# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

 
data_AnRe172_ref_a
# 1. Submission Details


_publ_contact_author_name         'Prof. Dr. Holger Braunschweig'
_publ_contact_author_address
;
Institut für Anorganische Chemie
Universität Würzburg
Am Hubland
97074 Würzburg, Germany
;
_publ_contact_author_email        H.Braunschweig@uni-wuerzburg.de
_publ_contact_author_fax          +49-931-3184623
_publ_contact_author_phone        +49-931-3185260
_publ_requested_journal           ?
_publ_section_title               ?
_publ_section_abstract            ?

loop_
_publ_author_name
'Braunschweig, Holger'
;  Institut fuer Anorganische Chemie
   Universitaet Wuerzburg
   Am Hubland
   D-97074 Wuerzburg, Germany
;
'Prieschl, Dominic'
;  Institut fuer Anorganische Chemie
   Universitaet Wuerzburg
   Am Hubland
   D-97074 Wuerzburg, Germany
;
'Rempel, Anna'
;  Institut fuer Anorganische Chemie
   Universitaet Wuerzburg
   Am Hubland
   D-97074 Wuerzburg, Germany
;



_audit_creation_method           'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C45 H53 B2 N3'
_chemical_formula_sum            'C45 H53 B2 N3'
_chemical_formula_weight         657.52

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      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                   10.4340(3)
_cell_length_b                   12.8967(5)
_cell_length_c                   15.2156(5)
_cell_angle_alpha                71.824(3)
_cell_angle_beta                 84.929(2)
_cell_angle_gamma                86.835(3)
_cell_volume                     1936.87(11)
_cell_formula_units_Z            2.00
_cell_measurement_temperature    100.01(10)
_cell_measurement_reflns_used    19813
_cell_measurement_theta_min      3.0850
_cell_measurement_theta_max      77.0340
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_F_000             708.000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.025
_exptl_absorpt_coefficient_mu    0.483
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   gaussian

_exptl_absorpt_correction_T_min  0.708
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.71a (Rigaku Oxford Diffraction, 2020)
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   ?
_diffrn_ambient_temperature      100.01(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           'Cu K\a'
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number             39704
_diffrn_reflns_av_unetI/netI      0.0295
_diffrn_reflns_av_R_equivalents   0.0395
_diffrn_reflns_limit_h_min        -13
_diffrn_reflns_limit_h_max        12
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_k_max        16
_diffrn_reflns_limit_l_min        -18
_diffrn_reflns_limit_l_max        19
_diffrn_reflns_theta_min          3.066
_diffrn_reflns_theta_max          77.858
_diffrn_reflns_theta_full         67.685
_diffrn_measured_fraction_theta_max   0.981
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.981
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.981
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              8113
_reflns_number_gt                 7063
_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 1.171.40.71a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT 2014/4 (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)+(0.0615P)²+0.7245P] 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          8113
_refine_ls_number_parameters      462
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0540
_refine_ls_R_factor_gt            0.0477
_refine_ls_wR_factor_ref          0.1312
_refine_ls_wR_factor_gt           0.1256
_refine_ls_goodness_of_fit_ref    1.084
_refine_ls_restrained_S_all       1.084
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1_1 C 0.55153(12) 0.30648(10) 0.23506(9) 0.0232(3) Uani 1 1 d . . . . .
C2_1 C 0.64062(12) 0.26241(11) 0.30232(9) 0.0253(3) Uani 1 1 d . . . . .
C3_1 C 0.75239(13) 0.20701(11) 0.28075(10) 0.0291(3) Uani 1 1 d . . . . .
H3_1 H 0.810526 0.178671 0.325839 0.035 Uiso 1 1 calc R U . . .
C4_1 C 0.77867(13) 0.19329(12) 0.19421(11) 0.0308(3) Uani 1 1 d . . . . .
C5_1 C 0.68952(13) 0.23504(12) 0.12837(10) 0.0290(3) Uani 1 1 d . . . . .
H5_1 H 0.704804 0.225238 0.070294 0.035 Uiso 1 1 calc R U . . .
C6_1 C 0.57761(12) 0.29130(11) 0.14719(9) 0.0254(3) Uani 1 1 d . . . . .
C7_1 C 0.48365(14) 0.33339(13) 0.07351(10) 0.0307(3) Uani 1 1 d . . . . .
H00X_1 H 0.521015 0.324800 0.016143 0.046 Uiso 1 1 calc R U . . .
H7_1 H 0.463969 0.409281 0.065258 0.046 Uiso 1 1 calc R U . . .
H010_1 H 0.406091 0.292914 0.092169 0.046 Uiso 1 1 calc R U . . .
C8_1 C 0.62252(13) 0.27459(12) 0.39826(10) 0.0292(3) Uani 1 1 d . . . . .
H00M_1 H 0.631705 0.204300 0.443810 0.044 Uiso 1 1 calc R U . . .
H00O_1 H 0.538166 0.305102 0.407133 0.044 Uiso 1 1 calc R U . . .
H00P_1 H 0.686186 0.322127 0.404790 0.044 Uiso 1 1 calc R U . . .
C9_1 C 0.90142(15) 0.13571(15) 0.17071(13) 0.0423(4) Uani 1 1 d . . . . .
H01P_1 H 0.949667 0.184730 0.119325 0.063 Uiso 1 1 calc R U . . .
H01Q_1 H 0.880205 0.072883 0.154434 0.063 Uiso 1 1 calc R U . . .
H01R_1 H 0.952093 0.113076 0.223496 0.063 Uiso 1 1 calc R U . . .
C10_1 C 0.40393(12) 0.50046(11) 0.21433(8) 0.0220(3) Uani 1 1 d . . . . .
C15_1 C 0.49615(12) 0.57279(11) 0.22325(9) 0.0235(3) Uani 1 1 d . . . . .
C14_1 C 0.47740(14) 0.68542(11) 0.18736(10) 0.0276(3) Uani 1 1 d . . . . .
H14_1 H 0.539746 0.730670 0.194058 0.033 Uiso 1 1 calc R U . . .
C13_1 C 0.36876(14) 0.73266(11) 0.14186(10) 0.0286(3) Uani 1 1 d . . . . .
C12_1 C 0.27971(13) 0.66281(11) 0.13086(9) 0.0261(3) Uani 1 1 d . . . . .
H12_1 H 0.206982 0.692446 0.099726 0.031 Uiso 1 1 calc R U . . .
C11_1 C 0.29528(12) 0.54974(11) 0.16478(8) 0.0226(3) Uani 1 1 d . . . . .
C16_1 C 0.19410(12) 0.48210(11) 0.14540(9) 0.0227(3) Uani 1 1 d . . . . .
H00A_1 H 0.236518 0.425849 0.122358 0.027 Uiso 1 1 calc R U . . .
H00B_1 H 0.143270 0.528516 0.097008 0.027 Uiso 1 1 calc R U . . .
C17_1 C 0.61664(13) 0.53318(12) 0.27318(10) 0.0267(3) Uani 1 1 d . . . . .
H00C_1 H 0.672886 0.593120 0.262091 0.040 Uiso 1 1 calc R U . . .
H00E_1 H 0.659509 0.477610 0.250670 0.040 Uiso 1 1 calc R U . . .
H00F_1 H 0.594234 0.503604 0.338549 0.040 Uiso 1 1 calc R U . . .
C18_1 C 0.35032(17) 0.85498(13) 0.10339(12) 0.0405(4) Uani 1 1 d . . . . .
H01M_1 H 0.385298 0.889009 0.143466 0.061 Uiso 1 1 calc R U . . .
H01N_1 H 0.260129 0.873400 0.099639 0.061 Uiso 1 1 calc R U . . .
H01O_1 H 0.393797 0.880313 0.042610 0.061 Uiso 1 1 calc R U . . .
C1_2 C 0.10392(12) 0.42796(11) 0.23040(9) 0.0223(3) Uani 1 1 d . . . . .
H1_2 H 0.050867 0.377107 0.214337 0.027 Uiso 1 1 calc R U . . .
N5_2 N 0.01735(10) 0.50675(9) 0.25981(7) 0.0231(2) Uani 1 1 d . . . . .
N4_2 N 0.13486(10) 0.34698(9) 0.40516(7) 0.0220(2) Uani 1 1 d . . . . .
C3_2 C 0.01811(13) 0.40795(13) 0.42533(9) 0.0282(3) Uani 1 1 d . . . . .
H00U_2 H 0.043083 0.468827 0.444069 0.034 Uiso 1 1 calc R U . . .
H00W_2 H -0.033509 0.360483 0.476799 0.034 Uiso 1 1 calc R U . . .
C4_2 C 0.19670(12) 0.28465(11) 0.48667(8) 0.0223(3) Uani 1 1 d . . . . .
C5_2 C 0.15660(13) 0.17838(12) 0.53341(9) 0.0271(3) Uani 1 1 d . . . . .
C6_2 C 0.21782(15) 0.11792(12) 0.61174(10) 0.0305(3) Uani 1 1 d . . . . .
H6_2 H 0.191573 0.047308 0.643002 0.037 Uiso 1 1 calc R U . . .
C7_2 C 0.31687(14) 0.15953(12) 0.64481(9) 0.0292(3) Uani 1 1 d . . . . .
C8_2 C 0.35302(13) 0.26624(12) 0.59786(9) 0.0271(3) Uani 1 1 d . . . . .
H8_2 H 0.418858 0.295496 0.619238 0.033 Uiso 1 1 calc R U . . .
C9_2 C 0.29323(12) 0.33056(11) 0.51960(9) 0.0235(3) Uani 1 1 d . . . . .
C10_2 C 0.33151(14) 0.44701(12) 0.47265(10) 0.0290(3) Uani 1 1 d . . . . .
H01A_2 H 0.408547 0.460336 0.497075 0.043 Uiso 1 1 calc R U . . .
H01B_2 H 0.263531 0.495622 0.483868 0.043 Uiso 1 1 calc R U . . .
H01C_2 H 0.346852 0.459244 0.407101 0.043 Uiso 1 1 calc R U . . .
C11_2 C 0.05190(16) 0.12857(14) 0.49938(11) 0.0376(4) Uani 1 1 d . . . . .
H01G_2 H 0.024232 0.063278 0.546620 0.056 Uiso 1 1 calc R U . . .
H01H_2 H 0.084157 0.111000 0.444516 0.056 Uiso 1 1 calc R U . . .
H01I_2 H -0.019570 0.179631 0.485282 0.056 Uiso 1 1 calc R U . . .
C12_2 C 0.38016(17) 0.09129(14) 0.73009(11) 0.0394(4) Uani 1 1 d . . . . .
H01J_2 H 0.380993 0.015812 0.733039 0.059 Uiso 1 1 calc R U . . .
H01K_2 H 0.332901 0.100552 0.784332 0.059 Uiso 1 1 calc R U . . .
H01L_2 H 0.466905 0.114031 0.727246 0.059 Uiso 1 1 calc R U . . .
C13_2 C -0.04495(12) 0.59524(11) 0.19375(9) 0.0245(3) Uani 1 1 d . . . . .
C14_2 C -0.03980(14) 0.69860(12) 0.20591(10) 0.0296(3) Uani 1 1 d . . . . .
C15_2 C -0.09674(16) 0.78817(13) 0.14331(11) 0.0372(3) Uani 1 1 d . . . . .
H15_2 H -0.093345 0.856405 0.151583 0.045 Uiso 1 1 calc R U . . .
C16_2 C -0.15844(16) 0.77939(13) 0.06891(11) 0.0378(4) Uani 1 1 d . . . . .
C17_2 C -0.16418(14) 0.67641(13) 0.05913(10) 0.0331(3) Uani 1 1 d . . . . .
H17_2 H -0.205485 0.669114 0.009754 0.040 Uiso 1 1 calc R U . . .
C18_2 C -0.11036(12) 0.58323(12) 0.12055(9) 0.0264(3) Uani 1 1 d . . . . .
C19_2 C -0.13018(13) 0.47385(12) 0.10865(10) 0.0290(3) Uani 1 1 d . . . . .
H00I_2 H -0.200324 0.479649 0.070420 0.044 Uiso 1 1 calc R U . . .
H00K_2 H -0.149670 0.421393 0.168263 0.044 Uiso 1 1 calc R U . . .
H00L_2 H -0.053202 0.450722 0.079663 0.044 Uiso 1 1 calc R U . . .
C20_2 C 0.02618(16) 0.71278(13) 0.28524(11) 0.0364(3) Uani 1 1 d . . . . .
H01D_2 H 0.040926 0.788816 0.273911 0.055 Uiso 1 1 calc R U . . .
H01E_2 H 0.107024 0.672821 0.290693 0.055 Uiso 1 1 calc R U . . .
H01F_2 H -0.027293 0.685739 0.341738 0.055 Uiso 1 1 calc R U . . .
C21_2 C -0.2196(2) 0.87807(16) 0.00231(14) 0.0564(5) Uani 1 1 d . . . . .
H01T_2 H -0.243500 0.859540 -0.050322 0.085 Uiso 1 1 calc R U . . .
H01U_2 H -0.159394 0.935969 -0.018007 0.085 Uiso 1 1 calc R U . . .
H01V_2 H -0.294930 0.901508 0.032849 0.085 Uiso 1 1 calc R U . . .
C2_2 C -0.06239(12) 0.45074(12) 0.34302(9) 0.0269(3) Uani 1 1 d . . . . .
H00Q_2 H -0.104133 0.390494 0.332905 0.032 Uiso 1 1 calc R U . . .
H00T_2 H -0.128833 0.500887 0.355707 0.032 Uiso 1 1 calc R U . . .
B1_3 B 0.18424(13) 0.36010(12) 0.31423(10) 0.0212(3) Uani 1 1 d . . . . .
N1_3 N 0.31057(10) 0.30808(9) 0.29457(7) 0.0208(2) Uani 1 1 d . . . . .
C1_3 C 0.30893(12) 0.19099(11) 0.31576(9) 0.0233(3) Uani 1 1 d . . . . .
B2_3 B 0.42015(13) 0.36995(12) 0.25195(10) 0.0213(3) Uani 1 1 d . . . . .
C3_3 C 0.23129(15) 0.03463(13) 0.28284(11) 0.0347(3) Uani 1 1 d . . . . .
H3_3 H 0.184058 0.006178 0.247109 0.042 Uiso 1 1 calc R U . . .
C4_3 C 0.29422(16) -0.03488(13) 0.35607(13) 0.0392(4) Uani 1 1 d . . . . .
H4_3 H 0.289435 -0.110136 0.369852 0.047 Uiso 1 1 calc R U . . .
C5_3 C 0.36420(16) 0.00853(13) 0.40851(13) 0.0417(4) Uani 1 1 d . . . . .
H01S_3 H 0.407347 -0.038034 0.457260 0.050 Uiso 1 1 calc R U . . .
C6_3 C 0.37095(14) 0.12060(12) 0.38941(11) 0.0324(3) Uani 1 1 d . . . . .
H6_3 H 0.417110 0.148636 0.426005 0.039 Uiso 1 1 calc R U . . .
C2_3 C 0.23885(13) 0.14717(12) 0.26279(10) 0.0281(3) Uani 1 1 d . . . . .
H2_3 H 0.196619 0.193588 0.213461 0.034 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
C1_1 C2_1 1.4076(18) . ?
C1_1 C6_1 1.4117(19) . ?
C1_1 B2_3 1.6001(18) . ?
C2_1 C3_1 1.4017(19) . ?
C2_1 C8_1 1.511(2) . ?
C3_1 C4_1 1.384(2) . ?
C3_1 H3_1 0.9300 . ?
C4_1 C5_1 1.390(2) . ?
C4_1 C9_1 1.5163(19) . ?
C5_1 C6_1 1.3960(18) . ?
C5_1 H5_1 0.9300 . ?
C6_1 C7_1 1.5062(19) . ?
C7_1 H00X_1 0.9600 . ?
C7_1 H7_1 0.9600 . ?
C7_1 H010_1 0.9600 . ?
C8_1 H00M_1 0.9600 . ?
C8_1 H00O_1 0.9600 . ?
C8_1 H00P_1 0.9600 . ?
C9_1 H01P_1 0.9600 . ?
C9_1 H01Q_1 0.9600 . ?
C9_1 H01R_1 0.9600 . ?
C10_1 C15_1 1.4197(19) . ?
C10_1 C11_1 1.4249(17) . ?
C10_1 B2_3 1.6043(19) . ?
C15_1 C14_1 1.3924(19) . ?
C15_1 C17_1 1.5082(18) . ?
C14_1 C13_1 1.391(2) . ?
C14_1 H14_1 0.9300 . ?
C13_1 C12_1 1.384(2) . ?
C13_1 C18_1 1.510(2) . ?
C12_1 C11_1 1.3922(19) . ?
C12_1 H12_1 0.9300 . ?
C11_1 C16_1 1.5098(19) . ?
C16_1 C1_2 1.5296(17) . ?
C16_1 H00A_1 0.9700 . ?
C16_1 H00B_1 0.9700 . ?
C17_1 H00C_1 0.9600 . ?
C17_1 H00E_1 0.9600 . ?
C17_1 H00F_1 0.9600 . ?
C18_1 H01M_1 0.9600 . ?
C18_1 H01N_1 0.9600 . ?
C18_1 H01O_1 0.9600 . ?
C1_2 N5_2 1.4694(16) . ?
C1_2 B1_3 1.5832(19) . ?
C1_2 H1_2 0.9800 . ?
N5_2 C13_2 1.4328(17) . ?
N5_2 C2_2 1.4582(17) . ?
N4_2 B1_3 1.3950(17) . ?
N4_2 C4_2 1.4363(16) . ?
N4_2 C3_2 1.4748(16) . ?
C3_2 C2_2 1.5107(19) . ?
C3_2 H00U_2 0.9700 . ?
C3_2 H00W_2 0.9700 . ?
C4_2 C9_2 1.3986(18) . ?
C4_2 C5_2 1.4007(19) . ?
C5_2 C6_2 1.392(2) . ?
C5_2 C11_2 1.503(2) . ?
C6_2 C7_2 1.390(2) . ?
C6_2 H6_2 0.9300 . ?
C7_2 C8_2 1.394(2) . ?
C7_2 C12_2 1.506(2) . ?
C8_2 C9_2 1.3976(19) . ?
C8_2 H8_2 0.9300 . ?
C9_2 C10_2 1.5073(19) . ?
C10_2 H01A_2 0.9600 . ?
C10_2 H01B_2 0.9600 . ?
C10_2 H01C_2 0.9600 . ?
C11_2 H01G_2 0.9600 . ?
C11_2 H01H_2 0.9600 . ?
C11_2 H01I_2 0.9600 . ?
C12_2 H01J_2 0.9600 . ?
C12_2 H01K_2 0.9600 . ?
C12_2 H01L_2 0.9600 . ?
C13_2 C14_2 1.406(2) . ?
C13_2 C18_2 1.4086(19) . ?
C14_2 C15_2 1.390(2) . ?
C14_2 C20_2 1.504(2) . ?
C15_2 C16_2 1.388(2) . ?
C15_2 H15_2 0.9300 . ?
C16_2 C17_2 1.387(2) . ?
C16_2 C21_2 1.508(2) . ?
C17_2 C18_2 1.397(2) . ?
C17_2 H17_2 0.9300 . ?
C18_2 C19_2 1.504(2) . ?
C19_2 H00I_2 0.9600 . ?
C19_2 H00K_2 0.9600 . ?
C19_2 H00L_2 0.9600 . ?
C20_2 H01D_2 0.9600 . ?
C20_2 H01E_2 0.9600 . ?
C20_2 H01F_2 0.9600 . ?
C21_2 H01T_2 0.9600 . ?
C21_2 H01U_2 0.9600 . ?
C21_2 H01V_2 0.9600 . ?
C2_2 H00Q_2 0.9700 . ?
C2_2 H00T_2 0.9700 . ?
B1_3 N1_3 1.4949(17) . ?
N1_3 B2_3 1.4181(18) . ?
N1_3 C1_3 1.4433(17) . ?
C1_3 C6_3 1.3883(19) . ?
C1_3 C2_3 1.392(2) . ?
C3_3 C4_3 1.385(2) . ?
C3_3 C2_3 1.392(2) . ?
C3_3 H3_3 0.9300 . ?
C4_3 C5_3 1.382(3) . ?
C4_3 H4_3 0.9300 . ?
C5_3 C6_3 1.387(2) . ?
C5_3 H01S_3 0.9300 . ?
C6_3 H6_3 0.9300 . ?
C2_3 H2_3 0.9300 . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
C2_1 C1_1 C6_1 118.01(12) . . ?
C2_1 C1_1 B2_3 124.59(12) . . ?
C6_1 C1_1 B2_3 117.37(11) . . ?
C3_1 C2_1 C1_1 120.11(13) . . ?
C3_1 C2_1 C8_1 117.55(12) . . ?
C1_1 C2_1 C8_1 122.32(12) . . ?
C4_1 C3_1 C2_1 121.85(13) . . ?
C4_1 C3_1 H3_1 119.1 . . ?
C2_1 C3_1 H3_1 119.1 . . ?
C3_1 C4_1 C5_1 118.03(12) . . ?
C3_1 C4_1 C9_1 121.49(14) . . ?
C5_1 C4_1 C9_1 120.47(14) . . ?
C4_1 C5_1 C6_1 121.69(13) . . ?
C4_1 C5_1 H5_1 119.2 . . ?
C6_1 C5_1 H5_1 119.2 . . ?
C5_1 C6_1 C1_1 120.30(13) . . ?
C5_1 C6_1 C7_1 119.30(12) . . ?
C1_1 C6_1 C7_1 120.39(11) . . ?
C6_1 C7_1 H00X_1 109.5 . . ?
C6_1 C7_1 H7_1 109.5 . . ?
H00X_1 C7_1 H7_1 109.5 . . ?
C6_1 C7_1 H010_1 109.5 . . ?
H00X_1 C7_1 H010_1 109.5 . . ?
H7_1 C7_1 H010_1 109.5 . . ?
C2_1 C8_1 H00M_1 109.5 . . ?
C2_1 C8_1 H00O_1 109.5 . . ?
H00M_1 C8_1 H00O_1 109.5 . . ?
C2_1 C8_1 H00P_1 109.5 . . ?
H00M_1 C8_1 H00P_1 109.5 . . ?
H00O_1 C8_1 H00P_1 109.5 . . ?
C4_1 C9_1 H01P_1 109.5 . . ?
C4_1 C9_1 H01Q_1 109.5 . . ?
H01P_1 C9_1 H01Q_1 109.5 . . ?
C4_1 C9_1 H01R_1 109.5 . . ?
H01P_1 C9_1 H01R_1 109.5 . . ?
H01Q_1 C9_1 H01R_1 109.5 . . ?
C15_1 C10_1 C11_1 116.26(12) . . ?
C15_1 C10_1 B2_3 123.72(11) . . ?
C11_1 C10_1 B2_3 119.95(11) . . ?
C14_1 C15_1 C10_1 120.85(12) . . ?
C14_1 C15_1 C17_1 116.56(12) . . ?
C10_1 C15_1 C17_1 122.58(12) . . ?
C13_1 C14_1 C15_1 122.35(13) . . ?
C13_1 C14_1 H14_1 118.8 . . ?
C15_1 C14_1 H14_1 118.8 . . ?
C12_1 C13_1 C14_1 117.25(13) . . ?
C12_1 C13_1 C18_1 121.20(13) . . ?
C14_1 C13_1 C18_1 121.52(14) . . ?
C13_1 C12_1 C11_1 122.28(12) . . ?
C13_1 C12_1 H12_1 118.9 . . ?
C11_1 C12_1 H12_1 118.9 . . ?
C12_1 C11_1 C10_1 120.96(12) . . ?
C12_1 C11_1 C16_1 117.39(11) . . ?
C10_1 C11_1 C16_1 121.65(12) . . ?
C11_1 C16_1 C1_2 113.57(10) . . ?
C11_1 C16_1 H00A_1 108.9 . . ?
C1_2 C16_1 H00A_1 108.9 . . ?
C11_1 C16_1 H00B_1 108.9 . . ?
C1_2 C16_1 H00B_1 108.9 . . ?
H00A_1 C16_1 H00B_1 107.7 . . ?
C15_1 C17_1 H00C_1 109.5 . . ?
C15_1 C17_1 H00E_1 109.5 . . ?
H00C_1 C17_1 H00E_1 109.5 . . ?
C15_1 C17_1 H00F_1 109.5 . . ?
H00C_1 C17_1 H00F_1 109.5 . . ?
H00E_1 C17_1 H00F_1 109.5 . . ?
C13_1 C18_1 H01M_1 109.5 . . ?
C13_1 C18_1 H01N_1 109.5 . . ?
H01M_1 C18_1 H01N_1 109.5 . . ?
C13_1 C18_1 H01O_1 109.5 . . ?
H01M_1 C18_1 H01O_1 109.5 . . ?
H01N_1 C18_1 H01O_1 109.5 . . ?
N5_2 C1_2 C16_1 112.86(11) . . ?
N5_2 C1_2 B1_3 109.37(10) . . ?
C16_1 C1_2 B1_3 110.40(10) . . ?
N5_2 C1_2 H1_2 108.0 . . ?
C16_1 C1_2 H1_2 108.0 . . ?
B1_3 C1_2 H1_2 108.0 . . ?
C13_2 N5_2 C2_2 115.64(10) . . ?
C13_2 N5_2 C1_2 121.46(10) . . ?
C2_2 N5_2 C1_2 110.20(11) . . ?
B1_3 N4_2 C4_2 124.90(11) . . ?
B1_3 N4_2 C3_2 121.29(11) . . ?
C4_2 N4_2 C3_2 113.49(10) . . ?
N4_2 C3_2 C2_2 112.62(10) . . ?
N4_2 C3_2 H00U_2 109.1 . . ?
C2_2 C3_2 H00U_2 109.1 . . ?
N4_2 C3_2 H00W_2 109.1 . . ?
C2_2 C3_2 H00W_2 109.1 . . ?
H00U_2 C3_2 H00W_2 107.8 . . ?
C9_2 C4_2 C5_2 120.85(12) . . ?
C9_2 C4_2 N4_2 120.32(12) . . ?
C5_2 C4_2 N4_2 118.82(12) . . ?
C6_2 C5_2 C4_2 118.57(13) . . ?
C6_2 C5_2 C11_2 120.04(13) . . ?
C4_2 C5_2 C11_2 121.37(13) . . ?
C7_2 C6_2 C5_2 122.20(13) . . ?
C7_2 C6_2 H6_2 118.9 . . ?
C5_2 C6_2 H6_2 118.9 . . ?
C6_2 C7_2 C8_2 117.91(13) . . ?
C6_2 C7_2 C12_2 120.41(14) . . ?
C8_2 C7_2 C12_2 121.67(14) . . ?
C7_2 C8_2 C9_2 121.94(13) . . ?
C7_2 C8_2 H8_2 119.0 . . ?
C9_2 C8_2 H8_2 119.0 . . ?
C8_2 C9_2 C4_2 118.48(12) . . ?
C8_2 C9_2 C10_2 120.48(12) . . ?
C4_2 C9_2 C10_2 121.04(12) . . ?
C9_2 C10_2 H01A_2 109.5 . . ?
C9_2 C10_2 H01B_2 109.5 . . ?
H01A_2 C10_2 H01B_2 109.5 . . ?
C9_2 C10_2 H01C_2 109.5 . . ?
H01A_2 C10_2 H01C_2 109.5 . . ?
H01B_2 C10_2 H01C_2 109.5 . . ?
C5_2 C11_2 H01G_2 109.5 . . ?
C5_2 C11_2 H01H_2 109.5 . . ?
H01G_2 C11_2 H01H_2 109.5 . . ?
C5_2 C11_2 H01I_2 109.5 . . ?
H01G_2 C11_2 H01I_2 109.5 . . ?
H01H_2 C11_2 H01I_2 109.5 . . ?
C7_2 C12_2 H01J_2 109.5 . . ?
C7_2 C12_2 H01K_2 109.5 . . ?
H01J_2 C12_2 H01K_2 109.5 . . ?
C7_2 C12_2 H01L_2 109.5 . . ?
H01J_2 C12_2 H01L_2 109.5 . . ?
H01K_2 C12_2 H01L_2 109.5 . . ?
C14_2 C13_2 C18_2 119.93(13) . . ?
C14_2 C13_2 N5_2 116.17(12) . . ?
C18_2 C13_2 N5_2 123.90(13) . . ?
C15_2 C14_2 C13_2 119.01(14) . . ?
C15_2 C14_2 C20_2 120.15(14) . . ?
C13_2 C14_2 C20_2 120.85(13) . . ?
C16_2 C15_2 C14_2 122.34(15) . . ?
C16_2 C15_2 H15_2 118.8 . . ?
C14_2 C15_2 H15_2 118.8 . . ?
C17_2 C16_2 C15_2 117.67(14) . . ?
C17_2 C16_2 C21_2 121.22(16) . . ?
C15_2 C16_2 C21_2 121.10(16) . . ?
C16_2 C17_2 C18_2 122.57(14) . . ?
C16_2 C17_2 H17_2 118.7 . . ?
C18_2 C17_2 H17_2 118.7 . . ?
C17_2 C18_2 C13_2 118.44(14) . . ?
C17_2 C18_2 C19_2 118.74(13) . . ?
C13_2 C18_2 C19_2 122.75(12) . . ?
C18_2 C19_2 H00I_2 109.5 . . ?
C18_2 C19_2 H00K_2 109.5 . . ?
H00I_2 C19_2 H00K_2 109.5 . . ?
C18_2 C19_2 H00L_2 109.5 . . ?
H00I_2 C19_2 H00L_2 109.5 . . ?
H00K_2 C19_2 H00L_2 109.5 . . ?
C14_2 C20_2 H01D_2 109.5 . . ?
C14_2 C20_2 H01E_2 109.5 . . ?
H01D_2 C20_2 H01E_2 109.5 . . ?
C14_2 C20_2 H01F_2 109.5 . . ?
H01D_2 C20_2 H01F_2 109.5 . . ?
H01E_2 C20_2 H01F_2 109.5 . . ?
C16_2 C21_2 H01T_2 109.5 . . ?
C16_2 C21_2 H01U_2 109.5 . . ?
H01T_2 C21_2 H01U_2 109.5 . . ?
C16_2 C21_2 H01V_2 109.5 . . ?
H01T_2 C21_2 H01V_2 109.5 . . ?
H01U_2 C21_2 H01V_2 109.5 . . ?
N5_2 C2_2 C3_2 110.71(11) . . ?
N5_2 C2_2 H00Q_2 109.5 . . ?
C3_2 C2_2 H00Q_2 109.5 . . ?
N5_2 C2_2 H00T_2 109.5 . . ?
C3_2 C2_2 H00T_2 109.5 . . ?
H00Q_2 C2_2 H00T_2 108.1 . . ?
N4_2 B1_3 N1_3 120.92(12) . . ?
N4_2 B1_3 C1_2 119.79(11) . . ?
N1_3 B1_3 C1_2 119.26(11) . . ?
B2_3 N1_3 C1_3 122.85(11) . . ?
B2_3 N1_3 B1_3 122.43(11) . . ?
C1_3 N1_3 B1_3 114.54(10) . . ?
C6_3 C1_3 C2_3 118.93(13) . . ?
C6_3 C1_3 N1_3 122.12(12) . . ?
C2_3 C1_3 N1_3 118.90(12) . . ?
N1_3 B2_3 C1_1 118.61(12) . . ?
N1_3 B2_3 C10_1 118.58(11) . . ?
C1_1 B2_3 C10_1 122.57(11) . . ?
C4_3 C3_3 C2_3 119.89(15) . . ?
C4_3 C3_3 H3_3 120.1 . . ?
C2_3 C3_3 H3_3 120.1 . . ?
C5_3 C4_3 C3_3 119.43(14) . . ?
C5_3 C4_3 H4_3 120.3 . . ?
C3_3 C4_3 H4_3 120.3 . . ?
C4_3 C5_3 C6_3 120.90(15) . . ?
C4_3 C5_3 H01S_3 119.5 . . ?
C6_3 C5_3 H01S_3 119.5 . . ?
C5_3 C6_3 C1_3 120.11(14) . . ?
C5_3 C6_3 H6_3 119.9 . . ?
C1_3 C6_3 H6_3 119.9 . . ?
C1_3 C2_3 C3_3 120.73(13) . . ?
C1_3 C2_3 H2_3 119.6 . . ?
C3_3 C2_3 H2_3 119.6 . . ?
 
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
C6_1 C1_1 C2_1 C3_1 1.07(19) . . . . ?
B2_3 C1_1 C2_1 C3_1 179.23(12) . . . . ?
C6_1 C1_1 C2_1 C8_1 179.57(12) . . . . ?
B2_3 C1_1 C2_1 C8_1 -2.3(2) . . . . ?
C1_1 C2_1 C3_1 C4_1 -0.3(2) . . . . ?
C8_1 C2_1 C3_1 C4_1 -178.89(13) . . . . ?
C2_1 C3_1 C4_1 C5_1 -0.9(2) . . . . ?
C2_1 C3_1 C4_1 C9_1 178.45(14) . . . . ?
C3_1 C4_1 C5_1 C6_1 1.3(2) . . . . ?
C9_1 C4_1 C5_1 C6_1 -178.02(14) . . . . ?
C4_1 C5_1 C6_1 C1_1 -0.6(2) . . . . ?
C4_1 C5_1 C6_1 C7_1 -179.19(13) . . . . ?
C2_1 C1_1 C6_1 C5_1 -0.64(19) . . . . ?
B2_3 C1_1 C6_1 C5_1 -178.95(12) . . . . ?
C2_1 C1_1 C6_1 C7_1 177.98(12) . . . . ?
B2_3 C1_1 C6_1 C7_1 -0.32(18) . . . . ?
C11_1 C10_1 C15_1 C14_1 1.84(18) . . . . ?
B2_3 C10_1 C15_1 C14_1 178.69(12) . . . . ?
C11_1 C10_1 C15_1 C17_1 -179.60(11) . . . . ?
B2_3 C10_1 C15_1 C17_1 -2.76(19) . . . . ?
C10_1 C15_1 C14_1 C13_1 0.3(2) . . . . ?
C17_1 C15_1 C14_1 C13_1 -178.35(12) . . . . ?
C15_1 C14_1 C13_1 C12_1 -1.8(2) . . . . ?
C15_1 C14_1 C13_1 C18_1 -179.96(13) . . . . ?
C14_1 C13_1 C12_1 C11_1 1.1(2) . . . . ?
C18_1 C13_1 C12_1 C11_1 179.26(13) . . . . ?
C13_1 C12_1 C11_1 C10_1 1.10(19) . . . . ?
C13_1 C12_1 C11_1 C16_1 -177.81(12) . . . . ?
C15_1 C10_1 C11_1 C12_1 -2.52(18) . . . . ?
B2_3 C10_1 C11_1 C12_1 -179.49(11) . . . . ?
C15_1 C10_1 C11_1 C16_1 176.34(11) . . . . ?
B2_3 C10_1 C11_1 C16_1 -0.63(17) . . . . ?
C12_1 C11_1 C16_1 C1_2 -106.27(13) . . . . ?
C10_1 C11_1 C16_1 C1_2 74.83(15) . . . . ?
C11_1 C16_1 C1_2 N5_2 69.43(14) . . . . ?
C11_1 C16_1 C1_2 B1_3 -53.31(14) . . . . ?
C16_1 C1_2 N5_2 C13_2 42.25(16) . . . . ?
B1_3 C1_2 N5_2 C13_2 165.56(11) . . . . ?
C16_1 C1_2 N5_2 C2_2 -177.78(10) . . . . ?
B1_3 C1_2 N5_2 C2_2 -54.47(13) . . . . ?
B1_3 N4_2 C3_2 C2_2 19.85(18) . . . . ?
C4_2 N4_2 C3_2 C2_2 -166.38(11) . . . . ?
B1_3 N4_2 C4_2 C9_2 82.26(17) . . . . ?
C3_2 N4_2 C4_2 C9_2 -91.25(14) . . . . ?
B1_3 N4_2 C4_2 C5_2 -99.14(15) . . . . ?
C3_2 N4_2 C4_2 C5_2 87.36(15) . . . . ?
C9_2 C4_2 C5_2 C6_2 -2.11(19) . . . . ?
N4_2 C4_2 C5_2 C6_2 179.29(12) . . . . ?
C9_2 C4_2 C5_2 C11_2 179.27(13) . . . . ?
N4_2 C4_2 C5_2 C11_2 0.67(19) . . . . ?
C4_2 C5_2 C6_2 C7_2 0.0(2) . . . . ?
C11_2 C5_2 C6_2 C7_2 178.67(14) . . . . ?
C5_2 C6_2 C7_2 C8_2 1.2(2) . . . . ?
C5_2 C6_2 C7_2 C12_2 179.79(13) . . . . ?
C6_2 C7_2 C8_2 C9_2 -0.3(2) . . . . ?
C12_2 C7_2 C8_2 C9_2 -178.93(13) . . . . ?
C7_2 C8_2 C9_2 C4_2 -1.68(19) . . . . ?
C7_2 C8_2 C9_2 C10_2 177.75(13) . . . . ?
C5_2 C4_2 C9_2 C8_2 2.90(19) . . . . ?
N4_2 C4_2 C9_2 C8_2 -178.52(11) . . . . ?
C5_2 C4_2 C9_2 C10_2 -176.53(12) . . . . ?
N4_2 C4_2 C9_2 C10_2 2.05(18) . . . . ?
C2_2 N5_2 C13_2 C14_2 88.90(15) . . . . ?
C1_2 N5_2 C13_2 C14_2 -133.13(13) . . . . ?
C2_2 N5_2 C13_2 C18_2 -90.20(15) . . . . ?
C1_2 N5_2 C13_2 C18_2 47.77(18) . . . . ?
C18_2 C13_2 C14_2 C15_2 -1.8(2) . . . . ?
N5_2 C13_2 C14_2 C15_2 179.04(12) . . . . ?
C18_2 C13_2 C14_2 C20_2 178.21(13) . . . . ?
N5_2 C13_2 C14_2 C20_2 -0.93(19) . . . . ?
C13_2 C14_2 C15_2 C16_2 -0.1(2) . . . . ?
C20_2 C14_2 C15_2 C16_2 179.83(15) . . . . ?
C14_2 C15_2 C16_2 C17_2 1.2(2) . . . . ?
C14_2 C15_2 C16_2 C21_2 179.83(16) . . . . ?
C15_2 C16_2 C17_2 C18_2 -0.2(2) . . . . ?
C21_2 C16_2 C17_2 C18_2 -178.91(15) . . . . ?
C16_2 C17_2 C18_2 C13_2 -1.7(2) . . . . ?
C16_2 C17_2 C18_2 C19_2 175.35(14) . . . . ?
C14_2 C13_2 C18_2 C17_2 2.68(19) . . . . ?
N5_2 C13_2 C18_2 C17_2 -178.25(12) . . . . ?
C14_2 C13_2 C18_2 C19_2 -174.21(12) . . . . ?
N5_2 C13_2 C18_2 C19_2 4.86(19) . . . . ?
C13_2 N5_2 C2_2 C3_2 -148.61(12) . . . . ?
C1_2 N5_2 C2_2 C3_2 68.87(14) . . . . ?
N4_2 C3_2 C2_2 N5_2 -48.86(16) . . . . ?
C4_2 N4_2 B1_3 N1_3 -0.1(2) . . . . ?
C3_2 N4_2 B1_3 N1_3 172.89(12) . . . . ?
C4_2 N4_2 B1_3 C1_2 178.00(12) . . . . ?
C3_2 N4_2 B1_3 C1_2 -8.97(19) . . . . ?
N5_2 C1_2 B1_3 N4_2 25.57(16) . . . . ?
C16_1 C1_2 B1_3 N4_2 150.32(12) . . . . ?
N5_2 C1_2 B1_3 N1_3 -156.26(11) . . . . ?
C16_1 C1_2 B1_3 N1_3 -31.50(16) . . . . ?
N4_2 B1_3 N1_3 B2_3 -113.09(14) . . . . ?
C1_2 B1_3 N1_3 B2_3 68.76(16) . . . . ?
N4_2 B1_3 N1_3 C1_3 71.54(16) . . . . ?
C1_2 B1_3 N1_3 C1_3 -106.62(13) . . . . ?
B2_3 N1_3 C1_3 C6_3 74.83(17) . . . . ?
B1_3 N1_3 C1_3 C6_3 -109.82(14) . . . . ?
B2_3 N1_3 C1_3 C2_3 -107.65(14) . . . . ?
B1_3 N1_3 C1_3 C2_3 67.70(15) . . . . ?
C1_3 N1_3 B2_3 C1_1 -5.79(18) . . . . ?
B1_3 N1_3 B2_3 C1_1 179.22(11) . . . . ?
C1_3 N1_3 B2_3 C10_1 168.72(11) . . . . ?
B1_3 N1_3 B2_3 C10_1 -6.27(18) . . . . ?
C2_1 C1_1 B2_3 N1_3 -83.14(17) . . . . ?
C6_1 C1_1 B2_3 N1_3 95.04(15) . . . . ?
C2_1 C1_1 B2_3 C10_1 102.58(15) . . . . ?
C6_1 C1_1 B2_3 C10_1 -79.24(16) . . . . ?
C15_1 C10_1 B2_3 N1_3 140.00(13) . . . . ?
C11_1 C10_1 B2_3 N1_3 -43.26(17) . . . . ?
C15_1 C10_1 B2_3 C1_1 -45.72(18) . . . . ?
C11_1 C10_1 B2_3 C1_1 131.01(13) . . . . ?
C2_3 C3_3 C4_3 C5_3 -0.1(2) . . . . ?
C3_3 C4_3 C5_3 C6_3 0.7(3) . . . . ?
C4_3 C5_3 C6_3 C1_3 -1.2(2) . . . . ?
C2_3 C1_3 C6_3 C5_3 0.9(2) . . . . ?
N1_3 C1_3 C6_3 C5_3 178.46(14) . . . . ?
C6_3 C1_3 C2_3 C3_3 -0.3(2) . . . . ?
N1_3 C1_3 C2_3 C3_3 -177.88(12) . . . . ?
C4_3 C3_3 C2_3 C1_3 -0.1(2) . . . . ?
 
_refine_diff_density_max    0.262
_refine_diff_density_min   -0.221
_refine_diff_density_rms    0.045



