?
N1_4 C5_4 C4_4 101.17(11) . . ?
C6_4 C5_4 C4_4 110.93(12) . . ?
C7_4 C5_4 C4_4 113.08(12) . . ?
C5_4 C6_4 H6A_4 109.5 . . ?
C5_4 C6_4 H6B_4 109.5 . . ?
H6A_4 C6_4 H6B_4 109.5 . . ?
C5_4 C6_4 H6C_4 109.5 . . ?
H6A_4 C6_4 H6C_4 109.5 . . ?
H6B_4 C6_4 H6C_4 109.5 . . ?
C5_4 C7_4 H7A_4 109.5 . . ?
C5_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C5_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C3_4 C8_4 H8A_4 109.5 . . ?
C3_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C3_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C3_4 C9_4 H9A_4 109.5 . . ?
C3_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C3_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
N4_4 C5_5 H5A_5 109.5 . . ?
N4_4 C5_5 H5B_5 109.5 . . ?
H5A_5 C5_5 H5B_5 109.5 . . ?
N4_4 C5_5 H5C_5 109.5 . . ?
H5A_5 C5_5 H5C_5 109.5 . . ?
H5B_5 C5_5 H5C_5 109.5 . . ?
N4_4 C6_5 H6A_5 109.5 . . ?
N4_4 C6_5 H6B_5 109.5 . . ?
H6A_5 C6_5 H6B_5 109.5 . . ?
N4_4 C6_5 H6C_5 109.5 . . ?
H6A_5 C6_5 H6C_5 109.5 . . ?
H6B_5 C6_5 H6C_5 109.5 . . ?
N3_4 C8_5 H8A_5 109.5 . . ?
N3_4 C8_5 H8B_5 109.5 . . ?
H8A_5 C8_5 H8B_5 109.5 . . ?
N3_4 C8_5 H8C_5 109.5 . . ?
H8A_5 C8_5 H8C_5 109.5 . . ?
H8B_5 C8_5 H8C_5 109.5 . . ?
N3_4 C9_5 H9A_5 109.5 . . ?
N3_4 C9_5 H9B_5 109.5 . . ?
H9A_5 C9_5 H9B_5 109.5 . . ?
N3_4 C9_5 H9C_5 109.5 . . ?
H9A_5 C9_5 H9C_5 109.5 . . ?
H9B_5 C9_5 H9C_5 109.5 . . ?
N4_6 B2_6 B1_6 124.74(14) . . ?
N4_6 B2_6 Cl1_6 117.34(12) . . ?
B1_6 B2_6 Cl1_6 117.81(12) . . ?
C1_3 N2_6 B1_6 148.76(14) . . ?
N4_6 C5_6 H5A_6 109.5 . . ?
N4_6 C5_6 H5B_6 109.5 . . ?
H5A_6 C5_6 H5B_6 109.5 . . ?
N4_6 C5_6 H5C_6 109.5 . . ?
H5A_6 C5_6 H5C_6 109.5 . . ?
H5B_6 C5_6 H5C_6 109.5 . . ?
B2_6 N4_6 C6_6 127.30(14) . . ?
B2_6 N4_6 C5_6 120.30(14) . . ?
C6_6 N4_6 C5_6 112.23(14) . . ?
B1_6 N3_6 C8_6 123.86(13) . . ?
B1_6 N3_6 C9_6 123.63(13) . . ?
C8_6 N3_6 C9_6 112.52(13) . . ?
N4_6 C6_6 H6A_6 109.5 . . ?
N4_6 C6_6 H6B_6 109.5 . . ?
H6A_6 C6_6 H6B_6 109.5 . . ?
N4_6 C6_6 H6C_6 109.5 . . ?
H6A_6 C6_6 H6C_6 109.5 . . ?
H6B_6 C6_6 H6C_6 109.5 . . ?
N3_6 C8_6 H8A_6 109.5 . . ?
N3_6 C8_6 H8B_6 109.5 . . ?
H8A_6 C8_6 H8B_6 109.5 . . ?
N3_6 C8_6 H8C_6 109.5 . . ?
H8A_6 C8_6 H8C_6 109.5 . . ?
H8B_6 C8_6 H8C_6 109.5 . . ?
N3_6 C9_6 H9A_6 109.5 . . ?
N3_6 C9_6 H9B_6 109.5 . . ?
H9A_6 C9_6 H9B_6 109.5 . . ?
N3_6 C9_6 H9C_6 109.5 . . ?
H9A_6 C9_6 H9C_6 109.5 . . ?
H9B_6 C9_6 H9C_6 109.5 . . ?
N3_6 B1_6 N2_6 121.42(14) . . ?
N3_6 B1_6 B2_6 121.58(14) . . ?
N2_6 B1_6 B2_6 116.53(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
C6_1 C1_1 C2_1 C3_1 -7.8(2) . . . . ?
N1_4 C1_1 C2_1 C3_1 170.69(12) . . . . ?
C6_1 C1_1 C2_1 C11_1 165.82(13) . . . . ?
N1_4 C1_1 C2_1 C11_1 -15.7(2) . . . . ?
C1_1 C2_1 C3_1 C4_1 2.6(2) . . . . ?
C11_1 C2_1 C3_1 C4_1 -171.24(14) . . . . ?
C2_1 C3_1 C4_1 C5_1 2.9(2) . . . . ?
C3_1 C4_1 C5_1 C6_1 -3.3(2) . . . . ?
C4_1 C5_1 C6_1 C1_1 -1.8(2) . . . . ?
C4_1 C5_1 C6_1 C8_1 173.37(14) . . . . ?
C2_1 C1_1 C6_1 C5_1 7.4(2) . . . . ?
N1_4 C1_1 C6_1 C5_1 -171.08(12) . . . . ?
C2_1 C1_1 C6_1 C8_1 -167.62(13) . . . . ?
N1_4 C1_1 C6_1 C8_1 13.9(2) . . . . ?
C5_1 C6_1 C8_1 C7_1 50.68(19) . . . . ?
C1_1 C6_1 C8_1 C7_1 -134.31(15) . . . . ?
C5_1 C6_1 C8_1 C9_1 -72.39(17) . . . . ?
C1_1 C6_1 C8_1 C9_1 102.61(16) . . . . ?
C3_1 C2_1 C11_1 C10_1 -50.21(19) . . . . ?
C1_1 C2_1 C11_1 C10_1 136.19(14) . . . . ?
C3_1 C2_1 C11_1 C12_1 72.88(17) . . . . ?
C1_1 C2_1 C11_1 C12_1 -100.72(16) . . . . ?
C6_2 C1_2 C2_2 C3_2 -5.1(2) . . . . ?
N1_3 C1_2 C2_2 C3_2 178.31(13) . . . . ?
C6_2 C1_2 C2_2 C11_2 169.08(13) . . . . ?
N1_3 C1_2 C2_2 C11_2 -7.5(2) . . . . ?
C1_2 C2_2 C3_2 C4_2 1.6(2) . . . . ?
C11_2 C2_2 C3_2 C4_2 -172.77(14) . . . . ?
C2_2 C3_2 C4_2 C5_2 2.2(2) . . . . ?
C3_2 C4_2 C5_2 C6_2 -2.5(2) . . . . ?
C4_2 C5_2 C6_2 C1_2 -0.9(2) . . . . ?
C4_2 C5_2 C6_2 C8_2 174.54(14) . . . . ?
C2_2 C1_2 C6_2 C5_2 4.8(2) . . . . ?
N1_3 C1_2 C6_2 C5_2 -178.65(13) . . . . ?
C2_2 C1_2 C6_2 C8_2 -170.46(13) . . . . ?
N1_3 C1_2 C6_2 C8_2 6.1(2) . . . . ?
C5_2 C6_2 C8_2 C9_2 -61.72(18) . . . . ?
C1_2 C6_2 C8_2 C9_2 113.50(16) . . . . ?
C5_2 C6_2 C8_2 C7_2 60.83(18) . . . . ?
C1_2 C6_2 C8_2 C7_2 -123.95(15) . . . . ?
C3_2 C2_2 C11_2 C10_2 -51.78(19) . . . . ?
C1_2 C2_2 C11_2 C10_2 134.11(15) . . . . ?
C3_2 C2_2 C11_2 C12_2 72.85(18) . . . . ?
C1_2 C2_2 C11_2 C12_2 -101.26(17) . . . . ?
C2_2 C1_2 N1_3 C1_3 92.46(16) . . . . ?
C6_2 C1_2 N1_3 C1_3 -84.18(17) . . . . ?
C2_2 C1_2 N1_3 C5_3 -88.75(17) . . . . ?
C6_2 C1_2 N1_3 C5_3 94.61(17) . . . . ?
C1_2 N1_3 C1_3 N2_6 7.4(2) . . . . ?
C5_3 N1_3 C1_3 N2_6 -171.48(13) . . . . ?
C1_2 N1_3 C1_3 C3_3 -170.73(12) . . . . ?
C5_3 N1_3 C1_3 C3_3 10.36(15) . . . . ?
N2_6 C1_3 C3_3 C8_3 40.5(2) . . . . ?
N1_3 C1_3 C3_3 C8_3 -141.45(12) . . . . ?
N2_6 C1_3 C3_3 C4_3 160.99(14) . . . . ?
N1_3 C1_3 C3_3 C4_3 -20.98(14) . . . . ?
N2_6 C1_3 C3_3 C9_3 -80.20(18) . . . . ?
N1_3 C1_3 C3_3 C9_3 97.83(13) . . . . ?
C8_3 C3_3 C4_3 C5_3 144.84(13) . . . . ?
C1_3 C3_3 C4_3 C5_3 24.18(15) . . . . ?
C9_3 C3_3 C4_3 C5_3 -91.15(14) . . . . ?
C1_3 N1_3 C5_3 C7_3 123.51(13) . . . . ?
C1_2 N1_3 C5_3 C7_3 -55.35(17) . . . . ?
C1_3 N1_3 C5_3 C6_3 -115.50(14) . . . . ?
C1_2 N1_3 C5_3 C6_3 65.63(17) . . . . ?
C1_3 N1_3 C5_3 C4_3 5.08(15) . . . . ?
C1_2 N1_3 C5_3 C4_3 -173.78(12) . . . . ?
C3_3 C4_3 C5_3 N1_3 -18.40(14) . . . . ?
C3_3 C4_3 C5_3 C7_3 -136.43(13) . . . . ?
C3_3 C4_3 C5_3 C6_3 102.75(14) . . . . ?
C6_1 C1_1 N1_4 C1_4 -94.80(16) . . . . ?
C2_1 C1_1 N1_4 C1_4 86.66(17) . . . . ?
C6_1 C1_1 N1_4 C5_4 89.82(16) . . . . ?
C2_1 C1_1 N1_4 C5_4 -88.73(16) . . . . ?
C1_1 N1_4 C1_4 N2_4 8.7(2) . . . . ?
C5_4 N1_4 C1_4 N2_4 -175.64(13) . . . . ?
C1_1 N1_4 C1_4 C3_4 -169.30(12) . . . . ?
C5_4 N1_4 C1_4 C3_4 6.34(16) . . . . ?
N2_4 C1_4 C3_4 C8_4 42.8(2) . . . . ?
N1_4 C1_4 C3_4 C8_4 -139.38(13) . . . . ?
N2_4 C1_4 C3_4 C4_4 163.12(15) . . . . ?
N1_4 C1_4 C3_4 C4_4 -19.01(14) . . . . ?
N2_4 C1_4 C3_4 C9_4 -78.15(18) . . . . ?
N1_4 C1_4 C3_4 C9_4 99.72(13) . . . . ?
N2_4 B1_4 N3_4 C8_5 5.4(2) . . . . ?
B2_4 B1_4 N3_4 C8_5 179.00(14) . . . . ?
N2_4 B1_4 N3_4 C9_5 -176.93(14) . . . . ?
B2_4 B1_4 N3_4 C9_5 -3.4(2) . . . . ?
N1_4 C1_4 N2_4 B1_4 -179.79(17) . . . . ?
C3_4 C1_4 N2_4 B1_4 -2.2(3) . . . . ?
N3_4 B1_4 N2_4 C1_4 -86.8(2) . . . . ?
B2_4 B1_4 N2_4 C1_4 99.5(2) . . . . ?
N3_4 B1_4 B2_4 N4_4 -80.4(2) . . . . ?
N2_4 B1_4 B2_4 N4_4 93.26(19) . . . . ?
N3_4 B1_4 B2_4 Cl1_4 100.93(15) . . . . ?
N2_4 B1_4 B2_4 Cl1_4 -85.38(16) . . . . ?
C8_4 C3_4 C4_4 C5_4 146.02(13) . . . . ?
C1_4 C3_4 C4_4 C5_4 24.74(15) . . . . ?
C9_4 C3_4 C4_4 C5_4 -91.29(14) . . . . ?
B1_4 B2_4 N4_4 C5_5 2.8(2) . . . . ?
Cl1_4 B2_4 N4_4 C5_5 -178.52(13) . . . . ?
B1_4 B2_4 N4_4 C6_5 -175.56(15) . . . . ?
Cl1_4 B2_4 N4_4 C6_5 3.1(2) . . . . ?
C1_4 N1_4 C5_4 C6_4 127.18(13) . . . . ?
C1_1 N1_4 C5_4 C6_4 -57.05(17) . . . . ?
C1_4 N1_4 C5_4 C7_4 -111.56(14) . . . . ?
C1_1 N1_4 C5_4 C7_4 64.21(17) . . . . ?
C1_4 N1_4 C5_4 C4_4 9.16(15) . . . . ?
C1_1 N1_4 C5_4 C4_4 -175.07(12) . . . . ?
C3_4 C4_4 C5_4 N1_4 -20.89(14) . . . . ?
C3_4 C4_4 C5_4 C6_4 -139.38(12) . . . . ?
C3_4 C4_4 C5_4 C7_4 99.09(14) . . . . ?
N1_3 C1_3 N2_6 B1_6 -171.1(2) . . . . ?
C3_3 C1_3 N2_6 B1_6 6.7(4) . . . . ?
B1_6 B2_6 N4_6 C6_6 -177.88(16) . . . . ?
Cl1_6 B2_6 N4_6 C6_6 -1.7(2) . . . . ?
B1_6 B2_6 N4_6 C5_6 -3.0(2) . . . . ?
Cl1_6 B2_6 N4_6 C5_6 173.18(13) . . . . ?
C8_6 N3_6 B1_6 N2_6 7.8(2) . . . . ?
C9_6 N3_6 B1_6 N2_6 -172.44(15) . . . . ?
C8_6 N3_6 B1_6 B2_6 179.60(14) . . . . ?
C9_6 N3_6 B1_6 B2_6 -0.6(2) . . . . ?
C1_3 N2_6 B1_6 N3_6 -93.0(3) . . . . ?
C1_3 N2_6 B1_6 B2_6 94.7(3) . . . . ?
N4_6 B2_6 B1_6 N3_6 -89.1(2) . . . . ?
Cl1_6 B2_6 B1_6 N3_6 94.73(16) . . . . ?
N4_6 B2_6 B1_6 N2_6 83.1(2) . . . . ?
Cl1_6 B2_6 B1_6 N2_6 -93.06(15) . . . . ?

_refine_diff_density_max         0.276
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.041



_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_MaHa042_SiHu_a
_database_code_depnum_ccdc_archive 'CCDC 2237059'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT911_MaHa042_SiHu_a      
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600         24 Report
RESPONSE: reflections affected by beamstop
;

_audit_creation_method           'CIF-fill 1.3i (K.Radacki, 2005-22)'
_audit_creation_date             2022-08-26
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C44 H74 B2 N6'
_chemical_formula_sum            'C44 H74 B2 N6'
_chemical_formula_weight         708.71
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_shelx_space_group_comment       
;
 The symmetry employed for this shelxl refinement is uniquely defined by the 
 following loop, which should always be used as a source of symmetry 
 information in preference to the above space-group names. They are only 
 intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'


_cell_length_a                   10.63470(10)
_cell_length_b                   16.5638(3)
_cell_length_c                   25.4585(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.6440(10)
_cell_angle_gamma                90
_cell_volume                     4407.38(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13426
_cell_measurement_theta_min      3.5610
_cell_measurement_theta_max      77.5560

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.068
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.70648
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.41.73a (Rigaku Oxford Diffraction, 2020) Empirical 
 absorption correction using spherical harmonics, implemented in SCALE3 
 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 Crystalls were grown from saturated solution. For data collection the 
 crystal was immersed in a film of perfluoropolyether oil, mounted on a 
 polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 
 800).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 0 -1 0.1585
-1 0 2 0.1420
-1 0 -2 0.1526
-1 -1 2 0.1212
-1 -2 2 0.0921
-1 1 -1 0.1870
-1 -2 0 0.0909
-1 -2 -2 0.1147
0 0 -1 0.1420
0 0 1 0.0766
0 -2 1 0.0651
0 2 1 0.1357
0 -2 -1 0.1058
0 -1 -1 0.1165
1 0 -2 0.1240
1 0 2 0.0888
1 2 0 0.1022
1 2 2 0.0938
2 0 1 0.0927
0 1 -2 0.1261
0 2 -1 0.1496
0 1 2 0.0994
1 2 -1 0.1075

_shelx_estimated_absorpt_T_min   0.850
_shelx_estimated_absorpt_T_max   0.917
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-S'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω    -21.00  26.00   0.50    0.31    --  -47.45  19.00-120.00   94
  2  ω     34.00  97.00   0.50    0.31    --   47.45-129.00 -47.00  126
  3  ω     35.00 120.00   0.50    1.26    --  107.75-129.00 -47.00  170
  4  ω     84.00 116.00   0.50    1.26    --  107.75-125.00  30.00   64
  5  ω     56.00  96.00   0.50    1.26    --  107.75 -77.00 150.00   80
  6  ω     40.00 128.00   0.50    1.26    --  107.75-140.00 139.00  176
  7  ω     40.00 104.00   0.50    0.31    --   47.45-140.00 139.00  128
  8  ω     42.00  71.00   0.50    1.26    --  107.75 -61.00   0.00   58
  9  ω     39.00  71.00   0.50    1.26    --  107.75 -61.00 -60.00   64
 10  ω     80.00 107.00   0.50    1.26    --  107.75 -94.00 -90.00   54
 11  ω     53.00  83.00   0.50    1.26    --  107.75-125.00-180.00   60
 12  ω     44.00 107.00   0.50    1.26    --  107.75-125.00 -90.00  126
 13  ω     38.00  71.00   0.50    1.26    --  107.75 -61.00-180.00   66
 14  ω    127.00 172.00   0.50    1.26    --  107.75  15.00-150.00   90
 15  ω    132.00 158.00   0.50    1.26    --  107.75  15.00 -60.00   52
 16  ω     96.00 168.00   0.50    1.26    --  107.75  30.00   0.00  144
 17  ω     97.00 160.00   0.50    1.26    --  107.75  45.00 120.00  126
 18  ω     92.00 173.00   0.50    1.26    --  107.75 125.00   0.00  162
 19  ω     82.00 178.00   0.50    1.26    --  107.75 140.00-161.00  192
 20  ω     37.00 108.00   0.50    1.26    --  107.75 -94.00 150.00  142
 21  ω     36.00 112.00   0.50    1.26    --  107.75-125.00 150.00  152
 22  ω   -102.00 -18.00   0.50    1.26    --  -86.25 140.00-161.00  168
 23  ω   -103.00 -18.00   0.50    0.31    --  -47.45 140.00-161.00  170
 24  ω   -120.00 -68.00   0.50    0.31    --  -47.45-129.00 -47.00  104
 25  ω   -120.00 -70.00   0.50    0.31    --  -47.45-125.00  60.00  100
 26  ω   -120.00 -60.00   0.50    0.31    --  -47.45-140.00 139.00  120
 27  ω   -101.00 -74.00   0.50    0.31    --  -47.45-125.00-180.00   54
 28  ω   -138.00-113.00   0.50    1.26    --  -86.25-129.00 -47.00   50
 29  ω   -119.00 -71.00   0.50    0.31    --  -47.45-125.00   0.00   96
 30  ω   -120.00 -70.00   0.50    0.31    --  -47.45-125.00  90.00  100
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      0.0104521000
_diffrn_orient_matrix_UB_12      -0.0911290000
_diffrn_orient_matrix_UB_13      -0.0106189000
_diffrn_orient_matrix_UB_21      0.0236104000
_diffrn_orient_matrix_UB_22      0.0183548000
_diffrn_orient_matrix_UB_23      -0.0567276000
_diffrn_orient_matrix_UB_31      0.1450238000
_diffrn_orient_matrix_UB_32      0.0035278000
_diffrn_orient_matrix_UB_33      0.0215073000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix 6000'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            22148
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.533
_diffrn_reflns_theta_max         77.463
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4554
_reflns_number_gt                4174
_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 1.171.41.73a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          
;
 The CAAC backbone was modelled as twofold flip-disordered in C4>C9 in a87:13 
 ratio. ADPs within the disorder were restrained with SIMU 0.005. One 
 reflection affected by the beamstop was omitted (11 3 10)
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0684P)²+4.9557P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_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         4554
_refine_ls_number_parameters     304
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0559
_refine_ls_wR_factor_ref         0.1509
_refine_ls_wR_factor_gt          0.1487
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.061
_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_
_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
B1 B 0.55049(16) 0.21514(10) 0.28102(6) 0.0210(3) Uani 1 1 d . . . . .
N2 N 0.51839(12) 0.25508(8) 0.32550(5) 0.0244(3) Uani 1 1 d . . . . .
N3 N 0.65901(13) 0.16253(8) 0.28817(5) 0.0255(3) Uani 1 1 d . . . . .
C4 C 0.69677(18) 0.11671(11) 0.24492(7) 0.0337(4) Uani 1 1 d . . . . .
H4A H 0.636637 0.127487 0.211585 0.051 Uiso 1 1 calc R U . . .
H4B H 0.696000 0.058935 0.253154 0.051 Uiso 1 1 calc R U . . .
H4C H 0.783128 0.132805 0.240849 0.051 Uiso 1 1 calc R U . . .
C6 C 0.74822(16) 0.15193(11) 0.33805(7) 0.0326(4) Uani 1 1 d . . . . .
H6A H 0.757528 0.094260 0.346474 0.049 Uiso 1 1 calc R U . . .
H6B H 0.715898 0.179935 0.366761 0.049 Uiso 1 1 calc R U . . .
H6C H 0.831580 0.174420 0.334661 0.049 Uiso 1 1 calc R U . . .
N1 N 0.44800(12) 0.31066(7) 0.39899(5) 0.0208(3) Uani 1 1 d . . . . .
C1 C 0.52320(14) 0.30968(9) 0.36015(6) 0.0218(3) Uani 1 1 d . . . . .
C5 C 0.48531(16) 0.37246(9) 0.44121(6) 0.0251(3) Uani 1 1 d . . . . .
C3_2 C 0.6062(3) 0.3858(3) 0.36698(19) 0.0253(7) Uani 0.868(6) 1 d . U P A 1
C4_2 C 0.5631(3) 0.43156(15) 0.41317(10) 0.0309(6) Uani 0.868(6) 1 d . U P A 1
H4A_2 H 0.509702 0.478568 0.399219 0.037 Uiso 0.868(6) 1 calc R U P A 1
H4AB_2 H 0.638481 0.451307 0.438705 0.037 Uiso 0.868(6) 1 calc R U P A 1
C6_2 C 0.5811(5) 0.4366(3) 0.31525(13) 0.0325(7) Uani 0.868(6) 1 d . U P A 1
H6A_2 H 0.635219 0.484937 0.320065 0.049 Uiso 0.868(6) 1 calc R U P A 1
H6B_2 H 0.490922 0.452721 0.307268 0.049 Uiso 0.868(6) 1 calc R U P A 1
H6C_2 H 0.601293 0.404451 0.285584 0.049 Uiso 0.868(6) 1 calc R U P A 1
C7_2 C 0.7483(5) 0.3621(3) 0.37897(16) 0.0342(9) Uani 0.868(6) 1 d . U P A 1
H7A_2 H 0.801021 0.410992 0.384642 0.051 Uiso 0.868(6) 1 calc R U P A 1
H7B_2 H 0.769230 0.331716 0.348711 0.051 Uiso 0.868(6) 1 calc R U P A 1
H7C_2 H 0.765224 0.328576 0.411208 0.051 Uiso 0.868(6) 1 calc R U P A 1
C8_2 C 0.5684(3) 0.33639(14) 0.49157(9) 0.0334(6) Uani 0.868(6) 1 d . U P A 1
H8A_2 H 0.597246 0.379618 0.517257 0.050 Uiso 0.868(6) 1 calc R U P A 1
H8B_2 H 0.642937 0.309466 0.481842 0.050 Uiso 0.868(6) 1 calc R U P A 1
H8C_2 H 0.518095 0.297081 0.507701 0.050 Uiso 0.868(6) 1 calc R U P A 1
C9_2 C 0.3692(2) 0.41305(16) 0.45710(12) 0.0328(6) Uani 0.868(6) 1 d . U P A 1
H9A_2 H 0.397817 0.454006 0.484481 0.049 Uiso 0.868(6) 1 calc R U P A 1
H9B_2 H 0.317459 0.372453 0.471371 0.049 Uiso 0.868(6) 1 calc R U P A 1
H9C_2 H 0.317618 0.438772 0.425671 0.049 Uiso 0.868(6) 1 calc R U P A 1
C3_12 C 0.632(3) 0.379(2) 0.3699(15) 0.0284(16) Uani 0.132(6) 1 d . U P A 2
C4_12 C 0.6089(18) 0.4092(11) 0.4265(7) 0.0292(17) Uani 0.132(6) 1 d . U P A 2
H4A_12 H 0.683288 0.393953 0.454232 0.035 Uiso 0.132(6) 1 calc R U P A 2
H4AB_12 H 0.602175 0.468782 0.426193 0.035 Uiso 0.132(6) 1 calc R U P A 2
C6_12 C 0.581(3) 0.433(2) 0.3293(10) 0.030(3) Uani 0.132(6) 1 d . U P A 2
H6A_12 H 0.630031 0.483390 0.333922 0.046 Uiso 0.132(6) 1 calc R U P A 2
H6B_12 H 0.491670 0.443786 0.331054 0.046 Uiso 0.132(6) 1 calc R U P A 2
H6C_12 H 0.586656 0.409097 0.294549 0.046 Uiso 0.132(6) 1 calc R U P A 2
C7_12 C 0.756(4) 0.350(2) 0.3679(12) 0.029(3) Uani 0.132(6) 1 d . U P A 2
H7A_12 H 0.814967 0.396151 0.369043 0.043 Uiso 0.132(6) 1 calc R U P A 2
H7B_12 H 0.754272 0.320101 0.334655 0.043 Uiso 0.132(6) 1 calc R U P A 2
H7C_12 H 0.785298 0.314902 0.398513 0.043 Uiso 0.132(6) 1 calc R U P A 2
C8_12 C 0.505(2) 0.3360(10) 0.4961(7) 0.035(3) Uani 0.132(6) 1 d . U P A 2
H8A_12 H 0.532619 0.378088 0.522834 0.052 Uiso 0.132(6) 1 calc R U P A 2
H8B_12 H 0.571594 0.294193 0.499082 0.052 Uiso 0.132(6) 1 calc R U P A 2
H8C_12 H 0.425224 0.311882 0.502214 0.052 Uiso 0.132(6) 1 calc R U P A 2
C9_12 C 0.3771(17) 0.4380(12) 0.4361(9) 0.042(4) Uani 0.132(6) 1 d . U P A 2
H9A_12 H 0.398250 0.477175 0.465277 0.063 Uiso 0.132(6) 1 calc R U P A 2
H9B_12 H 0.295480 0.411891 0.438185 0.063 Uiso 0.132(6) 1 calc R U P A 2
H9C_12 H 0.370069 0.465886 0.401754 0.063 Uiso 0.132(6) 1 calc R U P A 2
C1_3 C 0.33920(14) 0.25840(9) 0.39520(6) 0.0208(3) Uani 1 1 d . . . . .
C2_3 C 0.35122(15) 0.18184(9) 0.41946(6) 0.0231(3) Uani 1 1 d . . . . .
C3_3 C 0.24216(16) 0.13380(9) 0.41528(7) 0.0279(3) Uani 1 1 d . . . . .
H3_3 H 0.248620 0.082239 0.431905 0.034 Uiso 1 1 calc R U . . .
C4_3 C 0.12524(16) 0.15936(10) 0.38758(7) 0.0313(4) Uani 1 1 d . . . . .
H4_3 H 0.051668 0.126274 0.386019 0.038 Uiso 1 1 calc R U . . .
C5_3 C 0.11550(15) 0.23363(10) 0.36201(7) 0.0286(3) Uani 1 1 d . . . . .
H5_3 H 0.035117 0.250639 0.342354 0.034 Uiso 1 1 calc R U . . .
C6_3 C 0.22169(15) 0.28366(9) 0.36469(6) 0.0234(3) Uani 1 1 d . . . . .
C7_3 C 0.47886(15) 0.14775(9) 0.44674(6) 0.0262(3) Uani 1 1 d . . . . .
H7_3 H 0.544776 0.191091 0.447872 0.031 Uiso 1 1 calc R U . . .
C8_3 C 0.20824(15) 0.36044(9) 0.33124(6) 0.0260(3) Uani 1 1 d . . . . .
H8_3 H 0.287642 0.393221 0.342406 0.031 Uiso 1 1 calc R U . . .
C9_3 C 0.51703(16) 0.07708(10) 0.41415(7) 0.0312(4) Uani 1 1 d . . . . .
H9A_3 H 0.516009 0.094695 0.377322 0.047 Uiso 1 1 calc R U . . .
H9B_3 H 0.456249 0.032610 0.414159 0.047 Uiso 1 1 calc R U . . .
H9C_3 H 0.603234 0.058733 0.430114 0.047 Uiso 1 1 calc R U . . .
C10_3 C 0.47736(19) 0.12121(11) 0.50423(7) 0.0363(4) Uani 1 1 d . . . . .
H10A_3 H 0.415885 0.077078 0.504002 0.054 Uiso 1 1 calc R U . . .
H10B_3 H 0.452341 0.166895 0.524496 0.054 Uiso 1 1 calc R U . . .
H10C_3 H 0.562895 0.102664 0.520982 0.054 Uiso 1 1 calc R U . . .
C11_3 C 0.19844(17) 0.33872(11) 0.27219(7) 0.0322(4) Uani 1 1 d . . . . .
H11A_3 H 0.121585 0.306067 0.260354 0.048 Uiso 1 1 calc R U . . .
H11B_3 H 0.274262 0.307898 0.267522 0.048 Uiso 1 1 calc R U . . .
H11C_3 H 0.193201 0.388295 0.250884 0.048 Uiso 1 1 calc R U . . .
C12_3 C 0.09424(17) 0.41200(10) 0.33941(7) 0.0324(4) Uani 1 1 d . . . . .
H12A_3 H 0.094898 0.463024 0.319979 0.049 Uiso 1 1 calc R U . . .
H12B_3 H 0.100117 0.423143 0.377597 0.049 Uiso 1 1 calc R U . . .
H12C_3 H 0.014591 0.382902 0.325907 0.049 Uiso 1 1 calc R U . . .


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
B1 N2 1.407(2) . ?
B1 N3 1.431(2) . ?
B1 B1 1.738(3) 2_655 ?
N2 C1 1.258(2) . ?
N3 C6 1.449(2) . ?
N3 C4 1.454(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
N1 C1 1.3820(19) . ?
N1 C1_3 1.4339(18) . ?
N1 C5 1.4842(18) . ?
C1 C3_2 1.531(5) . ?
C1 C3_12 1.62(4) . ?
C5 C8_12 1.501(17) . ?
C5 C9_2 1.525(3) . ?
C5 C8_2 1.537(3) . ?
C5 C4_2 1.539(3) . ?
C5 C4_12 1.555(15) . ?
C5 C9_12 1.57(2) . ?
C3_2 C7_2 1.536(6) . ?
C3_2 C4_2 1.538(5) . ?
C3_2 C6_2 1.544(5) . ?
C4_2 H4A_2 0.9900 . ?
C4_2 H4AB_2 0.9900 . ?
C6_2 H6A_2 0.9800 . ?
C6_2 H6B_2 0.9800 . ?
C6_2 H6C_2 0.9800 . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C3_12 C6_12 1.39(4) . ?
C3_12 C7_12 1.41(5) . ?
C3_12 C4_12 1.59(4) . ?
C4_12 H4A_12 0.9900 . ?
C4_12 H4AB_12 0.9900 . ?
C6_12 H6A_12 0.9800 . ?
C6_12 H6B_12 0.9800 . ?
C6_12 H6C_12 0.9800 . ?
C7_12 H7A_12 0.9800 . ?
C7_12 H7B_12 0.9800 . ?
C7_12 H7C_12 0.9800 . ?
C8_12 H8A_12 0.9800 . ?
C8_12 H8B_12 0.9800 . ?
C8_12 H8C_12 0.9800 . ?
C9_12 H9A_12 0.9800 . ?
C9_12 H9B_12 0.9800 . ?
C9_12 H9C_12 0.9800 . ?
C1_3 C2_3 1.406(2) . ?
C1_3 C6_3 1.408(2) . ?
C2_3 C3_3 1.394(2) . ?
C2_3 C7_3 1.515(2) . ?
C3_3 C4_3 1.378(2) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.387(2) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.392(2) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C8_3 1.522(2) . ?
C7_3 C10_3 1.531(2) . ?
C7_3 C9_3 1.532(2) . ?
C7_3 H7_3 1.0000 . ?
C8_3 C12_3 1.528(2) . ?
C8_3 C11_3 1.531(2) . ?
C8_3 H8_3 1.0000 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C10_3 H10A_3 0.9800 . ?
C10_3 H10B_3 0.9800 . ?
C10_3 H10C_3 0.9800 . ?
C11_3 H11A_3 0.9800 . ?
C11_3 H11B_3 0.9800 . ?
C11_3 H11C_3 0.9800 . ?
C12_3 H12A_3 0.9800 . ?
C12_3 H12B_3 0.9800 . ?
C12_3 H12C_3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 B1 N3 119.60(14) . . ?
N2 B1 B1 122.02(15) . 2_655 ?
N3 B1 B1 117.66(13) . 2_655 ?
C1 N2 B1 156.66(14) . . ?
B1 N3 C6 124.59(14) . . ?
B1 N3 C4 123.43(13) . . ?
C6 N3 C4 111.90(13) . . ?
N3 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C6 H6A 109.5 . . ?
N3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 N1 C1_3 120.74(12) . . ?
C1 N1 C5 114.43(12) . . ?
C1_3 N1 C5 124.72(12) . . ?
N2 C1 N1 123.81(13) . . ?
N2 C1 C3_2 128.3(2) . . ?
N1 C1 C3_2 107.9(2) . . ?
N2 C1 C3_12 123.6(13) . . ?
N1 C1 C3_12 112.0(13) . . ?
N1 C5 C8_12 111.7(6) . . ?
N1 C5 C9_2 112.02(14) . . ?
N1 C5 C8_2 111.80(14) . . ?
C9_2 C5 C8_2 108.61(17) . . ?
N1 C5 C4_2 101.40(13) . . ?
C9_2 C5 C4_2 111.93(17) . . ?
C8_2 C5 C4_2 111.01(17) . . ?
N1 C5 C4_12 102.7(5) . . ?
C8_12 C5 C4_12 113.5(9) . . ?
N1 C5 C9_12 108.9(7) . . ?
C8_12 C5 C9_12 109.3(11) . . ?
C4_12 C5 C9_12 110.4(9) . . ?
C1 C3_2 C7_2 109.7(3) . . ?
C1 C3_2 C4_2 104.2(3) . . ?
C7_2 C3_2 C4_2 113.3(3) . . ?
C1 C3_2 C6_2 110.3(3) . . ?
C7_2 C3_2 C6_2 108.5(4) . . ?
C4_2 C3_2 C6_2 110.8(3) . . ?
C3_2 C4_2 C5 107.6(2) . . ?
C3_2 C4_2 H4A_2 110.2 . . ?
C5 C4_2 H4A_2 110.2 . . ?
C3_2 C4_2 H4AB_2 110.2 . . ?
C5 C4_2 H4AB_2 110.2 . . ?
H4A_2 C4_2 H4AB_2 108.5 . . ?
C3_2 C6_2 H6A_2 109.5 . . ?
C3_2 C6_2 H6B_2 109.5 . . ?
H6A_2 C6_2 H6B_2 109.5 . . ?
C3_2 C6_2 H6C_2 109.5 . . ?
H6A_2 C6_2 H6C_2 109.5 . . ?
H6B_2 C6_2 H6C_2 109.5 . . ?
C3_2 C7_2 H7A_2 109.5 . . ?
C3_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C3_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C5 C8_2 H8A_2 109.5 . . ?
C5 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C5 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C5 C9_2 H9A_2 109.5 . . ?
C5 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C5 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C6_12 C3_12 C7_12 115(3) . . ?
C6_12 C3_12 C4_12 112(3) . . ?
C7_12 C3_12 C4_12 116(3) . . ?
C6_12 C3_12 C1 100(2) . . ?
C7_12 C3_12 C1 114(3) . . ?
C4_12 C3_12 C1 98(2) . . ?
C5 C4_12 C3_12 112.1(14) . . ?
C5 C4_12 H4A_12 109.2 . . ?
C3_12 C4_12 H4A_12 109.2 . . ?
C5 C4_12 H4AB_12 109.2 . . ?
C3_12 C4_12 H4AB_12 109.2 . . ?
H4A_12 C4_12 H4AB_12 107.9 . . ?
C3_12 C6_12 H6A_12 109.5 . . ?
C3_12 C6_12 H6B_12 109.5 . . ?
H6A_12 C6_12 H6B_12 109.5 . . ?
C3_12 C6_12 H6C_12 109.5 . . ?
H6A_12 C6_12 H6C_12 109.5 . . ?
H6B_12 C6_12 H6C_12 109.5 . . ?
C3_12 C7_12 H7A_12 109.5 . . ?
C3_12 C7_12 H7B_12 109.5 . . ?
H7A_12 C7_12 H7B_12 109.5 . . ?
C3_12 C7_12 H7C_12 109.5 . . ?
H7A_12 C7_12 H7C_12 109.5 . . ?
H7B_12 C7_12 H7C_12 109.5 . . ?
C5 C8_12 H8A_12 109.5 . . ?
C5 C8_12 H8B_12 109.5 . . ?
H8A_12 C8_12 H8B_12 109.5 . . ?
C5 C8_12 H8C_12 109.5 . . ?
H8A_12 C8_12 H8C_12 109.5 . . ?
H8B_12 C8_12 H8C_12 109.5 . . ?
C5 C9_12 H9A_12 109.5 . . ?
C5 C9_12 H9B_12 109.5 . . ?
H9A_12 C9_12 H9B_12 109.5 . . ?
C5 C9_12 H9C_12 109.5 . . ?
H9A_12 C9_12 H9C_12 109.5 . . ?
H9B_12 C9_12 H9C_12 109.5 . . ?
C2_3 C1_3 C6_3 120.66(13) . . ?
C2_3 C1_3 N1 120.55(13) . . ?
C6_3 C1_3 N1 118.73(13) . . ?
C3_3 C2_3 C1_3 118.32(14) . . ?
C3_3 C2_3 C7_3 118.98(14) . . ?
C1_3 C2_3 C7_3 122.58(13) . . ?
C4_3 C3_3 C2_3 121.53(15) . . ?
C4_3 C3_3 H3_3 119.2 . . ?
C2_3 C3_3 H3_3 119.2 . . ?
C3_3 C4_3 C5_3 119.66(15) . . ?
C3_3 C4_3 H4_3 120.2 . . ?
C5_3 C4_3 H4_3 120.2 . . ?
C4_3 C5_3 C6_3 121.03(15) . . ?
C4_3 C5_3 H5_3 119.5 . . ?
C6_3 C5_3 H5_3 119.5 . . ?
C5_3 C6_3 C1_3 118.65(14) . . ?
C5_3 C6_3 C8_3 118.57(14) . . ?
C1_3 C6_3 C8_3 122.62(13) . . ?
C2_3 C7_3 C10_3 112.24(14) . . ?
C2_3 C7_3 C9_3 109.94(13) . . ?
C10_3 C7_3 C9_3 110.41(14) . . ?
C2_3 C7_3 H7_3 108.0 . . ?
C10_3 C7_3 H7_3 108.0 . . ?
C9_3 C7_3 H7_3 108.0 . . ?
C6_3 C8_3 C12_3 112.68(13) . . ?
C6_3 C8_3 C11_3 109.59(13) . . ?
C12_3 C8_3 C11_3 110.69(14) . . ?
C6_3 C8_3 H8_3 107.9 . . ?
C12_3 C8_3 H8_3 107.9 . . ?
C11_3 C8_3 H8_3 107.9 . . ?
C7_3 C9_3 H9A_3 109.5 . . ?
C7_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C7_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C7_3 C10_3 H10A_3 109.5 . . ?
C7_3 C10_3 H10B_3 109.5 . . ?
H10A_3 C10_3 H10B_3 109.5 . . ?
C7_3 C10_3 H10C_3 109.5 . . ?
H10A_3 C10_3 H10C_3 109.5 . . ?
H10B_3 C10_3 H10C_3 109.5 . . ?
C8_3 C11_3 H11A_3 109.5 . . ?
C8_3 C11_3 H11B_3 109.5 . . ?
H11A_3 C11_3 H11B_3 109.5 . . ?
C8_3 C11_3 H11C_3 109.5 . . ?
H11A_3 C11_3 H11C_3 109.5 . . ?
H11B_3 C11_3 H11C_3 109.5 . . ?
C8_3 C12_3 H12A_3 109.5 . . ?
C8_3 C12_3 H12B_3 109.5 . . ?
H12A_3 C12_3 H12B_3 109.5 . . ?
C8_3 C12_3 H12C_3 109.5 . . ?
H12A_3 C12_3 H12C_3 109.5 . . ?
H12B_3 C12_3 H12C_3 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 B1 N2 C1 84.7(4) . . . . ?
B1 B1 N2 C1 -105.3(4) 2_655 . . . ?
N2 B1 N3 C6 -5.9(2) . . . . ?
B1 B1 N3 C6 -176.38(14) 2_655 . . . ?
N2 B1 N3 C4 177.84(15) . . . . ?
B1 B1 N3 C4 7.4(2) 2_655 . . . ?
B1 N2 C1 N1 178.6(3) . . . . ?
B1 N2 C1 C3_2 0.3(5) . . . . ?
B1 N2 C1 C3_12 -11.0(15) . . . . ?
C1_3 N1 C1 N2 -13.9(2) . . . . ?
C5 N1 C1 N2 169.75(14) . . . . ?
C1_3 N1 C1 C3_2 164.78(18) . . . . ?
C5 N1 C1 C3_2 -11.6(2) . . . . ?
C1_3 N1 C1 C3_12 174.8(13) . . . . ?
C5 N1 C1 C3_12 -1.6(13) . . . . ?
C1 N1 C5 C8_12 -126.8(10) . . . . ?
C1_3 N1 C5 C8_12 57.0(10) . . . . ?
C1 N1 C5 C9_2 139.73(18) . . . . ?
C1_3 N1 C5 C9_2 -36.5(2) . . . . ?
C1 N1 C5 C8_2 -98.09(19) . . . . ?
C1_3 N1 C5 C8_2 85.7(2) . . . . ?
C1 N1 C5 C4_2 20.2(2) . . . . ?
C1_3 N1 C5 C4_2 -156.00(18) . . . . ?
C1 N1 C5 C4_12 -4.7(8) . . . . ?
C1_3 N1 C5 C4_12 179.0(8) . . . . ?
C1 N1 C5 C9_12 112.3(10) . . . . ?
C1_3 N1 C5 C9_12 -63.9(10) . . . . ?
N2 C1 C3_2 C7_2 -62.4(4) . . . . ?
N1 C1 C3_2 C7_2 119.1(3) . . . . ?
N2 C1 C3_2 C4_2 176.0(2) . . . . ?
N1 C1 C3_2 C4_2 -2.5(3) . . . . ?
N2 C1 C3_2 C6_2 57.1(4) . . . . ?
N1 C1 C3_2 C6_2 -121.5(3) . . . . ?
C1 C3_2 C4_2 C5 14.7(3) . . . . ?
C7_2 C3_2 C4_2 C5 -104.5(4) . . . . ?
C6_2 C3_2 C4_2 C5 133.3(3) . . . . ?
N1 C5 C4_2 C3_2 -20.4(2) . . . . ?
C9_2 C5 C4_2 C3_2 -140.0(2) . . . . ?
C8_2 C5 C4_2 C3_2 98.5(2) . . . . ?
N2 C1 C3_12 C6_12 82(2) . . . . ?
N1 C1 C3_12 C6_12 -107(2) . . . . ?
N2 C1 C3_12 C7_12 -41(3) . . . . ?
N1 C1 C3_12 C7_12 130(3) . . . . ?
N2 C1 C3_12 C4_12 -164.5(10) . . . . ?
N1 C1 C3_12 C4_12 6.9(19) . . . . ?
N1 C5 C4_12 C3_12 9.5(18) . . . . ?
C8_12 C5 C4_12 C3_12 130.3(18) . . . . ?
C9_12 C5 C4_12 C3_12 -106.5(19) . . . . ?
C6_12 C3_12 C4_12 C5 94(3) . . . . ?
C7_12 C3_12 C4_12 C5 -131(3) . . . . ?
C1 C3_12 C4_12 C5 -10(2) . . . . ?
C1 N1 C1_3 C2_3 92.04(17) . . . . ?
C5 N1 C1_3 C2_3 -91.95(18) . . . . ?
C1 N1 C1_3 C6_3 -85.05(17) . . . . ?
C5 N1 C1_3 C6_3 90.96(17) . . . . ?
C6_3 C1_3 C2_3 C3_3 -3.9(2) . . . . ?
N1 C1_3 C2_3 C3_3 179.07(13) . . . . ?
C6_3 C1_3 C2_3 C7_3 172.14(14) . . . . ?
N1 C1_3 C2_3 C7_3 -4.9(2) . . . . ?
C1_3 C2_3 C3_3 C4_3 0.9(2) . . . . ?
C7_3 C2_3 C3_3 C4_3 -175.29(15) . . . . ?
C2_3 C3_3 C4_3 C5_3 1.7(3) . . . . ?
C3_3 C4_3 C5_3 C6_3 -1.2(3) . . . . ?
C4_3 C5_3 C6_3 C1_3 -1.7(2) . . . . ?
C4_3 C5_3 C6_3 C8_3 173.86(15) . . . . ?
C2_3 C1_3 C6_3 C5_3 4.3(2) . . . . ?
N1 C1_3 C6_3 C5_3 -178.62(13) . . . . ?
C2_3 C1_3 C6_3 C8_3 -171.07(14) . . . . ?
N1 C1_3 C6_3 C8_3 6.0(2) . . . . ?
C3_3 C2_3 C7_3 C10_3 -57.95(19) . . . . ?
C1_3 C2_3 C7_3 C10_3 126.04(15) . . . . ?
C3_3 C2_3 C7_3 C9_3 65.36(18) . . . . ?
C1_3 C2_3 C7_3 C9_3 -110.64(16) . . . . ?
C5_3 C6_3 C8_3 C12_3 51.74(19) . . . . ?
C1_3 C6_3 C8_3 C12_3 -132.89(15) . . . . ?
C5_3 C6_3 C8_3 C11_3 -71.98(18) . . . . ?
C1_3 C6_3 C8_3 C11_3 103.39(16) . . . . ?



_chemical_name_systematic        (CAAI)2B2(NMe2)2
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_SiHu003_SiHu_a
_database_code_depnum_ccdc_archive 'CCDC 2237061'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT911_SiHu003_SiHu_a      
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          7 Report
RESPONSE: reflections affected by beamstop
;



_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        (CAAI)BClDur
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H44 B Cl N2'
_chemical_formula_sum            'C30 H44 B Cl N2'
_chemical_formula_weight         478.93

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

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

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

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

_cell_length_a                   10.300(2)
_cell_length_b                   16.861(3)
_cell_length_c                   16.843(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.065(16)
_cell_angle_gamma                90
_cell_volume                     2849.4(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9987
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      26.81
_cell_special_details            
;
To simulate systematic errors the final estimation of uncertainties in 
unit cell parameters were based on 32 Monte-Carlo simulations
;


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide microloop (MicroMounts of MiTeGen) and transferred to stream of cold 
nitrogen (Bruker Kryoflex2).
;
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.116
_exptl_crystal_F_000             1040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.405
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.199
_exptl_absorpt_coefficient_mu    0.154
_shelx_estimated_absorpt_T_min   0.940
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6085
_exptl_absorpt_correction_T_max  0.7454
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2.00 -3.00 2.00 0.1060
-1.00 -1.00 2.00 0.1420
0.00 -1.00 -2.00 0.0920
-1.00 -2.00 1.00 0.1060
-1.00 -3.00 -1.00 0.1020
-1.00 -3.00 -2.00 0.1040
-1.00 -3.00 -3.00 0.1030
0.00 0.00 -1.00 0.0700
1.00 3.00 1.00 0.1350
1.00 2.00 3.00 0.0910
0.00 -2.00 3.00 0.1400
1.00 1.00 3.00 0.0970
0.00 1.00 -1.00 0.1640
-1.00 0.00 -3.00 0.0890
1.00 -1.00 3.00 0.1330
2.00 3.00 3.00 0.1010
1.00 -3.00 3.00 0.1530
-1.00 2.00 -2.00 0.1580
2.00 -3.00 3.00 0.1490
0.00 -1.00 0.00 0.1130
1.00 1.00 1.00 0.0930
-2.00 1.00 -1.00 0.1560
-1.00 3.00 0.00 0.2000
3.00 -3.00 1.00 0.1420
1.00 -1.00 0.00 0.1430
3.00 1.00 1.00 0.0950
-3.00 2.00 0.00 0.1660
-3.00 2.00 2.00 0.1680
2.00 -1.00 -2.00 0.1070
1.00 -2.00 -2.00 0.1030
3.00 1.00 -2.00 0.1010
-2.00 2.00 3.00 0.1590
-3.00 -1.00 2.00 0.1190

_exptl_absorpt_process_details   'SadAbs 2016/2 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'CMOS area detector (Photon II)'
_diffrn_detector_area_resol_mean 7.5
_diffrn_reflns_number            29712
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.126
_diffrn_reflns_theta_max         26.883
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6076
_reflns_number_gt                5213
_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.
 
 Due to interference with the beamstop, reflection 0 0 2 was omitted.
 
 _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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.38A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.38A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          
;

 Refinement of F² against ALL reflections. The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based on F, 
with F set to zero for negative F². The threshold expression of F² > 
2sigma(F²) is used only for calculating R-factors(gt) etc. and is not 
relevant to the choice of reflections for refinement. R-factors based on F² 
are statistically about twice as large as those based on F, and R-factors 
based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0548P)²+1.5449P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6076
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.1182
_refine_ls_wR_factor_gt          0.1130
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
N2_1 N 0.60876(13) 0.56030(8) 0.20928(8) 0.0180(3) Uani 1 1 d . . . . .
C31_1 C 0.40597(14) 0.63589(9) 0.23949(9) 0.0159(3) Uani 1 1 d . . . . .
B1_1 B 0.47839(17) 0.56334(10) 0.20931(10) 0.0165(3) Uani 1 1 d . . . . .
Cl1_1 Cl 0.37546(4) 0.47470(2) 0.17682(2) 0.02248(11) Uani 1 1 d . . . . .
N1_2 N 0.83793(12) 0.54160(7) 0.25176(7) 0.0132(3) Uani 1 1 d . . . . .
C1_2 C 0.72375(14) 0.55337(8) 0.19441(9) 0.0133(3) Uani 1 1 d . . . . .
C2_2 C 0.96002(15) 0.53454(9) 0.21771(9) 0.0169(3) Uani 1 1 d . . . . .
C3_2 C 0.90619(15) 0.56432(10) 0.12978(9) 0.0192(3) Uani 1 1 d . . . . .
H3A_2 H 0.930337 0.620694 0.125189 0.023 Uiso 1 1 calc R U . . .
H3AB_2 H 0.944942 0.532883 0.091185 0.023 Uiso 1 1 calc R U . . .
C4_2 C 0.75365(15) 0.55481(9) 0.10997(9) 0.0162(3) Uani 1 1 d . . . . .
C6_2 C 1.07321(16) 0.58673(10) 0.26362(11) 0.0241(4) Uani 1 1 d . . . . .
H6A_2 H 1.095499 0.571605 0.321285 0.036 Uiso 1 1 calc R U . . .
H6B_2 H 1.045286 0.642416 0.258592 0.036 Uiso 1 1 calc R U . . .
H6C_2 H 1.151621 0.579728 0.240476 0.036 Uiso 1 1 calc R U . . .
C7_2 C 1.01108(16) 0.44934(10) 0.22042(11) 0.0231(3) Uani 1 1 d . . . . .
H7A_2 H 1.036135 0.431347 0.277159 0.035 Uiso 1 1 calc R U . . .
H7B_2 H 1.089066 0.447080 0.196238 0.035 Uiso 1 1 calc R U . . .
H7C_2 H 0.940822 0.414910 0.189594 0.035 Uiso 1 1 calc R U . . .
C8_2 C 0.70594(18) 0.47572(10) 0.06765(10) 0.0240(4) Uani 1 1 d . . . . .
H8A_2 H 0.609968 0.469789 0.063409 0.036 Uiso 1 1 calc R U . . .
H8B_2 H 0.753485 0.431751 0.099632 0.036 Uiso 1 1 calc R U . . .
H8C_2 H 0.723994 0.475273 0.012963 0.036 Uiso 1 1 calc R U . . .
C9_2 C 0.68177(17) 0.62274(10) 0.05816(10) 0.0231(3) Uani 1 1 d . . . . .
H9A_2 H 0.712927 0.673462 0.083977 0.035 Uiso 1 1 calc R U . . .
H9B_2 H 0.585535 0.617816 0.053502 0.035 Uiso 1 1 calc R U . . .
H9C_2 H 0.700684 0.620562 0.003731 0.035 Uiso 1 1 calc R U . . .
C1_3 C 0.83737(14) 0.53758(9) 0.33734(9) 0.0134(3) Uani 1 1 d . . . . .
C2_3 C 0.85176(14) 0.60838(9) 0.38332(9) 0.0147(3) Uani 1 1 d . . . . .
C3_3 C 0.85182(15) 0.60308(9) 0.46580(9) 0.0175(3) Uani 1 1 d . . . . .
H3_3 H 0.863137 0.649979 0.497892 0.021 Uiso 1 1 calc R U . . .
C4_3 C 0.83581(15) 0.53127(9) 0.50231(9) 0.0188(3) Uani 1 1 d . . . . .
H4_3 H 0.837712 0.528921 0.558917 0.023 Uiso 1 1 calc R U . . .
C5_3 C 0.81707(15) 0.46317(9) 0.45572(9) 0.0180(3) Uani 1 1 d . . . . .
H5_3 H 0.804653 0.414107 0.480722 0.022 Uiso 1 1 calc R U . . .
C6_3 C 0.81591(14) 0.46466(9) 0.37272(9) 0.0149(3) Uani 1 1 d . . . . .
C7_3 C 0.78599(15) 0.38796(9) 0.32449(9) 0.0163(3) Uani 1 1 d . . . . .
H7_3 H 0.789777 0.399171 0.266759 0.020 Uiso 1 1 calc R U . . .
C8_3 C 0.85924(15) 0.69066(9) 0.34714(9) 0.0170(3) Uani 1 1 d . . . . .
H8_3 H 0.861754 0.684225 0.288486 0.020 Uiso 1 1 calc R U . . .
C9_3 C 0.88879(16) 0.32317(9) 0.35747(10) 0.0218(3) Uani 1 1 d . . . . .
H9A_3 H 0.886162 0.310888 0.413954 0.033 Uiso 1 1 calc R U . . .
H9B_3 H 0.978039 0.341947 0.355482 0.033 Uiso 1 1 calc R U . . .
H9C_3 H 0.867779 0.275310 0.324006 0.033 Uiso 1 1 calc R U . . .
C10_3 C 0.64529(16) 0.35864(10) 0.32498(10) 0.0217(3) Uani 1 1 d . . . . .
H10A_3 H 0.639840 0.346337 0.380998 0.033 Uiso 1 1 calc R U . . .
H10B_3 H 0.625735 0.310808 0.291341 0.033 Uiso 1 1 calc R U . . .
H10C_3 H 0.580347 0.400035 0.302900 0.033 Uiso 1 1 calc R U . . .
C11_3 C 0.73498(16) 0.73904(9) 0.35130(10) 0.0211(3) Uani 1 1 d . . . . .
H11A_3 H 0.728552 0.744136 0.408249 0.032 Uiso 1 1 calc R U . . .
H11B_3 H 0.655464 0.712031 0.320046 0.032 Uiso 1 1 calc R U . . .
H11C_3 H 0.741479 0.791875 0.328275 0.032 Uiso 1 1 calc R U . . .
C12_3 C 0.98522(17) 0.73583(10) 0.39011(10) 0.0238(4) Uani 1 1 d . . . . .
H12A_3 H 1.064097 0.703549 0.389468 0.036 Uiso 1 1 calc R U . . .
H12B_3 H 0.981103 0.746771 0.446635 0.036 Uiso 1 1 calc R U . . .
H12C_3 H 0.990770 0.785960 0.361623 0.036 Uiso 1 1 calc R U . . .
C2_4 C 0.33557(14) 0.69170(9) 0.18413(9) 0.0161(3) Uani 1 1 d . . . . .
C3_4 C 0.27839(15) 0.75822(9) 0.21257(10) 0.0180(3) Uani 1 1 d . . . . .
C4_4 C 0.29390(15) 0.76795(9) 0.29622(10) 0.0198(3) Uani 1 1 d . . . . .
H4_4 H 0.257249 0.813702 0.315788 0.024 Uiso 1 1 calc R U . . .
C5_4 C 0.36117(15) 0.71299(10) 0.35209(10) 0.0200(3) Uani 1 1 d . . . . .
C6_4 C 0.41584(14) 0.64557(10) 0.32371(9) 0.0181(3) Uani 1 1 d . . . . .
C7_4 C 0.32005(16) 0.68007(10) 0.09372(9) 0.0211(3) Uani 1 1 d . . . . .
H7A_4 H 0.360029 0.629342 0.083780 0.032 Uiso 1 1 calc R U . . .
H7B_4 H 0.364889 0.723356 0.071733 0.032 Uiso 1 1 calc R U . . .
H7C_4 H 0.225135 0.679955 0.066867 0.032 Uiso 1 1 calc R U . . .
C8_4 C 0.20060(17) 0.81867(10) 0.15456(11) 0.0253(4) Uani 1 1 d . . . . .
H8A_4 H 0.172812 0.862039 0.185752 0.038 Uiso 1 1 calc R U . . .
H8B_4 H 0.121642 0.793401 0.120562 0.038 Uiso 1 1 calc R U . . .
H8C_4 H 0.256865 0.839807 0.119747 0.038 Uiso 1 1 calc R U . . .
C9_4 C 0.37667(19) 0.72763(12) 0.44243(10) 0.0301(4) Uani 1 1 d . . . . .
H9A_4 H 0.471565 0.731611 0.468732 0.045 Uiso 1 1 calc R U . . .
H9B_4 H 0.336800 0.683562 0.466500 0.045 Uiso 1 1 calc R U . . .
H9C_4 H 0.331680 0.777193 0.450532 0.045 Uiso 1 1 calc R U . . .
C10_4 C 0.48346(17) 0.58328(11) 0.38375(10) 0.0253(4) Uani 1 1 d . . . . .
H10A_4 H 0.418240 0.559835 0.411141 0.038 Uiso 1 1 calc R U . . .
H10B_4 H 0.555428 0.607905 0.424358 0.038 Uiso 1 1 calc R U . . .
H10C_4 H 0.520488 0.541771 0.354629 0.038 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N2_1 C1_2 1.270(2) . ?
N2_1 B1_1 1.344(2) . ?
C31_1 C2_4 1.405(2) . ?
C31_1 C6_4 1.408(2) . ?
C31_1 B1_1 1.576(2) . ?
B1_1 Cl1_1 1.8425(18) . ?
N1_2 C1_2 1.3572(19) . ?
N1_2 C1_3 1.4444(19) . ?
N1_2 C2_2 1.5001(19) . ?
C1_2 C4_2 1.522(2) . ?
C2_2 C6_2 1.524(2) . ?
C2_2 C7_2 1.527(2) . ?
C2_2 C3_2 1.543(2) . ?
C3_2 C4_2 1.539(2) . ?
C3_2 H3A_2 0.9900 . ?
C3_2 H3AB_2 0.9900 . ?
C4_2 C9_2 1.526(2) . ?
C4_2 C8_2 1.539(2) . ?
C6_2 H6A_2 0.9800 . ?
C6_2 H6B_2 0.9800 . ?
C6_2 H6C_2 0.9800 . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C1_3 C6_3 1.406(2) . ?
C1_3 C2_3 1.412(2) . ?
C2_3 C3_3 1.392(2) . ?
C2_3 C8_3 1.524(2) . ?
C3_3 C4_3 1.385(2) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.380(2) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.395(2) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C7_3 1.521(2) . ?
C7_3 C10_3 1.533(2) . ?
C7_3 C9_3 1.535(2) . ?
C7_3 H7_3 1.0000 . ?
C8_3 C11_3 1.533(2) . ?
C8_3 C12_3 1.537(2) . ?
C8_3 H8_3 1.0000 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C10_3 H10A_3 0.9800 . ?
C10_3 H10B_3 0.9800 . ?
C10_3 H10C_3 0.9800 . ?
C11_3 H11A_3 0.9800 . ?
C11_3 H11B_3 0.9800 . ?
C11_3 H11C_3 0.9800 . ?
C12_3 H12A_3 0.9800 . ?
C12_3 H12B_3 0.9800 . ?
C12_3 H12C_3 0.9800 . ?
C2_4 C3_4 1.401(2) . ?
C2_4 C7_4 1.508(2) . ?
C3_4 C4_4 1.391(2) . ?
C3_4 C8_4 1.510(2) . ?
C4_4 C5_4 1.389(2) . ?
C4_4 H4_4 0.9500 . ?
C5_4 C6_4 1.400(2) . ?
C5_4 C9_4 1.514(2) . ?
C6_4 C10_4 1.514(2) . ?
C7_4 H7A_4 0.9800 . ?
C7_4 H7B_4 0.9800 . ?
C7_4 H7C_4 0.9800 . ?
C8_4 H8A_4 0.9800 . ?
C8_4 H8B_4 0.9800 . ?
C8_4 H8C_4 0.9800 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?
C10_4 H10A_4 0.9800 . ?
C10_4 H10B_4 0.9800 . ?
C10_4 H10C_4 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1_2 N2_1 B1_1 168.51(15) . . ?
C2_4 C31_1 C6_4 119.97(14) . . ?
C2_4 C31_1 B1_1 121.11(13) . . ?
C6_4 C31_1 B1_1 118.90(13) . . ?
N2_1 B1_1 C31_1 125.15(14) . . ?
N2_1 B1_1 Cl1_1 118.48(13) . . ?
C31_1 B1_1 Cl1_1 116.29(11) . . ?
C1_2 N1_2 C1_3 121.26(12) . . ?
C1_2 N1_2 C2_2 113.95(12) . . ?
C1_3 N1_2 C2_2 124.79(12) . . ?
N2_1 C1_2 N1_2 124.74(14) . . ?
N2_1 C1_2 C4_2 125.27(13) . . ?
N1_2 C1_2 C4_2 109.98(13) . . ?
N1_2 C2_2 C6_2 111.80(13) . . ?
N1_2 C2_2 C7_2 112.09(12) . . ?
C6_2 C2_2 C7_2 108.01(13) . . ?
N1_2 C2_2 C3_2 100.99(12) . . ?
C6_2 C2_2 C3_2 111.50(13) . . ?
C7_2 C2_2 C3_2 112.42(13) . . ?
C4_2 C3_2 C2_2 107.57(12) . . ?
C4_2 C3_2 H3A_2 110.2 . . ?
C2_2 C3_2 H3A_2 110.2 . . ?
C4_2 C3_2 H3AB_2 110.2 . . ?
C2_2 C3_2 H3AB_2 110.2 . . ?
H3A_2 C3_2 H3AB_2 108.5 . . ?
C1_2 C4_2 C9_2 111.83(13) . . ?
C1_2 C4_2 C3_2 102.20(12) . . ?
C9_2 C4_2 C3_2 112.66(13) . . ?
C1_2 C4_2 C8_2 107.94(12) . . ?
C9_2 C4_2 C8_2 108.82(13) . . ?
C3_2 C4_2 C8_2 113.20(13) . . ?
C2_2 C6_2 H6A_2 109.5 . . ?
C2_2 C6_2 H6B_2 109.5 . . ?
H6A_2 C6_2 H6B_2 109.5 . . ?
C2_2 C6_2 H6C_2 109.5 . . ?
H6A_2 C6_2 H6C_2 109.5 . . ?
H6B_2 C6_2 H6C_2 109.5 . . ?
C2_2 C7_2 H7A_2 109.5 . . ?
C2_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C2_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C4_2 C8_2 H8A_2 109.5 . . ?
C4_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C4_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C4_2 C9_2 H9A_2 109.5 . . ?
C4_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C4_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C6_3 C1_3 C2_3 120.94(13) . . ?
C6_3 C1_3 N1_2 120.04(13) . . ?
C2_3 C1_3 N1_2 118.94(13) . . ?
C3_3 C2_3 C1_3 117.99(14) . . ?
C3_3 C2_3 C8_3 117.96(13) . . ?
C1_3 C2_3 C8_3 123.96(13) . . ?
C4_3 C3_3 C2_3 121.75(14) . . ?
C4_3 C3_3 H3_3 119.1 . . ?
C2_3 C3_3 H3_3 119.1 . . ?
C5_3 C4_3 C3_3 119.38(14) . . ?
C5_3 C4_3 H4_3 120.3 . . ?
C3_3 C4_3 H4_3 120.3 . . ?
C4_3 C5_3 C6_3 121.56(14) . . ?
C4_3 C5_3 H5_3 119.2 . . ?
C6_3 C5_3 H5_3 119.2 . . ?
C5_3 C6_3 C1_3 118.28(14) . . ?
C5_3 C6_3 C7_3 118.33(13) . . ?
C1_3 C6_3 C7_3 123.34(13) . . ?
C6_3 C7_3 C10_3 110.43(13) . . ?
C6_3 C7_3 C9_3 111.83(12) . . ?
C10_3 C7_3 C9_3 110.13(13) . . ?
C6_3 C7_3 H7_3 108.1 . . ?
C10_3 C7_3 H7_3 108.1 . . ?
C9_3 C7_3 H7_3 108.1 . . ?
C2_3 C8_3 C11_3 110.36(13) . . ?
C2_3 C8_3 C12_3 112.11(13) . . ?
C11_3 C8_3 C12_3 109.85(13) . . ?
C2_3 C8_3 H8_3 108.1 . . ?
C11_3 C8_3 H8_3 108.1 . . ?
C12_3 C8_3 H8_3 108.1 . . ?
C7_3 C9_3 H9A_3 109.5 . . ?
C7_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C7_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C7_3 C10_3 H10A_3 109.5 . . ?
C7_3 C10_3 H10B_3 109.5 . . ?
H10A_3 C10_3 H10B_3 109.5 . . ?
C7_3 C10_3 H10C_3 109.5 . . ?
H10A_3 C10_3 H10C_3 109.5 . . ?
H10B_3 C10_3 H10C_3 109.5 . . ?
C8_3 C11_3 H11A_3 109.5 . . ?
C8_3 C11_3 H11B_3 109.5 . . ?
H11A_3 C11_3 H11B_3 109.5 . . ?
C8_3 C11_3 H11C_3 109.5 . . ?
H11A_3 C11_3 H11C_3 109.5 . . ?
H11B_3 C11_3 H11C_3 109.5 . . ?
C8_3 C12_3 H12A_3 109.5 . . ?
C8_3 C12_3 H12B_3 109.5 . . ?
H12A_3 C12_3 H12B_3 109.5 . . ?
C8_3 C12_3 H12C_3 109.5 . . ?
H12A_3 C12_3 H12C_3 109.5 . . ?
H12B_3 C12_3 H12C_3 109.5 . . ?
C3_4 C2_4 C31_1 120.21(14) . . ?
C3_4 C2_4 C7_4 119.52(14) . . ?
C31_1 C2_4 C7_4 120.27(14) . . ?
C4_4 C3_4 C2_4 118.67(14) . . ?
C4_4 C3_4 C8_4 119.87(14) . . ?
C2_4 C3_4 C8_4 121.46(14) . . ?
C5_4 C4_4 C3_4 122.20(15) . . ?
C5_4 C4_4 H4_4 118.9 . . ?
C3_4 C4_4 H4_4 118.9 . . ?
C4_4 C5_4 C6_4 119.21(14) . . ?
C4_4 C5_4 C9_4 119.68(15) . . ?
C6_4 C5_4 C9_4 121.10(15) . . ?
C5_4 C6_4 C31_1 119.67(14) . . ?
C5_4 C6_4 C10_4 119.67(14) . . ?
C31_1 C6_4 C10_4 120.65(14) . . ?
C2_4 C7_4 H7A_4 109.5 . . ?
C2_4 C7_4 H7B_4 109.5 . . ?
H7A_4 C7_4 H7B_4 109.5 . . ?
C2_4 C7_4 H7C_4 109.5 . . ?
H7A_4 C7_4 H7C_4 109.5 . . ?
H7B_4 C7_4 H7C_4 109.5 . . ?
C3_4 C8_4 H8A_4 109.5 . . ?
C3_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C3_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C5_4 C9_4 H9A_4 109.5 . . ?
C5_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C5_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C6_4 C10_4 H10A_4 109.5 . . ?
C6_4 C10_4 H10B_4 109.5 . . ?
H10A_4 C10_4 H10B_4 109.5 . . ?
C6_4 C10_4 H10C_4 109.5 . . ?
H10A_4 C10_4 H10C_4 109.5 . . ?
H10B_4 C10_4 H10C_4 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1_2 N2_1 B1_1 C31_1 -128.5(7) . . . . ?
C1_2 N2_1 B1_1 Cl1_1 54.8(8) . . . . ?
C2_4 C31_1 B1_1 N2_1 97.68(19) . . . . ?
C6_4 C31_1 B1_1 N2_1 -80.5(2) . . . . ?
C2_4 C31_1 B1_1 Cl1_1 -85.61(16) . . . . ?
C6_4 C31_1 B1_1 Cl1_1 96.20(15) . . . . ?
B1_1 N2_1 C1_2 N1_2 -158.2(7) . . . . ?
B1_1 N2_1 C1_2 C4_2 20.1(8) . . . . ?
C1_3 N1_2 C1_2 N2_1 -1.4(2) . . . . ?
C2_2 N1_2 C1_2 N2_1 179.34(14) . . . . ?
C1_3 N1_2 C1_2 C4_2 -179.87(12) . . . . ?
C2_2 N1_2 C1_2 C4_2 0.83(16) . . . . ?
C1_2 N1_2 C2_2 C6_2 131.85(14) . . . . ?
C1_3 N1_2 C2_2 C6_2 -47.43(19) . . . . ?
C1_2 N1_2 C2_2 C7_2 -106.70(15) . . . . ?
C1_3 N1_2 C2_2 C7_2 74.02(17) . . . . ?
C1_2 N1_2 C2_2 C3_2 13.17(16) . . . . ?
C1_3 N1_2 C2_2 C3_2 -166.11(13) . . . . ?
N1_2 C2_2 C3_2 C4_2 -21.73(15) . . . . ?
C6_2 C2_2 C3_2 C4_2 -140.63(13) . . . . ?
C7_2 C2_2 C3_2 C4_2 97.91(15) . . . . ?
N2_1 C1_2 C4_2 C9_2 46.2(2) . . . . ?
N1_2 C1_2 C4_2 C9_2 -135.28(13) . . . . ?
N2_1 C1_2 C4_2 C3_2 166.96(14) . . . . ?
N1_2 C1_2 C4_2 C3_2 -14.53(15) . . . . ?
N2_1 C1_2 C4_2 C8_2 -73.45(18) . . . . ?
N1_2 C1_2 C4_2 C8_2 105.05(14) . . . . ?
C2_2 C3_2 C4_2 C1_2 22.46(15) . . . . ?
C2_2 C3_2 C4_2 C9_2 142.63(13) . . . . ?
C2_2 C3_2 C4_2 C8_2 -93.36(15) . . . . ?
C1_2 N1_2 C1_3 C6_3 88.13(17) . . . . ?
C2_2 N1_2 C1_3 C6_3 -92.64(17) . . . . ?
C1_2 N1_2 C1_3 C2_3 -88.64(17) . . . . ?
C2_2 N1_2 C1_3 C2_3 90.59(17) . . . . ?
C6_3 C1_3 C2_3 C3_3 3.7(2) . . . . ?
N1_2 C1_3 C2_3 C3_3 -179.59(13) . . . . ?
C6_3 C1_3 C2_3 C8_3 -172.68(14) . . . . ?
N1_2 C1_3 C2_3 C8_3 4.1(2) . . . . ?
C1_3 C2_3 C3_3 C4_3 -1.2(2) . . . . ?
C8_3 C2_3 C3_3 C4_3 175.35(14) . . . . ?
C2_3 C3_3 C4_3 C5_3 -1.1(2) . . . . ?
C3_3 C4_3 C5_3 C6_3 1.0(2) . . . . ?
C4_3 C5_3 C6_3 C1_3 1.4(2) . . . . ?
C4_3 C5_3 C6_3 C7_3 -176.22(14) . . . . ?
C2_3 C1_3 C6_3 C5_3 -3.8(2) . . . . ?
N1_2 C1_3 C6_3 C5_3 179.55(13) . . . . ?
C2_3 C1_3 C6_3 C7_3 173.71(13) . . . . ?
N1_2 C1_3 C6_3 C7_3 -3.0(2) . . . . ?
C5_3 C6_3 C7_3 C10_3 62.36(17) . . . . ?
C1_3 C6_3 C7_3 C10_3 -115.10(16) . . . . ?
C5_3 C6_3 C7_3 C9_3 -60.65(18) . . . . ?
C1_3 C6_3 C7_3 C9_3 121.89(16) . . . . ?
C3_3 C2_3 C8_3 C11_3 -64.03(17) . . . . ?
C1_3 C2_3 C8_3 C11_3 112.32(16) . . . . ?
C3_3 C2_3 C8_3 C12_3 58.77(18) . . . . ?
C1_3 C2_3 C8_3 C12_3 -124.88(16) . . . . ?
C6_4 C31_1 C2_4 C3_4 1.9(2) . . . . ?
B1_1 C31_1 C2_4 C3_4 -176.32(14) . . . . ?
C6_4 C31_1 C2_4 C7_4 -177.62(14) . . . . ?
B1_1 C31_1 C2_4 C7_4 4.2(2) . . . . ?
C31_1 C2_4 C3_4 C4_4 0.6(2) . . . . ?
C7_4 C2_4 C3_4 C4_4 -179.95(14) . . . . ?
C31_1 C2_4 C3_4 C8_4 -179.18(14) . . . . ?
C7_4 C2_4 C3_4 C8_4 0.3(2) . . . . ?
C2_4 C3_4 C4_4 C5_4 -1.6(2) . . . . ?
C8_4 C3_4 C4_4 C5_4 178.12(15) . . . . ?
C3_4 C4_4 C5_4 C6_4 0.2(2) . . . . ?
C3_4 C4_4 C5_4 C9_4 178.99(15) . . . . ?
C4_4 C5_4 C6_4 C31_1 2.2(2) . . . . ?
C9_4 C5_4 C6_4 C31_1 -176.52(15) . . . . ?
C4_4 C5_4 C6_4 C10_4 -177.01(14) . . . . ?
C9_4 C5_4 C6_4 C10_4 4.2(2) . . . . ?
C2_4 C31_1 C6_4 C5_4 -3.3(2) . . . . ?
B1_1 C31_1 C6_4 C5_4 174.95(14) . . . . ?
C2_4 C31_1 C6_4 C10_4 175.96(14) . . . . ?
B1_1 C31_1 C6_4 C10_4 -5.8(2) . . . . ?

_refine_diff_density_max         0.396
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.051



_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_MaMi042_SiHu_a
_database_code_depnum_ccdc_archive 'CCDC 2237058'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;

_audit_creation_method           'CIF-fill 1.2x (K.Radacki, 2005-21)'
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        (CAAI)2BN3
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H62 B N7'
_chemical_formula_sum            'C40 H62 B N7'
_chemical_formula_weight         651.77

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

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

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

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

_cell_length_a                   9.52340(10)
_cell_length_b                   12.29820(10)
_cell_length_c                   33.6499(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.8590(10)
_cell_angle_gamma                90
_cell_volume                     3912.89(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    51107
_cell_measurement_theta_min      3.8130
_cell_measurement_theta_max      75.0920


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 800).
;
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_F_000             1424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.115
_exptl_absorpt_coefficient_mu    0.500
_shelx_estimated_absorpt_T_min   0.877
_shelx_estimated_absorpt_T_max   0.942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77418
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) Empirical 
absorption correction using spherical harmonics, implemented in SCALE3 
ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 2 0.0935
-1 0 -2 0.1124
-1 -2 -1 0.1053
0 2 -1 0.1061
0 -2 1 0.1234
0 0 1 0.0347
0 0 -1 0.0807
-2 2 1 0.1317
2 -2 -1 0.1172
1 0 -1 0.0962
-1 0 1 0.0929
1 1 -2 0.0762
-1 -1 2 0.0707

_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_details      
;
 List of Runs (angles in degrees, time in seconds):
 
   # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
 --------------------------------------------------------------------------
   1  ω     72.00 103.00   0.50    0.05    --   54.00  51.00-117.76   62
   2  ω     99.00 128.00   0.50    0.05    --   85.25  50.00-125.70   58
   3  ω     99.00 133.00   0.50    0.05    --   85.25  53.00-115.49   68
   4  ω     96.00 131.00   0.50    0.05    --   82.31  15.00-150.00   70
   5  ω     99.00 124.00   0.50    0.05    --   85.25  47.00 -85.43   50
   6  ω     96.00 122.00   0.50    0.05    --   85.25  12.00 -22.19   52
   7  ω     62.00  88.00   0.50    0.05    --   85.25  12.00 -22.19   52
   8  ω     68.00 134.00   0.50    0.05    --   85.25  18.00  23.96  132
   9  ω    107.00 133.00   0.50    0.05    --   82.31  15.00  60.00   52
  10  ω     73.00 135.00   0.50    0.05    --   85.25  12.00 151.02  124
  11  ω     51.00 105.00   0.50    0.05    --   85.25-138.00 -74.78  108
  12  ω     82.00 107.00   0.50    0.05    --   85.25-137.00 -94.71   50
  13  ω     82.00 107.00   0.50    0.05    --   85.25-137.00-179.77   50
  14  ω     39.00  71.00   0.50    0.05    --   85.25-137.00 -94.71   64
  15  ω     37.00  62.00   0.50    0.05    --   85.25-128.00 -29.44   50
  16  ω     77.00 102.00   0.50    0.05    --   85.25-128.00 -29.44   50
  17  ω     60.00 102.00   0.50    0.05    --   85.25-128.00  30.16   84
  18  ω     50.00  76.00   0.50    0.05    --   85.25-135.00  61.57   52
  19  ω     62.00  87.00   0.50    0.05    --   58.61-126.00 150.00   50
  20  ω     21.00  56.00   0.50    0.05    --   58.61-126.00 150.00   70
  21  ω     45.00  72.00   0.50    0.05    --   85.25-119.00  57.13   54
  22  ω     43.00  69.00   0.50    0.05    --   85.25-117.00 166.87   52
  23  ω     43.00  94.00   0.50    0.05    --   85.25-119.00 138.48  102
  24  ω     37.00  63.00   0.50    0.05    --   85.25-113.00  72.41   52
  25  ω     67.00  97.00   0.50    0.05    --   85.25-113.00  72.41   60
  26  ω     52.00  97.00   0.50    0.05    --   82.31-112.00 120.00   90
  27  ω     45.00  71.00   0.50    0.05    --   85.25-124.00 -10.24   52
  28  ω     44.00  70.00   0.50    0.05    --   85.25-119.00-123.99   52
  29  ω     37.00  73.00   0.50    0.05    --   85.25-123.00-164.24   72
  30  ω     35.00  97.00   0.50    0.05    --   82.31-112.00-120.00  124
  31  ω     72.00  97.00   0.50    0.05    --   82.31-112.00  30.00   50
  32  ω     72.00  97.00   0.50    0.05    --   82.31-112.00  90.00   50
  33  ω     42.00  68.00   0.50    0.05    --   82.31-112.00 150.00   52
  34  ω     70.00  97.00   0.50    0.05    --   82.31-112.00 150.00   54
  35  ω     72.00  97.00   0.50    0.05    --   85.25-111.00  44.53   50
  36  ω     41.00  71.00   0.50    0.05    --   85.25-109.00  74.29   60
  37  ω     39.00  64.00   0.50    0.05    --   85.25-108.00 177.01   50
  38  ω     69.00  95.00   0.50    0.05    --   85.25-107.00 164.20   52
  39  ω     51.00  97.00   0.50    0.05    --   82.31-112.00   0.00   92
  40  ω     41.00  91.00   0.50    0.05    --   85.25-106.00  92.29  100
  41  ω     42.00  81.00   0.50    0.05    --   85.25-108.00  23.16   78
  42  ω     41.00  66.00   0.50    0.05    --   85.25-105.00  33.45   50
  43  ω     46.00  94.00   0.50    0.05    --   85.25-107.00 -40.56   96
  44  ω     64.00  94.00   0.50    0.05    --   85.25-102.00 -26.51   60
  45  ω     54.00  80.00   0.50    0.05    --   85.25-112.00 -42.34   52
  46  ω     47.00  94.00   0.50    0.05    --   85.25-100.00 -58.60   94
  47  ω     70.00  95.00   0.50    0.05    --   85.25-104.00 -92.52   50
  48  ω     49.00  90.00   0.50    0.05    --   85.25 -97.00 -97.50   82
  49  ω     44.00  70.00   0.50    0.05    --   82.31-112.00-150.00   52
  50  ω     37.00  63.00   0.50    0.05    --   58.61 -95.00-120.00   52
  51  ω     42.00  95.00   0.50    0.05    --   85.25-104.00-167.62  106
  52  ω     46.00  71.00   0.50    0.05    --   85.25 -81.00 164.15   50
  53  ω     44.00  69.00   0.50    0.05    --   85.25 -92.00  37.81   50
  54  ω     40.00  71.00   0.50    0.05    --   71.30 -95.00 -30.00   62
  55  ω     51.00  77.00   0.50    0.05    --   85.25 -81.00-100.18   52
  56  ω     64.00  90.00   0.50    0.05    --   85.25 -95.00-119.26   52
  57  ω     47.00  78.00   0.50    0.05    --   85.25 -78.00-173.37   62
  58  ω     46.00  74.00   0.50    0.05    --   85.25 -76.00 -46.47   56
  59  ω     46.00  74.00   0.50    0.05    --   85.25 -74.00 121.23   56
  60  ω    107.00 132.00   0.50    0.05    --   85.25 109.00 148.91   50
  61  ω    104.00 133.00   0.50    0.05    --   85.25 112.00  88.02   58
  62  ω     99.00 132.00   0.50    0.05    --   85.25 121.00 -72.33   66
  63  ω     99.00 125.00   0.50    0.05    --   85.25 132.00-158.83   52
  64  ω    -55.00 -29.00   0.50    0.05    --  -76.37 112.00 120.00   52
  65  ω    -95.00 -58.00   0.50    0.05    --  -76.37 112.00 120.00   74
  66  ω    -97.00 -35.00   0.50    0.05    --  -76.37 112.00   0.00  124
  67  ω    -56.00 -28.00   0.50    0.05    --  -76.37 112.00-150.00   56
  68  ω    -95.00 -69.00   0.50    0.05    --  -76.37 112.00-150.00   52
  69  ω    -72.00 -46.00   0.50    0.05    --  -79.50  98.00-113.11   52
  70  ω   -124.00 -91.00   0.50    0.05    --  -79.50 -61.00   7.39   66
  71  ω   -122.00 -93.00   0.50    0.05    --  -79.50 -51.00 115.55   58
  72  ω   -117.00 -84.00   0.50    0.05    --  -70.00 -57.00 152.41   66
  73  ω   -127.00-102.00   0.50    0.05    --  -79.50 -56.00  54.34   50
  74  ω   -100.00 -68.00   0.50    0.05    --  -54.00 -48.00 -21.12   64
  75  ω   -109.00 -79.00   0.50    0.05    --  -62.00 -48.00 -57.75   60
  76  ω   -105.00 -80.00   0.50    0.05    --  -58.00 -51.00 -80.71   50
  77  ω   -119.00 -93.00   0.50    0.05    --  -74.00 -50.00-165.66   52
  78  ω   -106.00 -76.00   0.50    0.05    --  -62.00 -47.00  42.92   60
  79  ω   -128.00-103.00   0.50    0.05    --  -79.50-120.00  80.73   50
  80  ω   -125.00 -97.00   0.50    0.05    --  -79.50-114.00 128.99   56

;
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            84051
_diffrn_reflns_av_unetI/netI     0.0142
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         2.645
_diffrn_reflns_theta_max         75.322
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8054
_reflns_number_gt                7378
_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       'BIS 2011.8 / APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          
; The ADPs of the azide nitrogen atoms N5 > N7 were restrained with SIMU 0.001 to avoid Hirshfeld test problem.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0495P)²+1.0884P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8054
_refine_ls_number_parameters     449
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_ref         0.0963
_refine_ls_wR_factor_gt          0.0941
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.79753(8) 0.41952(6) 0.33577(2) 0.01864(16) Uani 1 1 d . . . . .
C1 C 0.66757(9) 0.46669(7) 0.33612(3) 0.01738(18) Uani 1 1 d . . . . .
B1 B 0.55930(11) 0.65800(9) 0.33455(3) 0.0197(2) Uani 1 1 d . . . . .
N2 N 0.64928(8) 0.56859(6) 0.33773(2) 0.02004(17) Uani 1 1 d . . . . .
C2 C 0.78874(10) 0.30128(8) 0.32609(3) 0.0231(2) Uani 1 1 d . . . . .
N3 N 0.53631(8) 0.73004(6) 0.36610(2) 0.01942(16) Uani 1 1 d . . . . .
C3 C 0.64516(10) 0.27269(8) 0.34020(3) 0.0226(2) Uani 1 1 d . . . . .
H3A H 0.658688 0.247234 0.368311 0.027 Uiso 1 1 calc R U . . .
H3AB H 0.597871 0.214362 0.323287 0.027 Uiso 1 1 calc R U . . .
N4 N 0.56572(8) 0.87073(6) 0.41268(2) 0.01886(16) Uani 1 1 d . . . . .
C4 C 0.55516(10) 0.37715(8) 0.33654(3) 0.01973(19) Uani 1 1 d . . . . .
N5 N 0.47852(10) 0.68557(7) 0.29443(3) 0.02679(18) Uani 1 1 d . U . . .
C5 C 0.91106(12) 0.23717(9) 0.34794(4) 0.0351(3) Uani 1 1 d . . . . .
H5A H 0.901545 0.160304 0.340419 0.053 Uiso 1 1 calc R U . . .
H5B H 0.909781 0.244473 0.376894 0.053 Uiso 1 1 calc R U . . .
H5C H 1.000631 0.265440 0.340576 0.053 Uiso 1 1 calc R U . . .
N6 N 0.50218(9) 0.63307(7) 0.26489(2) 0.02571(18) Uani 1 1 d . U . . .
C6 C 0.78694(12) 0.28244(9) 0.28094(3) 0.0295(2) Uani 1 1 d . . . . .
H6A H 0.771304 0.205093 0.274956 0.044 Uiso 1 1 calc R U . . .
H6B H 0.877768 0.304952 0.272644 0.044 Uiso 1 1 calc R U . . .
H6C H 0.710599 0.325248 0.266389 0.044 Uiso 1 1 calc R U . . .
N7 N 0.51806(11) 0.59008(8) 0.23592(3) 0.0341(2) Uani 1 1 d . U . . .
C7 C 0.44806(11) 0.38029(9) 0.29864(3) 0.0267(2) Uani 1 1 d . . . . .
H7A H 0.381730 0.319504 0.299092 0.040 Uiso 1 1 calc R U . . .
H7B H 0.498289 0.374281 0.274954 0.040 Uiso 1 1 calc R U . . .
H7C H 0.395826 0.449076 0.297675 0.040 Uiso 1 1 calc R U . . .
C8 C 0.47567(12) 0.39321(9) 0.37304(3) 0.0291(2) Uani 1 1 d . . . . .
H8A H 0.409757 0.332701 0.374835 0.044 Uiso 1 1 calc R U . . .
H8B H 0.422854 0.461725 0.370312 0.044 Uiso 1 1 calc R U . . .
H8C H 0.543483 0.395479 0.397340 0.044 Uiso 1 1 calc R U . . .
C9 C 0.92578(9) 0.48135(8) 0.34550(3) 0.02001(19) Uani 1 1 d . . . . .
C10 C 0.98187(10) 0.48915(8) 0.38614(3) 0.0241(2) Uani 1 1 d . . . . .
C11 C 1.10338(11) 0.55166(9) 0.39603(3) 0.0286(2) Uani 1 1 d . . . . .
H11 H 1.142577 0.557233 0.423269 0.034 Uiso 1 1 calc R U . . .
C12 C 1.16804(11) 0.60571(9) 0.36703(3) 0.0289(2) Uani 1 1 d . . . . .
H12 H 1.251025 0.647515 0.374290 0.035 Uiso 1 1 calc R U . . .
C13 C 1.11068(11) 0.59826(8) 0.32744(3) 0.0259(2) Uani 1 1 d . . . . .
H13 H 1.155143 0.635411 0.307572 0.031 Uiso 1 1 calc R U . . .
C14 C 0.98853(10) 0.53720(8) 0.31592(3) 0.02167(19) Uani 1 1 d . . . . .
C15 C 0.91091(11) 0.43797(10) 0.41970(3) 0.0307(2) Uani 1 1 d . . . . .
H15 H 0.833866 0.389184 0.407269 0.037 Uiso 1 1 calc R U . . .
C16 C 1.01408(14) 0.36851(13) 0.44775(4) 0.0443(3) Uani 1 1 d . . . . .
H16A H 0.962010 0.330715 0.467048 0.066 Uiso 1 1 calc R U . . .
H16B H 1.086164 0.415556 0.462116 0.066 Uiso 1 1 calc R U . . .
H16C H 1.059824 0.314981 0.431970 0.066 Uiso 1 1 calc R U . . .
C17 C 0.84292(14) 0.52608(12) 0.44323(4) 0.0417(3) Uani 1 1 d . . . . .
H17A H 0.797241 0.492238 0.464713 0.063 Uiso 1 1 calc R U . . .
H17B H 0.772102 0.565564 0.425215 0.063 Uiso 1 1 calc R U . . .
H17C H 0.915901 0.576867 0.454815 0.063 Uiso 1 1 calc R U . . .
C18 C 0.92680(10) 0.53831(8) 0.27220(3) 0.0239(2) Uani 1 1 d . . . . .
H18 H 0.841813 0.489925 0.269072 0.029 Uiso 1 1 calc R U . . .
C19 C 0.87925(12) 0.65339(9) 0.25922(3) 0.0303(2) Uani 1 1 d . . . . .
H19A H 0.838450 0.652412 0.231074 0.045 Uiso 1 1 calc R U . . .
H19B H 0.960881 0.702480 0.262478 0.045 Uiso 1 1 calc R U . . .
H19C H 0.808036 0.678837 0.275822 0.045 Uiso 1 1 calc R U . . .
C20 C 1.03365(12) 0.49387(10) 0.24558(3) 0.0312(2) Uani 1 1 d . . . . .
H20A H 0.991847 0.495551 0.217528 0.047 Uiso 1 1 calc R U . . .
H20B H 1.058165 0.418809 0.253354 0.047 Uiso 1 1 calc R U . . .
H20C H 1.119188 0.538855 0.248869 0.047 Uiso 1 1 calc R U . . .
C21 C 0.60561(9) 0.81145(7) 0.38134(3) 0.01838(18) Uani 1 1 d . . . . .
C22 C 0.67173(10) 0.95247(8) 0.42943(3) 0.0229(2) Uani 1 1 d . . . . .
C23 C 0.76085(11) 0.90932(9) 0.46709(3) 0.0313(2) Uani 1 1 d . . . . .
H23A H 0.835824 0.961625 0.475864 0.047 Uiso 1 1 calc R U . . .
H23B H 0.803300 0.839549 0.461064 0.047 Uiso 1 1 calc R U . . .
H23C H 0.700391 0.899211 0.488411 0.047 Uiso 1 1 calc R U . . .
C24 C 0.60370(11) 1.05919(8) 0.44009(3) 0.0285(2) Uani 1 1 d . . . . .
H24A H 0.677723 1.111835 0.449325 0.043 Uiso 1 1 calc R U . . .
H24B H 0.543911 1.046342 0.461389 0.043 Uiso 1 1 calc R U . . .
H24C H 0.545742 1.087978 0.416396 0.043 Uiso 1 1 calc R U . . .
C25 C 0.75890(11) 0.96636(8) 0.39416(3) 0.0274(2) Uani 1 1 d . . . . .
H25A H 0.859930 0.977336 0.404169 0.033 Uiso 1 1 calc R U . . .
H25B H 0.725201 1.030427 0.377932 0.033 Uiso 1 1 calc R U . . .
C26 C 0.74039(10) 0.86223(8) 0.36856(3) 0.0239(2) Uani 1 1 d . . . . .
C27 C 0.71614(13) 0.89127(10) 0.32400(3) 0.0348(3) Uani 1 1 d . . . . .
H27A H 0.797935 0.931650 0.316661 0.052 Uiso 1 1 calc R U . . .
H27B H 0.631035 0.936287 0.318740 0.052 Uiso 1 1 calc R U . . .
H27C H 0.703918 0.824454 0.308093 0.052 Uiso 1 1 calc R U . . .
C28 C 0.86517(11) 0.78346(9) 0.37643(4) 0.0315(2) Uani 1 1 d . . . . .
H28A H 0.949679 0.816504 0.367524 0.047 Uiso 1 1 calc R U . . .
H28B H 0.842890 0.715735 0.361665 0.047 Uiso 1 1 calc R U . . .
H28C H 0.882775 0.767728 0.405145 0.047 Uiso 1 1 calc R U . . .
C29 C 0.43039(10) 0.85813(7) 0.42665(3) 0.01881(18) Uani 1 1 d . . . . .
C30 C 0.31678(10) 0.92101(8) 0.40828(3) 0.0227(2) Uani 1 1 d . . . . .
C31 C 0.18839(11) 0.91523(9) 0.42403(3) 0.0279(2) Uani 1 1 d . . . . .
H31 H 0.111475 0.958870 0.412733 0.033 Uiso 1 1 calc R U . . .
C32 C 0.17032(11) 0.84716(9) 0.45584(3) 0.0292(2) Uani 1 1 d . . . . .
H32 H 0.082725 0.846062 0.466696 0.035 Uiso 1 1 calc R U . . .
C33 C 0.28008(11) 0.78089(9) 0.47171(3) 0.0255(2) Uani 1 1 d . . . . .
H33 H 0.265742 0.731934 0.492694 0.031 Uiso 1 1 calc R U . . .
C34 C 0.41193(10) 0.78470(8) 0.45740(3) 0.02026(19) Uani 1 1 d . . . . .
C35 C 0.32812(11) 0.98548(8) 0.37025(3) 0.0271(2) Uani 1 1 d . . . . .
H35 H 0.430867 0.996787 0.368014 0.033 Uiso 1 1 calc R U . . .
C36 C 0.26560(12) 0.91877(10) 0.33386(3) 0.0321(2) Uani 1 1 d . . . . .
H36A H 0.276184 0.959156 0.309283 0.048 Uiso 1 1 calc R U . . .
H36B H 0.165045 0.905333 0.335520 0.048 Uiso 1 1 calc R U . . .
H36C H 0.315644 0.849210 0.333512 0.048 Uiso 1 1 calc R U . . .
C37 C 0.25825(14) 1.09753(10) 0.37030(4) 0.0397(3) Uani 1 1 d . . . . .
H37A H 0.279163 1.138649 0.346768 0.060 Uiso 1 1 calc R U . . .
H37B H 0.295169 1.136900 0.394649 0.060 Uiso 1 1 calc R U . . .
H37C H 0.155678 1.088781 0.369532 0.060 Uiso 1 1 calc R U . . .
C38 C 0.52421(10) 0.70218(8) 0.47252(3) 0.0221(2) Uani 1 1 d . . . . .
H38 H 0.612614 0.720447 0.460619 0.027 Uiso 1 1 calc R U . . .
C39 C 0.55909(12) 0.70245(9) 0.51818(3) 0.0296(2) Uani 1 1 d . . . . .
H39A H 0.633682 0.649102 0.526071 0.044 Uiso 1 1 calc R U . . .
H39B H 0.474231 0.683442 0.530525 0.044 Uiso 1 1 calc R U . . .
H39C H 0.591667 0.774971 0.527152 0.044 Uiso 1 1 calc R U . . .
C40 C 0.47452(12) 0.58967(8) 0.45717(3) 0.0265(2) Uani 1 1 d . . . . .
H40A H 0.547776 0.535711 0.465608 0.040 Uiso 1 1 calc R U . . .
H40B H 0.456842 0.590969 0.427878 0.040 Uiso 1 1 calc R U . . .
H40C H 0.387147 0.570350 0.468202 0.040 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3682(12) . ?
N1 C9 1.4428(12) . ?
N1 C2 1.4903(12) . ?
C1 N2 1.2673(12) . ?
C1 C4 1.5370(13) . ?
B1 N2 1.3903(13) . ?
B1 N3 1.4195(13) . ?
B1 N5 1.5104(13) . ?
C2 C5 1.5214(14) . ?
C2 C6 1.5349(14) . ?
C2 C3 1.5409(13) . ?
N3 C21 1.2728(12) . ?
C3 C4 1.5411(13) . ?
C3 H3A 0.9900 . ?
C3 H3AB 0.9900 . ?
N4 C21 1.3724(12) . ?
N4 C29 1.4320(12) . ?
N4 C22 1.4871(12) . ?
C4 C8 1.5305(13) . ?
C4 C7 1.5356(13) . ?
N5 N6 1.2285(12) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
N6 N7 1.1350(12) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C14 1.4007(14) . ?
C9 C10 1.4108(13) . ?
C10 C11 1.3959(14) . ?
C10 C15 1.5202(15) . ?
C11 C12 1.3845(16) . ?
C11 H11 0.9500 . ?
C12 C13 1.3813(15) . ?
C12 H12 0.9500 . ?
C13 C14 1.3998(14) . ?
C13 H13 0.9500 . ?
C14 C18 1.5177(13) . ?
C15 C17 1.5305(17) . ?
C15 C16 1.5377(16) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.5335(15) . ?
C18 C20 1.5342(14) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C26 1.5344(13) . ?
C22 C24 1.5253(13) . ?
C22 C23 1.5332(14) . ?
C22 C25 1.5370(14) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.5417(13) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C28 1.5315(14) . ?
C26 C27 1.5317(15) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C34 1.4002(13) . ?
C29 C30 1.4110(13) . ?
C30 C31 1.3913(14) . ?
C30 C35 1.5202(14) . ?
C31 C32 1.3857(16) . ?
C31 H31 0.9500 . ?
C32 C33 1.3816(15) . ?
C32 H32 0.9500 . ?
C33 C34 1.3984(14) . ?
C33 H33 0.9500 . ?
C34 C38 1.5173(13) . ?
C35 C37 1.5303(15) . ?
C35 C36 1.5339(15) . ?
C35 H35 1.0000 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C40 1.5320(14) . ?
C38 C39 1.5329(13) . ?
C38 H38 1.0000 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C9 121.11(8) . . ?
C1 N1 C2 112.85(7) . . ?
C9 N1 C2 125.99(8) . . ?
N2 C1 N1 123.27(9) . . ?
N2 C1 C4 127.50(8) . . ?
N1 C1 C4 109.15(8) . . ?
N2 B1 N3 125.80(9) . . ?
N2 B1 N5 119.32(9) . . ?
N3 B1 N5 114.88(8) . . ?
C1 N2 B1 149.93(9) . . ?
N1 C2 C5 112.35(8) . . ?
N1 C2 C6 110.94(8) . . ?
C5 C2 C6 108.51(9) . . ?
N1 C2 C3 100.60(7) . . ?
C5 C2 C3 112.90(9) . . ?
C6 C2 C3 111.42(8) . . ?
C21 N3 B1 132.33(9) . . ?
C2 C3 C4 106.90(8) . . ?
C2 C3 H3A 110.3 . . ?
C4 C3 H3A 110.3 . . ?
C2 C3 H3AB 110.3 . . ?
C4 C3 H3AB 110.3 . . ?
H3A C3 H3AB 108.6 . . ?
C21 N4 C29 122.50(8) . . ?
C21 N4 C22 114.37(8) . . ?
C29 N4 C22 123.06(7) . . ?
C8 C4 C7 108.67(8) . . ?
C8 C4 C1 109.07(8) . . ?
C7 C4 C1 111.63(8) . . ?
C8 C4 C3 111.54(8) . . ?
C7 C4 C3 113.28(8) . . ?
C1 C4 C3 102.52(7) . . ?
N6 N5 B1 118.83(8) . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N7 N6 N5 174.89(10) . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C9 C10 120.75(9) . . ?
C14 C9 N1 121.24(8) . . ?
C10 C9 N1 117.91(8) . . ?
C11 C10 C9 118.40(9) . . ?
C11 C10 C15 118.71(9) . . ?
C9 C10 C15 122.79(9) . . ?
C12 C11 C10 121.48(10) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C13 C12 C11 119.34(10) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 121.50(10) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C9 118.50(9) . . ?
C13 C14 C18 118.46(9) . . ?
C9 C14 C18 122.99(9) . . ?
C10 C15 C17 110.13(10) . . ?
C10 C15 C16 112.20(9) . . ?
C17 C15 C16 110.77(10) . . ?
C10 C15 H15 107.9 . . ?
C17 C15 H15 107.9 . . ?
C16 C15 H15 107.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 C19 110.57(8) . . ?
C14 C18 C20 110.82(8) . . ?
C19 C18 C20 110.89(9) . . ?
C14 C18 H18 108.2 . . ?
C19 C18 H18 108.2 . . ?
C20 C18 H18 108.2 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N3 C21 N4 123.34(8) . . ?
N3 C21 C26 128.17(9) . . ?
N4 C21 C26 108.47(8) . . ?
N4 C22 C24 112.49(8) . . ?
N4 C22 C23 111.29(8) . . ?
C24 C22 C23 108.20(9) . . ?
N4 C22 C25 100.79(7) . . ?
C24 C22 C25 111.69(9) . . ?
C23 C22 C25 112.33(9) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 C26 107.64(8) . . ?
C22 C25 H25A 110.2 . . ?
C26 C25 H25A 110.2 . . ?
C22 C25 H25B 110.2 . . ?
C26 C25 H25B 110.2 . . ?
H25A C25 H25B 108.5 . . ?
C28 C26 C27 109.88(9) . . ?
C28 C26 C21 110.60(8) . . ?
C27 C26 C21 109.63(8) . . ?
C28 C26 C25 113.21(9) . . ?
C27 C26 C25 110.31(9) . . ?
C21 C26 C25 103.00(8) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C34 C29 C30 121.32(9) . . ?
C34 C29 N4 120.65(8) . . ?
C30 C29 N4 118.03(8) . . ?
C31 C30 C29 117.90(9) . . ?
C31 C30 C35 120.09(9) . . ?
C29 C30 C35 121.79(9) . . ?
C32 C31 C30 121.39(10) . . ?
C32 C31 H31 119.3 . . ?
C30 C31 H31 119.3 . . ?
C33 C32 C31 119.81(9) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C32 C33 C34 121.06(10) . . ?
C32 C33 H33 119.5 . . ?
C34 C33 H33 119.5 . . ?
C33 C34 C29 118.25(9) . . ?
C33 C34 C38 119.20(9) . . ?
C29 C34 C38 122.24(8) . . ?
C30 C35 C37 113.20(9) . . ?
C30 C35 C36 109.47(9) . . ?
C37 C35 C36 110.81(9) . . ?
C30 C35 H35 107.7 . . ?
C37 C35 H35 107.7 . . ?
C36 C35 H35 107.7 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 C40 108.31(8) . . ?
C34 C38 C39 113.23(8) . . ?
C40 C38 C39 111.17(8) . . ?
C34 C38 H38 108.0 . . ?
C40 C38 H38 108.0 . . ?
C39 C38 H38 108.0 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N1 C1 N2 12.99(14) . . . . ?
C2 N1 C1 N2 -169.16(9) . . . . ?
C9 N1 C1 C4 -164.05(8) . . . . ?
C2 N1 C1 C4 13.79(10) . . . . ?
N1 C1 N2 B1 167.98(14) . . . . ?
C4 C1 N2 B1 -15.5(2) . . . . ?
N3 B1 N2 C1 115.83(17) . . . . ?
N5 B1 N2 C1 -65.4(2) . . . . ?
C1 N1 C2 C5 -146.30(9) . . . . ?
C9 N1 C2 C5 31.42(13) . . . . ?
C1 N1 C2 C6 92.04(10) . . . . ?
C9 N1 C2 C6 -90.24(11) . . . . ?
C1 N1 C2 C3 -25.96(10) . . . . ?
C9 N1 C2 C3 151.76(8) . . . . ?
N2 B1 N3 C21 81.57(14) . . . . ?
N5 B1 N3 C21 -97.25(12) . . . . ?
N1 C2 C3 C4 27.63(9) . . . . ?
C5 C2 C3 C4 147.57(9) . . . . ?
C6 C2 C3 C4 -90.02(9) . . . . ?
N2 C1 C4 C8 -53.66(12) . . . . ?
N1 C1 C4 C8 123.22(8) . . . . ?
N2 C1 C4 C7 66.43(12) . . . . ?
N1 C1 C4 C7 -116.68(9) . . . . ?
N2 C1 C4 C3 -172.00(9) . . . . ?
N1 C1 C4 C3 4.89(9) . . . . ?
C2 C3 C4 C8 -137.24(8) . . . . ?
C2 C3 C4 C7 99.77(9) . . . . ?
C2 C3 C4 C1 -20.66(9) . . . . ?
N2 B1 N5 N6 -5.33(14) . . . . ?
N3 B1 N5 N6 173.57(9) . . . . ?
C1 N1 C9 C14 -89.49(11) . . . . ?
C2 N1 C9 C14 92.97(12) . . . . ?
C1 N1 C9 C10 86.90(11) . . . . ?
C2 N1 C9 C10 -90.65(11) . . . . ?
C14 C9 C10 C11 -1.57(14) . . . . ?
N1 C9 C10 C11 -177.97(9) . . . . ?
C14 C9 C10 C15 174.76(9) . . . . ?
N1 C9 C10 C15 -1.65(14) . . . . ?
C9 C10 C11 C12 0.38(15) . . . . ?
C15 C10 C11 C12 -176.09(10) . . . . ?
C10 C11 C12 C13 0.40(16) . . . . ?
C11 C12 C13 C14 -0.02(16) . . . . ?
C12 C13 C14 C9 -1.13(15) . . . . ?
C12 C13 C14 C18 176.40(9) . . . . ?
C10 C9 C14 C13 1.93(14) . . . . ?
N1 C9 C14 C13 178.21(8) . . . . ?
C10 C9 C14 C18 -175.48(9) . . . . ?
N1 C9 C14 C18 0.80(14) . . . . ?
C11 C10 C15 C17 69.48(12) . . . . ?
C9 C10 C15 C17 -106.83(11) . . . . ?
C11 C10 C15 C16 -54.41(14) . . . . ?
C9 C10 C15 C16 129.28(11) . . . . ?
C13 C14 C18 C19 -62.80(12) . . . . ?
C9 C14 C18 C19 114.61(10) . . . . ?
C13 C14 C18 C20 60.57(12) . . . . ?
C9 C14 C18 C20 -122.01(10) . . . . ?
B1 N3 C21 N4 -179.11(9) . . . . ?
B1 N3 C21 C26 2.57(17) . . . . ?
C29 N4 C21 N3 -10.90(14) . . . . ?
C22 N4 C21 N3 171.96(9) . . . . ?
C29 N4 C21 C26 167.71(8) . . . . ?
C22 N4 C21 C26 -9.43(11) . . . . ?
C21 N4 C22 C24 139.95(9) . . . . ?
C29 N4 C22 C24 -37.18(13) . . . . ?
C21 N4 C22 C23 -98.44(10) . . . . ?
C29 N4 C22 C23 84.43(11) . . . . ?
C21 N4 C22 C25 20.86(10) . . . . ?
C29 N4 C22 C25 -156.27(8) . . . . ?
N4 C22 C25 C26 -23.71(10) . . . . ?
C24 C22 C25 C26 -143.38(9) . . . . ?
C23 C22 C25 C26 94.84(10) . . . . ?
N3 C21 C26 C28 -66.71(13) . . . . ?
N4 C21 C26 C28 114.76(9) . . . . ?
N3 C21 C26 C27 54.60(13) . . . . ?
N4 C21 C26 C27 -123.93(9) . . . . ?
N3 C21 C26 C25 172.03(9) . . . . ?
N4 C21 C26 C25 -6.50(10) . . . . ?
C22 C25 C26 C28 -100.27(10) . . . . ?
C22 C25 C26 C27 136.14(9) . . . . ?
C22 C25 C26 C21 19.20(10) . . . . ?
C21 N4 C29 C34 91.75(11) . . . . ?
C22 N4 C29 C34 -91.36(11) . . . . ?
C21 N4 C29 C30 -87.71(11) . . . . ?
C22 N4 C29 C30 89.19(11) . . . . ?
C34 C29 C30 C31 5.66(14) . . . . ?
N4 C29 C30 C31 -174.88(9) . . . . ?
C34 C29 C30 C35 -168.87(9) . . . . ?
N4 C29 C30 C35 10.58(13) . . . . ?
C29 C30 C31 C32 -2.25(15) . . . . ?
C35 C30 C31 C32 172.38(10) . . . . ?
C30 C31 C32 C33 -1.96(16) . . . . ?
C31 C32 C33 C34 2.91(16) . . . . ?
C32 C33 C34 C29 0.42(14) . . . . ?
C32 C33 C34 C38 -173.41(9) . . . . ?
C30 C29 C34 C33 -4.77(14) . . . . ?
N4 C29 C34 C33 175.79(8) . . . . ?
C30 C29 C34 C38 168.86(9) . . . . ?
N4 C29 C34 C38 -10.57(13) . . . . ?
C31 C30 C35 C37 45.84(13) . . . . ?
C29 C30 C35 C37 -139.74(10) . . . . ?
C31 C30 C35 C36 -78.31(12) . . . . ?
C29 C30 C35 C36 96.11(11) . . . . ?
C33 C34 C38 C40 67.18(11) . . . . ?
C29 C34 C38 C40 -106.40(10) . . . . ?
C33 C34 C38 C39 -56.59(12) . . . . ?
C29 C34 C38 C39 129.83(10) . . . . ?

_refine_diff_density_max         0.216
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.038



_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_test_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2237062'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        (CAAI)2BNMe2
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H68 B N5'
_chemical_formula_sum            'C42 H68 B N5'
_chemical_formula_weight         653.82

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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                   9.654(3)
_cell_length_b                   14.571(4)
_cell_length_c                   16.429(10)
_cell_angle_alpha                65.392(11)
_cell_angle_beta                 79.27(2)
_cell_angle_gamma                70.736(12)
_cell_volume                     1980.4(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6603
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      27.46


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide microloop (MicroMounts of MiTeGen) and transferred to stream of cold 
nitrogen (Bruker Kryoflex2).
;
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.096
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.604
_exptl_crystal_size_mid          0.285
_exptl_crystal_size_min          0.212
_exptl_absorpt_coefficient_mu    0.064
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6878
_exptl_absorpt_correction_T_max  0.7457
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 1.00 -1.00 0.2080
-1.00 -1.00 0.00 0.0950
1.00 1.00 0.00 0.1510
-1.00 -1.00 -1.00 0.1380
1.00 1.00 1.00 0.1910
1.00 0.00 0.00 0.1220
1.00 0.00 1.00 0.1640
-1.00 1.00 1.00 0.1680
1.00 -1.00 -1.00 0.1570
1.00 -1.00 0.00 0.1240
-1.00 1.00 0.00 0.1450
1.00 -1.00 1.00 0.1430
0.00 0.00 1.00 0.1100
0.00 0.00 -1.00 0.2750
0.00 -1.00 1.00 0.1030
0.00 1.00 -1.00 0.2050
0.00 -1.00 0.00 0.0840
0.00 1.00 0.00 0.1060
0.00 1.00 1.00 0.1510
0.00 -1.00 -1.00 0.2380

_exptl_absorpt_process_details   'SadAbs 2016/2 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'CMOS area detector (Photon 100)'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            35260
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.365
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7781
_reflns_number_gt                6043
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. V8.40A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.40A (Bruker AXS)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          
;

 Refinement of F² against ALL reflections. The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based on F, 
with F set to zero for negative F². The threshold expression of F² > 
2sigma(F²) is used only for calculating R-factors(gt) etc. and is not 
relevant to the choice of reflections for refinement. R-factors based on F² 
are statistically about twice as large as those based on F, and R-factors 
based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+0.6155P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7781
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1018
_refine_ls_wR_factor_gt          0.0948
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
B1_1 B 0.76328(17) 0.48152(13) 0.32945(11) 0.0161(3) Uani 1 1 d . . . . .
N2_1 N 0.70852(12) 0.40006(9) 0.33310(8) 0.0161(3) Uani 1 1 d . . . . .
N3_1 N 0.70445(12) 0.59033(9) 0.26964(8) 0.0150(3) Uani 1 1 d . . . . .
C5_1 C 0.93979(17) 0.35424(12) 0.45280(11) 0.0276(4) Uani 1 1 d . . . . .
H5A_1 H 0.896981 0.303188 0.450302 0.041 Uiso 1 1 calc R U . . .
H5B_1 H 0.914787 0.359394 0.511651 0.041 Uiso 1 1 calc R U . . .
H5C_1 H 1.046874 0.331121 0.443339 0.041 Uiso 1 1 calc R U . . .
N5_1 N 0.88185(13) 0.45605(9) 0.38362(8) 0.0200(3) Uani 1 1 d . . . . .
C6_1 C 0.94806(18) 0.53362(13) 0.37999(12) 0.0289(4) Uani 1 1 d . . . . .
H6A_1 H 0.910482 0.599948 0.329893 0.043 Uiso 1 1 calc R U . . .
H6B_1 H 1.055033 0.508305 0.371335 0.043 Uiso 1 1 calc R U . . .
H6C_1 H 0.923496 0.545109 0.436269 0.043 Uiso 1 1 calc R U . . .
C1_2 C 0.62592(14) 0.34123(10) 0.37447(9) 0.0140(3) Uani 1 1 d . . . . .
N1_2 N 0.61816(12) 0.26375(9) 0.34894(8) 0.0139(3) Uani 1 1 d . . . . .
C3_2 C 0.52718(15) 0.19572(11) 0.41139(10) 0.0178(3) Uani 1 1 d . . . . .
C4_2 C 0.43411(16) 0.26451(12) 0.46296(11) 0.0223(3) Uani 1 1 d . . . . .
H4A_2 H 0.416386 0.219885 0.526357 0.027 Uiso 1 1 calc R U . . .
H4AB_2 H 0.337959 0.305279 0.436058 0.027 Uiso 1 1 calc R U . . .
C5_2 C 0.51957(15) 0.33936(11) 0.45730(10) 0.0188(3) Uani 1 1 d . . . . .
C6_2 C 0.62075(16) 0.09103(11) 0.47439(11) 0.0242(4) Uani 1 1 d . . . . .
H6A_2 H 0.678620 0.048737 0.439833 0.036 Uiso 1 1 calc R U . . .
H6B_2 H 0.556524 0.052827 0.519791 0.036 Uiso 1 1 calc R U . . .
H6C_2 H 0.687061 0.104423 0.503928 0.036 Uiso 1 1 calc R U . . .
C7_2 C 0.43129(16) 0.17209(12) 0.36283(11) 0.0246(4) Uani 1 1 d . . . . .
H7A_2 H 0.364685 0.238121 0.325695 0.037 Uiso 1 1 calc R U . . .
H7B_2 H 0.373696 0.127014 0.406947 0.037 Uiso 1 1 calc R U . . .
H7C_2 H 0.493884 0.135939 0.324634 0.037 Uiso 1 1 calc R U . . .
C8_2 C 0.60391(18) 0.29966(13) 0.54124(10) 0.0277(4) Uani 1 1 d . . . . .
H8A_2 H 0.672788 0.230097 0.549866 0.041 Uiso 1 1 calc R U . . .
H8B_2 H 0.534443 0.294629 0.593601 0.041 Uiso 1 1 calc R U . . .
H8C_2 H 0.658512 0.348840 0.533998 0.041 Uiso 1 1 calc R U . . .
C9_2 C 0.41756(17) 0.44967(12) 0.44168(11) 0.0255(4) Uani 1 1 d . . . . .
H9A_2 H 0.476248 0.498313 0.428271 0.038 Uiso 1 1 calc R U . . .
H9B_2 H 0.353563 0.448745 0.495680 0.038 Uiso 1 1 calc R U . . .
H9C_2 H 0.357317 0.472836 0.391070 0.038 Uiso 1 1 calc R U . . .
C3_3 C 0.71772(15) 0.78777(11) 0.04439(10) 0.0175(3) Uani 1 1 d . . . . .
C4_3 C 0.80996(15) 0.68498(11) 0.03238(10) 0.0189(3) Uani 1 1 d . . . . .
H4A_3 H 0.749996 0.659986 0.007773 0.023 Uiso 1 1 calc R U . . .
H4AB_3 H 0.895870 0.697107 -0.009799 0.023 Uiso 1 1 calc R U . . .
C21_3 C 0.74033(14) 0.64070(11) 0.18866(10) 0.0136(3) Uani 1 1 d . . . . .
N4_3 N 0.67562(12) 0.74744(9) 0.14235(8) 0.0145(3) Uani 1 1 d . . . . .
C5_3 C 0.86108(15) 0.60308(11) 0.12429(10) 0.0166(3) Uani 1 1 d . . . . .
C7_3 C 0.58416(16) 0.84013(12) -0.01298(10) 0.0236(3) Uani 1 1 d . . . . .
H7A_3 H 0.617082 0.863502 -0.076583 0.035 Uiso 1 1 calc R U . . .
H7B_3 H 0.521117 0.900926 0.000420 0.035 Uiso 1 1 calc R U . . .
H7C_3 H 0.528671 0.789531 0.000459 0.035 Uiso 1 1 calc R U . . .
C8_3 C 1.00893(15) 0.60645(12) 0.14378(11) 0.0227(3) Uani 1 1 d . . . . .
H8A_3 H 1.082786 0.596576 0.096125 0.034 Uiso 1 1 calc R U . . .
H8B_3 H 1.040903 0.550198 0.201464 0.034 Uiso 1 1 calc R U . . .
H8C_3 H 0.997169 0.674735 0.146146 0.034 Uiso 1 1 calc R U . . .
C9_3 C 0.87771(16) 0.49184(11) 0.13189(11) 0.0223(3) Uani 1 1 d . . . . .
H9A_3 H 0.783923 0.487908 0.120818 0.034 Uiso 1 1 calc R U . . .
H9B_3 H 0.906454 0.441483 0.192231 0.034 Uiso 1 1 calc R U . . .
H9C_3 H 0.953416 0.474798 0.087499 0.034 Uiso 1 1 calc R U . . .
C6_3 C 0.80398(16) 0.86817(11) 0.01804(10) 0.0220(3) Uani 1 1 d . . . . .
H6A_3 H 0.830077 0.891781 -0.046508 0.033 Uiso 1 1 calc R U . . .
H6B_3 H 0.893757 0.835577 0.051096 0.033 Uiso 1 1 calc R U . . .
H6C_3 H 0.743370 0.928643 0.032666 0.033 Uiso 1 1 calc R U . . .
C1_4 C 0.69238(14) 0.25333(11) 0.26745(9) 0.0143(3) Uani 1 1 d . . . . .
C2_4 C 0.61665(15) 0.30930(11) 0.18804(10) 0.0173(3) Uani 1 1 d . . . . .
C3_4 C 0.68732(16) 0.29739(12) 0.10952(10) 0.0216(3) Uani 1 1 d . . . . .
H3_4 H 0.636798 0.333561 0.055617 0.026 Uiso 1 1 calc R U . . .
C4_4 C 0.83006(16) 0.23368(12) 0.10870(10) 0.0229(3) Uani 1 1 d . . . . .
H4_4 H 0.876079 0.225211 0.054900 0.027 Uiso 1 1 calc R U . . .
C5_4 C 0.90480(16) 0.18279(12) 0.18610(10) 0.0217(3) Uani 1 1 d . . . . .
H5_4 H 1.003612 0.140918 0.184617 0.026 Uiso 1 1 calc R U . . .
C6_4 C 0.83890(15) 0.19123(11) 0.26670(10) 0.0173(3) Uani 1 1 d . . . . .
C7_4 C 0.46350(15) 0.38594(11) 0.18366(10) 0.0193(3) Uani 1 1 d . . . . .
H7_4 H 0.423636 0.375874 0.246540 0.023 Uiso 1 1 calc R U . . .
C8_4 C 0.35793(17) 0.36554(13) 0.13855(12) 0.0276(4) Uani 1 1 d . . . . .
H8A_4 H 0.257834 0.408723 0.145497 0.041 Uiso 1 1 calc R U . . .
H8B_4 H 0.360997 0.290980 0.166638 0.041 Uiso 1 1 calc R U . . .
H8C_4 H 0.387352 0.383835 0.074629 0.041 Uiso 1 1 calc R U . . .
C9_4 C 0.47177(17) 0.49957(11) 0.13575(11) 0.0249(4) Uani 1 1 d . . . . .
H9A_4 H 0.518827 0.509731 0.075592 0.037 Uiso 1 1 calc R U . . .
H9B_4 H 0.529466 0.513749 0.170047 0.037 Uiso 1 1 calc R U . . .
H9C_4 H 0.372290 0.547925 0.130941 0.037 Uiso 1 1 calc R U . . .
C10_4 C 0.93079(15) 0.13769(12) 0.34823(10) 0.0205(3) Uani 1 1 d . . . . .
H10_4 H 0.866819 0.151454 0.399627 0.025 Uiso 1 1 calc R U . . .
C11_4 C 1.05886(16) 0.18480(13) 0.33146(12) 0.0295(4) Uani 1 1 d . . . . .
H11A_4 H 1.125418 0.169810 0.282834 0.044 Uiso 1 1 calc R U . . .
H11B_4 H 1.112447 0.153585 0.386191 0.044 Uiso 1 1 calc R U . . .
H11C_4 H 1.020554 0.261113 0.314633 0.044 Uiso 1 1 calc R U . . .
C12_4 C 0.98770(16) 0.01809(12) 0.37454(11) 0.0274(4) Uani 1 1 d . . . . .
H12A_4 H 1.050667 0.002565 0.325047 0.041 Uiso 1 1 calc R U . . .
H12B_4 H 0.904291 -0.011008 0.387345 0.041 Uiso 1 1 calc R U . . .
H12C_4 H 1.044485 -0.013659 0.428038 0.041 Uiso 1 1 calc R U . . .
C1_5 C 0.57273(14) 0.81497(10) 0.18378(9) 0.0149(3) Uani 1 1 d . . . . .
C2_5 C 0.42083(15) 0.82635(11) 0.18783(9) 0.0165(3) Uani 1 1 d . . . . .
C3_5 C 0.32252(15) 0.89866(11) 0.22116(10) 0.0207(3) Uani 1 1 d . . . . .
H3_5 H 0.220050 0.907973 0.222710 0.025 Uiso 1 1 calc R U . . .
C4_5 C 0.37062(16) 0.95720(12) 0.25203(11) 0.0233(3) Uani 1 1 d . . . . .
H4_5 H 0.301873 1.007239 0.273399 0.028 Uiso 1 1 calc R U . . .
C5_5 C 0.51949(16) 0.94223(11) 0.25152(10) 0.0210(3) Uani 1 1 d . . . . .
H5_5 H 0.552337 0.981251 0.274208 0.025 Uiso 1 1 calc R U . . .
C6_5 C 0.62293(15) 0.87128(11) 0.21854(10) 0.0168(3) Uani 1 1 d . . . . .
C7_5 C 0.36034(15) 0.75672(11) 0.16452(10) 0.0187(3) Uani 1 1 d . . . . .
H7_5 H 0.443657 0.712766 0.138503 0.022 Uiso 1 1 calc R U . . .
C9_5 C 0.30018(17) 0.68275(13) 0.25059(11) 0.0271(4) Uani 1 1 d . . . . .
H9A_5 H 0.219138 0.724198 0.277840 0.041 Uiso 1 1 calc R U . . .
H9B_5 H 0.378469 0.640833 0.292664 0.041 Uiso 1 1 calc R U . . .
H9C_5 H 0.264363 0.635787 0.236436 0.041 Uiso 1 1 calc R U . . .
C8_5 C 0.24183(16) 0.81854(13) 0.09599(11) 0.0260(4) Uani 1 1 d . . . . .
H8A_5 H 0.280903 0.866798 0.041658 0.039 Uiso 1 1 calc R U . . .
H8B_5 H 0.156271 0.858909 0.121538 0.039 Uiso 1 1 calc R U . . .
H8C_5 H 0.212430 0.769505 0.080881 0.039 Uiso 1 1 calc R U . . .
C10_5 C 0.78450(15) 0.85534(12) 0.22759(10) 0.0198(3) Uani 1 1 d . . . . .
H10_5 H 0.845774 0.804514 0.199749 0.024 Uiso 1 1 calc R U . . .
C11_5 C 0.81732(17) 0.80851(13) 0.32688(11) 0.0273(4) Uani 1 1 d . . . . .
H11A_5 H 0.923513 0.789101 0.332256 0.041 Uiso 1 1 calc R U . . .
H11B_5 H 0.782448 0.745797 0.358334 0.041 Uiso 1 1 calc R U . . .
H11C_5 H 0.766980 0.860695 0.353536 0.041 Uiso 1 1 calc R U . . .
C12_5 C 0.82905(18) 0.95785(13) 0.18101(12) 0.0290(4) Uani 1 1 d . . . . .
H12A_5 H 0.811479 0.987392 0.117030 0.044 Uiso 1 1 calc R U . . .
H12B_5 H 0.933589 0.943301 0.188301 0.044 Uiso 1 1 calc R U . . .
H12C_5 H 0.770572 1.008375 0.207936 0.044 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1_1 N2_1 1.427(2) . ?
B1_1 N5_1 1.437(2) . ?
B1_1 N3_1 1.455(2) . ?
N2_1 C1_2 1.2636(18) . ?
N3_1 C21_3 1.2694(19) . ?
C5_1 N5_1 1.446(2) . ?
C5_1 H5A_1 0.9800 . ?
C5_1 H5B_1 0.9800 . ?
C5_1 H5C_1 0.9800 . ?
N5_1 C6_1 1.4478(19) . ?
C6_1 H6A_1 0.9800 . ?
C6_1 H6B_1 0.9800 . ?
C6_1 H6C_1 0.9800 . ?
C1_2 N1_2 1.3849(17) . ?
C1_2 C5_2 1.541(2) . ?
N1_2 C1_4 1.4385(18) . ?
N1_2 C3_2 1.4829(18) . ?
C3_2 C7_2 1.525(2) . ?
C3_2 C6_2 1.529(2) . ?
C3_2 C4_2 1.536(2) . ?
C4_2 C5_2 1.536(2) . ?
C4_2 H4A_2 0.9900 . ?
C4_2 H4AB_2 0.9900 . ?
C5_2 C9_2 1.525(2) . ?
C5_2 C8_2 1.530(2) . ?
C6_2 H6A_2 0.9800 . ?
C6_2 H6B_2 0.9800 . ?
C6_2 H6C_2 0.9800 . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C3_3 N4_3 1.4924(19) . ?
C3_3 C7_3 1.529(2) . ?
C3_3 C6_3 1.530(2) . ?
C3_3 C4_3 1.5413(19) . ?
C4_3 C5_3 1.528(2) . ?
C4_3 H4A_3 0.9900 . ?
C4_3 H4AB_3 0.9900 . ?
C21_3 N4_3 1.3923(18) . ?
C21_3 C5_3 1.5428(19) . ?
N4_3 C1_5 1.4420(17) . ?
C5_3 C9_3 1.528(2) . ?
C5_3 C8_3 1.540(2) . ?
C7_3 H7A_3 0.9800 . ?
C7_3 H7B_3 0.9800 . ?
C7_3 H7C_3 0.9800 . ?
C8_3 H8A_3 0.9800 . ?
C8_3 H8B_3 0.9800 . ?
C8_3 H8C_3 0.9800 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C6_3 H6A_3 0.9800 . ?
C6_3 H6B_3 0.9800 . ?
C6_3 H6C_3 0.9800 . ?
C1_4 C2_4 1.406(2) . ?
C1_4 C6_4 1.4064(19) . ?
C2_4 C3_4 1.393(2) . ?
C2_4 C7_4 1.5236(19) . ?
C3_4 C4_4 1.386(2) . ?
C3_4 H3_4 0.9500 . ?
C4_4 C5_4 1.375(2) . ?
C4_4 H4_4 0.9500 . ?
C5_4 C6_4 1.394(2) . ?
C5_4 H5_4 0.9500 . ?
C6_4 C10_4 1.518(2) . ?
C7_4 C8_4 1.530(2) . ?
C7_4 C9_4 1.532(2) . ?
C7_4 H7_4 1.0000 . ?
C8_4 H8A_4 0.9800 . ?
C8_4 H8B_4 0.9800 . ?
C8_4 H8C_4 0.9800 . ?
C9_4 H9A_4 0.9800 . ?
C9_4 H9B_4 0.9800 . ?
C9_4 H9C_4 0.9800 . ?
C10_4 C11_4 1.534(2) . ?
C10_4 C12_4 1.535(2) . ?
C10_4 H10_4 1.0000 . ?
C11_4 H11A_4 0.9800 . ?
C11_4 H11B_4 0.9800 . ?
C11_4 H11C_4 0.9800 . ?
C12_4 H12A_4 0.9800 . ?
C12_4 H12B_4 0.9800 . ?
C12_4 H12C_4 0.9800 . ?
C1_5 C6_5 1.411(2) . ?
C1_5 C2_5 1.4125(19) . ?
C2_5 C3_5 1.392(2) . ?
C2_5 C7_5 1.521(2) . ?
C3_5 C4_5 1.382(2) . ?
C3_5 H3_5 0.9500 . ?
C4_5 C5_5 1.380(2) . ?
C4_5 H4_5 0.9500 . ?
C5_5 C6_5 1.394(2) . ?
C5_5 H5_5 0.9500 . ?
C6_5 C10_5 1.5256(19) . ?
C7_5 C9_5 1.529(2) . ?
C7_5 C8_5 1.531(2) . ?
C7_5 H7_5 1.0000 . ?
C9_5 H9A_5 0.9800 . ?
C9_5 H9B_5 0.9800 . ?
C9_5 H9C_5 0.9800 . ?
C8_5 H8A_5 0.9800 . ?
C8_5 H8B_5 0.9800 . ?
C8_5 H8C_5 0.9800 . ?
C10_5 C11_5 1.533(2) . ?
C10_5 C12_5 1.533(2) . ?
C10_5 H10_5 1.0000 . ?
C11_5 H11A_5 0.9800 . ?
C11_5 H11B_5 0.9800 . ?
C11_5 H11C_5 0.9800 . ?
C12_5 H12A_5 0.9800 . ?
C12_5 H12B_5 0.9800 . ?
C12_5 H12C_5 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2_1 B1_1 N5_1 119.80(13) . . ?
N2_1 B1_1 N3_1 121.32(13) . . ?
N5_1 B1_1 N3_1 118.85(13) . . ?
C1_2 N2_1 B1_1 146.81(13) . . ?
C21_3 N3_1 B1_1 131.18(12) . . ?
N5_1 C5_1 H5A_1 109.5 . . ?
N5_1 C5_1 H5B_1 109.5 . . ?
H5A_1 C5_1 H5B_1 109.5 . . ?
N5_1 C5_1 H5C_1 109.5 . . ?
H5A_1 C5_1 H5C_1 109.5 . . ?
H5B_1 C5_1 H5C_1 109.5 . . ?
B1_1 N5_1 C5_1 124.72(13) . . ?
B1_1 N5_1 C6_1 122.87(13) . . ?
C5_1 N5_1 C6_1 112.19(12) . . ?
N5_1 C6_1 H6A_1 109.5 . . ?
N5_1 C6_1 H6B_1 109.5 . . ?
H6A_1 C6_1 H6B_1 109.5 . . ?
N5_1 C6_1 H6C_1 109.5 . . ?
H6A_1 C6_1 H6C_1 109.5 . . ?
H6B_1 C6_1 H6C_1 109.5 . . ?
N2_1 C1_2 N1_2 122.63(13) . . ?
N2_1 C1_2 C5_2 129.52(13) . . ?
N1_2 C1_2 C5_2 107.84(12) . . ?
C1_2 N1_2 C1_4 121.29(11) . . ?
C1_2 N1_2 C3_2 114.49(11) . . ?
C1_4 N1_2 C3_2 124.21(11) . . ?
N1_2 C3_2 C7_2 112.74(13) . . ?
N1_2 C3_2 C6_2 112.06(11) . . ?
C7_2 C3_2 C6_2 108.17(12) . . ?
N1_2 C3_2 C4_2 101.05(11) . . ?
C7_2 C3_2 C4_2 111.55(12) . . ?
C6_2 C3_2 C4_2 111.21(13) . . ?
C3_2 C4_2 C5_2 107.62(11) . . ?
C3_2 C4_2 H4A_2 110.2 . . ?
C5_2 C4_2 H4A_2 110.2 . . ?
C3_2 C4_2 H4AB_2 110.2 . . ?
C5_2 C4_2 H4AB_2 110.2 . . ?
H4A_2 C4_2 H4AB_2 108.5 . . ?
C9_2 C5_2 C8_2 109.33(12) . . ?
C9_2 C5_2 C4_2 111.18(12) . . ?
C8_2 C5_2 C4_2 112.36(13) . . ?
C9_2 C5_2 C1_2 109.80(12) . . ?
C8_2 C5_2 C1_2 110.98(12) . . ?
C4_2 C5_2 C1_2 103.05(11) . . ?
C3_2 C6_2 H6A_2 109.5 . . ?
C3_2 C6_2 H6B_2 109.5 . . ?
H6A_2 C6_2 H6B_2 109.5 . . ?
C3_2 C6_2 H6C_2 109.5 . . ?
H6A_2 C6_2 H6C_2 109.5 . . ?
H6B_2 C6_2 H6C_2 109.5 . . ?
C3_2 C7_2 H7A_2 109.5 . . ?
C3_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C3_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C5_2 C8_2 H8A_2 109.5 . . ?
C5_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C5_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C5_2 C9_2 H9A_2 109.5 . . ?
C5_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C5_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
N4_3 C3_3 C7_3 112.32(12) . . ?
N4_3 C3_3 C6_3 112.36(11) . . ?
C7_3 C3_3 C6_3 107.42(12) . . ?
N4_3 C3_3 C4_3 101.15(11) . . ?
C7_3 C3_3 C4_3 110.56(12) . . ?
C6_3 C3_3 C4_3 113.06(12) . . ?
C5_3 C4_3 C3_3 107.87(12) . . ?
C5_3 C4_3 H4A_3 110.1 . . ?
C3_3 C4_3 H4A_3 110.1 . . ?
C5_3 C4_3 H4AB_3 110.1 . . ?
C3_3 C4_3 H4AB_3 110.1 . . ?
H4A_3 C4_3 H4AB_3 108.4 . . ?
N3_1 C21_3 N4_3 123.49(12) . . ?
N3_1 C21_3 C5_3 129.73(13) . . ?
N4_3 C21_3 C5_3 106.73(12) . . ?
C21_3 N4_3 C1_5 123.60(12) . . ?
C21_3 N4_3 C3_3 114.85(11) . . ?
C1_5 N4_3 C3_3 121.53(11) . . ?
C4_3 C5_3 C9_3 111.35(12) . . ?
C4_3 C5_3 C8_3 111.89(12) . . ?
C9_3 C5_3 C8_3 108.38(12) . . ?
C4_3 C5_3 C21_3 102.35(11) . . ?
C9_3 C5_3 C21_3 114.34(12) . . ?
C8_3 C5_3 C21_3 108.47(11) . . ?
C3_3 C7_3 H7A_3 109.5 . . ?
C3_3 C7_3 H7B_3 109.5 . . ?
H7A_3 C7_3 H7B_3 109.5 . . ?
C3_3 C7_3 H7C_3 109.5 . . ?
H7A_3 C7_3 H7C_3 109.5 . . ?
H7B_3 C7_3 H7C_3 109.5 . . ?
C5_3 C8_3 H8A_3 109.5 . . ?
C5_3 C8_3 H8B_3 109.5 . . ?
H8A_3 C8_3 H8B_3 109.5 . . ?
C5_3 C8_3 H8C_3 109.5 . . ?
H8A_3 C8_3 H8C_3 109.5 . . ?
H8B_3 C8_3 H8C_3 109.5 . . ?
C5_3 C9_3 H9A_3 109.5 . . ?
C5_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C5_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C3_3 C6_3 H6A_3 109.5 . . ?
C3_3 C6_3 H6B_3 109.5 . . ?
H6A_3 C6_3 H6B_3 109.5 . . ?
C3_3 C6_3 H6C_3 109.5 . . ?
H6A_3 C6_3 H6C_3 109.5 . . ?
H6B_3 C6_3 H6C_3 109.5 . . ?
C2_4 C1_4 C6_4 120.77(13) . . ?
C2_4 C1_4 N1_2 118.48(12) . . ?
C6_4 C1_4 N1_2 120.73(13) . . ?
C3_4 C2_4 C1_4 118.48(13) . . ?
C3_4 C2_4 C7_4 118.80(13) . . ?
C1_4 C2_4 C7_4 122.66(13) . . ?
C4_4 C3_4 C2_4 121.13(14) . . ?
C4_4 C3_4 H3_4 119.4 . . ?
C2_4 C3_4 H3_4 119.4 . . ?
C5_4 C4_4 C3_4 119.71(14) . . ?
C5_4 C4_4 H4_4 120.1 . . ?
C3_4 C4_4 H4_4 120.1 . . ?
C4_4 C5_4 C6_4 121.51(14) . . ?
C4_4 C5_4 H5_4 119.2 . . ?
C6_4 C5_4 H5_4 119.2 . . ?
C5_4 C6_4 C1_4 118.30(14) . . ?
C5_4 C6_4 C10_4 118.54(13) . . ?
C1_4 C6_4 C10_4 123.08(13) . . ?
C2_4 C7_4 C8_4 112.17(12) . . ?
C2_4 C7_4 C9_4 110.29(12) . . ?
C8_4 C7_4 C9_4 110.74(13) . . ?
C2_4 C7_4 H7_4 107.8 . . ?
C8_4 C7_4 H7_4 107.8 . . ?
C9_4 C7_4 H7_4 107.8 . . ?
C7_4 C8_4 H8A_4 109.5 . . ?
C7_4 C8_4 H8B_4 109.5 . . ?
H8A_4 C8_4 H8B_4 109.5 . . ?
C7_4 C8_4 H8C_4 109.5 . . ?
H8A_4 C8_4 H8C_4 109.5 . . ?
H8B_4 C8_4 H8C_4 109.5 . . ?
C7_4 C9_4 H9A_4 109.5 . . ?
C7_4 C9_4 H9B_4 109.5 . . ?
H9A_4 C9_4 H9B_4 109.5 . . ?
C7_4 C9_4 H9C_4 109.5 . . ?
H9A_4 C9_4 H9C_4 109.5 . . ?
H9B_4 C9_4 H9C_4 109.5 . . ?
C6_4 C10_4 C11_4 110.36(13) . . ?
C6_4 C10_4 C12_4 111.94(12) . . ?
C11_4 C10_4 C12_4 110.59(12) . . ?
C6_4 C10_4 H10_4 107.9 . . ?
C11_4 C10_4 H10_4 107.9 . . ?
C12_4 C10_4 H10_4 107.9 . . ?
C10_4 C11_4 H11A_4 109.5 . . ?
C10_4 C11_4 H11B_4 109.5 . . ?
H11A_4 C11_4 H11B_4 109.5 . . ?
C10_4 C11_4 H11C_4 109.5 . . ?
H11A_4 C11_4 H11C_4 109.5 . . ?
H11B_4 C11_4 H11C_4 109.5 . . ?
C10_4 C12_4 H12A_4 109.5 . . ?
C10_4 C12_4 H12B_4 109.5 . . ?
H12A_4 C12_4 H12B_4 109.5 . . ?
C10_4 C12_4 H12C_4 109.5 . . ?
H12A_4 C12_4 H12C_4 109.5 . . ?
H12B_4 C12_4 H12C_4 109.5 . . ?
C6_5 C1_5 C2_5 119.96(12) . . ?
C6_5 C1_5 N4_3 120.28(12) . . ?
C2_5 C1_5 N4_3 119.75(12) . . ?
C3_5 C2_5 C1_5 118.79(13) . . ?
C3_5 C2_5 C7_5 118.20(13) . . ?
C1_5 C2_5 C7_5 122.81(12) . . ?
C4_5 C3_5 C2_5 121.49(13) . . ?
C4_5 C3_5 H3_5 119.3 . . ?
C2_5 C3_5 H3_5 119.3 . . ?
C5_5 C4_5 C3_5 119.33(13) . . ?
C5_5 C4_5 H4_5 120.3 . . ?
C3_5 C4_5 H4_5 120.3 . . ?
C4_5 C5_5 C6_5 121.67(14) . . ?
C4_5 C5_5 H5_5 119.2 . . ?
C6_5 C5_5 H5_5 119.2 . . ?
C5_5 C6_5 C1_5 118.63(13) . . ?
C5_5 C6_5 C10_5 117.06(12) . . ?
C1_5 C6_5 C10_5 124.22(12) . . ?
C2_5 C7_5 C9_5 108.96(13) . . ?
C2_5 C7_5 C8_5 113.55(12) . . ?
C9_5 C7_5 C8_5 110.20(13) . . ?
C2_5 C7_5 H7_5 108.0 . . ?
C9_5 C7_5 H7_5 108.0 . . ?
C8_5 C7_5 H7_5 108.0 . . ?
C7_5 C9_5 H9A_5 109.5 . . ?
C7_5 C9_5 H9B_5 109.5 . . ?
H9A_5 C9_5 H9B_5 109.5 . . ?
C7_5 C9_5 H9C_5 109.5 . . ?
H9A_5 C9_5 H9C_5 109.5 . . ?
H9B_5 C9_5 H9C_5 109.5 . . ?
C7_5 C8_5 H8A_5 109.5 . . ?
C7_5 C8_5 H8B_5 109.5 . . ?
H8A_5 C8_5 H8B_5 109.5 . . ?
C7_5 C8_5 H8C_5 109.5 . . ?
H8A_5 C8_5 H8C_5 109.5 . . ?
H8B_5 C8_5 H8C_5 109.5 . . ?
C6_5 C10_5 C11_5 110.06(12) . . ?
C6_5 C10_5 C12_5 112.68(12) . . ?
C11_5 C10_5 C12_5 108.72(12) . . ?
C6_5 C10_5 H10_5 108.4 . . ?
C11_5 C10_5 H10_5 108.4 . . ?
C12_5 C10_5 H10_5 108.4 . . ?
C10_5 C11_5 H11A_5 109.5 . . ?
C10_5 C11_5 H11B_5 109.5 . . ?
H11A_5 C11_5 H11B_5 109.5 . . ?
C10_5 C11_5 H11C_5 109.5 . . ?
H11A_5 C11_5 H11C_5 109.5 . . ?
H11B_5 C11_5 H11C_5 109.5 . . ?
C10_5 C12_5 H12A_5 109.5 . . ?
C10_5 C12_5 H12B_5 109.5 . . ?
H12A_5 C12_5 H12B_5 109.5 . . ?
C10_5 C12_5 H12C_5 109.5 . . ?
H12A_5 C12_5 H12C_5 109.5 . . ?
H12B_5 C12_5 H12C_5 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N5_1 B1_1 N2_1 C1_2 81.4(3) . . . . ?
N3_1 B1_1 N2_1 C1_2 -100.5(2) . . . . ?
N2_1 B1_1 N3_1 C21_3 -88.40(19) . . . . ?
N5_1 B1_1 N3_1 C21_3 89.72(19) . . . . ?
N2_1 B1_1 N5_1 C5_1 -9.1(2) . . . . ?
N3_1 B1_1 N5_1 C5_1 172.78(13) . . . . ?
N2_1 B1_1 N5_1 C6_1 176.72(13) . . . . ?
N3_1 B1_1 N5_1 C6_1 -1.4(2) . . . . ?
B1_1 N2_1 C1_2 N1_2 -176.24(18) . . . . ?
B1_1 N2_1 C1_2 C5_2 4.0(3) . . . . ?
N2_1 C1_2 N1_2 C1_4 -6.9(2) . . . . ?
C5_2 C1_2 N1_2 C1_4 172.92(11) . . . . ?
N2_1 C1_2 N1_2 C3_2 173.81(13) . . . . ?
C5_2 C1_2 N1_2 C3_2 -6.39(15) . . . . ?
C1_2 N1_2 C3_2 C7_2 138.43(12) . . . . ?
C1_4 N1_2 C3_2 C7_2 -40.85(17) . . . . ?
C1_2 N1_2 C3_2 C6_2 -99.24(14) . . . . ?
C1_4 N1_2 C3_2 C6_2 81.48(16) . . . . ?
C1_2 N1_2 C3_2 C4_2 19.24(15) . . . . ?
C1_4 N1_2 C3_2 C4_2 -160.04(12) . . . . ?
N1_2 C3_2 C4_2 C5_2 -24.28(15) . . . . ?
C7_2 C3_2 C4_2 C5_2 -144.32(13) . . . . ?
C6_2 C3_2 C4_2 C5_2 94.82(14) . . . . ?
C3_2 C4_2 C5_2 C9_2 138.87(13) . . . . ?
C3_2 C4_2 C5_2 C8_2 -98.22(15) . . . . ?
C3_2 C4_2 C5_2 C1_2 21.31(15) . . . . ?
N2_1 C1_2 C5_2 C9_2 51.7(2) . . . . ?
N1_2 C1_2 C5_2 C9_2 -128.08(13) . . . . ?
N2_1 C1_2 C5_2 C8_2 -69.29(19) . . . . ?
N1_2 C1_2 C5_2 C8_2 110.93(13) . . . . ?
N2_1 C1_2 C5_2 C4_2 170.23(14) . . . . ?
N1_2 C1_2 C5_2 C4_2 -9.55(14) . . . . ?
N4_3 C3_3 C4_3 C5_3 -20.49(14) . . . . ?
C7_3 C3_3 C4_3 C5_3 -139.66(12) . . . . ?
C6_3 C3_3 C4_3 C5_3 99.86(14) . . . . ?
B1_1 N3_1 C21_3 N4_3 -176.88(13) . . . . ?
B1_1 N3_1 C21_3 C5_3 0.1(2) . . . . ?
N3_1 C21_3 N4_3 C1_5 7.1(2) . . . . ?
C5_3 C21_3 N4_3 C1_5 -170.50(12) . . . . ?
N3_1 C21_3 N4_3 C3_3 -171.41(12) . . . . ?
C5_3 C21_3 N4_3 C3_3 10.98(15) . . . . ?
C7_3 C3_3 N4_3 C21_3 123.68(13) . . . . ?
C6_3 C3_3 N4_3 C21_3 -115.07(13) . . . . ?
C4_3 C3_3 N4_3 C21_3 5.78(14) . . . . ?
C7_3 C3_3 N4_3 C1_5 -54.87(16) . . . . ?
C6_3 C3_3 N4_3 C1_5 66.38(16) . . . . ?
C4_3 C3_3 N4_3 C1_5 -172.77(12) . . . . ?
C3_3 C4_3 C5_3 C9_3 149.40(12) . . . . ?
C3_3 C4_3 C5_3 C8_3 -89.14(14) . . . . ?
C3_3 C4_3 C5_3 C21_3 26.80(14) . . . . ?
N3_1 C21_3 C5_3 C4_3 159.75(14) . . . . ?
N4_3 C21_3 C5_3 C4_3 -22.84(13) . . . . ?
N3_1 C21_3 C5_3 C9_3 39.2(2) . . . . ?
N4_3 C21_3 C5_3 C9_3 -143.38(12) . . . . ?
N3_1 C21_3 C5_3 C8_3 -81.85(18) . . . . ?
N4_3 C21_3 C5_3 C8_3 95.56(13) . . . . ?
C1_2 N1_2 C1_4 C2_4 -89.89(16) . . . . ?
C3_2 N1_2 C1_4 C2_4 89.34(16) . . . . ?
C1_2 N1_2 C1_4 C6_4 88.11(17) . . . . ?
C3_2 N1_2 C1_4 C6_4 -92.65(16) . . . . ?
C6_4 C1_4 C2_4 C3_4 3.4(2) . . . . ?
N1_2 C1_4 C2_4 C3_4 -178.59(12) . . . . ?
C6_4 C1_4 C2_4 C7_4 -173.79(13) . . . . ?
N1_2 C1_4 C2_4 C7_4 4.21(19) . . . . ?
C1_4 C2_4 C3_4 C4_4 -1.3(2) . . . . ?
C7_4 C2_4 C3_4 C4_4 176.00(13) . . . . ?
C2_4 C3_4 C4_4 C5_4 -1.3(2) . . . . ?
C3_4 C4_4 C5_4 C6_4 1.9(2) . . . . ?
C4_4 C5_4 C6_4 C1_4 0.2(2) . . . . ?
C4_4 C5_4 C6_4 C10_4 -176.70(13) . . . . ?
C2_4 C1_4 C6_4 C5_4 -2.9(2) . . . . ?
N1_2 C1_4 C6_4 C5_4 179.17(12) . . . . ?
C2_4 C1_4 C6_4 C10_4 173.89(13) . . . . ?
N1_2 C1_4 C6_4 C10_4 -4.1(2) . . . . ?
C3_4 C2_4 C7_4 C8_4 52.42(18) . . . . ?
C1_4 C2_4 C7_4 C8_4 -130.39(15) . . . . ?
C3_4 C2_4 C7_4 C9_4 -71.53(17) . . . . ?
C1_4 C2_4 C7_4 C9_4 105.66(16) . . . . ?
C5_4 C6_4 C10_4 C11_4 62.44(17) . . . . ?
C1_4 C6_4 C10_4 C11_4 -114.32(15) . . . . ?
C5_4 C6_4 C10_4 C12_4 -61.20(17) . . . . ?
C1_4 C6_4 C10_4 C12_4 122.04(15) . . . . ?
C21_3 N4_3 C1_5 C6_5 91.84(17) . . . . ?
C3_3 N4_3 C1_5 C6_5 -89.74(17) . . . . ?
C21_3 N4_3 C1_5 C2_5 -89.48(17) . . . . ?
C3_3 N4_3 C1_5 C2_5 88.94(16) . . . . ?
C6_5 C1_5 C2_5 C3_5 4.1(2) . . . . ?
N4_3 C1_5 C2_5 C3_5 -174.59(13) . . . . ?
C6_5 C1_5 C2_5 C7_5 -170.75(13) . . . . ?
N4_3 C1_5 C2_5 C7_5 10.6(2) . . . . ?
C1_5 C2_5 C3_5 C4_5 -1.5(2) . . . . ?
C7_5 C2_5 C3_5 C4_5 173.55(14) . . . . ?
C2_5 C3_5 C4_5 C5_5 -1.3(2) . . . . ?
C3_5 C4_5 C5_5 C6_5 1.6(2) . . . . ?
C4_5 C5_5 C6_5 C1_5 0.9(2) . . . . ?
C4_5 C5_5 C6_5 C10_5 -175.65(14) . . . . ?
C2_5 C1_5 C6_5 C5_5 -3.8(2) . . . . ?
N4_3 C1_5 C6_5 C5_5 174.88(13) . . . . ?
C2_5 C1_5 C6_5 C10_5 172.53(13) . . . . ?
N4_3 C1_5 C6_5 C10_5 -8.8(2) . . . . ?
C3_5 C2_5 C7_5 C9_5 -66.13(17) . . . . ?
C1_5 C2_5 C7_5 C9_5 108.74(16) . . . . ?
C3_5 C2_5 C7_5 C8_5 57.11(18) . . . . ?
C1_5 C2_5 C7_5 C8_5 -128.03(15) . . . . ?
C5_5 C6_5 C10_5 C11_5 63.22(17) . . . . ?
C1_5 C6_5 C10_5 C11_5 -113.16(16) . . . . ?
C5_5 C6_5 C10_5 C12_5 -58.31(18) . . . . ?
C1_5 C6_5 C10_5 C12_5 125.31(15) . . . . ?

_refine_diff_density_max         0.248
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.039



_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_MaDi202_SiHu_a
_database_code_depnum_ccdc_archive 'CCDC 2237063'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;
_audit_creation_method           'CIF-fill 1.2y (K.Radacki, 2005-22)'
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        (CAAI)2BNCS
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C41 H62 B N5 S'
_chemical_formula_sum            'C41 H62 B N5 S'
_chemical_formula_weight         667.82

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

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

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

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

_cell_length_a                   9.53740(10)
_cell_length_b                   19.8419(2)
_cell_length_c                   21.4198(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.1630(10)
_cell_angle_gamma                90
_cell_volume                     4021.85(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    20311
_cell_measurement_theta_min      3.0290
_cell_measurement_theta_max      74.5510


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 800).
;
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.103
_exptl_crystal_F_000             1456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.383
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.047
_exptl_absorpt_coefficient_mu    0.955
_shelx_estimated_absorpt_T_min   0.713
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.470
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.96a (Rigaku Oxford Diffraction, 2021) 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   ?
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 0 0.1206
0 0 -1 0.1426
0 0 1 0.1475
-1 1 1 0.1354
-1 1 -1 0.0932
1 0 -1 0.1790
-1 0 1 0.1504
-1 -1 1 0.1537
0 1 -1 0.0941
1 1 0 0.1220
-1 -1 0 0.1317
0 1 0 0.0058
0 -1 0 0.0415
1 0 1 0.0835
-1 0 -1 0.1076
1 -1 2 0.0809
-1 1 -2 0.0751

_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_details      
;
 List of Runs (angles in degrees, time in seconds):
 
   # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
 --------------------------------------------------------------------------
   1  ω     94.00 121.00   0.50    0.40    --   77.50  41.00 146.25   54
   2  ω     92.00 117.00   0.50    0.40    --   77.50  49.00  36.07   50
   3  ω     78.00 104.00   0.50    0.40    --   70.00  74.00  39.96   52
   4  ω     94.00 121.00   0.50    0.40    --   77.50  40.00 -40.70   54
   5  ω     92.00 117.00   0.50    0.40    --   77.50  46.00-171.41   50
   6  ω     94.00 121.00   0.50    0.40    --   77.50  39.00-137.85   54
   7  ω     88.00 117.00   0.50    0.40    --   77.50  26.00 -93.36   58
   8  ω     39.00 108.00   0.50    0.40    --   73.52   0.00  90.00  138
   9  ω   -117.00 -90.00   0.50    0.40    --  -74.00 -39.00   1.92   54
  10  ω   -106.00 -80.00   0.50    0.40    --  -74.00 -77.00 -18.57   52
  11  ω   -105.00 -79.00   0.50    0.40    --  -74.00 -79.00 -89.45   52
  12  ω   -105.00 -79.00   0.50    0.40    --  -74.00 -79.00  71.58   52
  13  ω    -70.00 -44.00   0.50    0.40    --  -38.00 -77.00 113.09   52
  14  ω    -88.00 -62.00   0.50    0.40    --  -50.00 -63.00 156.16   52
  15  ω   -104.00 -78.00   0.50    0.40    --  -66.00 -62.00 133.21   52
  16  ω   -113.00 -87.00   0.50    0.40    --  -74.00 -59.00 119.91   52
  17  ω   -104.00 -78.00   0.50    0.40    --  -66.00 -62.00  96.88   52
  18  ω   -108.00 -82.00   0.50    0.40    --  -70.00 -61.00  62.54   52
  19  ω   -117.00 -89.00   0.50    0.40    --  -74.00 -43.00  72.56   56
  20  ω   -113.00 -86.00   0.50    0.40    --  -70.00 -41.00 -33.12   54
  21  ω   -116.00 -89.00   0.50    0.40    --  -74.00 -49.00 -44.44   54
  22  ω   -109.00 -83.00   0.50    0.40    --  -70.00 -60.00 -79.39   52
  23  ω   -116.00 -89.00   0.50    0.40    --  -74.00 -49.00-111.73   54
  24  ω   -113.00 -86.00   0.50    0.40    --  -70.00 -40.00-149.59   54
  25  ω    -61.00 -35.00   0.50    0.40    --  -74.00  61.00-156.57   52
  26  ω    -62.00 -36.00   0.50    0.40    --  -74.00  64.00 -33.30   52
  27  ω    -95.00 -29.00   0.50    0.40    --  -69.45 126.00  60.00  132
  28  ω    -83.00 -38.00   0.50    0.40    --  -74.00 100.00  32.48   90
  29  ω     54.00 105.00   0.50    0.40    --   77.50-129.00 172.64  102
  30  ω     37.00 103.00   0.50    0.40    --   77.50-126.00 167.14  132
  31  ω     37.00  98.00   0.50    0.40    --   77.50-116.00  34.18  122
  32  ω     68.00  97.00   0.50    0.40    --   77.50-114.00 132.02   58
  33  ω     28.00  94.00   0.50    0.40    --   68.94-126.00 -90.00  132
  34  ω     73.00  99.00   0.50    0.40    --   77.50-117.00-128.26   52
  35  ω     37.00 103.00   0.50    0.40    --   77.50-126.00-157.17  132

;
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            42988
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.047
_diffrn_reflns_theta_max         70.072
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7646
_reflns_number_gt                6699
_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 1.171.41.96a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'

_refine_special_details          
;
The CAAC backbone was modelled with a twofold flip-disorder in C3 > C9 in a 57:43 ratio. 
1,2- and 1,3-distances within the disorder were restrained with SAME, ADPs with SIMU 0.002.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+1.5729P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7646
_refine_ls_number_parameters     517
_refine_ls_number_restraints     199
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1059
_refine_ls_wR_factor_gt          0.1025
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1_1 B 0.43226(15) 0.28760(8) 0.42426(7) 0.0246(3) Uani 1 1 d . . . . .
C3_3 C 0.19285(15) 0.06745(7) 0.42892(7) 0.0280(3) Uani 1 1 d . . . . .
C4_3 C 0.34055(16) 0.05088(7) 0.41060(7) 0.0316(3) Uani 1 1 d . . . . .
H4A_3 H 0.384145 0.013533 0.436861 0.038 Uiso 1 1 calc R U . . .
H4AB_3 H 0.333076 0.037131 0.365877 0.038 Uiso 1 1 calc R U . . .
C5_3 C 0.43068(14) 0.11514(7) 0.42152(6) 0.0269(3) Uani 1 1 d . . . . .
C6_3 C 0.07488(17) 0.03197(8) 0.38667(7) 0.0367(3) Uani 1 1 d . . . . .
H6A_3 H 0.085662 0.040667 0.342486 0.055 Uiso 1 1 calc R U . . .
H6B_3 H -0.016839 0.049106 0.395704 0.055 Uiso 1 1 calc R U . . .
H6C_3 H 0.080022 -0.016647 0.394680 0.055 Uiso 1 1 calc R U . . .
C7_3 C 0.17949(16) 0.04882(7) 0.49734(7) 0.0329(3) Uani 1 1 d . . . . .
H7A_3 H 0.087520 0.063838 0.508009 0.049 Uiso 1 1 calc R U . . .
H7B_3 H 0.255030 0.070868 0.525251 0.049 Uiso 1 1 calc R U . . .
H7C_3 H 0.187375 -0.000158 0.502526 0.049 Uiso 1 1 calc R U . . .
C8_3 C 0.52090(16) 0.12742(8) 0.36852(7) 0.0351(3) Uani 1 1 d . . . . .
H8A_3 H 0.459738 0.129964 0.328273 0.053 Uiso 1 1 calc R U . . .
H8B_3 H 0.588190 0.090279 0.367189 0.053 Uiso 1 1 calc R U . . .
H8C_3 H 0.572659 0.169900 0.376072 0.053 Uiso 1 1 calc R U . . .
C9_3 C 0.52754(16) 0.11559(8) 0.48423(7) 0.0362(3) Uani 1 1 d . . . . .
H9A_3 H 0.599674 0.080487 0.483714 0.054 Uiso 1 1 calc R U . . .
H9B_3 H 0.471411 0.106873 0.518708 0.054 Uiso 1 1 calc R U . . .
H9C_3 H 0.573467 0.159684 0.490374 0.054 Uiso 1 1 calc R U . . .
C1_4 C 0.06233(13) 0.18202(6) 0.40739(6) 0.0225(3) Uani 1 1 d . . . . .
C2_4 C 0.00160(14) 0.21270(7) 0.45680(6) 0.0248(3) Uani 1 1 d . . . . .
C3_4 C -0.12143(14) 0.25051(7) 0.44182(7) 0.0286(3) Uani 1 1 d . . . . .
H3_4 H -0.165242 0.270441 0.474761 0.034 Uiso 1 1 calc R U . . .
C4_4 C -0.18098(14) 0.25964(7) 0.38026(7) 0.0297(3) Uani 1 1 d . . . . .
H4_4 H -0.265320 0.285149 0.371087 0.036 Uiso 1 1 calc R U . . .
C5_4 C -0.11670(14) 0.23129(7) 0.33202(7) 0.0278(3) Uani 1 1 d . . . . .
H5_4 H -0.156911 0.238353 0.289684 0.033 Uiso 1 1 calc R U . . .
C6_4 C 0.00562(13) 0.19263(7) 0.34419(6) 0.0235(3) Uani 1 1 d . . . . .
C7_4 C 0.06802(16) 0.21017(7) 0.52507(6) 0.0299(3) Uani 1 1 d . . . . .
H7_4 H 0.154482 0.181303 0.527542 0.036 Uiso 1 1 calc R U . . .
C8_4 C -0.03232(19) 0.17937(9) 0.56808(7) 0.0427(4) Uani 1 1 d . . . . .
H8A_4 H -0.111989 0.209996 0.570699 0.064 Uiso 1 1 calc R U . . .
H8B_4 H 0.018680 0.172459 0.610210 0.064 Uiso 1 1 calc R U . . .
H8C_4 H -0.067677 0.136007 0.550768 0.064 Uiso 1 1 calc R U . . .
C9_4 C 0.11316(18) 0.28108(8) 0.54803(7) 0.0369(3) Uani 1 1 d . . . . .
H9A_4 H 0.183483 0.298716 0.522590 0.055 Uiso 1 1 calc R U . . .
H9B_4 H 0.154318 0.278974 0.592256 0.055 Uiso 1 1 calc R U . . .
H9C_4 H 0.030519 0.310840 0.543917 0.055 Uiso 1 1 calc R U . . .
C10_4 C 0.07536(14) 0.16698(7) 0.28854(6) 0.0277(3) Uani 1 1 d . . . . .
H10_4 H 0.152466 0.135128 0.305015 0.033 Uiso 1 1 calc R U . . .
C11_4 C 0.14213(16) 0.22508(8) 0.25568(7) 0.0357(3) Uani 1 1 d . . . . .
H11A_4 H 0.184522 0.207624 0.219553 0.054 Uiso 1 1 calc R U . . .
H11B_4 H 0.215369 0.246512 0.285286 0.054 Uiso 1 1 calc R U . . .
H11C_4 H 0.069258 0.258302 0.241174 0.054 Uiso 1 1 calc R U . . .
C12_4 C -0.02896(16) 0.12867(9) 0.24109(7) 0.0383(4) Uani 1 1 d . . . . .
H12A_4 H -0.102149 0.159684 0.222126 0.057 Uiso 1 1 calc R U . . .
H12B_4 H -0.073000 0.092278 0.262697 0.057 Uiso 1 1 calc R U . . .
H12C_4 H 0.021569 0.109532 0.208106 0.057 Uiso 1 1 calc R U . . .
C3_6 C 0.3338(8) 0.4698(4) 0.2772(3) 0.0312(5) Uani 0.574(4) 1 d D U P A 1
C4_6 C 0.2441(3) 0.47869(15) 0.33244(16) 0.0293(4) Uani 0.574(4) 1 d D U P A 1
H4A_6 H 0.279069 0.517513 0.358958 0.035 Uiso 0.574(4) 1 calc R U P A 1
H4AB_6 H 0.143857 0.486887 0.315997 0.035 Uiso 0.574(4) 1 calc R U P A 1
C5_6 C 0.2580(9) 0.4139(3) 0.3709(3) 0.0275(5) Uani 0.574(4) 1 d D U P A 1
C6_6 C 0.2462(4) 0.44511(19) 0.21726(16) 0.0426(7) Uani 0.574(4) 1 d D U P A 1
H6A_6 H 0.173428 0.478541 0.203243 0.064 Uiso 0.574(4) 1 calc R U P A 1
H6B_6 H 0.201164 0.402216 0.225590 0.064 Uiso 0.574(4) 1 calc R U P A 1
H6C_6 H 0.307808 0.438669 0.184372 0.064 Uiso 0.574(4) 1 calc R U P A 1
C7_6 C 0.4055(6) 0.5358(3) 0.2637(2) 0.0400(9) Uani 0.574(4) 1 d D U P A 1
H7A_6 H 0.470607 0.528049 0.232458 0.060 Uiso 0.574(4) 1 calc R U P A 1
H7B_6 H 0.458272 0.552985 0.302617 0.060 Uiso 0.574(4) 1 calc R U P A 1
H7C_6 H 0.333802 0.568812 0.247299 0.060 Uiso 0.574(4) 1 calc R U P A 1
C8_6 C 0.1321(6) 0.3655(3) 0.35690(19) 0.0287(8) Uani 0.574(4) 1 d D U P A 1
H8A_6 H 0.115808 0.356281 0.311638 0.043 Uiso 0.574(4) 1 calc R U P A 1
H8B_6 H 0.047521 0.386227 0.370315 0.043 Uiso 0.574(4) 1 calc R U P A 1
H8C_6 H 0.152828 0.323244 0.379859 0.043 Uiso 0.574(4) 1 calc R U P A 1
C9_6 C 0.2809(3) 0.42980(17) 0.44198(14) 0.0334(6) Uani 0.574(4) 1 d D U P A 1
H9A_6 H 0.368167 0.455800 0.451909 0.050 Uiso 0.574(4) 1 calc R U P A 1
H9B_6 H 0.288178 0.387584 0.465913 0.050 Uiso 0.574(4) 1 calc R U P A 1
H9C_6 H 0.200770 0.456112 0.453237 0.050 Uiso 0.574(4) 1 calc R U P A 1
C3_16 C 0.3410(11) 0.4747(5) 0.2712(4) 0.0312(6) Uani 0.426(4) 1 d D U P A 2
C4_16 C 0.2134(4) 0.4652(2) 0.3073(2) 0.0301(5) Uani 0.426(4) 1 d D U P A 2
H4A_16 H 0.134356 0.444375 0.279529 0.036 Uiso 0.426(4) 1 calc R U P A 2
H4AB_16 H 0.181389 0.509438 0.321555 0.036 Uiso 0.426(4) 1 calc R U P A 2
C5_16 C 0.2578(12) 0.4190(5) 0.3649(4) 0.0281(6) Uani 0.426(4) 1 d D U P A 2
C6_16 C 0.3007(5) 0.4633(2) 0.20063(19) 0.0343(8) Uani 0.426(4) 1 d D U P A 2
H6A_16 H 0.233063 0.497950 0.183758 0.051 Uiso 0.426(4) 1 calc R U P A 2
H6B_16 H 0.257529 0.418679 0.193659 0.051 Uiso 0.426(4) 1 calc R U P A 2
H6C_16 H 0.385531 0.465992 0.179241 0.051 Uiso 0.426(4) 1 calc R U P A 2
C7_16 C 0.4116(9) 0.5449(4) 0.2823(3) 0.0301(9) Uani 0.426(4) 1 d D U P A 2
H7A_16 H 0.504108 0.544575 0.266806 0.045 Uiso 0.426(4) 1 calc R U P A 2
H7B_16 H 0.423803 0.555223 0.327356 0.045 Uiso 0.426(4) 1 calc R U P A 2
H7C_16 H 0.351538 0.579342 0.259598 0.045 Uiso 0.426(4) 1 calc R U P A 2
C8_16 C 0.1393(8) 0.3715(4) 0.3759(3) 0.0299(10) Uani 0.426(4) 1 d D U P A 2
H8A_16 H 0.109894 0.345840 0.337356 0.045 Uiso 0.426(4) 1 calc R U P A 2
H8B_16 H 0.058990 0.397489 0.387323 0.045 Uiso 0.426(4) 1 calc R U P A 2
H8C_16 H 0.172322 0.340321 0.410070 0.045 Uiso 0.426(4) 1 calc R U P A 2
C9_16 C 0.2996(5) 0.4606(2) 0.4242(2) 0.0372(8) Uani 0.426(4) 1 d D U P A 2
H9A_16 H 0.372497 0.493316 0.416397 0.056 Uiso 0.426(4) 1 calc R U P A 2
H9B_16 H 0.336594 0.430725 0.458775 0.056 Uiso 0.426(4) 1 calc R U P A 2
H9C_16 H 0.216550 0.484632 0.435501 0.056 Uiso 0.426(4) 1 calc R U P A 2
C1_7 C 0.57167(14) 0.40785(7) 0.27970(6) 0.0252(3) Uani 1 1 d . . . . .
C2_7 C 0.68709(14) 0.44563(7) 0.30802(7) 0.0286(3) Uani 1 1 d . . . . .
C3_7 C 0.81352(15) 0.44176(8) 0.28173(7) 0.0324(3) Uani 1 1 d . . . . .
H3_7 H 0.891906 0.468235 0.298986 0.039 Uiso 1 1 calc R U . . .
C4_7 C 0.82692(15) 0.40013(8) 0.23102(7) 0.0336(3) Uani 1 1 d . . . . .
H4_7 H 0.912829 0.399365 0.212850 0.040 Uiso 1 1 calc R U . . .
C5_7 C 0.71560(15) 0.35974(8) 0.20685(7) 0.0306(3) Uani 1 1 d . . . . .
H5_7 H 0.727084 0.329713 0.173320 0.037 Uiso 1 1 calc R U . . .
C6_7 C 0.58593(14) 0.36232(7) 0.23097(6) 0.0264(3) Uani 1 1 d . . . . .
C7_7 C 0.68208(16) 0.48465(8) 0.36886(7) 0.0343(3) Uani 1 1 d . . . . .
H7_7 H 0.580353 0.491606 0.374096 0.041 Uiso 1 1 calc R U . . .
C8_7 C 0.7519(2) 0.55419(9) 0.36979(9) 0.0498(4) Uani 1 1 d . . . . .
H8A_7 H 0.854492 0.548831 0.371560 0.075 Uiso 1 1 calc R U . . .
H8B_7 H 0.730325 0.579285 0.406822 0.075 Uiso 1 1 calc R U . . .
H8C_7 H 0.715661 0.578952 0.331577 0.075 Uiso 1 1 calc R U . . .
C9_7 C 0.74840(18) 0.44205(9) 0.42458(7) 0.0396(4) Uani 1 1 d . . . . .
H9A_7 H 0.700486 0.398329 0.424110 0.059 Uiso 1 1 calc R U . . .
H9B_7 H 0.738206 0.465522 0.464020 0.059 Uiso 1 1 calc R U . . .
H9C_7 H 0.848916 0.435072 0.421236 0.059 Uiso 1 1 calc R U . . .
C10_7 C 0.47112(15) 0.31221(8) 0.20698(6) 0.0302(3) Uani 1 1 d . . . . .
H10_7 H 0.383809 0.323807 0.226135 0.036 Uiso 1 1 calc R U . . .
C11_7 C 0.51785(16) 0.24126(8) 0.22870(7) 0.0345(3) Uani 1 1 d . . . . .
H11A_7 H 0.442250 0.209069 0.215093 0.052 Uiso 1 1 calc R U . . .
H11B_7 H 0.537993 0.240467 0.274695 0.052 Uiso 1 1 calc R U . . .
H11C_7 H 0.603202 0.228840 0.210227 0.052 Uiso 1 1 calc R U . . .
C12_7 C 0.43525(18) 0.31407(10) 0.13533(7) 0.0426(4) Uani 1 1 d . . . . .
H12A_7 H 0.518443 0.300783 0.115642 0.064 Uiso 1 1 calc R U . . .
H12B_7 H 0.406838 0.359842 0.122015 0.064 Uiso 1 1 calc R U . . .
H12C_7 H 0.357507 0.282772 0.122472 0.064 Uiso 1 1 calc R U . . .
N1 N 0.43613(11) 0.41829(6) 0.30135(5) 0.0263(2) Uani 1 1 d . . . . .
S1 S 0.70083(5) 0.34039(2) 0.59007(2) 0.04365(12) Uani 1 1 d . . . . .
C1 C 0.39158(13) 0.38247(7) 0.34992(6) 0.0242(3) Uani 1 1 d . . . . .
N2 N 0.45713(11) 0.33170(6) 0.37511(5) 0.0244(2) Uani 1 1 d . . . . .
C2 C 0.59295(16) 0.31879(7) 0.53052(7) 0.0312(3) Uani 1 1 d . . . . .
N3 N 0.33994(11) 0.23354(6) 0.42020(5) 0.0259(2) Uani 1 1 d . . . . .
N4 N 0.18874(11) 0.14193(5) 0.41995(5) 0.0229(2) Uani 1 1 d . . . . .
N5 N 0.51434(13) 0.30187(6) 0.48685(5) 0.0324(3) Uani 1 1 d . . . . .
C21 C 0.31934(13) 0.17056(7) 0.42102(6) 0.0225(3) 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
B1_1 N3 1.3836(19) . ?
B1_1 N2 1.4115(19) . ?
B1_1 N5 1.4928(19) . ?
C3_3 N4 1.4902(17) . ?
C3_3 C6_3 1.525(2) . ?
C3_3 C7_3 1.5320(19) . ?
C3_3 C4_3 1.5441(19) . ?
C4_3 C5_3 1.539(2) . ?
C5_3 C8_3 1.5272(19) . ?
C5_3 C21 1.5277(18) . ?
C5_3 C9_3 1.5325(19) . ?
C1_4 C2_4 1.4068(19) . ?
C1_4 C6_4 1.4094(18) . ?
C1_4 N4 1.4415(16) . ?
C2_4 C3_4 1.3960(19) . ?
C2_4 C7_4 1.5203(18) . ?
C3_4 C4_4 1.381(2) . ?
C4_4 C5_4 1.385(2) . ?
C5_4 C6_4 1.3934(19) . ?
C6_4 C10_4 1.5233(18) . ?
C7_4 C9_4 1.534(2) . ?
C7_4 C8_4 1.535(2) . ?
C10_4 C11_4 1.530(2) . ?
C10_4 C12_4 1.5325(19) . ?
C3_6 N1 1.463(8) . ?
C3_6 C7_6 1.521(7) . ?
C3_6 C6_6 1.523(7) . ?
C3_6 C4_6 1.554(6) . ?
C4_6 C5_6 1.524(6) . ?
C5_6 C1 1.534(9) . ?
C5_6 C8_6 1.537(7) . ?
C5_6 C9_6 1.544(7) . ?
C3_16 C6_16 1.529(9) . ?
C3_16 C4_16 1.532(8) . ?
C3_16 N1 1.533(11) . ?
C3_16 C7_16 1.553(9) . ?
C4_16 C5_16 1.553(8) . ?
C5_16 C8_16 1.512(10) . ?
C5_16 C9_16 1.527(9) . ?
C5_16 C1 1.535(13) . ?
C1_7 C6_7 1.400(2) . ?
C1_7 C2_7 1.4055(19) . ?
C1_7 N1 1.4416(16) . ?
C2_7 C3_7 1.395(2) . ?
C2_7 C7_7 1.522(2) . ?
C3_7 C4_7 1.383(2) . ?
C4_7 C5_7 1.379(2) . ?
C5_7 C6_7 1.3994(19) . ?
C6_7 C10_7 1.520(2) . ?
C7_7 C8_7 1.531(2) . ?
C7_7 C9_7 1.533(2) . ?
C10_7 C12_7 1.531(2) . ?
C10_7 C11_7 1.532(2) . ?
N1 C1 1.3706(17) . ?
S1 C2 1.5944(15) . ?
C1 N2 1.2699(18) . ?
C2 N5 1.1726(19) . ?
N3 C21 1.2656(18) . ?
N4 C21 1.3665(17) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 B1_1 N2 126.76(13) . . ?
N3 B1_1 N5 117.51(12) . . ?
N2 B1_1 N5 115.73(12) . . ?
N4 C3_3 C6_3 112.06(11) . . ?
N4 C3_3 C7_3 111.02(11) . . ?
C6_3 C3_3 C7_3 108.24(12) . . ?
N4 C3_3 C4_3 100.87(10) . . ?
C6_3 C3_3 C4_3 112.32(12) . . ?
C7_3 C3_3 C4_3 112.28(12) . . ?
C5_3 C4_3 C3_3 107.15(11) . . ?
C8_3 C5_3 C21 109.61(11) . . ?
C8_3 C5_3 C9_3 108.47(12) . . ?
C21 C5_3 C9_3 110.15(11) . . ?
C8_3 C5_3 C4_3 112.02(12) . . ?
C21 C5_3 C4_3 102.75(11) . . ?
C9_3 C5_3 C4_3 113.71(12) . . ?
C2_4 C1_4 C6_4 120.89(12) . . ?
C2_4 C1_4 N4 120.77(11) . . ?
C6_4 C1_4 N4 118.26(11) . . ?
C3_4 C2_4 C1_4 118.21(12) . . ?
C3_4 C2_4 C7_4 118.45(12) . . ?
C1_4 C2_4 C7_4 123.24(12) . . ?
C4_4 C3_4 C2_4 121.59(13) . . ?
C3_4 C4_4 C5_4 119.44(13) . . ?
C4_4 C5_4 C6_4 121.48(13) . . ?
C5_4 C6_4 C1_4 118.29(12) . . ?
C5_4 C6_4 C10_4 118.33(12) . . ?
C1_4 C6_4 C10_4 123.30(12) . . ?
C2_4 C7_4 C9_4 110.17(12) . . ?
C2_4 C7_4 C8_4 111.96(13) . . ?
C9_4 C7_4 C8_4 110.10(12) . . ?
C6_4 C10_4 C11_4 110.83(12) . . ?
C6_4 C10_4 C12_4 111.96(11) . . ?
C11_4 C10_4 C12_4 109.98(12) . . ?
N1 C3_6 C7_6 111.9(5) . . ?
N1 C3_6 C6_6 110.1(5) . . ?
C7_6 C3_6 C6_6 109.2(4) . . ?
N1 C3_6 C4_6 102.5(4) . . ?
C7_6 C3_6 C4_6 110.5(5) . . ?
C6_6 C3_6 C4_6 112.5(5) . . ?
C5_6 C4_6 C3_6 107.3(4) . . ?
C4_6 C5_6 C1 101.8(4) . . ?
C4_6 C5_6 C8_6 114.1(6) . . ?
C1 C5_6 C8_6 110.3(5) . . ?
C4_6 C5_6 C9_6 110.6(5) . . ?
C1 C5_6 C9_6 110.6(5) . . ?
C8_6 C5_6 C9_6 109.3(4) . . ?
C6_16 C3_16 C4_16 111.3(6) . . ?
C6_16 C3_16 N1 111.8(6) . . ?
C4_16 C3_16 N1 99.4(5) . . ?
C6_16 C3_16 C7_16 109.6(5) . . ?
C4_16 C3_16 C7_16 112.9(7) . . ?
N1 C3_16 C7_16 111.6(7) . . ?
C3_16 C4_16 C5_16 108.6(6) . . ?
C8_16 C5_16 C9_16 109.3(7) . . ?
C8_16 C5_16 C1 113.2(7) . . ?
C9_16 C5_16 C1 106.9(7) . . ?
C8_16 C5_16 C4_16 110.9(8) . . ?
C9_16 C5_16 C4_16 111.0(6) . . ?
C1 C5_16 C4_16 105.3(6) . . ?
C6_7 C1_7 C2_7 121.50(12) . . ?
C6_7 C1_7 N1 120.46(12) . . ?
C2_7 C1_7 N1 118.03(12) . . ?
C3_7 C2_7 C1_7 117.79(13) . . ?
C3_7 C2_7 C7_7 119.65(13) . . ?
C1_7 C2_7 C7_7 122.31(12) . . ?
C4_7 C3_7 C2_7 121.27(14) . . ?
C5_7 C4_7 C3_7 119.99(13) . . ?
C4_7 C5_7 C6_7 120.99(14) . . ?
C5_7 C6_7 C1_7 118.12(13) . . ?
C5_7 C6_7 C10_7 118.93(13) . . ?
C1_7 C6_7 C10_7 122.77(12) . . ?
C2_7 C7_7 C8_7 114.17(13) . . ?
C2_7 C7_7 C9_7 109.41(12) . . ?
C8_7 C7_7 C9_7 110.49(14) . . ?
C6_7 C10_7 C12_7 112.62(12) . . ?
C6_7 C10_7 C11_7 109.18(11) . . ?
C12_7 C10_7 C11_7 110.30(13) . . ?
C1 N1 C1_7 123.02(11) . . ?
C1 N1 C3_6 112.0(2) . . ?
C1_7 N1 C3_6 124.9(2) . . ?
C1 N1 C3_16 118.4(3) . . ?
C1_7 N1 C3_16 118.5(3) . . ?
N2 C1 N1 123.45(12) . . ?
N2 C1 C5_6 125.5(2) . . ?
N1 C1 C5_6 111.0(2) . . ?
N2 C1 C5_16 131.6(3) . . ?
N1 C1 C5_16 104.9(3) . . ?
C1 N2 B1_1 133.55(12) . . ?
N5 C2 S1 178.93(15) . . ?
C21 N3 B1_1 149.70(13) . . ?
C21 N4 C1_4 120.88(11) . . ?
C21 N4 C3_3 113.63(11) . . ?
C1_4 N4 C3_3 125.40(11) . . ?
C2 N5 B1_1 169.18(14) . . ?
N3 C21 N4 123.57(12) . . ?
N3 C21 C5_3 127.00(12) . . ?
N4 C21 C5_3 109.41(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 C3_3 C4_3 C5_3 24.73(14) . . . . ?
C6_3 C3_3 C4_3 C5_3 144.22(12) . . . . ?
C7_3 C3_3 C4_3 C5_3 -93.52(14) . . . . ?
C3_3 C4_3 C5_3 C8_3 -138.25(12) . . . . ?
C3_3 C4_3 C5_3 C21 -20.69(14) . . . . ?
C3_3 C4_3 C5_3 C9_3 98.33(14) . . . . ?
C6_4 C1_4 C2_4 C3_4 3.90(19) . . . . ?
N4 C1_4 C2_4 C3_4 -179.52(12) . . . . ?
C6_4 C1_4 C2_4 C7_4 -172.31(12) . . . . ?
N4 C1_4 C2_4 C7_4 4.27(19) . . . . ?
C1_4 C2_4 C3_4 C4_4 -1.8(2) . . . . ?
C7_4 C2_4 C3_4 C4_4 174.57(13) . . . . ?
C2_4 C3_4 C4_4 C5_4 -0.7(2) . . . . ?
C3_4 C4_4 C5_4 C6_4 1.2(2) . . . . ?
C4_4 C5_4 C6_4 C1_4 0.9(2) . . . . ?
C4_4 C5_4 C6_4 C10_4 -176.09(13) . . . . ?
C2_4 C1_4 C6_4 C5_4 -3.44(19) . . . . ?
N4 C1_4 C6_4 C5_4 179.90(11) . . . . ?
C2_4 C1_4 C6_4 C10_4 173.35(12) . . . . ?
N4 C1_4 C6_4 C10_4 -3.31(18) . . . . ?
C3_4 C2_4 C7_4 C9_4 -61.87(17) . . . . ?
C1_4 C2_4 C7_4 C9_4 114.33(15) . . . . ?
C3_4 C2_4 C7_4 C8_4 61.01(17) . . . . ?
C1_4 C2_4 C7_4 C8_4 -122.79(14) . . . . ?
C5_4 C6_4 C10_4 C11_4 69.89(16) . . . . ?
C1_4 C6_4 C10_4 C11_4 -106.90(15) . . . . ?
C5_4 C6_4 C10_4 C12_4 -53.31(17) . . . . ?
C1_4 C6_4 C10_4 C12_4 129.90(14) . . . . ?
N1 C3_6 C4_6 C5_6 -23.6(6) . . . . ?
C7_6 C3_6 C4_6 C5_6 -143.0(5) . . . . ?
C6_6 C3_6 C4_6 C5_6 94.7(6) . . . . ?
C3_6 C4_6 C5_6 C1 18.8(6) . . . . ?
C3_6 C4_6 C5_6 C8_6 -100.0(6) . . . . ?
C3_6 C4_6 C5_6 C9_6 136.3(5) . . . . ?
C6_16 C3_16 C4_16 C5_16 132.1(7) . . . . ?
N1 C3_16 C4_16 C5_16 14.2(8) . . . . ?
C7_16 C3_16 C4_16 C5_16 -104.2(8) . . . . ?
C3_16 C4_16 C5_16 C8_16 -142.0(7) . . . . ?
C3_16 C4_16 C5_16 C9_16 96.3(8) . . . . ?
C3_16 C4_16 C5_16 C1 -19.1(8) . . . . ?
C6_7 C1_7 C2_7 C3_7 6.6(2) . . . . ?
N1 C1_7 C2_7 C3_7 -172.06(12) . . . . ?
C6_7 C1_7 C2_7 C7_7 -167.68(13) . . . . ?
N1 C1_7 C2_7 C7_7 13.7(2) . . . . ?
C1_7 C2_7 C3_7 C4_7 -2.5(2) . . . . ?
C7_7 C2_7 C3_7 C4_7 171.92(14) . . . . ?
C2_7 C3_7 C4_7 C5_7 -2.2(2) . . . . ?
C3_7 C4_7 C5_7 C6_7 3.0(2) . . . . ?
C4_7 C5_7 C6_7 C1_7 1.0(2) . . . . ?
C4_7 C5_7 C6_7 C10_7 -174.30(13) . . . . ?
C2_7 C1_7 C6_7 C5_7 -5.9(2) . . . . ?
N1 C1_7 C6_7 C5_7 172.77(12) . . . . ?
C2_7 C1_7 C6_7 C10_7 169.22(13) . . . . ?
N1 C1_7 C6_7 C10_7 -12.1(2) . . . . ?
C3_7 C2_7 C7_7 C8_7 46.6(2) . . . . ?
C1_7 C2_7 C7_7 C8_7 -139.18(15) . . . . ?
C3_7 C2_7 C7_7 C9_7 -77.75(17) . . . . ?
C1_7 C2_7 C7_7 C9_7 96.43(16) . . . . ?
C5_7 C6_7 C10_7 C12_7 -55.46(18) . . . . ?
C1_7 C6_7 C10_7 C12_7 129.49(14) . . . . ?
C5_7 C6_7 C10_7 C11_7 67.42(16) . . . . ?
C1_7 C6_7 C10_7 C11_7 -107.63(15) . . . . ?
C6_7 C1_7 N1 C1 91.85(16) . . . . ?
C2_7 C1_7 N1 C1 -89.48(16) . . . . ?
C6_7 C1_7 N1 C3_6 -91.6(4) . . . . ?
C2_7 C1_7 N1 C3_6 87.1(4) . . . . ?
C6_7 C1_7 N1 C3_16 -91.7(4) . . . . ?
C2_7 C1_7 N1 C3_16 87.0(4) . . . . ?
C7_6 C3_6 N1 C1 138.1(4) . . . . ?
C6_6 C3_6 N1 C1 -100.2(3) . . . . ?
C4_6 C3_6 N1 C1 19.6(5) . . . . ?
C7_6 C3_6 N1 C1_7 -38.8(6) . . . . ?
C6_6 C3_6 N1 C1_7 82.9(4) . . . . ?
C4_6 C3_6 N1 C1_7 -157.2(2) . . . . ?
C6_16 C3_16 N1 C1 -122.0(4) . . . . ?
C4_16 C3_16 N1 C1 -4.5(7) . . . . ?
C7_16 C3_16 N1 C1 114.9(5) . . . . ?
C6_16 C3_16 N1 C1_7 61.4(6) . . . . ?
C4_16 C3_16 N1 C1_7 178.9(3) . . . . ?
C7_16 C3_16 N1 C1_7 -61.8(7) . . . . ?
C1_7 N1 C1 N2 -8.9(2) . . . . ?
C3_6 N1 C1 N2 174.2(3) . . . . ?
C3_16 N1 C1 N2 174.7(4) . . . . ?
C1_7 N1 C1 C5_6 168.6(3) . . . . ?
C3_6 N1 C1 C5_6 -8.3(4) . . . . ?
C1_7 N1 C1 C5_16 169.3(4) . . . . ?
C3_16 N1 C1 C5_16 -7.1(5) . . . . ?
C4_6 C5_6 C1 N2 170.2(2) . . . . ?
C8_6 C5_6 C1 N2 -68.3(5) . . . . ?
C9_6 C5_6 C1 N2 52.7(5) . . . . ?
C4_6 C5_6 C1 N1 -7.1(5) . . . . ?
C8_6 C5_6 C1 N1 114.3(4) . . . . ?
C9_6 C5_6 C1 N1 -124.7(3) . . . . ?
C8_16 C5_16 C1 N2 -45.1(8) . . . . ?
C9_16 C5_16 C1 N2 75.3(6) . . . . ?
C4_16 C5_16 C1 N2 -166.5(3) . . . . ?
C8_16 C5_16 C1 N1 136.9(5) . . . . ?
C9_16 C5_16 C1 N1 -102.7(4) . . . . ?
C4_16 C5_16 C1 N1 15.5(6) . . . . ?
N1 C1 N2 B1_1 -179.66(14) . . . . ?
C5_6 C1 N2 B1_1 3.3(4) . . . . ?
C5_16 C1 N2 B1_1 2.7(5) . . . . ?
N3 B1_1 N2 C1 80.1(2) . . . . ?
N5 B1_1 N2 C1 -99.45(18) . . . . ?
N2 B1_1 N3 C21 111.3(3) . . . . ?
N5 B1_1 N3 C21 -69.2(3) . . . . ?
C2_4 C1_4 N4 C21 -90.39(15) . . . . ?
C6_4 C1_4 N4 C21 86.27(15) . . . . ?
C2_4 C1_4 N4 C3_3 93.47(16) . . . . ?
C6_4 C1_4 N4 C3_3 -89.87(15) . . . . ?
C6_3 C3_3 N4 C21 -140.44(12) . . . . ?
C7_3 C3_3 N4 C21 98.40(13) . . . . ?
C4_3 C3_3 N4 C21 -20.77(14) . . . . ?
C6_3 C3_3 N4 C1_4 35.95(17) . . . . ?
C7_3 C3_3 N4 C1_4 -85.21(15) . . . . ?
C4_3 C3_3 N4 C1_4 155.62(12) . . . . ?
N3 B1_1 N5 C2 160.7(8) . . . . ?
N2 B1_1 N5 C2 -19.7(9) . . . . ?
B1_1 N3 C21 N4 173.2(2) . . . . ?
B1_1 N3 C21 C5_3 -8.6(3) . . . . ?
C1_4 N4 C21 N3 10.30(19) . . . . ?
C3_3 N4 C21 N3 -173.13(12) . . . . ?
C1_4 N4 C21 C5_3 -168.20(11) . . . . ?
C3_3 N4 C21 C5_3 8.37(14) . . . . ?
C8_3 C5_3 C21 N3 -51.08(18) . . . . ?
C9_3 C5_3 C21 N3 68.19(17) . . . . ?
C4_3 C5_3 C21 N3 -170.33(13) . . . . ?
C8_3 C5_3 C21 N4 127.37(12) . . . . ?
C9_3 C5_3 C21 N4 -113.36(13) . . . . ?
C4_3 C5_3 C21 N4 8.11(14) . . . . ?

_refine_diff_density_max         0.367
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.037



_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_MaHa036_SiHu_a
_database_code_depnum_ccdc_archive 'CCDC 2237066'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;


_audit_creation_method           'CIF-fill 1.3i (K.Radacki, 2005-22)'
_audit_creation_date             2022-08-26
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C22 H37 B Br N3'
_chemical_formula_sum            'C22 H37 B Br N3'
_chemical_formula_weight         434.26
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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


_cell_length_a                   18.0177(2)
_cell_length_b                   9.08810(10)
_cell_length_c                   14.5514(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.9120(10)
_cell_angle_gamma                90
_cell_volume                     2302.50(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16109
_cell_measurement_theta_min      2.5730
_cell_measurement_theta_max      77.0350

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    2.495
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.47389
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.41.73a (Rigaku Oxford Diffraction, 2020) Empirical 
 absorption correction using spherical harmonics, implemented in SCALE3 
 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 Crystalls were grown from saturated solution. For data collection the 
 crystal was immersed in a film of perfluoropolyether oil, mounted on a 
 polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 
 800).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 2 0 0.0595
-1 1 1 0.1485
1 -2 0 0.0478
0 2 -1 0.1140
-1 2 1 0.1108
-1 -2 2 0.1396
0 1 0 0.0576
1 2 0 0.0538
1 1 0 0.0504
-1 -1 0 0.0624
0 -1 -2 0.1790
0 1 2 0.1798
-1 -1 -2 0.1713
2 0 -1 0.0998
-2 0 1 0.1601
-1 0 0 0.0497
1 0 0 0.0238
0 0 -1 0.2024
0 0 1 0.1910
-2 1 0 0.0604
2 -1 0 0.0379

_shelx_estimated_absorpt_T_min   0.428
_shelx_estimated_absorpt_T_max   0.845
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-S'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω    -26.00  28.00   0.50    0.06    --  -47.70  19.00-120.00  108
  2  ω    -51.00 -14.00   0.50    0.24    --  -86.25  45.00-180.00   74
  3  ω    -82.00   2.00   0.50    0.06    --  -47.70 106.00 -41.00  168
  4  ω    -51.00 -14.00   0.50    0.24    --  -86.25  45.00 -30.00   74
  5  ω    -81.00 -13.00   0.50    0.24    --  -86.25 106.00 -41.00  136
  6  ω    -27.00  26.00   0.50    0.06    --   47.70 -19.00 150.00  106
  7  ω     35.00  60.00   0.50    0.24    --  107.75 -61.00  60.00   50
  8  ω     39.00  71.00   0.50    0.24    --  107.75 -61.00  90.00   64
  9  ω     36.00  68.00   0.50    0.24    --  107.75 -61.00  30.00   64
 10  ω     38.00  69.00   0.50    0.24    --  107.75 -61.00 -30.00   62
 11  ω     41.00  67.00   0.50    0.24    --  107.75 -94.00 -60.00   52
 12  ω     75.00 101.00   0.50    0.24    --  107.75 -94.00 -60.00   52
 13  ω     80.00 107.00   0.50    0.24    --  107.75-125.00   0.00   54
 14  ω     76.00 111.00   0.50    0.24    --  107.75-125.00  60.00   70
 15  ω     37.00 111.00   0.50    0.24    --  107.75-125.00 -60.00  148
 16  ω     35.00 107.00   0.50    0.24    --  107.75-106.00-140.00  144
 17  ω     37.00  85.00   0.50    0.24    --  107.75 -94.00 -30.00   96
 18  ω     35.00  99.00   0.50    0.24    --  107.75 -94.00-120.00  128
 19  ω     36.00  68.00   0.50    0.24    --  107.75 -61.00-120.00   64
 20  ω     35.00  65.00   0.50    0.24    --  107.75 -61.00-150.00   60
 21  ω     35.00  73.00   0.50    0.24    --  107.75-117.00-167.73   76
 22  ω     35.00 102.00   0.50    0.24    --  107.75-125.00-150.00  134
 23  ω     19.00  85.00   0.50    0.06    --   47.70-106.00-140.00  132
 24  ω     39.00  65.00   0.50    0.24    --  107.75-125.00   0.00   52
 25  ω     36.00  72.00   0.50    0.24    --  107.75-125.00  60.00   72
 26  ω    133.00 176.00   0.50    0.24    --  107.75  61.00-150.00   86
 27  ω    124.00 160.00   0.50    0.24    --  107.75 125.00-180.00   72
 28  ω    105.00 178.00   0.50    0.24    --  107.75 106.00 -41.00  146
 29  ω    144.00 176.00   0.50    0.24    --  107.75 125.00  30.00   64
 30  ω    121.00 150.00   0.50    0.24    --  107.75 125.00 120.00   58
 31  ω     95.00 140.00   0.50    0.24    --  107.75 125.00  30.00   90
 32  ω     99.00 178.00   0.50    0.24    --  107.75  45.00  30.00  158
 33  ω   -119.00 -73.00   0.50    0.06    --  -47.70-125.00  30.00   92
 34  ω   -119.00 -73.00   0.50    0.06    --  -47.70-125.00 -30.00   92
 35  ω   -119.00 -73.00   0.50    0.06    --  -47.70-125.00   0.00   92
 36  ω   -159.00 -83.00   0.50    0.24    --  -86.25-106.00-140.00  152
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      0.0851922000
_diffrn_orient_matrix_UB_12      -0.0030347000
_diffrn_orient_matrix_UB_13      0.0557733000
_diffrn_orient_matrix_UB_21      -0.0074038000
_diffrn_orient_matrix_UB_22      -0.1641866000
_diffrn_orient_matrix_UB_23      0.0225922000
_diffrn_orient_matrix_UB_31      0.0228245000
_diffrn_orient_matrix_UB_32      -0.0422211000
_diffrn_orient_matrix_UB_33      -0.0914933000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix 6000'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            24690
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.538
_diffrn_reflns_theta_max         77.319
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4836
_reflns_number_gt                4495
_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 1.171.41.73a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.73a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          
;
 The BBrNMe2 fragment (B1 > C6) was modelled as twofold flip-disordered in a 
 85:15 ratio. 1,2- and 1,3-distances were restrained to similarity with SAME, 
 ADPs with SIMU 0.002.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0648P)²+2.1521P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_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         4836
_refine_ls_number_parameters     302
_refine_ls_number_restraints     104
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1250
_refine_ls_wR_factor_gt          0.1227
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.650
_refine_diff_density_min         -0.766
_refine_diff_density_rms         0.069
_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_
_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
B1_1 B 0.1272(2) 0.4027(3) 0.8093(3) 0.0253(5) Uani 0.8472(13) 1 d D U P A 1
Br1_1 Br 0.05732(5) 0.23116(6) 0.78958(6) 0.03711(14) Uani 0.8472(13) 1 d D U P
A 1
N3_1 N 0.11147(12) 0.5174(2) 0.86637(15) 0.0266(4) Uani 0.8472(13) 1 d D U P A
1
C5_1 C 0.05568(17) 0.5158(4) 0.9234(2) 0.0359(6) Uani 0.8472(13) 1 d D U P A 1
H5A_1 H 0.019689 0.597745 0.904225 0.054 Uiso 0.8472(13) 1 calc R U P A 1
H5B_1 H 0.082527 0.525839 0.990771 0.054 Uiso 0.8472(13) 1 calc R U P A 1
H5C_1 H 0.027344 0.422595 0.913373 0.054 Uiso 0.8472(13) 1 calc R U P A 1
C6_1 C 0.1549(8) 0.6612(12) 0.8747(8) 0.0370(15) Uani 0.8472(13) 1 d D U P A 1
H6A_1 H 0.190703 0.657964 0.834211 0.055 Uiso 0.8472(13) 1 calc R U P A 1
H6B_1 H 0.183564 0.676570 0.940964 0.055 Uiso 0.8472(13) 1 calc R U P A 1
H6C_1 H 0.118464 0.742196 0.854282 0.055 Uiso 0.8472(13) 1 calc R U P A 1
B1_11 B 0.1330(11) 0.4442(18) 0.8180(16) 0.0268(8) Uani 0.1528(13) 1 d D U P A
2
Br2_11 Br 0.1519(4) 0.6392(6) 0.8886(4) 0.0374(9) Uani 0.1528(13) 1 d D U P A 2
N3_11 N 0.0701(6) 0.3661(13) 0.8245(9) 0.0283(7) Uani 0.1528(13) 1 d D U P A 2
C5_11 C 0.0125(8) 0.4101(18) 0.8734(11) 0.0346(16) Uani 0.1528(13) 1 d D U P A
2
H5A_11 H 0.022691 0.511177 0.896704 0.052 Uiso 0.1528(13) 1 calc R U P A 2
H5B_11 H 0.014767 0.343887 0.927178 0.052 Uiso 0.1528(13) 1 calc R U P A 2
H5C_11 H -0.038608 0.404867 0.829139 0.052 Uiso 0.1528(13) 1 calc R U P A 2
C6_11 C 0.057(3) 0.207(3) 0.781(4) 0.0332(18) Uani 0.1528(13) 1 d D U P A 2
H6A_11 H 0.085371 0.196790 0.732365 0.050 Uiso 0.1528(13) 1 calc R U P A 2
H6B_11 H 0.002429 0.191394 0.753215 0.050 Uiso 0.1528(13) 1 calc R U P A 2
H6C_11 H 0.076304 0.134908 0.831867 0.050 Uiso 0.1528(13) 1 calc R U P A 2
N2_2 N 0.19154(10) 0.39410(19) 0.77267(12) 0.0220(3) Uani 1 1 d . . . . .
N1_2 N 0.27848(9) 0.36799(18) 0.68049(11) 0.0185(3) Uani 1 1 d . . . . .
C1_2 C 0.20891(11) 0.4084(2) 0.69393(14) 0.0195(4) Uani 1 1 d . . . . .
C3_2 C 0.15893(11) 0.4690(2) 0.60063(14) 0.0230(4) Uani 1 1 d . . . . .
C4_2 C 0.21753(12) 0.4958(2) 0.54166(15) 0.0247(4) Uani 1 1 d . . . . .
H4A_2 H 0.194737 0.469574 0.474257 0.030 Uiso 1 1 calc R U . . .
H4AB_2 H 0.232535 0.600830 0.544806 0.030 Uiso 1 1 calc R U . . .
C5_2 C 0.28826(11) 0.3990(2) 0.58348(14) 0.0209(4) Uani 1 1 d . . . . .
C6_2 C 0.09872(13) 0.3535(3) 0.55577(16) 0.0335(5) Uani 1 1 d . . . . .
H6A_2 H 0.069183 0.387842 0.493203 0.050 Uiso 1 1 calc R U . . .
H6B_2 H 0.064004 0.337787 0.596811 0.050 Uiso 1 1 calc R U . . .
H6C_2 H 0.124404 0.260719 0.548561 0.050 Uiso 1 1 calc R U . . .
C7_2 C 0.11872(14) 0.6114(3) 0.61581(17) 0.0317(5) Uani 1 1 d . . . . .
H7A_2 H 0.090860 0.651570 0.554064 0.048 Uiso 1 1 calc R U . . .
H7B_2 H 0.157033 0.682972 0.648917 0.048 Uiso 1 1 calc R U . . .
H7C_2 H 0.082473 0.591079 0.654189 0.048 Uiso 1 1 calc R U . . .
C8_2 C 0.28886(14) 0.2581(2) 0.52571(16) 0.0269(4) Uani 1 1 d . . . . .
H8A_2 H 0.240370 0.205083 0.518958 0.040 Uiso 1 1 calc R U . . .
H8B_2 H 0.331717 0.195348 0.558652 0.040 Uiso 1 1 calc R U . . .
H8C_2 H 0.294864 0.283665 0.462599 0.040 Uiso 1 1 calc R U . . .
C9_2 C 0.36267(12) 0.4823(2) 0.58817(15) 0.0254(4) Uani 1 1 d . . . . .
H9A_2 H 0.366880 0.502283 0.523528 0.038 Uiso 1 1 calc R U . . .
H9B_2 H 0.406509 0.422586 0.622000 0.038 Uiso 1 1 calc R U . . .
H9C_2 H 0.362410 0.575441 0.621998 0.038 Uiso 1 1 calc R U . . .
C1_3 C 0.33621(11) 0.2974(2) 0.75448(14) 0.0201(4) Uani 1 1 d . . . . .
C2_3 C 0.33625(13) 0.1433(2) 0.76386(15) 0.0241(4) Uani 1 1 d . . . . .
C3_3 C 0.39526(14) 0.0779(2) 0.83374(16) 0.0292(5) Uani 1 1 d . . . . .
H3_3 H 0.396786 -0.026209 0.839941 0.035 Uiso 1 1 calc R U . . .
C4_3 C 0.45123(13) 0.1615(3) 0.89375(16) 0.0305(5) Uani 1 1 d . . . . .
H4_3 H 0.491538 0.115031 0.939679 0.037 Uiso 1 1 calc R U . . .
C5_3 C 0.44835(12) 0.3131(3) 0.88672(15) 0.0276(4) Uani 1 1 d . . . . .
H5_3 H 0.486490 0.370189 0.929043 0.033 Uiso 1 1 calc R U . . .
C6_3 C 0.39044(11) 0.3845(2) 0.81857(14) 0.0220(4) Uani 1 1 d . . . . .
C7_3 C 0.27263(14) 0.0461(2) 0.70658(16) 0.0289(5) Uani 1 1 d . . . . .
H7_3 H 0.238313 0.108480 0.656668 0.035 Uiso 1 1 calc R U . . .
C8_3 C 0.38535(12) 0.5507(2) 0.82266(14) 0.0235(4) Uani 1 1 d . . . . .
H8_3 H 0.345105 0.584455 0.765579 0.028 Uiso 1 1 calc R U . . .
C9_3 C 0.22457(16) -0.0141(3) 0.77170(18) 0.0357(5) Uani 1 1 d . . . . .
H9A_3 H 0.179964 -0.067330 0.733321 0.054 Uiso 1 1 calc R U . . .
H9B_3 H 0.207073 0.067740 0.804622 0.054 Uiso 1 1 calc R U . . .
H9C_3 H 0.256073 -0.081220 0.818622 0.054 Uiso 1 1 calc R U . . .
C10_3 C 0.30275(18) -0.0806(3) 0.65643(18) 0.0400(6) Uani 1 1 d . . . . .
H10A_3 H 0.259309 -0.133005 0.614961 0.060 Uiso 1 1 calc R U . . .
H10B_3 H 0.332489 -0.148737 0.704095 0.060 Uiso 1 1 calc R U . . .
H10C_3 H 0.335660 -0.040949 0.618222 0.060 Uiso 1 1 calc R U . . .
C11_3 C 0.36003(13) 0.5945(3) 0.91159(16) 0.0289(4) Uani 1 1 d . . . . .
H11A_3 H 0.353045 0.701408 0.912267 0.043 Uiso 1 1 calc R U . . .
H11B_3 H 0.399404 0.564601 0.968487 0.043 Uiso 1 1 calc R U . . .
H11C_3 H 0.311423 0.545570 0.910923 0.043 Uiso 1 1 calc R U . . .
C12_3 C 0.46147(13) 0.6270(3) 0.82181(17) 0.0301(5) Uani 1 1 d . . . . .
H12A_3 H 0.476950 0.597812 0.764614 0.045 Uiso 1 1 calc R U . . .
H12B_3 H 0.501349 0.597914 0.878421 0.045 Uiso 1 1 calc R U . . .
H12C_3 H 0.454547 0.733994 0.821840 0.045 Uiso 1 1 calc R U . . .


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
B1_1 N2_2 1.397(4) . ?
B1_1 N3_1 1.406(4) . ?
B1_1 Br1_1 1.978(3) . ?
N3_1 C5_1 1.459(3) . ?
N3_1 C6_1 1.512(11) . ?
C5_1 H5A_1 0.9800 . ?
C5_1 H5B_1 0.9800 . ?
C5_1 H5C_1 0.9800 . ?
C6_1 H6A_1 0.9800 . ?
C6_1 H6B_1 0.9800 . ?
C6_1 H6C_1 0.9800 . ?
B1_11 N3_11 1.361(15) . ?
B1_11 N2_2 1.454(18) . ?
B1_11 Br2_11 2.033(15) . ?
N3_11 C5_11 1.456(13) . ?
N3_11 C6_11 1.57(2) . ?
C5_11 H5A_11 0.9800 . ?
C5_11 H5B_11 0.9800 . ?
C5_11 H5C_11 0.9800 . ?
C6_11 H6A_11 0.9800 . ?
C6_11 H6B_11 0.9800 . ?
C6_11 H6C_11 0.9800 . ?
N2_2 C1_2 1.270(3) . ?
N1_2 C1_2 1.368(2) . ?
N1_2 C1_3 1.441(2) . ?
N1_2 C5_2 1.494(2) . ?
C1_2 C3_2 1.526(3) . ?
C3_2 C7_2 1.527(3) . ?
C3_2 C6_2 1.530(3) . ?
C3_2 C4_2 1.542(3) . ?
C4_2 C5_2 1.539(3) . ?
C4_2 H4A_2 0.9900 . ?
C4_2 H4AB_2 0.9900 . ?
C5_2 C9_2 1.526(3) . ?
C5_2 C8_2 1.534(3) . ?
C6_2 H6A_2 0.9800 . ?
C6_2 H6B_2 0.9800 . ?
C6_2 H6C_2 0.9800 . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?
C8_2 H8A_2 0.9800 . ?
C8_2 H8B_2 0.9800 . ?
C8_2 H8C_2 0.9800 . ?
C9_2 H9A_2 0.9800 . ?
C9_2 H9B_2 0.9800 . ?
C9_2 H9C_2 0.9800 . ?
C1_3 C2_3 1.407(3) . ?
C1_3 C6_3 1.408(3) . ?
C2_3 C3_3 1.400(3) . ?
C2_3 C7_3 1.515(3) . ?
C3_3 C4_3 1.380(4) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.382(4) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.400(3) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C8_3 1.515(3) . ?
C7_3 C10_3 1.535(3) . ?
C7_3 C9_3 1.540(3) . ?
C7_3 H7_3 1.0000 . ?
C8_3 C11_3 1.532(3) . ?
C8_3 C12_3 1.540(3) . ?
C8_3 H8_3 1.0000 . ?
C9_3 H9A_3 0.9800 . ?
C9_3 H9B_3 0.9800 . ?
C9_3 H9C_3 0.9800 . ?
C10_3 H10A_3 0.9800 . ?
C10_3 H10B_3 0.9800 . ?
C10_3 H10C_3 0.9800 . ?
C11_3 H11A_3 0.9800 . ?
C11_3 H11B_3 0.9800 . ?
C11_3 H11C_3 0.9800 . ?
C12_3 H12A_3 0.9800 . ?
C12_3 H12B_3 0.9800 . ?
C12_3 H12C_3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2_2 B1_1 N3_1 125.4(3) . . ?
N2_2 B1_1 Br1_1 117.4(2) . . ?
N3_1 B1_1 Br1_1 116.9(2) . . ?
B1_1 N3_1 C5_1 127.0(3) . . ?
B1_1 N3_1 C6_1 120.6(5) . . ?
C5_1 N3_1 C6_1 112.4(5) . . ?
N3_1 C5_1 H5A_1 109.5 . . ?
N3_1 C5_1 H5B_1 109.5 . . ?
H5A_1 C5_1 H5B_1 109.5 . . ?
N3_1 C5_1 H5C_1 109.5 . . ?
H5A_1 C5_1 H5C_1 109.5 . . ?
H5B_1 C5_1 H5C_1 109.5 . . ?
N3_1 C6_1 H6A_1 109.5 . . ?
N3_1 C6_1 H6B_1 109.5 . . ?
H6A_1 C6_1 H6B_1 109.5 . . ?
N3_1 C6_1 H6C_1 109.5 . . ?
H6A_1 C6_1 H6C_1 109.5 . . ?
H6B_1 C6_1 H6C_1 109.5 . . ?
N3_11 B1_11 N2_2 125.7(12) . . ?
N3_11 B1_11 Br2_11 116.9(12) . . ?
N2_2 B1_11 Br2_11 117.1(9) . . ?
B1_11 N3_11 C5_11 127.0(13) . . ?
B1_11 N3_11 C6_11 119.4(18) . . ?
C5_11 N3_11 C6_11 113.5(18) . . ?
N3_11 C5_11 H5A_11 109.5 . . ?
N3_11 C5_11 H5B_11 109.5 . . ?
H5A_11 C5_11 H5B_11 109.5 . . ?
N3_11 C5_11 H5C_11 109.5 . . ?
H5A_11 C5_11 H5C_11 109.5 . . ?
H5B_11 C5_11 H5C_11 109.5 . . ?
N3_11 C6_11 H6A_11 109.5 . . ?
N3_11 C6_11 H6B_11 109.5 . . ?
H6A_11 C6_11 H6B_11 109.5 . . ?
N3_11 C6_11 H6C_11 109.5 . . ?
H6A_11 C6_11 H6C_11 109.5 . . ?
H6B_11 C6_11 H6C_11 109.5 . . ?
C1_2 N2_2 B1_1 139.5(2) . . ?
C1_2 N2_2 B1_11 138.9(10) . . ?
C1_2 N1_2 C1_3 121.65(16) . . ?
C1_2 N1_2 C5_2 114.82(16) . . ?
C1_3 N1_2 C5_2 123.52(15) . . ?
N2_2 C1_2 N1_2 123.31(18) . . ?
N2_2 C1_2 C3_2 127.87(18) . . ?
N1_2 C1_2 C3_2 108.81(16) . . ?
C1_2 C3_2 C7_2 111.75(17) . . ?
C1_2 C3_2 C6_2 108.86(17) . . ?
C7_2 C3_2 C6_2 109.44(19) . . ?
C1_2 C3_2 C4_2 102.73(16) . . ?
C7_2 C3_2 C4_2 111.42(18) . . ?
C6_2 C3_2 C4_2 112.51(17) . . ?
C5_2 C4_2 C3_2 107.79(16) . . ?
C5_2 C4_2 H4A_2 110.1 . . ?
C3_2 C4_2 H4A_2 110.1 . . ?
C5_2 C4_2 H4AB_2 110.1 . . ?
C3_2 C4_2 H4AB_2 110.1 . . ?
H4A_2 C4_2 H4AB_2 108.5 . . ?
N1_2 C5_2 C9_2 111.55(16) . . ?
N1_2 C5_2 C8_2 112.31(16) . . ?
C9_2 C5_2 C8_2 107.98(17) . . ?
N1_2 C5_2 C4_2 101.22(15) . . ?
C9_2 C5_2 C4_2 111.27(17) . . ?
C8_2 C5_2 C4_2 112.49(17) . . ?
C3_2 C6_2 H6A_2 109.5 . . ?
C3_2 C6_2 H6B_2 109.5 . . ?
H6A_2 C6_2 H6B_2 109.5 . . ?
C3_2 C6_2 H6C_2 109.5 . . ?
H6A_2 C6_2 H6C_2 109.5 . . ?
H6B_2 C6_2 H6C_2 109.5 . . ?
C3_2 C7_2 H7A_2 109.5 . . ?
C3_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C3_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?
C5_2 C8_2 H8A_2 109.5 . . ?
C5_2 C8_2 H8B_2 109.5 . . ?
H8A_2 C8_2 H8B_2 109.5 . . ?
C5_2 C8_2 H8C_2 109.5 . . ?
H8A_2 C8_2 H8C_2 109.5 . . ?
H8B_2 C8_2 H8C_2 109.5 . . ?
C5_2 C9_2 H9A_2 109.5 . . ?
C5_2 C9_2 H9B_2 109.5 . . ?
H9A_2 C9_2 H9B_2 109.5 . . ?
C5_2 C9_2 H9C_2 109.5 . . ?
H9A_2 C9_2 H9C_2 109.5 . . ?
H9B_2 C9_2 H9C_2 109.5 . . ?
C2_3 C1_3 C6_3 120.83(19) . . ?
C2_3 C1_3 N1_2 119.86(18) . . ?
C6_3 C1_3 N1_2 119.27(17) . . ?
C3_3 C2_3 C1_3 118.3(2) . . ?
C3_3 C2_3 C7_3 118.52(19) . . ?
C1_3 C2_3 C7_3 123.04(19) . . ?
C4_3 C3_3 C2_3 121.4(2) . . ?
C4_3 C3_3 H3_3 119.3 . . ?
C2_3 C3_3 H3_3 119.3 . . ?
C3_3 C4_3 C5_3 119.7(2) . . ?
C3_3 C4_3 H4_3 120.2 . . ?
C5_3 C4_3 H4_3 120.2 . . ?
C4_3 C5_3 C6_3 121.4(2) . . ?
C4_3 C5_3 H5_3 119.3 . . ?
C6_3 C5_3 H5_3 119.3 . . ?
C5_3 C6_3 C1_3 118.2(2) . . ?
C5_3 C6_3 C8_3 118.41(19) . . ?
C1_3 C6_3 C8_3 123.22(18) . . ?
C2_3 C7_3 C10_3 112.9(2) . . ?
C2_3 C7_3 C9_3 109.54(18) . . ?
C10_3 C7_3 C9_3 110.44(19) . . ?
C2_3 C7_3 H7_3 107.9 . . ?
C10_3 C7_3 H7_3 107.9 . . ?
C9_3 C7_3 H7_3 107.9 . . ?
C6_3 C8_3 C11_3 109.07(17) . . ?
C6_3 C8_3 C12_3 112.70(17) . . ?
C11_3 C8_3 C12_3 110.43(17) . . ?
C6_3 C8_3 H8_3 108.2 . . ?
C11_3 C8_3 H8_3 108.2 . . ?
C12_3 C8_3 H8_3 108.2 . . ?
C7_3 C9_3 H9A_3 109.5 . . ?
C7_3 C9_3 H9B_3 109.5 . . ?
H9A_3 C9_3 H9B_3 109.5 . . ?
C7_3 C9_3 H9C_3 109.5 . . ?
H9A_3 C9_3 H9C_3 109.5 . . ?
H9B_3 C9_3 H9C_3 109.5 . . ?
C7_3 C10_3 H10A_3 109.5 . . ?
C7_3 C10_3 H10B_3 109.5 . . ?
H10A_3 C10_3 H10B_3 109.5 . . ?
C7_3 C10_3 H10C_3 109.5 . . ?
H10A_3 C10_3 H10C_3 109.5 . . ?
H10B_3 C10_3 H10C_3 109.5 . . ?
C8_3 C11_3 H11A_3 109.5 . . ?
C8_3 C11_3 H11B_3 109.5 . . ?
H11A_3 C11_3 H11B_3 109.5 . . ?
C8_3 C11_3 H11C_3 109.5 . . ?
H11A_3 C11_3 H11C_3 109.5 . . ?
H11B_3 C11_3 H11C_3 109.5 . . ?
C8_3 C12_3 H12A_3 109.5 . . ?
C8_3 C12_3 H12B_3 109.5 . . ?
H12A_3 C12_3 H12B_3 109.5 . . ?
C8_3 C12_3 H12C_3 109.5 . . ?
H12A_3 C12_3 H12C_3 109.5 . . ?
H12B_3 C12_3 H12C_3 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2_2 B1_1 N3_1 C5_1 -164.9(3) . . . . ?
Br1_1 B1_1 N3_1 C5_1 9.1(4) . . . . ?
N2_2 B1_1 N3_1 C6_1 14.3(7) . . . . ?
Br1_1 B1_1 N3_1 C6_1 -171.7(6) . . . . ?
N2_2 B1_11 N3_11 C5_11 176.7(15) . . . . ?
Br2_11 B1_11 N3_11 C5_11 3(3) . . . . ?
N2_2 B1_11 N3_11 C6_11 1(4) . . . . ?
Br2_11 B1_11 N3_11 C6_11 -173(3) . . . . ?
N3_1 B1_1 N2_2 C1_2 -106.5(4) . . . . ?
Br1_1 B1_1 N2_2 C1_2 79.6(4) . . . . ?
N3_11 B1_11 N2_2 C1_2 99(2) . . . . ?
Br2_11 B1_11 N2_2 C1_2 -87.6(16) . . . . ?
B1_1 N2_2 C1_2 N1_2 -168.9(3) . . . . ?
B1_11 N2_2 C1_2 N1_2 166.4(9) . . . . ?
B1_1 N2_2 C1_2 C3_2 10.3(4) . . . . ?
B1_11 N2_2 C1_2 C3_2 -14.3(9) . . . . ?
C1_3 N1_2 C1_2 N2_2 3.7(3) . . . . ?
C5_2 N1_2 C1_2 N2_2 -177.93(18) . . . . ?
C1_3 N1_2 C1_2 C3_2 -175.72(17) . . . . ?
C5_2 N1_2 C1_2 C3_2 2.7(2) . . . . ?
N2_2 C1_2 C3_2 C7_2 46.2(3) . . . . ?
N1_2 C1_2 C3_2 C7_2 -134.43(18) . . . . ?
N2_2 C1_2 C3_2 C6_2 -74.8(3) . . . . ?
N1_2 C1_2 C3_2 C6_2 104.59(19) . . . . ?
N2_2 C1_2 C3_2 C4_2 165.8(2) . . . . ?
N1_2 C1_2 C3_2 C4_2 -14.9(2) . . . . ?
C1_2 C3_2 C4_2 C5_2 21.5(2) . . . . ?
C7_2 C3_2 C4_2 C5_2 141.23(18) . . . . ?
C6_2 C3_2 C4_2 C5_2 -95.4(2) . . . . ?
C1_2 N1_2 C5_2 C9_2 129.18(18) . . . . ?
C1_3 N1_2 C5_2 C9_2 -52.5(2) . . . . ?
C1_2 N1_2 C5_2 C8_2 -109.44(19) . . . . ?
C1_3 N1_2 C5_2 C8_2 68.9(2) . . . . ?
C1_2 N1_2 C5_2 C4_2 10.8(2) . . . . ?
C1_3 N1_2 C5_2 C4_2 -170.89(17) . . . . ?
C3_2 C4_2 C5_2 N1_2 -19.7(2) . . . . ?
C3_2 C4_2 C5_2 C9_2 -138.29(17) . . . . ?
C3_2 C4_2 C5_2 C8_2 100.4(2) . . . . ?
C1_2 N1_2 C1_3 C2_3 87.7(2) . . . . ?
C5_2 N1_2 C1_3 C2_3 -90.6(2) . . . . ?
C1_2 N1_2 C1_3 C6_3 -90.2(2) . . . . ?
C5_2 N1_2 C1_3 C6_3 91.5(2) . . . . ?
C6_3 C1_3 C2_3 C3_3 -5.0(3) . . . . ?
N1_2 C1_3 C2_3 C3_3 177.11(17) . . . . ?
C6_3 C1_3 C2_3 C7_3 170.66(18) . . . . ?
N1_2 C1_3 C2_3 C7_3 -7.2(3) . . . . ?
C1_3 C2_3 C3_3 C4_3 1.5(3) . . . . ?
C7_3 C2_3 C3_3 C4_3 -174.39(19) . . . . ?
C2_3 C3_3 C4_3 C5_3 1.6(3) . . . . ?
C3_3 C4_3 C5_3 C6_3 -1.2(3) . . . . ?
C4_3 C5_3 C6_3 C1_3 -2.2(3) . . . . ?
C4_3 C5_3 C6_3 C8_3 172.78(19) . . . . ?
C2_3 C1_3 C6_3 C5_3 5.4(3) . . . . ?
N1_2 C1_3 C6_3 C5_3 -176.74(17) . . . . ?
C2_3 C1_3 C6_3 C8_3 -169.38(18) . . . . ?
N1_2 C1_3 C6_3 C8_3 8.5(3) . . . . ?
C3_3 C2_3 C7_3 C10_3 -55.9(3) . . . . ?
C1_3 C2_3 C7_3 C10_3 128.4(2) . . . . ?
C3_3 C2_3 C7_3 C9_3 67.6(3) . . . . ?
C1_3 C2_3 C7_3 C9_3 -108.1(2) . . . . ?
C5_3 C6_3 C8_3 C11_3 -68.6(2) . . . . ?
C1_3 C6_3 C8_3 C11_3 106.2(2) . . . . ?
C5_3 C6_3 C8_3 C12_3 54.4(2) . . . . ?
C1_3 C6_3 C8_3 C12_3 -130.8(2) . . . . ?



_chemical_name_systematic        (CAAI)BBrNMe2
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_MaDi175_SiHu_a
_database_code_depnum_ccdc_archive 'CCDC 2237065'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT601_MaDi175_SiHu_a      
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .         34 Ang**3
RESPONSE: no solvent found in voids
;
_vrf_PLAT911_MaDi175_SiHu_a      
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          2 Report
RESPONSE: reflections affected by beamstop
;

_audit_creation_method           'CIF-fill 1.2x (K.Radacki, 2005-21)'
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        (CAAI)2BBr
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H62 B Br N4'
_chemical_formula_sum            'C40 H62 B Br N4'
_chemical_formula_weight         689.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   9.55970(10)
_cell_length_b                   9.60350(10)
_cell_length_c                   21.56940(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.2800(10)
_cell_angle_gamma                90
_cell_volume                     1974.69(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    34017
_cell_measurement_theta_min      4.1270
_cell_measurement_theta_max      75.4330


_exptl_special_details           
;
The crystal was immersed in a film of perfluoropolyether oil, mounted on a 
polyimide loop and transferred to stream of cold nitrogen (Oxford Cryostream 800).
;
_exptl_crystal_description       block
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_F_000             740
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.289
_exptl_crystal_size_mid          0.169
_exptl_crystal_size_min          0.164
_exptl_absorpt_coefficient_mu    1.638
_shelx_estimated_absorpt_T_min   0.648
_shelx_estimated_absorpt_T_max   0.780
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.592
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.96a (Rigaku Oxford Diffraction, 2021) 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   ?
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 1 0.0939
0 -1 -1 0.0988
1 1 1 0.1678
-1 0 0 0.1311
1 0 0 0.1544
1 1 0 0.1639
-1 1 0 0.1451
1 -1 0 0.1155
0 1 0 0.0891
0 -1 0 0.0796
1 1 -1 0.1460
0 1 -1 0.0816
0 -1 1 0.1001
-1 0 1 0.1575
1 0 -1 0.1257
-1 1 -1 0.1227
1 -1 1 0.1243
0 0 -1 0.0807
0 0 1 0.0833
1 -1 -1 0.1207
-1 0 -1 0.1415
1 0 1 0.1637

_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_details      
;
 List of Runs (angles in degrees, time in seconds):
 
   # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
 --------------------------------------------------------------------------
   1  ω     58.00  89.00   0.50    0.05    --   42.00  50.00-138.16   62
   2  ω    102.00 128.00   0.50    0.05    --   83.50  50.00 -48.02   52
   3  ω     58.00  88.00   0.50    0.05    --   42.00  52.00  26.79   60
   4  ω     54.00 129.00   0.50    0.05    --   80.41  15.00 -60.00  150
   5  ω     40.00  86.00   0.50    0.05    --   80.41 -95.00  90.00   92
   6  ω     35.00  97.00   0.50    0.05    --   80.41-112.00  60.00  124
   7  ω     37.00  66.00   0.50    0.05    --   80.41-112.00  30.00   58
   8  ω     35.00  69.00   0.50    0.05    --   80.41-112.00 -30.00   68
   9  ω     35.00  97.00   0.50    0.05    --   80.41-112.00 -90.00  124
  10  ω     35.00  97.00   0.50    0.05    --   80.41-112.00-150.00  124
  11  ω     50.00  97.00   0.50    0.05    --   80.41-112.00-180.00   94
  12  ω     20.00  87.00   0.50    0.05    --   61.21-126.00-180.00  134
  13  ω     40.00  86.00   0.50    0.05    --   80.41 -95.00  60.00   92
  14  ω    -94.00 -30.00   0.50    0.05    --  -76.35 112.00  30.00  128
  15  ω    -88.00 -16.00   0.50    0.05    --  -62.16 126.00  30.00  144
  16  ω   -102.00 -34.00   0.50    0.05    --  -79.50 129.00  61.06  136
  17  ω    -94.00 -30.00   0.50    0.05    --  -76.35 112.00  60.00  128
  18  ω    -98.00 -26.00   0.50    0.05    --  -72.80 126.00  90.00  144
  19  ω    -98.00 -26.00   0.50    0.05    --  -72.80 126.00  30.00  144
  20  ω    -88.00 -16.00   0.50    0.05    --  -62.16 126.00 -60.00  144
  21  ω    -98.00 -26.00   0.50    0.05    --  -72.80 126.00-150.00  144
  22  ω    -94.00 -30.00   0.50    0.05    --  -76.35 112.00-180.00  128
  23  ω    -94.00 -30.00   0.50    0.05    --  -76.35 112.00-150.00  128
  24  ω    -94.00 -30.00   0.50    0.05    --  -76.35 112.00  90.00  128
  25  ω   -123.00 -93.00   0.50    0.05    --  -79.50 -63.00  85.99   60
  26  ω   -123.00 -93.00   0.50    0.05    --  -79.50 -60.00 111.75   60
  27  ω   -123.00 -93.00   0.50    0.05    --  -79.50 -61.00 108.37   60
  28  ω   -122.00 -91.00   0.50    0.05    --  -78.00 -61.00 101.38   62
  29  ω   -119.00 -88.00   0.50    0.05    --  -74.00 -57.00 172.53   62
  30  ω   -115.00 -85.00   0.50    0.05    --  -70.00 -55.00 119.25   60
  31  ω   -124.00 -94.00   0.50    0.05    --  -79.50 -57.00  83.44   60
  32  ω   -125.00 -94.00   0.50    0.05    --  -79.50 -55.00  87.87   62
  33  ω   -125.00 -94.00   0.50    0.05    --  -79.50 -56.00  85.59   62
  34  ω   -125.00 -95.00   0.50    0.05    --  -79.50 -54.00  22.19   60
  35  ω   -118.00 -88.00   0.50    0.05    --  -74.00 -59.00  -8.93   60
  36  ω   -104.00 -73.00   0.50    0.05    --  -58.00 -52.00 -68.61   62
  37  ω   -115.00 -85.00   0.50    0.05    --  -70.00 -58.00 -33.38   60
  38  ω   -104.00 -74.00   0.50    0.05    --  -58.00 -51.00   2.88   60
  39  ω   -108.00 -78.00   0.50    0.05    --  -62.00 -51.00 -16.14   60
  40  ω    -90.00 -57.00   0.50    0.05    --  -42.00 -44.00  17.62   66
  41  ω   -126.00 -96.00   0.50    0.05    --  -79.50 -49.00   6.48   60
  42  ω   -129.00 -92.00   0.50    0.05    --  -79.50 -30.00 -74.15   74
  43  ω   -128.00 -94.00   0.50    0.05    --  -79.50 -41.00 -85.59   68
  44  ω   -110.00 -42.00   0.50    0.05    --  -62.16 -15.00-180.00  136
  45  ω   -127.00 -95.00   0.50    0.05    --  -79.50 -48.00  37.40   64
  46  ω   -128.00 -94.00   0.50    0.05    --  -79.50 -43.00  50.43   68
  47  ω   -129.00 -71.00   0.50    0.05    --  -79.50 -20.00 156.50  116
  48  ω   -126.00 -95.00   0.50    0.05    --  -79.50 -50.00 158.61   62
  49  ω   -126.00 -90.00   0.50    0.05    --  -79.50-126.00 151.27   72
  50  ω   -123.00 -83.00   0.50    0.05    --  -79.50-140.00  36.47   80

;
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            37680
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.111
_diffrn_reflns_theta_max         70.068
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7493
_reflns_number_gt                7469
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.879
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.999

_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       'BIS 2011.8 / APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.96a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2017/1 (Sheldrick, 2017)'

_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)+(0.0419P)²+0.3899P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3459 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.019(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7493
_refine_ls_number_parameters     431
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0229
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0615
_refine_ls_wR_factor_gt          0.0614
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
B1_1 B 0.6037(2) 0.3999(2) 0.71528(11) 0.0144(4) Uani 1 1 d . . . . .
Br1_1 Br 0.65759(2) 0.22806(2) 0.66776(2) 0.02228(7) Uani 1 1 d . . . . .
N2_1 N 0.52031(18) 0.4946(2) 0.68337(8) 0.0172(4) Uani 1 1 d . . . . .
N3_1 N 0.65988(17) 0.40639(18) 0.77761(8) 0.0135(3) Uani 1 1 d . . . . .
C1_2 C 0.4867(2) 0.5802(2) 0.63988(9) 0.0141(4) Uani 1 1 d . . . . .
N1_2 N 0.35233(17) 0.61665(18) 0.62215(8) 0.0132(3) Uani 1 1 d . . . . .
C3_2 C 0.3386(2) 0.7131(3) 0.56769(9) 0.0172(4) Uani 1 1 d . . . . .
C4_2 C 0.4913(2) 0.7659(2) 0.56609(11) 0.0209(5) Uani 1 1 d . . . . .
H4A_2 H 0.516173 0.775675 0.522554 0.025 Uiso 1 1 calc R U . . .
H4AB_2 H 0.501716 0.857874 0.586649 0.025 Uiso 1 1 calc R U . . .
C5_2 C 0.5875(2) 0.6586(2) 0.60056(10) 0.0176(4) Uani 1 1 d . . . . .
C6_2 C 0.2360(2) 0.8311(3) 0.57797(11) 0.0240(5) Uani 1 1 d . . . . .
H6A_2 H 0.225091 0.889158 0.540555 0.036 Uiso 1 1 calc R U . . .
H6B_2 H 0.272339 0.887999 0.613311 0.036 Uiso 1 1 calc R U . . .
H6C_2 H 0.144854 0.792012 0.586650 0.036 Uiso 1 1 calc R U . . .
C7_2 C 0.2886(3) 0.6374(3) 0.50748(11) 0.0242(5) Uani 1 1 d . . . . .
H7A_2 H 0.288310 0.702533 0.472480 0.036 Uiso 1 1 calc R U . . .
H7B_2 H 0.193540 0.601634 0.510966 0.036 Uiso 1 1 calc R U . . .
H7C_2 H 0.352099 0.559798 0.500500 0.036 Uiso 1 1 calc R U . . .
C8_2 C 0.7039(2) 0.7284(3) 0.64193(10) 0.0260(4) Uani 1 1 d . . . . .
H8A_2 H 0.763109 0.783861 0.616155 0.039 Uiso 1 1 calc R U . . .
H8B_2 H 0.761101 0.656882 0.664128 0.039 Uiso 1 1 calc R U . . .
H8C_2 H 0.662138 0.789122 0.672043 0.039 Uiso 1 1 calc R U . . .
C9_2 C 0.6536(2) 0.5549(3) 0.55707(11) 0.0248(5) Uani 1 1 d . . . . .
H9A_2 H 0.579426 0.509208 0.530627 0.037 Uiso 1 1 calc R U . . .
H9B_2 H 0.706867 0.484662 0.581883 0.037 Uiso 1 1 calc R U . . .
H9C_2 H 0.716639 0.604745 0.530946 0.037 Uiso 1 1 calc R U . . .
C1_3 C 0.2365(2) 0.5729(2) 0.65672(9) 0.0139(4) Uani 1 1 d . . . . .
C2_3 C 0.1597(2) 0.4526(2) 0.63973(10) 0.0165(4) Uani 1 1 d . . . . .
C3_3 C 0.0452(2) 0.4175(2) 0.67359(11) 0.0206(4) Uani 1 1 d . . . . .
H3_3 H -0.008964 0.337462 0.662034 0.025 Uiso 1 1 calc R U . . .
C4_3 C 0.0094(2) 0.4970(3) 0.72346(11) 0.0216(5) Uani 1 1 d . . . . .
H4_3 H -0.069488 0.472658 0.745462 0.026 Uiso 1 1 calc R U . . .
C5_3 C 0.0898(2) 0.6124(2) 0.74104(10) 0.0186(4) Uani 1 1 d . . . . .
H5_3 H 0.066084 0.665890 0.775789 0.022 Uiso 1 1 calc R U . . .
C6_3 C 0.2050(2) 0.6520(2) 0.70882(10) 0.0151(4) Uani 1 1 d . . . . .
C7_3 C 0.1990(2) 0.3549(2) 0.58849(11) 0.0197(4) Uani 1 1 d . . . . .
H7_3 H 0.278144 0.397821 0.567411 0.024 Uiso 1 1 calc R U . . .
C8_3 C 0.0762(3) 0.3316(3) 0.53954(12) 0.0301(5) Uani 1 1 d . . . . .
H8A_3 H 0.041455 0.421816 0.523688 0.045 Uiso 1 1 calc R U . . .
H8B_3 H 0.000594 0.282110 0.558524 0.045 Uiso 1 1 calc R U . . .
H8C_3 H 0.108166 0.276145 0.505185 0.045 Uiso 1 1 calc R U . . .
C9_3 C 0.2493(2) 0.2145(3) 0.61609(11) 0.0263(5) Uani 1 1 d . . . . .
H9A_3 H 0.172645 0.170141 0.636500 0.039 Uiso 1 1 calc R U . . .
H9B_3 H 0.328961 0.229883 0.646603 0.039 Uiso 1 1 calc R U . . .
H9C_3 H 0.278272 0.154049 0.582774 0.039 Uiso 1 1 calc R U . . .
C10_3 C 0.2932(2) 0.7744(2) 0.73372(10) 0.0175(4) Uani 1 1 d . . . . .
H10_3 H 0.361618 0.797950 0.702431 0.021 Uiso 1 1 calc R U . . .
C11_3 C 0.3769(2) 0.7339(3) 0.79468(10) 0.0233(4) Uani 1 1 d . . . . .
H11A_3 H 0.438755 0.655353 0.787062 0.035 Uiso 1 1 calc R U . . .
H11B_3 H 0.311839 0.707049 0.825627 0.035 Uiso 1 1 calc R U . . .
H11C_3 H 0.433324 0.813450 0.810212 0.035 Uiso 1 1 calc R U . . .
C12_3 C 0.2038(3) 0.9046(2) 0.74387(12) 0.0254(5) Uani 1 1 d . . . . .
H12A_3 H 0.265574 0.984782 0.752673 0.038 Uiso 1 1 calc R U . . .
H12B_3 H 0.146638 0.888938 0.779080 0.038 Uiso 1 1 calc R U . . .
H12C_3 H 0.142443 0.922987 0.706336 0.038 Uiso 1 1 calc R U . . .
C21_4 C 0.61912(19) 0.3648(2) 0.82911(9) 0.0110(4) Uani 1 1 d . . . . .
N4_4 N 0.69432(16) 0.38532(17) 0.88510(8) 0.0110(3) Uani 1 1 d . . . . .
C3_4 C 0.6173(2) 0.3515(2) 0.94075(9) 0.0131(4) Uani 1 1 d . . . . .
C4_4 C 0.4708(2) 0.3142(2) 0.91042(10) 0.0142(4) Uani 1 1 d . . . . .
H4A_4 H 0.432250 0.232656 0.931507 0.017 Uiso 1 1 calc R U . . .
H4AB_4 H 0.405678 0.393517 0.913789 0.017 Uiso 1 1 calc R U . . .
C5_4 C 0.4880(2) 0.2803(2) 0.84154(10) 0.0129(4) Uani 1 1 d . . . . .
C6_4 C 0.6095(2) 0.4780(2) 0.98354(10) 0.0178(4) Uani 1 1 d . . . . .
H6A_4 H 0.561650 0.554576 0.960617 0.027 Uiso 1 1 calc R U . . .
H6B_4 H 0.704554 0.507186 0.998062 0.027 Uiso 1 1 calc R U . . .
H6C_4 H 0.557150 0.453257 1.019339 0.027 Uiso 1 1 calc R U . . .
C7_4 C 0.68542(19) 0.2326(3) 0.97950(9) 0.0185(4) Uani 1 1 d . . . . .
H7A_4 H 0.677575 0.145847 0.955551 0.028 Uiso 1 1 calc R U . . .
H7B_4 H 0.637608 0.221827 1.017856 0.028 Uiso 1 1 calc R U . . .
H7C_4 H 0.784641 0.253953 0.989897 0.028 Uiso 1 1 calc R U . . .
C8_4 C 0.3584(2) 0.3213(2) 0.79964(10) 0.0176(4) Uani 1 1 d . . . . .
H8A_4 H 0.374842 0.301274 0.756234 0.026 Uiso 1 1 calc R U . . .
H8B_4 H 0.340101 0.421007 0.804351 0.026 Uiso 1 1 calc R U . . .
H8C_4 H 0.277202 0.267903 0.811500 0.026 Uiso 1 1 calc R U . . .
C9_4 C 0.5209(2) 0.1258(2) 0.83156(11) 0.0184(4) Uani 1 1 d . . . . .
H9A_4 H 0.538846 0.110359 0.787944 0.028 Uiso 1 1 calc R U . . .
H9B_4 H 0.440828 0.069031 0.842056 0.028 Uiso 1 1 calc R U . . .
H9C_4 H 0.604056 0.099401 0.858295 0.028 Uiso 1 1 calc R U . . .
C1_5 C 0.8350(2) 0.4392(2) 0.89021(9) 0.0117(4) Uani 1 1 d . . . . .
C2_5 C 0.9484(2) 0.3447(2) 0.89263(9) 0.0132(4) Uani 1 1 d . . . . .
C3_5 C 1.0837(2) 0.3983(2) 0.90398(10) 0.0162(4) Uani 1 1 d . . . . .
H3_5 H 1.161435 0.336462 0.907107 0.019 Uiso 1 1 calc R U . . .
C4_5 C 1.1065(2) 0.5401(2) 0.91074(10) 0.0168(4) Uani 1 1 d . . . . .
H4_5 H 1.198956 0.574135 0.920141 0.020 Uiso 1 1 calc R U . . .
C5_5 C 0.9956(2) 0.6322(2) 0.90389(10) 0.0159(4) Uani 1 1 d . . . . .
H5_5 H 1.013066 0.729433 0.906721 0.019 Uiso 1 1 calc R U . . .
C6_5 C 0.8576(2) 0.5843(2) 0.89283(9) 0.0126(4) Uani 1 1 d . . . . .
C7_5 C 0.9300(2) 0.1909(2) 0.87760(10) 0.0150(4) Uani 1 1 d . . . . .
H7_5 H 0.832907 0.163797 0.887096 0.018 Uiso 1 1 calc R U . . .
C8_5 C 1.0330(2) 0.0969(2) 0.91603(11) 0.0217(5) Uani 1 1 d . . . . .
H8A_5 H 1.011352 -0.000878 0.906417 0.033 Uiso 1 1 calc R U . . .
H8B_5 H 1.024357 0.113739 0.960397 0.033 Uiso 1 1 calc R U . . .
H8C_5 H 1.128971 0.117600 0.905856 0.033 Uiso 1 1 calc R U . . .
C9_5 C 0.9427(2) 0.1670(2) 0.80790(10) 0.0195(4) Uani 1 1 d . . . . .
H9A_5 H 0.873983 0.225201 0.783906 0.029 Uiso 1 1 calc R U . . .
H9B_5 H 0.924683 0.068785 0.797939 0.029 Uiso 1 1 calc R U . . .
H9C_5 H 1.037453 0.191843 0.797333 0.029 Uiso 1 1 calc R U . . .
C10_5 C 0.7412(2) 0.6903(2) 0.87880(10) 0.0149(4) Uani 1 1 d . . . . .
H10_5 H 0.649926 0.639073 0.874498 0.018 Uiso 1 1 calc R U . . .
C11_5 C 0.7625(2) 0.7613(2) 0.81656(11) 0.0208(5) Uani 1 1 d . . . . .
H11A_5 H 0.761088 0.690928 0.783603 0.031 Uiso 1 1 calc R U . . .
H11B_5 H 0.853079 0.809547 0.819242 0.031 Uiso 1 1 calc R U . . .
H11C_5 H 0.687009 0.828692 0.807047 0.031 Uiso 1 1 calc R U . . .
C12_5 C 0.7328(2) 0.7993(2) 0.93066(11) 0.0216(5) Uani 1 1 d . . . . .
H12A_5 H 0.817812 0.856675 0.933094 0.032 Uiso 1 1 calc R U . . .
H12B_5 H 0.724717 0.751951 0.970484 0.032 Uiso 1 1 calc R U . . .
H12C_5 H 0.650523 0.858713 0.921446 0.032 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1_1 N2_1 1.361(3) . ?
B1_1 N3_1 1.412(3) . ?
B1_1 Br1_1 2.030(2) . ?
N2_1 C1_2 1.270(3) . ?
N3_1 C21_4 1.269(3) . ?
C1_2 N1_2 1.359(3) . ?
C1_2 C5_2 1.529(3) . ?
N1_2 C1_3 1.443(2) . ?
N1_2 C3_2 1.494(3) . ?
C3_2 C6_2 1.526(3) . ?
C3_2 C7_2 1.533(3) . ?
C3_2 C4_2 1.549(3) . ?
C4_2 C5_2 1.536(3) . ?
C5_2 C8_2 1.528(3) . ?
C5_2 C9_2 1.536(3) . ?
C1_3 C2_3 1.403(3) . ?
C1_3 C6_3 1.408(3) . ?
C2_3 C3_3 1.401(3) . ?
C2_3 C7_3 1.518(3) . ?
C3_3 C4_3 1.382(3) . ?
C4_3 C5_3 1.385(3) . ?
C5_3 C6_3 1.398(3) . ?
C6_3 C10_3 1.521(3) . ?
C7_3 C8_3 1.536(3) . ?
C7_3 C9_3 1.536(3) . ?
C10_3 C11_3 1.537(3) . ?
C10_3 C12_3 1.539(3) . ?
C21_4 N4_4 1.373(3) . ?
C21_4 C5_4 1.534(3) . ?
N4_4 C1_5 1.438(2) . ?
N4_4 C3_4 1.490(2) . ?
C3_4 C7_4 1.531(3) . ?
C3_4 C6_4 1.531(3) . ?
C3_4 C4_4 1.544(3) . ?
C4_4 C5_4 1.542(3) . ?
C5_4 C8_4 1.529(3) . ?
C5_4 C9_4 1.535(3) . ?
C1_5 C6_5 1.410(3) . ?
C1_5 C2_5 1.412(3) . ?
C2_5 C3_5 1.396(3) . ?
C2_5 C7_5 1.519(3) . ?
C3_5 C4_5 1.385(3) . ?
C4_5 C5_5 1.380(3) . ?
C5_5 C6_5 1.400(3) . ?
C6_5 C10_5 1.522(3) . ?
C7_5 C8_5 1.533(3) . ?
C7_5 C9_5 1.535(3) . ?
C10_5 C11_5 1.533(3) . ?
C10_5 C12_5 1.539(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
N2_1 B1_1 N3_1 128.2(2) . . ?
N2_1 B1_1 Br1_1 116.68(16) . . ?
N3_1 B1_1 Br1_1 115.07(15) . . ?
C1_2 N2_1 B1_1 155.7(2) . . ?
C21_4 N3_1 B1_1 134.44(18) . . ?
N2_1 C1_2 N1_2 123.78(19) . . ?
N2_1 C1_2 C5_2 126.40(19) . . ?
N1_2 C1_2 C5_2 109.82(17) . . ?
C1_2 N1_2 C1_3 121.71(16) . . ?
C1_2 N1_2 C3_2 114.01(16) . . ?
C1_3 N1_2 C3_2 124.12(16) . . ?
N1_2 C3_2 C6_2 111.47(16) . . ?
N1_2 C3_2 C7_2 112.10(19) . . ?
C6_2 C3_2 C7_2 108.20(18) . . ?
N1_2 C3_2 C4_2 101.12(15) . . ?
C6_2 C3_2 C4_2 112.1(2) . . ?
C7_2 C3_2 C4_2 111.78(17) . . ?
C5_2 C4_2 C3_2 107.50(17) . . ?
C8_2 C5_2 C1_2 110.71(17) . . ?
C8_2 C5_2 C9_2 109.06(19) . . ?
C1_2 C5_2 C9_2 108.94(18) . . ?
C8_2 C5_2 C4_2 111.8(2) . . ?
C1_2 C5_2 C4_2 102.69(17) . . ?
C9_2 C5_2 C4_2 113.45(18) . . ?
C2_3 C1_3 C6_3 120.94(19) . . ?
C2_3 C1_3 N1_2 120.79(19) . . ?
C6_3 C1_3 N1_2 118.26(18) . . ?
C3_3 C2_3 C1_3 118.4(2) . . ?
C3_3 C2_3 C7_3 118.46(19) . . ?
C1_3 C2_3 C7_3 123.08(19) . . ?
C4_3 C3_3 C2_3 121.4(2) . . ?
C3_3 C4_3 C5_3 119.4(2) . . ?
C4_3 C5_3 C6_3 121.5(2) . . ?
C5_3 C6_3 C1_3 118.3(2) . . ?
C5_3 C6_3 C10_3 118.12(19) . . ?
C1_3 C6_3 C10_3 123.57(19) . . ?
C2_3 C7_3 C8_3 111.84(19) . . ?
C2_3 C7_3 C9_3 110.33(18) . . ?
C8_3 C7_3 C9_3 109.87(19) . . ?
C6_3 C10_3 C11_3 110.24(19) . . ?
C6_3 C10_3 C12_3 112.27(18) . . ?
C11_3 C10_3 C12_3 110.03(19) . . ?
N3_1 C21_4 N4_4 123.39(18) . . ?
N3_1 C21_4 C5_4 128.90(18) . . ?
N4_4 C21_4 C5_4 107.65(16) . . ?
C21_4 N4_4 C1_5 122.98(16) . . ?
C21_4 N4_4 C3_4 114.83(15) . . ?
C1_5 N4_4 C3_4 122.17(15) . . ?
N4_4 C3_4 C7_4 112.78(15) . . ?
N4_4 C3_4 C6_4 111.22(16) . . ?
C7_4 C3_4 C6_4 107.50(17) . . ?
N4_4 C3_4 C4_4 101.33(15) . . ?
C7_4 C3_4 C4_4 113.18(17) . . ?
C6_4 C3_4 C4_4 110.84(16) . . ?
C5_4 C4_4 C3_4 107.38(16) . . ?
C8_4 C5_4 C21_4 113.38(17) . . ?
C8_4 C5_4 C9_4 109.36(18) . . ?
C21_4 C5_4 C9_4 107.95(17) . . ?
C8_4 C5_4 C4_4 112.04(17) . . ?
C21_4 C5_4 C4_4 101.77(16) . . ?
C9_4 C5_4 C4_4 112.14(17) . . ?
C6_5 C1_5 C2_5 121.22(18) . . ?
C6_5 C1_5 N4_4 119.92(17) . . ?
C2_5 C1_5 N4_4 118.86(17) . . ?
C3_5 C2_5 C1_5 117.90(19) . . ?
C3_5 C2_5 C7_5 119.12(18) . . ?
C1_5 C2_5 C7_5 122.73(17) . . ?
C4_5 C3_5 C2_5 121.2(2) . . ?
C5_5 C4_5 C3_5 120.33(19) . . ?
C4_5 C5_5 C6_5 120.93(19) . . ?
C5_5 C6_5 C1_5 118.11(18) . . ?
C5_5 C6_5 C10_5 118.65(18) . . ?
C1_5 C6_5 C10_5 123.02(18) . . ?
C2_5 C7_5 C8_5 113.45(18) . . ?
C2_5 C7_5 C9_5 109.76(17) . . ?
C8_5 C7_5 C9_5 110.32(17) . . ?
C6_5 C10_5 C11_5 109.18(17) . . ?
C6_5 C10_5 C12_5 112.81(18) . . ?
C11_5 C10_5 C12_5 110.60(17) . . ?

_refine_diff_density_max         0.225
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.040



_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_MaDi256_SiHu_twin1_hklf5
_database_code_depnum_ccdc_archive 'CCDC 2237064'
loop_
_audit_author_name
_audit_author_address
'Merle Arrowsmith'
;Universitaet Wuerzburg
Germany
;
_audit_update_record             
;
2023-01-19 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT341_MaDi256_SiHu_twin1_hklf5 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01026 Ang.
RESPONSE: due to twinning
;
_vrf_PLAT911_MaDi256_SiHu_twin1_hklf5 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600         43 Report
RESPONSE: reflections affected by beamstop
;
_vrf_PLAT918_MaDi256_SiHu_twin1_hklf5 
;
PROBLEM: Reflection(s) with I(obs) much Smaller I(calc) .         15 Check
RESPONSE: due to unresolved twinning 
;
_audit_creation_method           'CIF-fill 1.3q (K.Radacki, 2005-22)'
_audit_creation_date             2023-01-12
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C26 H36 B Br N2'
_chemical_formula_sum            'C26 H36 B Br N2'
_chemical_formula_weight         467.29
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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                   9.3778(3)
_cell_length_b                   13.0392(3)
_cell_length_c                   20.8478(6)
_cell_angle_alpha                86.673(2)
_cell_angle_beta                 85.097(2)
_cell_angle_gamma                75.815(2)
_cell_volume                     2460.66(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    12753
_cell_measurement_theta_min      5.1350
_cell_measurement_theta_max      74.8060

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear pale colourless'
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.038
_exptl_crystal_size_min          0.006
_exptl_absorpt_coefficient_mu    2.365
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.48579
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.42.68a (Rigaku Oxford Diffraction, 2022) Empirical 
 absorption correction using spherical harmonics, implemented in SCALE3 
 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 Crystals were grown from saturated solution. For data collection the crystal 
 was immersed in a film of perfluoropolyether oil, mounted on a polyimide 
 loop and transferred to stream of cold nitrogen (Oxford Cryostream 800).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 -1 0.0581
0 1 -1 0.0220
1 -1 0 0.0444
1 0 -1 0.0569
-1 1 1 0.0544
0 -1 -1 0.0078
0 0 -1 0.0046
0 0 1 0.0019
1 1 0 0.0639
-1 -1 0 0.0697

_shelx_estimated_absorpt_T_min   0.720
_shelx_estimated_absorpt_T_max   0.986
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω   -107.00 -72.00   0.50    0.83    --  -58.00 -48.00 -92.03   70
  2  ω     16.00  66.00   0.50    0.83    --   58.30 -95.00-180.00  100
  3  ω     16.00  66.00   0.50    0.83    --   58.30 -95.00  60.00  100
  4  ω   -110.00 -75.00   0.50    0.83    --  -62.00 -51.00-118.62   70
  5  ω   -116.00 -79.00   0.50    0.83    --  -66.00 -45.00  -8.62   74
  6  ω   -120.00 -82.00   0.50    0.83    --  -70.00 -42.00-169.91   76
  7  ω   -118.00 -83.00   0.50    0.83    --  -70.00 -53.00 -31.89   70
  8  ω     28.00  79.00   0.50    0.83    --   71.06 -95.00 -90.00  102
  9  ω   -121.00 -86.00   0.50    0.83    --  -74.00 -55.00  96.77   70
 10  ω    -97.00 -32.00   0.50    0.83    --  -78.00 114.00 -29.67  130
 11  ω    -97.00 -32.00   0.50    0.83    --  -78.00 114.00 -70.04  130
 12  ω    -98.00 -32.00   0.50    0.83    --  -79.50 120.00  89.83  132
 13  ω   -126.00 -93.00   0.50    0.83    --  -79.50-120.00 -95.21   66
 14  ω    -97.00 -33.00   0.50    0.83    --  -79.50 116.00  36.09  128
 15  ω   -128.00 -93.00   0.50    0.83    --  -79.50 -49.00-138.12   70
 16  ω   -126.00 -93.00   0.50    0.83    --  -79.50-120.00  11.77   66
 17  ω   -126.00 -86.00   0.50    0.83    --  -79.50-134.00  34.99   80
 18  ω   -104.00 -33.00   0.50    0.83    --  -79.50 134.00 146.06  142
 19  ω   -127.00 -90.00   0.50    0.83    --  -79.50-127.00 -53.44   74
 20  ω     40.00  90.00   0.50    0.83    --   82.35 -95.00-150.00  100
 21  ω     40.00  90.00   0.50    0.83    --   82.35 -95.00  90.00  100
 22  ω     46.00 133.00   0.50    0.83    --   82.35  15.00  60.00  174
 23  ω     40.00  90.00   0.50    0.83    --   82.35 -95.00 150.00  100
 24  ω     40.00  90.00   0.50    0.83    --   82.35 -95.00  60.00  100
 25  ω     40.00  90.00   0.50    0.83    --   82.35 -95.00 -90.00  100
 26  ω     91.00 117.00   0.50    0.83    --   82.35  15.00 120.00   52
 27  ω     41.00  67.00   0.50    0.83    --   85.25-123.00  22.27   52
 28  ω     53.00  93.00   0.50    0.83    --   85.25-102.00  -7.58   80
 29  ω     63.00  89.00   0.50    0.83    --   85.25 -90.00-109.84   52
 30  ω    107.00 132.00   0.50    0.83    --   85.25 126.00  14.12   50
 31  ω     50.00  94.00   0.50    0.83    --   85.25-130.00 108.60   88
 32  ω     47.00  73.00   0.50    0.83    --   85.25-136.00 -54.37   52
 33  ω     68.00 129.00   0.50    0.83    --   85.25  18.00 159.54  122
 34  ω     46.00  97.00   0.50    0.83    --   85.25-115.00 145.21  102
 35  ω     67.00  93.00   0.50    0.83    --   85.25-106.00-140.06   52
 36  ω     46.00  71.00   0.50    0.83    --   85.25 -79.00  11.41   50
 37  ω     38.00  78.00   0.50    0.83    --   85.25-131.00  42.96   80
 38  ω     47.00  92.00   0.50    0.83    --   85.25 -95.00 169.99   90
 39  ω     43.00  80.00   0.50    0.83    --   85.25-104.00-157.19   74
 40  ω     45.00  87.00   0.50    0.83    --   85.25 -93.00 -77.20   84
 41  ω     50.00  76.00   0.50    0.83    --   85.25 -89.00  85.64   52
 42  ω     99.00 127.00   0.50    0.83    --   85.25  43.00 -87.46   56
 43  ω     43.00  68.00   0.50    0.83    --   85.25-125.00 144.00   50
 44  ω     99.00 128.00   0.50    0.83    --   85.25  53.00 150.80   58
 45  ω     44.00  70.00   0.50    0.83    --   85.25-107.00 -99.43   52
 46  ω     97.00 135.00   0.50    0.83    --   85.25  35.00  73.14   76
 47  ω     58.00 104.00   0.50    0.83    --   85.25-135.00  80.82   92
 48  ω     96.00 133.00   0.50    0.83    --   85.25 127.00 128.96   74
 49  ω     48.00  93.00   0.50    0.83    --   85.25-102.00 -44.38   90
 50  ω    104.00 132.00   0.50    0.83    --   85.25 121.00 151.20   56
 51  ω     67.00  93.00   0.50    0.83    --   85.25-107.00  63.04   52
 52  ω    105.00 131.00   0.50    0.83    --   85.25 116.00   6.06   52
 53  ω     40.00  65.00   0.50    0.83    --   85.25-108.00-142.27   50
 54  ω    102.00 129.00   0.50    0.83    --   85.25 138.00  62.23   54
 55  ω    103.00 128.00   0.50    0.83    --   85.25 136.00 -48.58   50
 56  ω    102.00 129.00   0.50    0.83    --   85.25  47.00-136.67   54
 57  ω     44.00  69.00   0.50    0.83    --   85.25 -92.00  95.80   50
 58  ω    110.00 135.00   0.50    0.83    --   85.25  39.00 177.79   50
 59  ω    100.00 125.00   0.50    0.83    --   85.25  41.00 -61.44   50
 60  ω     39.00  65.00   0.50    0.83    --   85.25-133.00 -35.36   52
 61  ω     61.00  87.00   0.50    0.83    --   85.25-118.00 163.81   52
 62  ω     47.00  93.00   0.50    0.83    --   85.25 -97.00 -31.88   92
 63  ω     48.00  92.00   0.50    0.83    --   85.25 -95.00-137.73   88
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      -0.1101550000
_diffrn_orient_matrix_UB_12      0.0780938000
_diffrn_orient_matrix_UB_13      0.0439184000
_diffrn_orient_matrix_UB_21      0.1270951000
_diffrn_orient_matrix_UB_22      0.0106941000
_diffrn_orient_matrix_UB_23      0.0393100000
_diffrn_orient_matrix_UB_31      0.0240895000
_diffrn_orient_matrix_UB_32      0.0930585000
_diffrn_orient_matrix_UB_33      -0.0451087000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            14301
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.499
_diffrn_reflns_theta_max         70.075
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             14301
_reflns_number_gt                11911
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 _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. Completness statistics 
 refer to single and composite reflections containing twin component 1 only.
;

_computing_data_collection       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.68a (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_twin_special_details            
;
 Component 2 rotated by -179.9271° 
 around [0.00 0.00 1.00] (reciprocal) or [-0.16 -0.06 0.98] (direct)
;
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.6607 17221 32876 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.3393 17199 32876 nmt -1.0007 0.0004 0.0017 -0.0021 -0.9997 0.0005 -0.3349
-0.1233 1.0007

_twin_formation_mechanism        gt
_twin_dimensionality             triperiodic
_twin_morphology                 polysynthetic

_refine_special_details          
;Refined as a 2-component twin. The BASF parameter was refined to 30.6%. Some 
 reflections were removed from refinement as outliers.,Twin
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1380P)²+8.0494P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_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         14301
_refine_ls_number_parameters     558
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0775
_refine_ls_wR_factor_ref         0.2428
_refine_ls_wR_factor_gt          0.2353
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.414
_refine_diff_density_min         -1.140
_refine_diff_density_rms         0.134
_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_
_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
B1_1 B 0.4820(9) 0.8293(6) 0.3113(4) 0.0257(15) Uani 1 1 d . . . . .
Br3_1 Br 0.29590(9) 0.81237(6) 0.36143(4) 0.0332(2) Uani 1 1 d . . . . .
N2_1 N 0.5007(7) 0.8088(4) 0.2491(3) 0.0279(12) Uani 1 1 d . . . . .
C1_2 C 0.5876(8) 0.8763(5) 0.3490(3) 0.0267(14) Uani 1 1 d . . . . .
C2_2 C 0.7374(8) 0.8587(6) 0.3260(4) 0.0332(16) Uani 1 1 d . . . . .
H2_2 H 0.771525 0.817829 0.289051 0.040 Uiso 1 1 calc R U . . .
C3_2 C 0.8366(9) 0.9006(6) 0.3568(4) 0.0415(19) Uani 1 1 d . . . . .
H3_2 H 0.937770 0.886557 0.341844 0.050 Uiso 1 1 calc R U . . .
C4_2 C 0.7847(10) 0.9626(6) 0.4094(4) 0.043(2) Uani 1 1 d . . . . .
H4_2 H 0.850891 0.992169 0.430113 0.052 Uiso 1 1 calc R U . . .
C5_2 C 0.6416(10) 0.9821(6) 0.4319(4) 0.0414(19) Uani 1 1 d . . . . .
H5_2 H 0.607669 1.025926 0.467574 0.050 Uiso 1 1 calc R U . . .
C6_2 C 0.5425(8) 0.9372(6) 0.4022(4) 0.0324(15) Uani 1 1 d . . . . .
H6_2 H 0.442826 0.949237 0.419324 0.039 Uiso 1 1 calc R U . . .
C1_3 C 0.5444(7) 0.7617(5) 0.1968(3) 0.0235(13) Uani 1 1 d . . . . .
N1_3 N 0.5234(6) 0.8054(4) 0.1370(3) 0.0214(11) Uani 1 1 d . . . . .
C3_3 C 0.6075(7) 0.7357(5) 0.0851(3) 0.0238(13) Uani 1 1 d . . . . .
C4_3 C 0.6293(8) 0.6265(5) 0.1204(3) 0.0257(14) Uani 1 1 d . . . . .
H4A_3 H 0.725650 0.580210 0.105797 0.031 Uiso 1 1 calc R U . . .
H4B_3 H 0.550393 0.592259 0.111218 0.031 Uiso 1 1 calc R U . . .
C5_3 C 0.6237(8) 0.6444(5) 0.1930(3) 0.0261(14) Uani 1 1 d . . . . .
C6_3 C 0.7529(8) 0.7638(6) 0.0648(4) 0.0333(16) Uani 1 1 d . . . . .
H6A_3 H 0.813116 0.709968 0.036338 0.050 Uiso 1 1 calc R U . . .
H6B_3 H 0.805476 0.766454 0.103103 0.050 Uiso 1 1 calc R U . . .
H6C_3 H 0.734050 0.833005 0.041926 0.050 Uiso 1 1 calc R U . . .
C7_3 C 0.5204(8) 0.7435(5) 0.0260(3) 0.0287(14) Uani 1 1 d . . . . .
H7A_3 H 0.579185 0.697091 -0.006867 0.043 Uiso 1 1 calc R U . . .
H7B_3 H 0.497323 0.816778 0.008826 0.043 Uiso 1 1 calc R U . . .
H7C_3 H 0.428565 0.721686 0.038035 0.043 Uiso 1 1 calc R U . . .
C8_3 C 0.7758(9) 0.6239(6) 0.2193(4) 0.0360(17) Uani 1 1 d . . . . .
H8A_3 H 0.823821 0.548226 0.217604 0.054 Uiso 1 1 calc R U . . .
H8B_3 H 0.765026 0.645684 0.263964 0.054 Uiso 1 1 calc R U . . .
H8C_3 H 0.836128 0.664532 0.193037 0.054 Uiso 1 1 calc R U . . .
C9_3 C 0.5310(9) 0.5784(6) 0.2324(4) 0.0363(17) Uani 1 1 d . . . . .
H9A_3 H 0.577469 0.502979 0.227598 0.054 Uiso 1 1 calc R U . . .
H9B_3 H 0.431850 0.594518 0.216943 0.054 Uiso 1 1 calc R U . . .
H9C_3 H 0.524254 0.595288 0.277920 0.054 Uiso 1 1 calc R U . . .
C1_4 C 0.4285(7) 0.9094(5) 0.1259(3) 0.0228(13) Uani 1 1 d . . . . .
C2_4 C 0.2778(7) 0.9170(5) 0.1169(3) 0.0248(13) Uani 1 1 d . . . . .
C3_4 C 0.1882(8) 1.0156(5) 0.1045(3) 0.0281(14) Uani 1 1 d . . . . .
H3_4 H 0.087514 1.021734 0.097675 0.034 Uiso 1 1 calc R U . . .
C4_4 C 0.2415(8) 1.1065(5) 0.1019(3) 0.0256(13) Uani 1 1 d . . . . .
H4_4 H 0.178439 1.173598 0.092082 0.031 Uiso 1 1 calc R U . . .
C5_4 C 0.3873(7) 1.0985(5) 0.1136(3) 0.0240(13) Uani 1 1 d . . . . .
H5_4 H 0.422383 1.161023 0.113032 0.029 Uiso 1 1 calc R U . . .
C6_4 C 0.4832(7) 1.0010(5) 0.1261(3) 0.0235(13) Uani 1 1 d . . . . .
C7_4 C 0.2113(8) 0.8199(5) 0.1236(3) 0.0275(14) Uani 1 1 d . . . . .
H7_4 H 0.294099 0.755041 0.126076 0.033 Uiso 1 1 calc R U . . .
C8_4 C 0.1256(8) 0.8117(6) 0.0659(4) 0.0322(15) Uani 1 1 d . . . . .
H8A_4 H 0.103456 0.741876 0.067210 0.048 Uiso 1 1 calc R U . . .
H8B_4 H 0.185006 0.821038 0.025967 0.048 Uiso 1 1 calc R U . . .
H8C_4 H 0.033258 0.866789 0.067410 0.048 Uiso 1 1 calc R U . . .
C9_4 C 0.1120(9) 0.8237(6) 0.1864(4) 0.0380(17) Uani 1 1 d . . . . .
H9A_4 H 0.068504 0.762315 0.189998 0.057 Uiso 1 1 calc R U . . .
H9B_4 H 0.033183 0.888883 0.186144 0.057 Uiso 1 1 calc R U . . .
H9C_4 H 0.170856 0.822403 0.223249 0.057 Uiso 1 1 calc R U . . .
C10_4 C 0.6384(7) 0.9989(5) 0.1411(3) 0.0260(14) Uani 1 1 d . . . . .
H10_4 H 0.692173 0.923336 0.148193 0.031 Uiso 1 1 calc R U . . .
C11_4 C 0.6421(8) 1.0578(6) 0.2025(3) 0.0312(15) Uani 1 1 d . . . . .
H11A_4 H 0.744764 1.050600 0.212008 0.047 Uiso 1 1 calc R U . . .
H11B_4 H 0.590100 1.027489 0.238707 0.047 Uiso 1 1 calc R U . . .
H11C_4 H 0.593871 1.132954 0.196011 0.047 Uiso 1 1 calc R U . . .
C12_4 C 0.7223(8) 1.0472(6) 0.0852(4) 0.0322(15) Uani 1 1 d . . . . .
H12A_4 H 0.824585 1.039402 0.095467 0.048 Uiso 1 1 calc R U . . .
H12B_4 H 0.674709 1.122501 0.078952 0.048 Uiso 1 1 calc R U . . .
H12C_4 H 0.721070 1.010432 0.045654 0.048 Uiso 1 1 calc R U . . .
Br3_5 Br 0.83237(9) 0.31315(6) 0.15143(4) 0.0369(2) Uani 1 1 d . . . . .
B1_5 B 1.0032(9) 0.3393(6) 0.1954(4) 0.0270(16) Uani 1 1 d . . . . .
N2_5 N 1.0093(6) 0.3169(4) 0.2583(3) 0.0262(12) Uani 1 1 d . . . . .
C1_6 C 1.1129(8) 0.3925(5) 0.1510(3) 0.0292(15) Uani 1 1 d . . . . .
C2_6 C 1.0714(9) 0.4520(6) 0.0947(3) 0.0344(16) Uani 1 1 d . . . . .
H2_6 H 0.974977 0.459786 0.081188 0.041 Uiso 1 1 calc R U . . .
C3_6 C 1.1707(10) 0.5001(6) 0.0581(4) 0.0381(18) Uani 1 1 d . . . . .
H3_6 H 1.140523 0.542166 0.020597 0.046 Uiso 1 1 calc R U . . .
C4_6 C 1.3128(10) 0.4868(6) 0.0762(4) 0.0415(19) Uani 1 1 d . . . . .
H4_6 H 1.380327 0.519283 0.051146 0.050 Uiso 1 1 calc R U . . .
C5_6 C 1.3563(9) 0.4258(6) 0.1310(4) 0.0370(17) Uani 1 1 d . . . . .
H5_6 H 1.455121 0.413884 0.142443 0.044 Uiso 1 1 calc R U . . .
C6_6 C 1.2560(8) 0.3820(5) 0.1693(4) 0.0291(15) Uani 1 1 d . . . . .
H6_6 H 1.284969 0.344365 0.208278 0.035 Uiso 1 1 calc R U . . .
C1_7 C 1.0339(7) 0.2640(5) 0.3107(3) 0.0242(13) Uani 1 1 d . . . . .
N1_7 N 0.9889(6) 0.2981(4) 0.3702(3) 0.0222(11) Uani 1 1 d . . . . .
C3_7 C 1.0563(8) 0.2239(5) 0.4231(3) 0.0247(13) Uani 1 1 d . . . . .
C4_7 C 1.1092(8) 0.1206(5) 0.3876(3) 0.0292(15) Uani 1 1 d . . . . .
H4A_7 H 1.037326 0.076306 0.396558 0.035 Uiso 1 1 calc R U . . .
H4B_7 H 1.205490 0.080508 0.402230 0.035 Uiso 1 1 calc R U . . .
C5_7 C 1.1243(8) 0.1481(5) 0.3151(3) 0.0272(14) Uani 1 1 d . . . . .
C6_7 C 0.9466(9) 0.2156(6) 0.4800(3) 0.0330(16) Uani 1 1 d . . . . .
H6A_7 H 0.999347 0.177059 0.516093 0.050 Uiso 1 1 calc R U . . .
H6B_7 H 0.875750 0.177560 0.467607 0.050 Uiso 1 1 calc R U . . .
H6C_7 H 0.894039 0.286758 0.493051 0.050 Uiso 1 1 calc R U . . .
C7_7 C 1.1860(9) 0.2600(6) 0.4472(4) 0.0383(18) Uani 1 1 d . . . . .
H7A_7 H 1.236885 0.206426 0.477872 0.057 Uiso 1 1 calc R U . . .
H7B_7 H 1.148726 0.327383 0.468623 0.057 Uiso 1 1 calc R U . . .
H7C_7 H 1.255112 0.269288 0.410621 0.057 Uiso 1 1 calc R U . . .
C8_7 C 1.0487(10) 0.0813(6) 0.2759(4) 0.0405(19) Uani 1 1 d . . . . .
H8A_7 H 1.103377 0.006908 0.278186 0.061 Uiso 1 1 calc R U . . .
H8B_7 H 1.048014 0.107315 0.230873 0.061 Uiso 1 1 calc R U . . .
H8C_7 H 0.947145 0.087425 0.293985 0.061 Uiso 1 1 calc R U . . .
C9_7 C 1.2823(9) 0.1387(6) 0.2884(4) 0.0403(19) Uani 1 1 d . . . . .
H9A_7 H 1.339396 0.065558 0.294834 0.061 Uiso 1 1 calc R U . . .
H9B_7 H 1.325715 0.186250 0.310952 0.061 Uiso 1 1 calc R U . . .
H9C_7 H 1.284079 0.158111 0.242319 0.061 Uiso 1 1 calc R U . . .
C1_8 C 0.8901(8) 0.4004(5) 0.3821(3) 0.0236(13) Uani 1 1 d . . . . .
C2_8 C 0.9476(7) 0.4915(5) 0.3808(3) 0.0221(13) Uani 1 1 d . . . . .
C3_8 C 0.8491(8) 0.5870(5) 0.3965(3) 0.0275(14) Uani 1 1 d . . . . .
H3_8 H 0.885015 0.649019 0.396922 0.033 Uiso 1 1 calc R U . . .
C4_8 C 0.7024(8) 0.5941(5) 0.4113(3) 0.0279(14) Uani 1 1 d . . . . .
H4_8 H 0.638831 0.660023 0.422891 0.033 Uiso 1 1 calc R U . . .
C5_8 C 0.6448(8) 0.5048(5) 0.4094(3) 0.0278(14) Uani 1 1 d . . . . .
H5_8 H 0.542199 0.510566 0.418350 0.033 Uiso 1 1 calc R U . . .
C6_8 C 0.7394(8) 0.4074(5) 0.3943(3) 0.0236(13) Uani 1 1 d . . . . .
C7_8 C 1.1068(7) 0.4920(5) 0.3611(3) 0.0249(13) Uani 1 1 d . . . . .
H7_8 H 1.162910 0.417381 0.353835 0.030 Uiso 1 1 calc R U . . .
C8_8 C 1.1795(9) 0.5358(6) 0.4131(4) 0.0367(17) Uani 1 1 d . . . . .
H8A_8 H 1.284131 0.528880 0.399909 0.055 Uiso 1 1 calc R U . . .
H8B_8 H 1.169968 0.495947 0.453907 0.055 Uiso 1 1 calc R U . . .
H8C_8 H 1.130726 0.610686 0.418710 0.055 Uiso 1 1 calc R U . . .
C9_8 C 1.1173(7) 0.5562(6) 0.2984(3) 0.0303(15) Uani 1 1 d . . . . .
H9A_8 H 1.220997 0.554427 0.285776 0.045 Uiso 1 1 calc R U . . .
H9B_8 H 1.062149 0.629689 0.304349 0.045 Uiso 1 1 calc R U . . .
H9C_8 H 1.075645 0.525984 0.264559 0.045 Uiso 1 1 calc R U . . .
C10_8 C 0.6717(8) 0.3123(5) 0.3891(3) 0.0283(14) Uani 1 1 d . . . . .
H10_8 H 0.754447 0.247194 0.386284 0.034 Uiso 1 1 calc R U . . .
C11_8 C 0.5912(9) 0.3231(6) 0.3273(4) 0.0366(17) Uani 1 1 d . . . . .
H11A_8 H 0.556360 0.259068 0.322672 0.055 Uiso 1 1 calc R U . . .
H11B_8 H 0.658856 0.332356 0.290119 0.055 Uiso 1 1 calc R U . . .
H11C_8 H 0.506793 0.384666 0.329502 0.055 Uiso 1 1 calc R U . . .
C12_8 C 0.5689(9) 0.2976(6) 0.4483(4) 0.0365(17) Uani 1 1 d . . . . .
H12A_8 H 0.536362 0.232270 0.445006 0.055 Uiso 1 1 calc R U . . .
H12B_8 H 0.482849 0.358002 0.450440 0.055 Uiso 1 1 calc R U . . .
H12C_8 H 0.621751 0.293038 0.487343 0.055 Uiso 1 1 calc R U . . .


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
B1_1 N2_1 1.327(10) . ?
B1_1 C1_2 1.569(10) . ?
B1_1 Br3_1 2.009(8) . ?
N2_1 C1_3 1.269(9) . ?
C1_2 C6_2 1.377(10) . ?
C1_2 C2_2 1.413(10) . ?
C2_2 C3_2 1.403(11) . ?
C3_2 C4_2 1.382(13) . ?
C4_2 C5_2 1.350(13) . ?
C5_2 C6_2 1.413(10) . ?
C1_3 N1_3 1.350(8) . ?
C1_3 C5_3 1.531(9) . ?
N1_3 C1_4 1.446(7) . ?
N1_3 C3_3 1.496(8) . ?
C3_3 C6_3 1.517(10) . ?
C3_3 C7_3 1.520(9) . ?
C3_3 C4_3 1.539(9) . ?
C4_3 C5_3 1.540(9) . ?
C5_3 C8_3 1.528(10) . ?
C5_3 C9_3 1.528(10) . ?
C1_4 C6_4 1.410(9) . ?
C1_4 C2_4 1.421(9) . ?
C2_4 C3_4 1.377(9) . ?
C2_4 C7_4 1.537(9) . ?
C3_4 C4_4 1.392(10) . ?
C4_4 C5_4 1.387(10) . ?
C5_4 C6_4 1.392(9) . ?
C6_4 C10_4 1.508(9) . ?
C7_4 C8_4 1.526(10) . ?
C7_4 C9_4 1.537(10) . ?
C10_4 C11_4 1.538(9) . ?
C10_4 C12_4 1.541(9) . ?
Br3_5 B1_5 2.019(8) . ?
B1_5 N2_5 1.331(10) . ?
B1_5 C1_6 1.584(11) . ?
N2_5 C1_7 1.264(9) . ?
C1_6 C6_6 1.398(10) . ?
C1_6 C2_6 1.400(10) . ?
C2_6 C3_6 1.397(11) . ?
C3_6 C4_6 1.383(12) . ?
C4_6 C5_6 1.385(12) . ?
C5_6 C6_6 1.389(10) . ?
C1_7 N1_7 1.340(8) . ?
C1_7 C5_7 1.542(9) . ?
N1_7 C1_8 1.446(8) . ?
N1_7 C3_7 1.501(8) . ?
C3_7 C6_7 1.519(10) . ?
C3_7 C4_7 1.528(9) . ?
C3_7 C7_7 1.539(10) . ?
C4_7 C5_7 1.535(10) . ?
C5_7 C9_7 1.517(10) . ?
C5_7 C8_7 1.554(10) . ?
C1_8 C6_8 1.395(10) . ?
C1_8 C2_8 1.418(9) . ?
C2_8 C3_8 1.394(9) . ?
C2_8 C7_8 1.515(9) . ?
C3_8 C4_8 1.365(10) . ?
C4_8 C5_8 1.402(10) . ?
C5_8 C6_8 1.395(9) . ?
C6_8 C10_8 1.538(9) . ?
C7_8 C9_8 1.521(10) . ?
C7_8 C8_8 1.534(10) . ?
C10_8 C11_8 1.531(10) . ?
C10_8 C12_8 1.534(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2_1 B1_1 C1_2 125.4(7) . . ?
N2_1 B1_1 Br3_1 118.9(6) . . ?
C1_2 B1_1 Br3_1 115.5(5) . . ?
C1_3 N2_1 B1_1 161.5(7) . . ?
C6_2 C1_2 C2_2 117.5(7) . . ?
C6_2 C1_2 B1_1 124.1(7) . . ?
C2_2 C1_2 B1_1 118.4(6) . . ?
C3_2 C2_2 C1_2 121.1(7) . . ?
C4_2 C3_2 C2_2 118.9(8) . . ?
C5_2 C4_2 C3_2 121.2(8) . . ?
C4_2 C5_2 C6_2 120.0(8) . . ?
C1_2 C6_2 C5_2 121.2(7) . . ?
N2_1 C1_3 N1_3 125.6(6) . . ?
N2_1 C1_3 C5_3 124.2(6) . . ?
N1_3 C1_3 C5_3 110.2(5) . . ?
C1_3 N1_3 C1_4 122.2(5) . . ?
C1_3 N1_3 C3_3 113.2(5) . . ?
C1_4 N1_3 C3_3 124.7(5) . . ?
N1_3 C3_3 C6_3 111.0(5) . . ?
N1_3 C3_3 C7_3 111.9(5) . . ?
C6_3 C3_3 C7_3 108.7(6) . . ?
N1_3 C3_3 C4_3 100.5(5) . . ?
C6_3 C3_3 C4_3 112.2(6) . . ?
C7_3 C3_3 C4_3 112.5(5) . . ?
C3_3 C4_3 C5_3 107.4(5) . . ?
C8_3 C5_3 C9_3 109.7(6) . . ?
C8_3 C5_3 C1_3 110.6(6) . . ?
C9_3 C5_3 C1_3 109.0(6) . . ?
C8_3 C5_3 C4_3 113.6(6) . . ?
C9_3 C5_3 C4_3 111.7(6) . . ?
C1_3 C5_3 C4_3 102.0(5) . . ?
C6_4 C1_4 C2_4 120.9(6) . . ?
C6_4 C1_4 N1_3 120.9(6) . . ?
C2_4 C1_4 N1_3 118.1(6) . . ?
C3_4 C2_4 C1_4 118.3(6) . . ?
C3_4 C2_4 C7_4 119.5(6) . . ?
C1_4 C2_4 C7_4 122.1(6) . . ?
C2_4 C3_4 C4_4 121.6(7) . . ?
C5_4 C4_4 C3_4 119.5(6) . . ?
C4_4 C5_4 C6_4 121.4(6) . . ?
C5_4 C6_4 C1_4 118.1(6) . . ?
C5_4 C6_4 C10_4 118.4(6) . . ?
C1_4 C6_4 C10_4 123.5(6) . . ?
C8_4 C7_4 C9_4 110.6(6) . . ?
C8_4 C7_4 C2_4 111.9(6) . . ?
C9_4 C7_4 C2_4 110.0(6) . . ?
C6_4 C10_4 C11_4 112.2(6) . . ?
C6_4 C10_4 C12_4 112.0(6) . . ?
C11_4 C10_4 C12_4 108.4(6) . . ?
N2_5 B1_5 C1_6 126.1(7) . . ?
N2_5 B1_5 Br3_5 118.4(6) . . ?
C1_6 B1_5 Br3_5 115.3(5) . . ?
C1_7 N2_5 B1_5 160.0(6) . . ?
C6_6 C1_6 C2_6 118.3(7) . . ?
C6_6 C1_6 B1_5 119.1(6) . . ?
C2_6 C1_6 B1_5 122.6(7) . . ?
C3_6 C2_6 C1_6 120.5(8) . . ?
C4_6 C3_6 C2_6 120.2(7) . . ?
C3_6 C4_6 C5_6 119.8(7) . . ?
C4_6 C5_6 C6_6 120.2(8) . . ?
C5_6 C6_6 C1_6 120.8(7) . . ?
N2_5 C1_7 N1_7 126.5(6) . . ?
N2_5 C1_7 C5_7 124.1(6) . . ?
N1_7 C1_7 C5_7 109.4(5) . . ?
C1_7 N1_7 C1_8 122.8(5) . . ?
C1_7 N1_7 C3_7 114.3(5) . . ?
C1_8 N1_7 C3_7 122.9(5) . . ?
N1_7 C3_7 C6_7 112.8(5) . . ?
N1_7 C3_7 C4_7 100.9(5) . . ?
C6_7 C3_7 C4_7 112.5(6) . . ?
N1_7 C3_7 C7_7 110.2(5) . . ?
C6_7 C3_7 C7_7 108.7(6) . . ?
C4_7 C3_7 C7_7 111.6(6) . . ?
C3_7 C4_7 C5_7 108.2(5) . . ?
C9_7 C5_7 C4_7 113.6(6) . . ?
C9_7 C5_7 C1_7 111.0(6) . . ?
C4_7 C5_7 C1_7 102.5(5) . . ?
C9_7 C5_7 C8_7 110.3(6) . . ?
C4_7 C5_7 C8_7 111.4(6) . . ?
C1_7 C5_7 C8_7 107.6(6) . . ?
C6_8 C1_8 C2_8 121.3(6) . . ?
C6_8 C1_8 N1_7 119.1(6) . . ?
C2_8 C1_8 N1_7 119.6(6) . . ?
C3_8 C2_8 C1_8 117.3(6) . . ?
C3_8 C2_8 C7_8 118.5(6) . . ?
C1_8 C2_8 C7_8 124.2(6) . . ?
C4_8 C3_8 C2_8 121.9(6) . . ?
C3_8 C4_8 C5_8 120.6(6) . . ?
C6_8 C5_8 C4_8 119.5(6) . . ?
C5_8 C6_8 C1_8 119.3(6) . . ?
C5_8 C6_8 C10_8 118.2(6) . . ?
C1_8 C6_8 C10_8 122.4(6) . . ?
C2_8 C7_8 C9_8 110.5(5) . . ?
C2_8 C7_8 C8_8 112.4(6) . . ?
C9_8 C7_8 C8_8 109.4(6) . . ?
C11_8 C10_8 C12_8 110.9(6) . . ?
C11_8 C10_8 C6_8 110.4(6) . . ?
C12_8 C10_8 C6_8 112.2(6) . . ?

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
C1_2 B1_1 N2_1 C1_3 85(2) . . . . ?
Br3_1 B1_1 N2_1 C1_3 -101(2) . . . . ?
N2_1 B1_1 C1_2 C6_2 151.3(7) . . . . ?
Br3_1 B1_1 C1_2 C6_2 -22.9(9) . . . . ?
N2_1 B1_1 C1_2 C2_2 -26.3(10) . . . . ?
Br3_1 B1_1 C1_2 C2_2 159.4(5) . . . . ?
C6_2 C1_2 C2_2 C3_2 0.8(10) . . . . ?
B1_1 C1_2 C2_2 C3_2 178.6(6) . . . . ?
C1_2 C2_2 C3_2 C4_2 -1.9(11) . . . . ?
C2_2 C3_2 C4_2 C5_2 1.0(12) . . . . ?
C3_2 C4_2 C5_2 C6_2 1.1(12) . . . . ?
C2_2 C1_2 C6_2 C5_2 1.3(10) . . . . ?
B1_1 C1_2 C6_2 C5_2 -176.4(7) . . . . ?
C4_2 C5_2 C6_2 C1_2 -2.3(12) . . . . ?
B1_1 N2_1 C1_3 N1_3 -170.8(18) . . . . ?
B1_1 N2_1 C1_3 C5_3 12(2) . . . . ?
N2_1 C1_3 N1_3 C1_4 -9.0(10) . . . . ?
C5_3 C1_3 N1_3 C1_4 168.6(6) . . . . ?
N2_1 C1_3 N1_3 C3_3 170.9(6) . . . . ?
C5_3 C1_3 N1_3 C3_3 -11.4(7) . . . . ?
C1_3 N1_3 C3_3 C6_3 -95.6(6) . . . . ?
C1_4 N1_3 C3_3 C6_3 84.3(7) . . . . ?
C1_3 N1_3 C3_3 C7_3 142.8(6) . . . . ?
C1_4 N1_3 C3_3 C7_3 -37.3(8) . . . . ?
C1_3 N1_3 C3_3 C4_3 23.2(7) . . . . ?
C1_4 N1_3 C3_3 C4_3 -156.9(6) . . . . ?
N1_3 C3_3 C4_3 C5_3 -25.6(6) . . . . ?
C6_3 C3_3 C4_3 C5_3 92.3(7) . . . . ?
C7_3 C3_3 C4_3 C5_3 -144.8(6) . . . . ?
N2_1 C1_3 C5_3 C8_3 -66.9(9) . . . . ?
N1_3 C1_3 C5_3 C8_3 115.4(6) . . . . ?
N2_1 C1_3 C5_3 C9_3 53.7(9) . . . . ?
N1_3 C1_3 C5_3 C9_3 -124.0(6) . . . . ?
N2_1 C1_3 C5_3 C4_3 171.9(6) . . . . ?
N1_3 C1_3 C5_3 C4_3 -5.8(7) . . . . ?
C3_3 C4_3 C5_3 C8_3 -99.1(6) . . . . ?
C3_3 C4_3 C5_3 C9_3 136.2(6) . . . . ?
C3_3 C4_3 C5_3 C1_3 19.9(7) . . . . ?
C1_3 N1_3 C1_4 C6_4 87.0(8) . . . . ?
C3_3 N1_3 C1_4 C6_4 -92.9(8) . . . . ?
C1_3 N1_3 C1_4 C2_4 -91.0(8) . . . . ?
C3_3 N1_3 C1_4 C2_4 89.1(7) . . . . ?
C6_4 C1_4 C2_4 C3_4 3.7(10) . . . . ?
N1_3 C1_4 C2_4 C3_4 -178.2(6) . . . . ?
C6_4 C1_4 C2_4 C7_4 -173.3(6) . . . . ?
N1_3 C1_4 C2_4 C7_4 4.7(9) . . . . ?
C1_4 C2_4 C3_4 C4_4 -1.0(10) . . . . ?
C7_4 C2_4 C3_4 C4_4 176.1(6) . . . . ?
C2_4 C3_4 C4_4 C5_4 -1.8(10) . . . . ?
C3_4 C4_4 C5_4 C6_4 2.0(10) . . . . ?
C4_4 C5_4 C6_4 C1_4 0.6(10) . . . . ?
C4_4 C5_4 C6_4 C10_4 -177.5(6) . . . . ?
C2_4 C1_4 C6_4 C5_4 -3.5(10) . . . . ?
N1_3 C1_4 C6_4 C5_4 178.5(6) . . . . ?
C2_4 C1_4 C6_4 C10_4 174.5(6) . . . . ?
N1_3 C1_4 C6_4 C10_4 -3.5(10) . . . . ?
C3_4 C2_4 C7_4 C8_4 53.1(9) . . . . ?
C1_4 C2_4 C7_4 C8_4 -129.9(7) . . . . ?
C3_4 C2_4 C7_4 C9_4 -70.2(8) . . . . ?
C1_4 C2_4 C7_4 C9_4 106.8(7) . . . . ?
C5_4 C6_4 C10_4 C11_4 61.8(8) . . . . ?
C1_4 C6_4 C10_4 C11_4 -116.2(7) . . . . ?
C5_4 C6_4 C10_4 C12_4 -60.5(8) . . . . ?
C1_4 C6_4 C10_4 C12_4 121.5(7) . . . . ?
C1_6 B1_5 N2_5 C1_7 -102.5(19) . . . . ?
Br3_5 B1_5 N2_5 C1_7 82(2) . . . . ?
N2_5 B1_5 C1_6 C6_6 25.5(10) . . . . ?
Br3_5 B1_5 C1_6 C6_6 -158.8(5) . . . . ?
N2_5 B1_5 C1_6 C2_6 -153.2(7) . . . . ?
Br3_5 B1_5 C1_6 C2_6 22.5(8) . . . . ?
C6_6 C1_6 C2_6 C3_6 -0.5(10) . . . . ?
B1_5 C1_6 C2_6 C3_6 178.1(6) . . . . ?
C1_6 C2_6 C3_6 C4_6 1.9(11) . . . . ?
C2_6 C3_6 C4_6 C5_6 -0.3(12) . . . . ?
C3_6 C4_6 C5_6 C6_6 -2.8(11) . . . . ?
C4_6 C5_6 C6_6 C1_6 4.3(11) . . . . ?
C2_6 C1_6 C6_6 C5_6 -2.6(10) . . . . ?
B1_5 C1_6 C6_6 C5_6 178.7(6) . . . . ?
B1_5 N2_5 C1_7 N1_7 -170.4(17) . . . . ?
B1_5 N2_5 C1_7 C5_7 11(2) . . . . ?
N2_5 C1_7 N1_7 C1_8 6.8(10) . . . . ?
C5_7 C1_7 N1_7 C1_8 -174.0(6) . . . . ?
N2_5 C1_7 N1_7 C3_7 -170.0(6) . . . . ?
C5_7 C1_7 N1_7 C3_7 9.2(7) . . . . ?
C1_7 N1_7 C3_7 C6_7 -139.5(6) . . . . ?
C1_8 N1_7 C3_7 C6_7 43.7(8) . . . . ?
C1_7 N1_7 C3_7 C4_7 -19.2(7) . . . . ?
C1_8 N1_7 C3_7 C4_7 164.0(6) . . . . ?
C1_7 N1_7 C3_7 C7_7 98.8(7) . . . . ?
C1_8 N1_7 C3_7 C7_7 -78.0(8) . . . . ?
N1_7 C3_7 C4_7 C5_7 21.4(7) . . . . ?
C6_7 C3_7 C4_7 C5_7 141.9(6) . . . . ?
C7_7 C3_7 C4_7 C5_7 -95.7(7) . . . . ?
C3_7 C4_7 C5_7 C9_7 102.9(7) . . . . ?
C3_7 C4_7 C5_7 C1_7 -16.9(7) . . . . ?
C3_7 C4_7 C5_7 C8_7 -131.7(6) . . . . ?
N2_5 C1_7 C5_7 C9_7 62.7(9) . . . . ?
N1_7 C1_7 C5_7 C9_7 -116.5(7) . . . . ?
N2_5 C1_7 C5_7 C4_7 -175.7(6) . . . . ?
N1_7 C1_7 C5_7 C4_7 5.1(7) . . . . ?
N2_5 C1_7 C5_7 C8_7 -58.1(8) . . . . ?
N1_7 C1_7 C5_7 C8_7 122.7(6) . . . . ?
C1_7 N1_7 C1_8 C6_8 96.2(8) . . . . ?
C3_7 N1_7 C1_8 C6_8 -87.3(8) . . . . ?
C1_7 N1_7 C1_8 C2_8 -83.4(8) . . . . ?
C3_7 N1_7 C1_8 C2_8 93.1(8) . . . . ?
C6_8 C1_8 C2_8 C3_8 4.2(9) . . . . ?
N1_7 C1_8 C2_8 C3_8 -176.2(6) . . . . ?
C6_8 C1_8 C2_8 C7_8 -173.3(6) . . . . ?
N1_7 C1_8 C2_8 C7_8 6.3(10) . . . . ?
C1_8 C2_8 C3_8 C4_8 -1.3(10) . . . . ?
C7_8 C2_8 C3_8 C4_8 176.3(6) . . . . ?
C2_8 C3_8 C4_8 C5_8 -1.8(10) . . . . ?
C3_8 C4_8 C5_8 C6_8 2.0(10) . . . . ?
C4_8 C5_8 C6_8 C1_8 0.8(10) . . . . ?
C4_8 C5_8 C6_8 C10_8 -176.8(6) . . . . ?
C2_8 C1_8 C6_8 C5_8 -4.0(10) . . . . ?
N1_7 C1_8 C6_8 C5_8 176.4(6) . . . . ?
C2_8 C1_8 C6_8 C10_8 173.5(6) . . . . ?
N1_7 C1_8 C6_8 C10_8 -6.1(9) . . . . ?
C3_8 C2_8 C7_8 C9_8 -64.7(8) . . . . ?
C1_8 C2_8 C7_8 C9_8 112.7(7) . . . . ?
C3_8 C2_8 C7_8 C8_8 57.8(8) . . . . ?
C1_8 C2_8 C7_8 C8_8 -124.7(7) . . . . ?
C5_8 C6_8 C10_8 C11_8 73.1(8) . . . . ?
C1_8 C6_8 C10_8 C11_8 -104.5(8) . . . . ?
C5_8 C6_8 C10_8 C12_8 -51.2(8) . . . . ?
C1_8 C6_8 C10_8 C12_8 131.3(7) . . . . ?



