# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2151560'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;


# was 3dom_twin1_hklf4 (becker07))
_audit_creation_date             2018-05-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H18 B2'
_chemical_formula_sum            'C14 H18 B2'
_chemical_formula_weight         207.90
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H18 B2'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.68940(11)
_cell_length_b                   10.29021(14)
_cell_length_c                   12.63823(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1260.11(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17389
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      76.2030
_cell_measurement_theta_min      4.5030
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.818
_exptl_absorpt_coefficient_mu    0.430
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.522
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.096
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             448
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -6 3 0.0282
0 4 -7 0.0384
-6 0 2 0.2272
1 1 -8 0.0618
-3 -6 1 0.1344
0 1 8 0.0358
3 6 -2 0.1074
-1 6 -3 0.0553

_exptl_crystal_size_max          0.488
_exptl_crystal_size_mid          0.161
_exptl_crystal_size_min          0.088
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0235 -6.0287 3.2731 -0.0756 -0.5688 -0.8190
0.0042 3.6086 -6.6202 0.5400 0.2425 0.7693
-6.0108 -0.4111 2.3999 -0.0358 0.8138 -0.5822
0.9144 0.5300 -8.0929 0.8361 -0.1100 0.5374
-2.7818 -5.9047 1.2398 0.2745 -0.0350 -0.9609
-0.1510 1.1506 8.0803 -0.9509 0.1248 -0.2832
2.7849 5.8285 -1.6916 -0.2205 0.0280 0.9750
-1.3821 5.9771 -3.1907 0.0816 0.6153 0.7841

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0169
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17567
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.137
_diffrn_reflns_theta_min         5.544
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_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  23.00   1.00   12.00    --  -38.50  38.00 -30.00   81
  2  ω    -92.00  -4.00   1.00   12.00    --  -38.50 125.00 150.00   88
  3  ω    -85.00  -2.00   1.00   12.00    --  -38.50 125.00 -30.00   83
  4  ω     74.00 105.00   1.00   12.00    --   43.45  77.00 150.00   31
  5  ω     14.00  74.00   1.00   12.00    --   43.45  77.00 -90.00   60
  6  ω     35.00  62.00   1.00   12.00    --   43.45  38.00-180.00   27
  7  ω     23.00 113.00   1.00   12.00    --   43.45  38.00 -90.00   90
  8  ω     19.00  53.00   1.00   12.00    --   43.45  77.00 150.00   34
  9  ω     13.00  98.00   1.00   12.00    --   43.45  77.00   0.00   85
 10  ω     19.00  49.00   1.00   12.00    --   43.45  57.00 -30.00   30
 11  ω     13.00  82.00   1.00   12.00    --   43.45  77.00  90.00   69
 12  ω    -28.00  39.00   1.00   12.00    --   43.45 -38.00  90.00   67
 13  ω     25.00  84.00   1.00   12.00    --   43.45  38.00  90.00   59
 14  ω     19.00  85.00   1.00   12.00    --   43.45  57.00-150.00   66
 15  ω     65.00 109.00   1.00   12.00    --   43.45  57.00 -30.00   44
 16  ω     15.00  40.00   1.00   12.00    --   43.45  77.00-150.00   25
 17  ω     86.00 114.00   1.00   48.00    --  111.00  61.00  90.00   28
 18  ω     85.00 115.00   1.00   48.00    --  111.00  61.00 150.00   30
 19  ω     63.00 105.00   1.00   48.00    --  111.00 -94.00-180.00   42
 20  ω     85.00 112.00   1.00   48.00    --  111.00  61.00  60.00   27
 21  ω     86.00 116.00   1.00   48.00    --  111.00  61.00 -90.00   30
 22  ω     42.00 133.00   1.00   48.00    --  111.00 -45.00 -90.00   91
 23  ω     41.00 115.00   1.00   48.00    --  111.00-125.00 150.00   74
 24  ω     85.00 149.00   1.00   48.00    --  111.00  61.00-180.00   64
 25  ω     85.00 111.00   1.00   48.00    --  111.00  61.00 120.00   26
 26  ω    123.00 159.00   1.00   48.00    --  111.00  69.00 -24.55   36
 27  ω     81.00 166.00   1.00   48.00    --  111.00  77.00 -60.00   85
 28  ω     81.00 160.00   1.00   48.00    --  111.00  77.00 -90.00   79
 29  ω     81.00 155.00   1.00   48.00    --  111.00  77.00   0.00   74
 30  ω     81.00 108.00   1.00   48.00    --  111.00  77.00-120.00   27
 31  ω     85.00 133.00   1.00   48.00    --  111.00  61.00-150.00   48
 32  ω     43.00 133.00   1.00   48.00    --  111.00 -45.00  90.00   90
 33  ω     32.00 102.00   1.00   48.00    --  111.00 -94.00 -60.00   70
 34  ω     81.00 163.00   1.00   48.00    --  111.00  77.00 150.00   82
 35  ω     85.00 112.00   1.00   48.00    --  111.00  61.00 -30.00   27
 36  ω     76.00 118.00   1.00   48.00    --  111.00-125.00  60.00   42
 37  ω    115.00 173.00   1.00   48.00    --  111.00 125.00-180.00   58
 38  ω    134.00 161.00   1.00   48.00    --  111.00  61.00  30.00   27
 39  ω     36.00 110.00   1.00   48.00    --  111.00 -94.00-120.00   74
 40  ω     82.00 107.00   1.00   48.00    --  111.00  77.00-180.00   25
 41  ω     86.00 113.00   1.00   48.00    --  111.00  61.00  30.00   27
 42  ω     85.00 118.00   1.00   48.00    --  111.00  61.00   0.00   33
 43  ω     85.00 112.00   1.00   48.00    --  111.00  61.00 -60.00   27
 44  ω     81.00 108.00   1.00   48.00    --  111.00  77.00 120.00   27
 45  ω     89.00 115.00   1.00   48.00    --  111.00  45.00-120.00   26
 46  ω    118.00 176.00   1.00   48.00    --  111.00  77.00-150.00   58
 47  ω     86.00 111.00   1.00   48.00    --  111.00  61.00-120.00   25
 48  ω     81.00 108.00   1.00   48.00    --  111.00  77.00-150.00   27
 49  ω     89.00 174.00   1.00   48.00    --  111.00  45.00 120.00   85
 50  ω     89.00 152.00   1.00   48.00    --  111.00  45.00 -90.00   63
 51  ω     81.00 115.00   1.00   48.00    --  111.00  77.00  60.00   34
 52  ω    128.00 164.00   1.00   48.00    --  111.00  61.00  90.00   36
 53  ω     83.00 109.00   1.00   48.00    --  111.00  69.00 -24.55   26
 54  ω     86.00 176.00   1.00   48.00    --  111.00  58.00  46.62   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0345893000
_diffrn_orient_matrix_UB_12      -0.0534435000
_diffrn_orient_matrix_UB_13      -0.1107188000
_diffrn_orient_matrix_UB_21      -0.1392971000
_diffrn_orient_matrix_UB_22      0.0721018000
_diffrn_orient_matrix_UB_23      0.0025789000
_diffrn_orient_matrix_UB_31      0.0683725000
_diffrn_orient_matrix_UB_32      0.1198555000
_diffrn_orient_matrix_UB_33      -0.0508349000
_diffrn_oxdiff_ac3_digest_frames 
;
01915c363ed02423d1b16c58d7d52cde3502783af0f
;
_diffrn_oxdiff_ac3_digest_hkl    
;
01d00261c589d4282ad2ef2158a96b2cf37728
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.724
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                5050
_reflns_number_total             5111
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 1087 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         5111
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0346
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0684P)²+0.1084P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0944
_refine_ls_wR_factor_ref         0.0946
_refine_special_details          
'Crystal was a 3 component twin, ratio 61:23:16. All three domains were taken into account during data reduction and refinement. Hydrogen atoms were refined isotropically.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.606(5)
 0.234(3) 0.160(4)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.36731(18) 0.79499(19) 0.39785(13) 0.0208(4) Uani 1 1 d . . . . .
C2 C 0.37859(18) 0.66473(17) 0.43847(12) 0.0195(3) Uani 1 1 d . . . . .
C3 C 0.39008(17) 0.63751(18) 0.55030(12) 0.0196(4) Uani 1 1 d . . . . .
C4 C 0.4130(2) 0.51049(19) 0.58122(13) 0.0239(4) Uani 1 1 d . . . . .
H4 H 0.424(3) 0.497(3) 0.6606(18) 0.028(6) Uiso 1 1 d . . . . .
C5 C 0.4163(2) 0.4057(2) 0.50873(14) 0.0274(4) Uani 1 1 d . . . . .
H5 H 0.428(3) 0.318(3) 0.5362(17) 0.028(6) Uiso 1 1 d . . . . .
C6 C 0.3976(2) 0.4296(2) 0.40331(14) 0.0264(4) Uani 1 1 d . . . . .
H6 H 0.402(3) 0.353(3) 0.350(2) 0.037(7) Uiso 1 1 d . . . . .
C7 C 0.37932(19) 0.55845(19) 0.36605(13) 0.0227(4) Uani 1 1 d . . . . .
C8 C 0.3630(2) 0.5817(2) 0.25605(13) 0.0271(4) Uani 1 1 d . . . . .
H8 H 0.367(3) 0.506(3) 0.2091(18) 0.030(6) Uiso 1 1 d . . . . .
C9 C 0.3458(2) 0.7053(2) 0.21879(14) 0.0300(5) Uani 1 1 d . . . . .
H9 H 0.337(3) 0.729(3) 0.145(2) 0.035(7) Uiso 1 1 d . . . . .
C10 C 0.34754(19) 0.8105(2) 0.28985(14) 0.0266(4) Uani 1 1 d . . . . .
H10 H 0.343(3) 0.902(3) 0.2607(18) 0.030(6) Uiso 1 1 d . . . . .
C11 C 0.5237(2) 0.9333(2) 0.53502(14) 0.0262(4) Uani 1 1 d . . . . .
H11A H 0.509(3) 0.989(3) 0.594(2) 0.041(7) Uiso 1 1 d . . . . .
H11B H 0.567(3) 0.847(3) 0.557(2) 0.049(8) Uiso 1 1 d . . . . .
H11C H 0.593(4) 0.974(3) 0.489(2) 0.059(9) Uiso 1 1 d . . . . .
C12 C 0.3111(2) 1.0467(2) 0.43796(17) 0.0322(4) Uani 1 1 d . . . . .
H12A H 0.292(3) 1.096(3) 0.506(2) 0.044(7) Uiso 1 1 d . . . . .
H12B H 0.220(3) 1.033(3) 0.403(2) 0.047(8) Uiso 1 1 d . . . . .
H12C H 0.367(4) 1.109(4) 0.390(3) 0.070(10) Uiso 1 1 d . . . . .
C13 C 0.22826(19) 0.8238(2) 0.63577(14) 0.0259(4) Uani 1 1 d . . . . .
H13A H 0.188(3) 0.839(3) 0.5633(19) 0.029(6) Uiso 1 1 d . . . . .
H13B H 0.151(4) 0.773(3) 0.678(2) 0.053(9) Uiso 1 1 d . . . . .
H13C H 0.242(4) 0.913(4) 0.676(2) 0.065(10) Uiso 1 1 d . . . . .
C14 C 0.4365(2) 0.7252(2) 0.74793(14) 0.0297(5) Uani 1 1 d . . . . .
H14A H 0.532(5) 0.690(4) 0.742(3) 0.081(12) Uiso 1 1 d . . . . .
H14B H 0.379(4) 0.673(4) 0.793(3) 0.064(10) Uiso 1 1 d . . . . .
H14C H 0.438(4) 0.812(4) 0.778(3) 0.067(10) Uiso 1 1 d . . . . .
B1 B 0.3940(2) 0.9211(2) 0.46325(14) 0.0209(4) Uani 1 1 d . . . . .
B2 B 0.3586(2) 0.73595(19) 0.64068(13) 0.0191(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.440(2) . ?
C1 C10 1.387(2) . ?
C1 B1 1.560(3) . ?
C2 C3 1.445(2) . ?
C2 C7 1.426(2) . ?
C3 C4 1.382(3) . ?
C3 B2 1.557(2) . ?
C4 H4 1.02(2) . ?
C4 C5 1.416(3) . ?
C5 H5 0.97(3) . ?
C5 C6 1.367(3) . ?
C6 H6 1.04(3) . ?
C6 C7 1.418(3) . ?
C7 C8 1.419(2) . ?
C8 H8 0.98(3) . ?
C8 C9 1.367(3) . ?
C9 H9 0.96(3) . ?
C9 C10 1.406(3) . ?
C10 H10 1.02(3) . ?
C11 H11A 0.96(3) . ?
C11 H11B 1.02(3) . ?
C11 H11C 0.99(4) . ?
C11 B1 1.555(3) . ?
C12 H12A 1.02(3) . ?
C12 H12B 1.00(3) . ?
C12 H12C 1.03(4) . ?
C12 B1 1.555(3) . ?
C13 H13A 1.01(2) . ?
C13 H13B 1.06(3) . ?
C13 H13C 1.06(4) . ?
C13 B2 1.555(3) . ?
C14 H14A 1.00(4) . ?
C14 H14B 0.96(4) . ?
C14 H14C 0.97(4) . ?
C14 B2 1.555(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 B1 124.96(15) . . ?
C10 C1 C2 117.91(17) . . ?
C10 C1 B1 116.66(17) . . ?
C1 C2 C3 122.35(15) . . ?
C7 C2 C1 119.05(14) . . ?
C7 C2 C3 118.59(16) . . ?
C2 C3 B2 125.19(16) . . ?
C4 C3 C2 118.18(16) . . ?
C4 C3 B2 116.06(14) . . ?
C3 C4 H4 115.0(15) . . ?
C3 C4 C5 122.77(16) . . ?
C5 C4 H4 122.2(15) . . ?
C4 C5 H5 118.5(13) . . ?
C6 C5 C4 119.37(18) . . ?
C6 C5 H5 122.1(13) . . ?
C5 C6 H6 119.0(15) . . ?
C5 C6 C7 120.57(17) . . ?
C7 C6 H6 120.3(15) . . ?
C6 C7 C2 120.30(15) . . ?
C6 C7 C8 119.78(16) . . ?
C8 C7 C2 119.91(17) . . ?
C7 C8 H8 117.2(14) . . ?
C9 C8 C7 120.53(17) . . ?
C9 C8 H8 122.2(14) . . ?
C8 C9 H9 125.3(17) . . ?
C8 C9 C10 119.64(16) . . ?
C10 C9 H9 114.9(17) . . ?
C1 C10 C9 122.81(19) . . ?
C1 C10 H10 118.1(14) . . ?
C9 C10 H10 118.9(13) . . ?
H11A C11 H11B 112(2) . . ?
H11A C11 H11C 108(3) . . ?
H11B C11 H11C 105(3) . . ?
B1 C11 H11A 112.5(17) . . ?
B1 C11 H11B 114.9(18) . . ?
B1 C11 H11C 103.7(19) . . ?
H12A C12 H12B 106(2) . . ?
H12A C12 H12C 107(3) . . ?
H12B C12 H12C 107(3) . . ?
B1 C12 H12A 109.6(17) . . ?
B1 C12 H12B 115.5(18) . . ?
B1 C12 H12C 111(2) . . ?
H13A C13 H13B 105(2) . . ?
H13A C13 H13C 110(2) . . ?
H13B C13 H13C 106(3) . . ?
B2 C13 H13A 116.4(15) . . ?
B2 C13 H13B 105.8(18) . . ?
B2 C13 H13C 112(2) . . ?
H14A C14 H14B 113(3) . . ?
H14A C14 H14C 110(3) . . ?
H14B C14 H14C 107(3) . . ?
B2 C14 H14A 114(2) . . ?
B2 C14 H14B 106(2) . . ?
B2 C14 H14C 107(2) . . ?
C11 B1 C1 120.66(16) . . ?
C12 B1 C1 119.80(16) . . ?
C12 B1 C11 118.05(17) . . ?
C13 B2 C3 120.54(15) . . ?
C13 B2 C14 118.05(15) . . ?
C14 B2 C3 119.89(17) . . ?

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 C2 C3 C4 -174.25(17) . . . . ?
C1 C2 C3 B2 14.8(3) . . . . ?
C1 C2 C7 C6 176.68(17) . . . . ?
C1 C2 C7 C8 -2.7(3) . . . . ?
C2 C1 C10 C9 -3.6(3) . . . . ?
C2 C1 B1 C11 46.4(3) . . . . ?
C2 C1 B1 C12 -147.80(18) . . . . ?
C2 C3 C4 C5 -4.3(3) . . . . ?
C2 C3 B2 C13 43.9(3) . . . . ?
C2 C3 B2 C14 -150.44(18) . . . . ?
C2 C7 C8 C9 -0.4(3) . . . . ?
C3 C2 C7 C6 -3.0(3) . . . . ?
C3 C2 C7 C8 177.66(17) . . . . ?
C3 C4 C5 C6 0.6(3) . . . . ?
C4 C3 B2 C13 -127.26(19) . . . . ?
C4 C3 B2 C14 38.4(3) . . . . ?
C4 C5 C6 C7 2.0(3) . . . . ?
C5 C6 C7 C2 -0.8(3) . . . . ?
C5 C6 C7 C8 178.61(19) . . . . ?
C6 C7 C8 C9 -179.78(19) . . . . ?
C7 C2 C3 C4 5.4(2) . . . . ?
C7 C2 C3 B2 -165.59(16) . . . . ?
C7 C8 C9 C10 1.5(3) . . . . ?
C8 C9 C10 C1 0.5(3) . . . . ?
C10 C1 C2 C3 -175.79(16) . . . . ?
C10 C1 C2 C7 4.6(2) . . . . ?
C10 C1 B1 C11 -125.57(19) . . . . ?
C10 C1 B1 C12 40.2(2) . . . . ?
B1 C1 C2 C3 12.3(3) . . . . ?
B1 C1 C2 C7 -167.27(16) . . . . ?
B1 C1 C10 C9 168.95(17) . . . . ?
B2 C3 C4 C5 167.46(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.539
_oxdiff_exptl_absorpt_empirical_full_min 0.655
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               3
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 0.606(5) 14341 7251 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.234(3) 0 5047 nmt -1.0011 -0.0004 -0.0000 -0.0004 -0.2029 0.7965 -0.0003
1.2044 0.2024
3 0.160(4) 0 3114 nmt 0.9977 -0.0513 0.0061 0.0582 0.9978 -0.0120 -0.0089
0.0181 1.0003

_twin_special_details            
;
Component 2 rotated by -179.9925° 
 around [-0.00 0.55 0.83] (reciprocal) or [-0.00 0.71 0.71] (direct)
Component 3 rotated by 3.2778° 
 around [0.20 0.10 0.97] (reciprocal) or [0.32 0.15 0.93] (direct)
;
####################################################################### 
# 
# 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_[1-PH2][3-H]
_database_code_depnum_ccdc_archive 'CCDC 2151563'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;


# was becker09_twin1_hklf4

_audit_creation_date             2018-06-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H20 B2 P, C14 H19 N2'
_chemical_formula_sum            'C28 H39 B2 N2 P'
_chemical_formula_weight         456.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H39 B2 N2 P'
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.1822(5)
_cell_length_b                   13.9482(7)
_cell_length_c                   16.4722(6)
_cell_angle_alpha                90.861(3)
_cell_angle_beta                 107.767(4)
_cell_angle_gamma                91.957(4)
_cell_volume                     2662.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6908
_cell_measurement_temperature    99.97(15)
_cell_measurement_theta_max      72.2470
_cell_measurement_theta_min      5.3890
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.852
_exptl_absorpt_coefficient_mu    1.029
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             984.0
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 -1 0.0116
-1 0 1 0.0116
1 0 1 0.0712
-1 0 -1 0.0712
0 1 0 0.0498
0 -1 0 0.0498

_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.023
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9982 -0.0508 -0.9974 -0.0875 -0.0011 -0.1077
-0.9982 0.0508 0.9974 0.0875 0.0011 0.1077
0.9992 -0.1440 0.9989 -0.0263 -0.1787 -0.0511
-0.9992 0.1440 -0.9989 0.0263 0.1787 0.0511
-0.0009 0.9989 -0.0012 0.0866 0.0116 -0.0675
0.0009 -0.9989 0.0012 -0.0866 -0.0116 0.0675

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            36514
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.776
_diffrn_reflns_theta_min         2.818
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.97(15)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.9315
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00  -5.00   1.00    5.50    --  -38.50 -19.00 150.00  110
  2  ω    -58.00  33.00   1.00    5.50    --  -38.50  38.00 -30.00   91
  3  ω    -62.00  30.00   1.00    5.50    --  -38.50  57.00-180.00   92
  4  ω     19.00  46.00   1.00    5.50    --   43.45  57.00   0.00   27
  5  ω     58.00  85.00   1.00    5.50    --   43.45  57.00-120.00   27
  6  ω     13.00 115.00   1.00    5.50    --   43.45  77.00  30.00  102
  7  ω      1.00  80.00   1.00    5.50    --   43.45 -99.00 -90.00   79
  8  ω     13.00  62.00   1.00    5.50    --   43.45  77.00   0.00   49
  9  ω     13.00  66.00   1.00    5.50    --   43.45  77.00 120.00   53
 10  ω      2.00  65.00   1.00    5.50    --   43.45 -99.00  60.00   63
 11  ω     64.00  92.00   1.00    5.50    --   43.45  57.00   0.00   28
 12  ω     20.00  79.00   1.00    5.50    --   43.45  77.00  60.00   59
 13  ω     23.00  62.00   1.00    5.50    --   43.45  38.00   0.00   39
 14  ω     15.00  68.00   1.00    5.50    --   43.45  77.00-180.00   53
 15  ω     21.00  48.00   1.00    5.50    --   43.45  57.00-120.00   27
 16  ω     13.00 115.00   1.00    5.50    --   43.45  77.00 -90.00  102
 17  ω     81.00 107.00   1.00   33.00    --  111.00  77.00-150.00   26
 18  ω     85.00 120.00   1.00   33.00    --  111.00  61.00-180.00   35
 19  ω     82.00 108.00   1.00   33.00    --  111.00  71.00 157.77   26
 20  ω     41.00 118.00   1.00   33.00    --  111.00-125.00 -90.00   77
 21  ω     85.00 111.00   1.00   33.00    --  111.00  61.00 -60.00   26
 22  ω    115.00 141.00   1.00   33.00    --  111.00 -77.00 150.00   26
 23  ω     83.00 118.00   1.00   33.00    --  111.00  68.00-132.98   35
 24  ω     85.00 112.00   1.00   33.00    --  111.00  61.00  90.00   27
 25  ω     81.00 107.00   1.00   33.00    --  111.00  76.00-100.93   26
 26  ω     85.00 173.00   1.00   33.00    --  111.00  61.00-150.00   88
 27  ω     31.00 109.00   1.00   33.00    --  111.00 -94.00   0.00   78
 28  ω     85.00 163.00   1.00   33.00    --  111.00  61.00  60.00   78
 29  ω     40.00  98.00   1.00   33.00    --  111.00 -77.00 150.00   58
 30  ω     81.00 108.00   1.00   33.00    --  111.00  77.00   0.00   27
 31  ω     81.00 123.00   1.00   33.00    --  111.00  77.00 -30.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0485590000
_diffrn_orient_matrix_UB_12      0.0866513000
_diffrn_orient_matrix_UB_13      0.0347582000
_diffrn_orient_matrix_UB_21      -0.0888415000
_diffrn_orient_matrix_UB_22      0.0114671000
_diffrn_orient_matrix_UB_23      -0.0883767000
_diffrn_orient_matrix_UB_31      -0.0860974000
_diffrn_orient_matrix_UB_32      -0.0676660000
_diffrn_orient_matrix_UB_33      0.0252303000
_diffrn_oxdiff_ac3_digest_frames 
;
01d46385dc5dd0899cea02fd2abdfdb0a700027dcb0
;
_diffrn_oxdiff_ac3_digest_hkl    
;
0161c08c684b81f06de33346ca40b28f3f9216
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11658
_reflns_number_total             14775
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.504
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     636
_refine_ls_number_reflns         14775
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      0.948
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0774P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1076
_refine_special_details          
'Refined as a 2-component twin. Component 2 rotated by -179.9671°  around [-0.00 1.00 0.00] (reciprocal) or [0.05 1.00 0.02] (direct). Hydrogens bonded to nitrogen and phosphor were refined isotropically.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5177(7)
 0.4823(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C16(H16), C17(H17), C18(H18),
 C20(H20), C21(H21), C22(H22), C30(H30), C31(H31), C32(H32), C34(H34), C35(H35),
  C36(H36), C44(H44), C45(H45), C46(H46), C48(H48), C49(H49), C50(H50)
3.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,
 H14C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,
 H28B,H28C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C),
 C42(H42A,H42B,H42C), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C), C55(H55A,H55B,
 H55C), C56(H56A,H56B,H56C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.41238(4) -0.03288(3) 0.10502(3) 0.01935(11) Uani 1 1 d . . . . .
H1A H 0.3853(18) -0.1147(16) 0.1340(14) 0.032(6) Uiso 1 1 d . . . . .
H1B H 0.4624(17) -0.0671(15) 0.0493(13) 0.026(5) Uiso 1 1 d . . . . .
P2 P 0.09017(4) 0.46693(3) 0.39584(3) 0.01958(12) Uani 1 1 d . . . . .
H2A H 0.0361(17) 0.4322(15) 0.4486(13) 0.025(5) Uiso 1 1 d . . . . .
H2B H 0.1120(19) 0.3886(17) 0.3584(15) 0.039(7) Uiso 1 1 d . . . . .
N1 N 0.03214(15) -0.06500(10) 0.27943(10) 0.0215(3) Uani 1 1 d . . . . .
H1 H 0.115(2) -0.079(2) 0.3324(19) 0.060(9) Uiso 1 1 d . . . . .
N2 N 0.21044(14) -0.07091(10) 0.41045(10) 0.0222(3) Uani 1 1 d . . . . .
N3 N 0.28233(15) 0.43101(10) 0.08336(11) 0.0231(4) Uani 1 1 d . . . . .
H3A H 0.371(2) 0.420(2) 0.153(2) 0.068(10) Uiso 1 1 d . . . . .
N4 N 0.45933(15) 0.43794(10) 0.21659(10) 0.0233(4) Uani 1 1 d . . . . .
C1 C 0.24435(16) 0.10129(12) 0.12042(12) 0.0187(4) Uani 1 1 d . . . . .
C2 C 0.13545(17) 0.13803(12) 0.09336(13) 0.0222(4) Uani 1 1 d . . . . .
H2 H 0.091162 0.125791 0.037021 0.027 Uiso 1 1 calc R . . . .
C3 C 0.08734(17) 0.19257(13) 0.14532(13) 0.0250(4) Uani 1 1 d . . . . .
H3 H 0.013358 0.215078 0.123566 0.030 Uiso 1 1 calc R . . . .
C4 C 0.15066(18) 0.21215(13) 0.22824(14) 0.0261(4) Uani 1 1 d . . . . .
H4 H 0.118788 0.246675 0.263635 0.031 Uiso 1 1 calc R . . . .
C5 C 0.26419(17) 0.18026(12) 0.26052(12) 0.0224(4) Uani 1 1 d . . . . .
C6 C 0.32799(19) 0.20425(13) 0.34701(13) 0.0264(4) Uani 1 1 d . . . . .
H6 H 0.293227 0.238053 0.380971 0.032 Uiso 1 1 calc R . . . .
C7 C 0.43842(19) 0.17836(14) 0.38012(13) 0.0283(5) Uani 1 1 d . . . . .
H7 H 0.479897 0.194898 0.436288 0.034 Uiso 1 1 calc R . . . .
C8 C 0.49015(18) 0.12587(13) 0.32836(12) 0.0252(4) Uani 1 1 d . . . . .
H8 H 0.566220 0.108892 0.352231 0.030 Uiso 1 1 calc R . . . .
C9 C 0.43439(17) 0.09815(12) 0.24421(12) 0.0200(4) Uani 1 1 d . . . . .
C10 C 0.31603(16) 0.12521(12) 0.20745(12) 0.0189(4) Uani 1 1 d . . . . .
C11 C 0.17045(16) -0.05012(13) 0.00859(12) 0.0239(4) Uani 1 1 d . . . . .
H11A H 0.190933 -0.089643 -0.032340 0.036 Uiso 1 1 calc GR . . . .
H11B H 0.099025 -0.020441 -0.018644 0.036 Uiso 1 1 calc GR . . . .
H11C H 0.161797 -0.089000 0.054019 0.036 Uiso 1 1 calc GR . . . .
C12 C 0.29314(16) 0.09694(12) -0.02904(12) 0.0223(4) Uani 1 1 d . . . . .
H12A H 0.357039 0.141687 -0.005422 0.034 Uiso 1 1 calc GR . . . .
H12B H 0.225191 0.131364 -0.055908 0.034 Uiso 1 1 calc GR . . . .
H12C H 0.309942 0.055636 -0.070491 0.034 Uiso 1 1 calc GR . . . .
C13 C 0.61349(17) -0.02129(13) 0.25600(12) 0.0260(4) Uani 1 1 d . . . . .
H13A H 0.576865 -0.065045 0.285079 0.039 Uiso 1 1 calc GR . . . .
H13B H 0.670945 0.017975 0.297103 0.039 Uiso 1 1 calc GR . . . .
H13C H 0.649376 -0.056869 0.221358 0.039 Uiso 1 1 calc GR . . . .
C14 C 0.57644(16) 0.12833(12) 0.15044(12) 0.0224(4) Uani 1 1 d . . . . .
H14A H 0.621399 0.097921 0.119397 0.034 Uiso 1 1 calc GR . . . .
H14B H 0.625470 0.171340 0.193358 0.034 Uiso 1 1 calc GR . . . .
H14C H 0.517148 0.163703 0.111932 0.034 Uiso 1 1 calc GR . . . .
C15 C 0.00441(16) 0.02726(12) 0.31063(12) 0.0213(4) Uani 1 1 d . . . . .
C16 C -0.08877(18) 0.07499(14) 0.26472(14) 0.0296(5) Uani 1 1 d . . . . .
H16 H -0.136271 0.048819 0.213194 0.036 Uiso 1 1 calc R . . . .
C17 C -0.11348(18) 0.16420(14) 0.29516(16) 0.0338(5) Uani 1 1 d . . . . .
H17 H -0.177123 0.196856 0.263513 0.041 Uiso 1 1 calc R . . . .
C18 C -0.04490(18) 0.20247(14) 0.37027(15) 0.0305(5) Uani 1 1 d . . . . .
H18 H -0.062587 0.261196 0.389605 0.037 Uiso 1 1 calc R . . . .
C19 C 0.05302(18) 0.15530(13) 0.42005(13) 0.0244(4) Uani 1 1 d . . . . .
C20 C 0.12557(19) 0.19581(14) 0.49756(13) 0.0298(5) Uani 1 1 d . . . . .
H20 H 0.108524 0.254888 0.516671 0.036 Uiso 1 1 calc R . . . .
C21 C 0.2197(2) 0.15057(15) 0.54493(14) 0.0331(5) Uani 1 1 d . . . . .
H21 H 0.265731 0.178139 0.596338 0.040 Uiso 1 1 calc R . . . .
C22 C 0.2477(2) 0.06176(14) 0.51614(13) 0.0287(4) Uani 1 1 d . . . . .
H22 H 0.312615 0.031136 0.548514 0.034 Uiso 1 1 calc R . . . .
C23 C 0.18036(17) 0.02041(13) 0.44126(12) 0.0214(4) Uani 1 1 d . . . . .
C24 C 0.08019(16) 0.06489(12) 0.38999(12) 0.0196(4) Uani 1 1 d . . . . .
C25 C -0.0598(2) -0.14055(14) 0.27150(14) 0.0326(5) Uani 1 1 d . . . . .
H25A H -0.034871 -0.200765 0.255997 0.049 Uiso 1 1 calc GR . . . .
H25B H -0.128789 -0.123541 0.228342 0.049 Uiso 1 1 calc GR . . . .
H25C H -0.075250 -0.146137 0.325055 0.049 Uiso 1 1 calc GR . . . .
C26 C 0.0631(2) -0.05652(14) 0.19928(13) 0.0311(5) Uani 1 1 d . . . . .
H26A H 0.122709 -0.007369 0.206637 0.047 Uiso 1 1 calc GR . . . .
H26B H -0.003625 -0.040099 0.153760 0.047 Uiso 1 1 calc GR . . . .
H26C H 0.090293 -0.116623 0.185628 0.047 Uiso 1 1 calc GR . . . .
C27 C 0.20569(19) -0.15140(13) 0.46721(13) 0.0308(5) Uani 1 1 d . . . . .
H27A H 0.131380 -0.154956 0.476114 0.046 Uiso 1 1 calc GR . . . .
H27B H 0.264513 -0.140906 0.521002 0.046 Uiso 1 1 calc GR . . . .
H27C H 0.218089 -0.210470 0.441258 0.046 Uiso 1 1 calc GR . . . .
C28 C 0.32170(19) -0.06343(14) 0.39200(15) 0.0345(5) Uani 1 1 d . . . . .
H28A H 0.333294 -0.122048 0.364997 0.052 Uiso 1 1 calc GR . . . .
H28B H 0.383208 -0.052362 0.444300 0.052 Uiso 1 1 calc GR . . . .
H28C H 0.320877 -0.011030 0.354728 0.052 Uiso 1 1 calc GR . . . .
C29 C 0.07482(16) 0.59716(12) 0.26138(12) 0.0192(4) Uani 1 1 d . . . . .
C30 C 0.02077(18) 0.62356(13) 0.17831(12) 0.0242(4) Uani 1 1 d . . . . .
H30 H -0.056447 0.604727 0.153844 0.029 Uiso 1 1 calc R . . . .
C31 C 0.07534(19) 0.67715(14) 0.12848(13) 0.0271(4) Uani 1 1 d . . . . .
H31 H 0.034353 0.693129 0.073180 0.033 Uiso 1 1 calc R . . . .
C32 C 0.18823(18) 0.70514(13) 0.16205(13) 0.0247(4) Uani 1 1 d . . . . .
H32 H 0.225065 0.739377 0.129147 0.030 Uiso 1 1 calc R . . . .
C33 C 0.25039(17) 0.68258(12) 0.24688(12) 0.0208(4) Uani 1 1 d . . . . .
C34 C 0.36709(17) 0.71572(12) 0.27983(13) 0.0241(4) Uani 1 1 d . . . . .
H34 H 0.401398 0.749694 0.245187 0.029 Uiso 1 1 calc R . . . .
C35 C 0.42942(17) 0.69833(12) 0.36158(13) 0.0241(4) Uani 1 1 d . . . . .
H35 H 0.505133 0.722249 0.383696 0.029 Uiso 1 1 calc R . . . .
C36 C 0.37792(16) 0.64367(12) 0.41234(12) 0.0215(4) Uani 1 1 d . . . . .
H36 H 0.421773 0.632878 0.468222 0.026 Uiso 1 1 calc R . . . .
C37 C 0.26593(16) 0.60484(12) 0.38438(12) 0.0185(4) Uani 1 1 d . . . . .
C38 C 0.19589(16) 0.62690(12) 0.29848(12) 0.0187(4) Uani 1 1 d . . . . .
C39 C -0.11110(17) 0.47260(14) 0.24529(13) 0.0265(4) Uani 1 1 d . . . . .
H39A H -0.077394 0.429725 0.214330 0.040 Uiso 1 1 calc GR . . . .
H39B H -0.166436 0.510388 0.205845 0.040 Uiso 1 1 calc GR . . . .
H39C H -0.148818 0.436106 0.278765 0.040 Uiso 1 1 calc GR . . . .
C40 C -0.06527(16) 0.62291(12) 0.35677(12) 0.0223(4) Uani 1 1 d . . . . .
H40A H -0.110067 0.590761 0.387843 0.033 Uiso 1 1 calc GR . . . .
H40B H -0.113848 0.663462 0.315471 0.033 Uiso 1 1 calc GR . . . .
H40C H -0.004105 0.661228 0.395600 0.033 Uiso 1 1 calc GR . . . .
C41 C 0.33065(17) 0.45634(13) 0.49184(13) 0.0247(4) Uani 1 1 d . . . . .
H41A H 0.308164 0.417399 0.532116 0.037 Uiso 1 1 calc GR . . . .
H41B H 0.404239 0.487863 0.519364 0.037 Uiso 1 1 calc GR . . . .
H41C H 0.336072 0.416506 0.445293 0.037 Uiso 1 1 calc GR . . . .
C42 C 0.21739(17) 0.60154(12) 0.53426(12) 0.0232(4) Uani 1 1 d . . . . .
H42A H 0.154016 0.642705 0.512514 0.035 Uiso 1 1 calc GR . . . .
H42B H 0.286481 0.639870 0.560532 0.035 Uiso 1 1 calc GR . . . .
H42C H 0.201506 0.560173 0.575713 0.035 Uiso 1 1 calc GR . . . .
C43 C 0.32137(18) 0.52295(13) 0.05804(12) 0.0226(4) Uani 1 1 d . . . . .
C44 C 0.2595(2) 0.56434(14) -0.01512(13) 0.0292(5) Uani 1 1 d . . . . .
H44 H 0.192343 0.533389 -0.049811 0.035 Uiso 1 1 calc R . . . .
C45 C 0.2960(2) 0.65359(15) -0.03887(13) 0.0348(5) Uani 1 1 d . . . . .
H45 H 0.252985 0.681192 -0.089044 0.042 Uiso 1 1 calc R . . . .
C46 C 0.3938(2) 0.69941(13) 0.01131(13) 0.0293(5) Uani 1 1 d . . . . .
H46 H 0.416918 0.758493 -0.004807 0.035 Uiso 1 1 calc R . . . .
C47 C 0.46124(17) 0.65883(13) 0.08765(13) 0.0233(4) Uani 1 1 d . . . . .
C48 C 0.56259(18) 0.70683(14) 0.14011(14) 0.0286(5) Uani 1 1 d . . . . .
H48 H 0.585367 0.766045 0.124046 0.034 Uiso 1 1 calc R . . . .
C49 C 0.62740(18) 0.66817(15) 0.21356(15) 0.0322(5) Uani 1 1 d . . . . .
H49 H 0.693773 0.700922 0.247360 0.039 Uiso 1 1 calc R . . . .
C50 C 0.59391(18) 0.57805(14) 0.23863(14) 0.0291(5) Uani 1 1 d . . . . .
H50 H 0.638809 0.551246 0.288594 0.035 Uiso 1 1 calc R . . . .
C51 C 0.49630(17) 0.53058(12) 0.18987(12) 0.0220(4) Uani 1 1 d . . . . .
C52 C 0.42523(17) 0.56793(12) 0.11234(12) 0.0204(4) Uani 1 1 d . . . . .
C53 C 0.2825(2) 0.35135(13) 0.02319(13) 0.0321(5) Uani 1 1 d . . . . .
H53A H 0.357384 0.349015 0.015435 0.048 Uiso 1 1 calc GR . . . .
H53B H 0.225773 0.361494 -0.030673 0.048 Uiso 1 1 calc GR . . . .
H53C H 0.264618 0.291821 0.045747 0.048 Uiso 1 1 calc GR . . . .
C54 C 0.17014(19) 0.43713(14) 0.09966(16) 0.0363(5) Uani 1 1 d . . . . .
H54A H 0.151314 0.377427 0.121494 0.054 Uiso 1 1 calc GR . . . .
H54B H 0.111438 0.449990 0.047435 0.054 Uiso 1 1 calc GR . . . .
H54C H 0.174689 0.487946 0.140657 0.054 Uiso 1 1 calc GR . . . .
C55 C 0.5441(2) 0.36216(14) 0.22252(15) 0.0347(5) Uani 1 1 d . . . . .
H55A H 0.511870 0.301797 0.233504 0.052 Uiso 1 1 calc GR . . . .
H55B H 0.613318 0.378471 0.268128 0.052 Uiso 1 1 calc GR . . . .
H55C H 0.562011 0.357289 0.169776 0.052 Uiso 1 1 calc GR . . . .
C56 C 0.4270(2) 0.44697(14) 0.29660(13) 0.0326(5) Uani 1 1 d . . . . .
H56A H 0.371987 0.496078 0.290623 0.049 Uiso 1 1 calc GR . . . .
H56B H 0.494632 0.463705 0.343433 0.049 Uiso 1 1 calc GR . . . .
H56C H 0.393671 0.386950 0.307256 0.049 Uiso 1 1 calc GR . . . .
B1 B 0.27141(18) 0.03244(13) 0.04711(13) 0.0186(4) Uani 1 1 d . . . . .
B2 B 0.51736(19) 0.04665(14) 0.19577(13) 0.0203(4) Uani 1 1 d . . . . .
B3 B -0.01031(19) 0.54321(14) 0.30796(13) 0.0200(4) Uani 1 1 d . . . . .
B4 B 0.23471(18) 0.53651(13) 0.45579(13) 0.0189(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 H1A 1.31(2) . ?
P1 H1B 1.34(2) . ?
P1 B1 1.955(2) . ?
P1 B2 1.946(2) . ?
P2 H2A 1.33(2) . ?
P2 H2B 1.32(2) . ?
P2 B3 1.944(2) . ?
P2 B4 1.952(2) . ?
N1 H1 1.14(3) . ?
N1 C15 1.466(2) . ?
N1 C25 1.486(2) . ?
N1 C26 1.485(3) . ?
N2 H1 1.44(3) . ?
N2 C23 1.463(2) . ?
N2 C27 1.483(2) . ?
N2 C28 1.477(3) . ?
N3 H3A 1.33(3) . ?
N3 C43 1.463(2) . ?
N3 C53 1.478(2) . ?
N3 C54 1.476(3) . ?
N4 H3A 1.26(3) . ?
N4 C51 1.471(2) . ?
N4 C55 1.487(2) . ?
N4 C56 1.491(3) . ?
C1 C2 1.383(3) . ?
C1 C10 1.460(3) . ?
C1 B1 1.649(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.404(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.366(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.412(3) . ?
C5 C6 1.428(3) . ?
C5 C10 1.450(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.352(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.414(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.387(3) . ?
C9 C10 1.449(3) . ?
C9 B2 1.643(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 B1 1.627(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 B1 1.635(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13 B2 1.628(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 B2 1.634(3) . ?
C15 C16 1.359(3) . ?
C15 C24 1.430(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.411(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.354(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.415(3) . ?
C19 C20 1.409(3) . ?
C19 C24 1.434(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.357(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.409(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.362(3) . ?
C23 C24 1.423(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.387(3) . ?
C29 C38 1.456(3) . ?
C29 B3 1.637(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.411(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.357(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.417(3) . ?
C33 C34 1.416(3) . ?
C33 C38 1.448(3) . ?
C34 H34 0.9300 . ?
C34 C35 1.359(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.407(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.388(3) . ?
C37 C38 1.456(3) . ?
C37 B4 1.649(3) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C39 B3 1.630(3) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C40 B3 1.638(3) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C41 B4 1.629(3) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C42 B4 1.638(3) . ?
C43 C44 1.360(3) . ?
C43 C52 1.426(3) . ?
C44 H44 0.9300 . ?
C44 C45 1.408(3) . ?
C45 H45 0.9300 . ?
C45 C46 1.358(3) . ?
C46 H46 0.9300 . ?
C46 C47 1.414(3) . ?
C47 C48 1.412(3) . ?
C47 C52 1.432(3) . ?
C48 H48 0.9300 . ?
C48 C49 1.358(3) . ?
C49 H49 0.9300 . ?
C49 C50 1.414(3) . ?
C50 H50 0.9300 . ?
C50 C51 1.358(3) . ?
C51 C52 1.424(3) . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A P1 H1B 98.8(13) . . ?
B1 P1 H1A 109.4(9) . . ?
B1 P1 H1B 111.3(8) . . ?
B2 P1 H1A 111.4(9) . . ?
B2 P1 H1B 113.0(9) . . ?
B2 P1 B1 112.17(9) . . ?
H2A P2 H2B 102.7(14) . . ?
B3 P2 H2A 111.7(9) . . ?
B3 P2 H2B 107.6(10) . . ?
B3 P2 B4 112.03(9) . . ?
B4 P2 H2A 112.6(9) . . ?
B4 P2 H2B 109.7(10) . . ?
C15 N1 H1 99.6(15) . . ?
C15 N1 C25 112.52(16) . . ?
C15 N1 C26 112.68(14) . . ?
C25 N1 H1 112.8(15) . . ?
C26 N1 H1 106.9(16) . . ?
C26 N1 C25 111.64(15) . . ?
C23 N2 H1 97.2(12) . . ?
C23 N2 C27 112.83(16) . . ?
C23 N2 C28 112.14(15) . . ?
C27 N2 H1 110.8(12) . . ?
C28 N2 H1 110.8(12) . . ?
C28 N2 C27 112.16(16) . . ?
C43 N3 H3A 97.5(14) . . ?
C43 N3 C53 112.74(16) . . ?
C43 N3 C54 112.08(15) . . ?
C53 N3 H3A 107.3(14) . . ?
C54 N3 H3A 114.1(14) . . ?
C54 N3 C53 112.19(16) . . ?
C51 N4 H3A 98.5(15) . . ?
C51 N4 C55 113.05(17) . . ?
C51 N4 C56 112.45(15) . . ?
C55 N4 H3A 109.8(15) . . ?
C55 N4 C56 111.51(16) . . ?
C56 N4 H3A 110.8(15) . . ?
C2 C1 C10 117.62(19) . . ?
C2 C1 B1 112.74(16) . . ?
C10 C1 B1 129.61(17) . . ?
C1 C2 H2 117.8 . . ?
C1 C2 C3 124.34(19) . . ?
C3 C2 H2 117.8 . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.13(19) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.4(2) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 118.4(2) . . ?
C4 C5 C10 121.27(18) . . ?
C6 C5 C10 120.31(19) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.7(2) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 H7 120.4 . . ?
C6 C7 C8 119.27(19) . . ?
C8 C7 H7 120.4 . . ?
C7 C8 H8 118.0 . . ?
C9 C8 C7 124.0(2) . . ?
C9 C8 H8 118.0 . . ?
C8 C9 C10 117.61(19) . . ?
C8 C9 B2 114.27(18) . . ?
C10 C9 B2 127.84(16) . . ?
C5 C10 C1 117.11(17) . . ?
C9 C10 C1 124.86(18) . . ?
C9 C10 C5 118.02(17) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
B1 C11 H11A 109.5 . . ?
B1 C11 H11B 109.5 . . ?
B1 C11 H11C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
B1 C12 H12A 109.5 . . ?
B1 C12 H12B 109.5 . . ?
B1 C12 H12C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
B2 C13 H13A 109.5 . . ?
B2 C13 H13B 109.5 . . ?
B2 C13 H13C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
B2 C14 H14A 109.5 . . ?
B2 C14 H14B 109.5 . . ?
B2 C14 H14C 109.5 . . ?
C16 C15 N1 120.74(18) . . ?
C16 C15 C24 121.96(19) . . ?
C24 C15 N1 117.29(16) . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.0(2) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.2 . . ?
C17 C18 C19 121.6(2) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 C24 119.07(19) . . ?
C20 C19 C18 121.7(2) . . ?
C20 C19 C24 119.27(18) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.48(19) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 119.9(2) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.5(2) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 N2 120.60(18) . . ?
C22 C23 C24 121.45(19) . . ?
C24 C23 N2 117.94(16) . . ?
C15 C24 C19 117.09(17) . . ?
C23 C24 C15 125.54(18) . . ?
C23 C24 C19 117.37(17) . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C26 H26A 109.5 . . ?
N1 C26 H26B 109.5 . . ?
N1 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C28 H28A 109.5 . . ?
N2 C28 H28B 109.5 . . ?
N2 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C38 117.10(19) . . ?
C30 C29 B3 114.64(17) . . ?
C38 C29 B3 128.06(16) . . ?
C29 C30 H30 117.9 . . ?
C29 C30 C31 124.25(19) . . ?
C31 C30 H30 117.9 . . ?
C30 C31 H31 120.3 . . ?
C32 C31 C30 119.35(19) . . ?
C32 C31 H31 120.3 . . ?
C31 C32 H32 119.8 . . ?
C31 C32 C33 120.5(2) . . ?
C33 C32 H32 119.8 . . ?
C32 C33 C38 120.76(18) . . ?
C34 C33 C32 118.4(2) . . ?
C34 C33 C38 120.87(18) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 C33 120.6(2) . . ?
C35 C34 H34 119.7 . . ?
C34 C35 H35 120.4 . . ?
C34 C35 C36 119.15(19) . . ?
C36 C35 H35 120.4 . . ?
C35 C36 H36 117.9 . . ?
C37 C36 C35 124.22(18) . . ?
C37 C36 H36 117.9 . . ?
C36 C37 C38 117.39(19) . . ?
C36 C37 B4 112.65(16) . . ?
C38 C37 B4 129.93(17) . . ?
C33 C38 C29 118.01(16) . . ?
C33 C38 C37 117.61(17) . . ?
C37 C38 C29 124.38(18) . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
B3 C39 H39A 109.5 . . ?
B3 C39 H39B 109.5 . . ?
B3 C39 H39C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
B3 C40 H40A 109.5 . . ?
B3 C40 H40B 109.5 . . ?
B3 C40 H40C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
B4 C41 H41A 109.5 . . ?
B4 C41 H41B 109.5 . . ?
B4 C41 H41C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
B4 C42 H42A 109.5 . . ?
B4 C42 H42B 109.5 . . ?
B4 C42 H42C 109.5 . . ?
C44 C43 N3 120.63(18) . . ?
C44 C43 C52 121.17(19) . . ?
C52 C43 N3 118.20(16) . . ?
C43 C44 H44 119.7 . . ?
C43 C44 C45 120.7(2) . . ?
C45 C44 H44 119.7 . . ?
C44 C45 H45 119.9 . . ?
C46 C45 C44 120.16(19) . . ?
C46 C45 H45 119.9 . . ?
C45 C46 H46 119.4 . . ?
C45 C46 C47 121.11(19) . . ?
C47 C46 H46 119.4 . . ?
C46 C47 C52 119.26(18) . . ?
C48 C47 C46 121.08(19) . . ?
C48 C47 C52 119.66(18) . . ?
C47 C48 H48 119.4 . . ?
C49 C48 C47 121.2(2) . . ?
C49 C48 H48 119.4 . . ?
C48 C49 H49 120.0 . . ?
C48 C49 C50 120.0(2) . . ?
C50 C49 H49 120.0 . . ?
C49 C50 H50 119.9 . . ?
C51 C50 C49 120.1(2) . . ?
C51 C50 H50 119.9 . . ?
C50 C51 N4 120.47(18) . . ?
C50 C51 C52 122.17(19) . . ?
C52 C51 N4 117.36(17) . . ?
C43 C52 C47 117.62(17) . . ?
C51 C52 C43 125.54(18) . . ?
C51 C52 C47 116.83(17) . . ?
N3 C53 H53A 109.5 . . ?
N3 C53 H53B 109.5 . . ?
N3 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
N3 C54 H54A 109.5 . . ?
N3 C54 H54B 109.5 . . ?
N3 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
N4 C55 H55A 109.5 . . ?
N4 C55 H55B 109.5 . . ?
N4 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
N4 C56 H56A 109.5 . . ?
N4 C56 H56B 109.5 . . ?
N4 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C1 B1 P1 106.02(12) . . ?
C11 B1 P1 107.20(12) . . ?
C11 B1 C1 112.34(16) . . ?
C11 B1 C12 110.93(15) . . ?
C12 B1 P1 109.29(13) . . ?
C12 B1 C1 110.83(14) . . ?
C9 B2 P1 104.93(13) . . ?
C13 B2 P1 108.60(12) . . ?
C13 B2 C9 114.59(16) . . ?
C13 B2 C14 111.59(16) . . ?
C14 B2 P1 107.21(13) . . ?
C14 B2 C9 109.46(14) . . ?
C29 B3 P2 105.22(13) . . ?
C29 B3 C40 109.71(14) . . ?
C39 B3 P2 108.78(12) . . ?
C39 B3 C29 114.73(16) . . ?
C39 B3 C40 111.06(16) . . ?
C40 B3 P2 106.89(13) . . ?
C37 B4 P2 105.93(13) . . ?
C41 B4 P2 106.89(12) . . ?
C41 B4 C37 112.34(16) . . ?
C41 B4 C42 110.78(16) . . ?
C42 B4 P2 109.63(13) . . ?
C42 B4 C37 111.03(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
N1 C15 C16 C17 -179.27(18) . . . . ?
N1 C15 C24 C19 179.74(16) . . . . ?
N1 C15 C24 C23 0.1(3) . . . . ?
N2 C23 C24 C15 0.9(3) . . . . ?
N2 C23 C24 C19 -178.74(16) . . . . ?
N3 C43 C44 C45 178.98(19) . . . . ?
N3 C43 C52 C47 -178.79(16) . . . . ?
N3 C43 C52 C51 0.6(3) . . . . ?
N4 C51 C52 C43 -0.3(3) . . . . ?
N4 C51 C52 C47 179.12(16) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C2 C1 C10 C5 4.1(2) . . . . ?
C2 C1 C10 C9 -175.80(15) . . . . ?
C2 C1 B1 P1 -168.20(12) . . . . ?
C2 C1 B1 C11 -51.4(2) . . . . ?
C2 C1 B1 C12 73.32(19) . . . . ?
C2 C3 C4 C5 1.8(3) . . . . ?
C3 C4 C5 C6 178.61(17) . . . . ?
C3 C4 C5 C10 -0.8(3) . . . . ?
C4 C5 C6 C7 -177.66(16) . . . . ?
C4 C5 C10 C1 -2.2(2) . . . . ?
C4 C5 C10 C9 177.73(15) . . . . ?
C5 C6 C7 C8 -0.8(3) . . . . ?
C6 C5 C10 C1 178.40(16) . . . . ?
C6 C5 C10 C9 -1.7(2) . . . . ?
C6 C7 C8 C9 -0.2(3) . . . . ?
C7 C8 C9 C10 0.2(3) . . . . ?
C7 C8 C9 B2 174.60(17) . . . . ?
C8 C9 C10 C1 -179.38(17) . . . . ?
C8 C9 C10 C5 0.7(2) . . . . ?
C8 C9 B2 P1 155.22(13) . . . . ?
C8 C9 B2 C13 36.2(2) . . . . ?
C8 C9 B2 C14 -90.01(19) . . . . ?
C10 C1 C2 C3 -3.4(3) . . . . ?
C10 C1 B1 P1 9.8(2) . . . . ?
C10 C1 B1 C11 126.60(19) . . . . ?
C10 C1 B1 C12 -108.7(2) . . . . ?
C10 C5 C6 C7 1.8(3) . . . . ?
C10 C9 B2 P1 -31.1(2) . . . . ?
C10 C9 B2 C13 -150.11(16) . . . . ?
C10 C9 B2 C14 83.7(2) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C16 C15 C24 C19 0.7(3) . . . . ?
C16 C15 C24 C23 -178.95(19) . . . . ?
C16 C17 C18 C19 0.3(3) . . . . ?
C17 C18 C19 C20 178.9(2) . . . . ?
C17 C18 C19 C24 0.1(3) . . . . ?
C18 C19 C20 C21 -179.7(2) . . . . ?
C18 C19 C24 C15 -0.6(3) . . . . ?
C18 C19 C24 C23 179.07(18) . . . . ?
C19 C20 C21 C22 1.0(3) . . . . ?
C20 C19 C24 C15 -179.47(18) . . . . ?
C20 C19 C24 C23 0.2(3) . . . . ?
C20 C21 C22 C23 -0.5(3) . . . . ?
C21 C22 C23 N2 178.84(19) . . . . ?
C21 C22 C23 C24 -0.1(3) . . . . ?
C22 C23 C24 C15 179.92(19) . . . . ?
C22 C23 C24 C19 0.2(3) . . . . ?
C24 C15 C16 C17 -0.3(3) . . . . ?
C24 C19 C20 C21 -0.9(3) . . . . ?
C25 N1 C15 C16 -62.7(2) . . . . ?
C25 N1 C15 C24 118.25(19) . . . . ?
C26 N1 C15 C16 64.6(2) . . . . ?
C26 N1 C15 C24 -114.45(19) . . . . ?
C27 N2 C23 C22 64.5(2) . . . . ?
C27 N2 C23 C24 -116.52(19) . . . . ?
C28 N2 C23 C22 -63.3(2) . . . . ?
C28 N2 C23 C24 115.7(2) . . . . ?
C29 C30 C31 C32 0.5(3) . . . . ?
C30 C29 C38 C33 0.8(2) . . . . ?
C30 C29 C38 C37 -179.53(16) . . . . ?
C30 C29 B3 P2 155.43(13) . . . . ?
C30 C29 B3 C39 35.9(2) . . . . ?
C30 C29 B3 C40 -89.91(19) . . . . ?
C30 C31 C32 C33 -1.3(3) . . . . ?
C31 C32 C33 C34 -178.23(16) . . . . ?
C31 C32 C33 C38 1.9(3) . . . . ?
C32 C33 C34 C35 178.11(17) . . . . ?
C32 C33 C38 C29 -1.6(2) . . . . ?
C32 C33 C38 C37 178.72(15) . . . . ?
C33 C34 C35 C36 2.4(3) . . . . ?
C34 C33 C38 C29 178.48(15) . . . . ?
C34 C33 C38 C37 -1.2(2) . . . . ?
C34 C35 C36 C37 0.4(3) . . . . ?
C35 C36 C37 C38 -3.5(3) . . . . ?
C35 C36 C37 B4 174.82(16) . . . . ?
C36 C37 C38 C29 -175.88(15) . . . . ?
C36 C37 C38 C33 3.8(2) . . . . ?
C36 C37 B4 P2 -167.33(12) . . . . ?
C36 C37 B4 C41 -51.0(2) . . . . ?
C36 C37 B4 C42 73.71(19) . . . . ?
C38 C29 C30 C31 -0.3(3) . . . . ?
C38 C29 B3 P2 -29.9(2) . . . . ?
C38 C29 B3 C39 -149.44(17) . . . . ?
C38 C29 B3 C40 84.7(2) . . . . ?
C38 C33 C34 C35 -2.0(3) . . . . ?
C38 C37 B4 P2 10.8(2) . . . . ?
C38 C37 B4 C41 127.11(19) . . . . ?
C38 C37 B4 C42 -108.2(2) . . . . ?
C43 C44 C45 C46 0.0(3) . . . . ?
C44 C43 C52 C47 0.8(3) . . . . ?
C44 C43 C52 C51 -179.79(19) . . . . ?
C44 C45 C46 C47 0.4(3) . . . . ?
C45 C46 C47 C48 -179.6(2) . . . . ?
C45 C46 C47 C52 -0.2(3) . . . . ?
C46 C47 C48 C49 179.9(2) . . . . ?
C46 C47 C52 C43 -0.4(3) . . . . ?
C46 C47 C52 C51 -179.90(18) . . . . ?
C47 C48 C49 C50 0.2(3) . . . . ?
C48 C47 C52 C43 179.01(18) . . . . ?
C48 C47 C52 C51 -0.5(3) . . . . ?
C48 C49 C50 C51 -0.8(3) . . . . ?
C49 C50 C51 N4 -178.48(18) . . . . ?
C49 C50 C51 C52 0.7(3) . . . . ?
C50 C51 C52 C43 -179.55(19) . . . . ?
C50 C51 C52 C47 -0.1(3) . . . . ?
C52 C43 C44 C45 -0.6(3) . . . . ?
C52 C47 C48 C49 0.4(3) . . . . ?
C53 N3 C43 C44 64.8(3) . . . . ?
C53 N3 C43 C52 -115.6(2) . . . . ?
C54 N3 C43 C44 -62.9(3) . . . . ?
C54 N3 C43 C52 116.6(2) . . . . ?
C55 N4 C51 C50 -62.0(2) . . . . ?
C55 N4 C51 C52 118.72(19) . . . . ?
C56 N4 C51 C50 65.3(2) . . . . ?
C56 N4 C51 C52 -113.92(19) . . . . ?
B1 C1 C2 C3 174.88(17) . . . . ?
B1 C1 C10 C5 -173.80(16) . . . . ?
B1 C1 C10 C9 6.3(3) . . . . ?
B2 C9 C10 C1 7.1(3) . . . . ?
B2 C9 C10 C5 -172.81(16) . . . . ?
B3 C29 C30 C31 174.98(17) . . . . ?
B3 C29 C38 C33 -173.70(16) . . . . ?
B3 C29 C38 C37 5.9(3) . . . . ?
B4 C37 C38 C29 6.1(3) . . . . ?
B4 C37 C38 C33 -174.26(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.200
_oxdiff_exptl_absorpt_empirical_full_min 0.776
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
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 0.5177(7) 11429 13637 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.4823(7) 11448 13637 nmt -1.0004 -0.0008 -0.0006 0.0991 1.0000 0.0483 0.0008
0.0001 -0.9998

_twin_special_details            
;
Component 2 rotated by -179.9671° 
 around [-0.00 1.00 0.00] (reciprocal) or [0.05 1.00 0.02] (direct)
;
####################################################################### 
# 
# 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_[1-SH][3-H]
_database_code_depnum_ccdc_archive 'CCDC 2151564'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;


# was becker08_cu

_audit_creation_date             2018-05-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H19 B2 S, C14 H19 N2'
_chemical_formula_sum            'C28 H38 B2 N2 S'
_chemical_formula_weight         456.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H38 B2 N2 S'
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'

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

_cell_length_a                   9.83180(10)
_cell_length_b                   24.3010(2)
_cell_length_c                   11.73750(10)
_cell_angle_alpha                90
_cell_angle_beta                 108.0630(10)
_cell_angle_gamma                90
_cell_volume                     2666.14(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    24806
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.2170
_cell_measurement_theta_min      3.6350
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.191
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.409
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             984
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0914
-1 5 -1 0.1234
0 1 1 0.1493
-5 -1 5 0.1115
5 1 -5 0.1115
5 5 1 0.2052
-5 -5 -1 0.2052
0 -1 0 0.0914

_exptl_crystal_size_max          0.581
_exptl_crystal_size_mid          0.223
_exptl_crystal_size_min          0.183
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0002 0.9998 -0.0003 0.0166 0.0421 0.0444
-0.9993 4.9998 -1.0023 0.2334 0.3204 0.0618
-0.0002 1.0003 0.9996 -0.1142 0.0473 0.0882
-5.0043 -0.9919 4.9946 -0.5723 0.5600 -0.4071
5.0043 0.9919 -4.9946 0.5723 -0.5600 0.4071
5.0029 4.9943 1.0038 -0.1462 -0.3602 0.8477
-5.0029 -4.9943 -1.0038 0.1462 0.3602 -0.8477
-0.0002 -0.9998 0.0003 -0.0166 -0.0421 -0.0444

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0127
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            37991
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.346
_diffrn_reflns_theta_min         3.638
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     10.00  37.00   1.00    1.00    --   -1.89 -99.00 120.00   27
  2  ω    -47.00 -20.00   1.00    1.00    --   -1.89  57.00  60.00   27
  3  ω    -92.00 -64.00   1.00    1.00    --   -1.89 178.00-150.00   28
  4  ω    -62.00 -35.00   1.00    1.00    --   -1.89 178.00-150.00   27
  5  ω    -99.00  44.00   1.00    1.00    --   -1.89 -57.00  90.00  143
  6  ω     -9.00  95.00   1.00    1.00    --   -1.89  57.00  60.00  104
  7  ω    -99.00 -53.00   1.00    1.00    --    1.89 178.00 150.00   46
  8  ω    -49.00 -16.00   1.00    1.00    --  -62.45 -77.00-150.00   33
  9  ω   -109.00 -51.00   1.00    1.00    --  -62.45  77.00  90.00   58
 10  ω   -165.00 -60.00   1.00    1.00    --  -62.45 -77.00 120.00  105
 11  ω    -10.00  41.00   1.00    1.00    --  -62.45  77.00  90.00   51
 12  ω   -153.00 -48.00   1.00    1.00    --  -62.45 -45.00 -90.00  105
 13  ω    -56.00 -17.00   1.00    1.00    --  -62.45 -68.00  65.66   39
 14  ω   -166.00-120.00   1.00    1.00    --  -62.45 -77.00 -60.00   46
 15  ω    -92.00 -39.00   1.00    1.00    --  -62.45 125.00  60.00   53
 16  ω   -151.00 -16.00   1.00    1.00    --  -62.45 -77.00-120.00  135
 17  ω    -43.00 -17.00   1.00    1.00    --  -62.45 -64.00 142.10   26
 18  ω    -42.00 -16.00   1.00    1.00    --  -62.45 -77.00  30.00   26
 19  ω    -45.00 -19.00   1.00    1.00    --  -62.45 -45.00 -90.00   26
 20  ω   -123.00 -74.00   1.00    1.00    --  -62.45 -77.00-150.00   49
 21  ω   -156.00 -47.00   1.00    1.00    --  -62.45 -64.00 142.10  109
 22  ω   -165.00 -89.00   1.00    1.00    --  -62.45 -77.00   0.00   76
 23  ω    -58.00 -16.00   1.00    1.00    --  -62.45 -77.00 -60.00   42
 24  ω    -44.00 -16.00   1.00    1.00    --  -62.45 -77.00 120.00   28
 25  ω   -164.00 -60.00   1.00    1.00    --  -62.45 -68.00  65.66  104
 26  ω    -50.00 -17.00   1.00    1.00    --  -62.45 -77.00   0.00   33
 27  ω   -135.00 -62.00   1.00    1.00    --  -62.45 -77.00  30.00   73
 28  ω   -109.00 -23.00   1.00    1.00    --  -62.45  77.00 -30.00   86
 29  ω     16.00  41.00   1.00    1.00    --   62.45  82.00-146.82   25
 30  ω     16.00  41.00   1.00    1.00    --   62.45  82.00  35.92   25
 31  ω     16.00  41.00   1.00    1.00    --   62.45  81.00 143.42   25
 32  ω     26.00 114.00   1.00    1.00    --   62.45-125.00-150.00   88
 33  ω    103.00 145.00   1.00    1.00    --   62.45  77.00 120.00   42
 34  ω     16.00  43.00   1.00    1.00    --   62.45  77.00 120.00   27
 35  ω     77.00 150.00   1.00    1.00    --  123.00  77.00-120.00   73
 36  ω     77.00 138.00   1.00    1.00    --  123.00  77.00  60.00   61
 37  ω     78.00 168.00   1.00    1.00    --  123.00  63.00  90.00   90
 38  ω    100.00 175.00   1.00    1.00    --  123.00 111.00-180.00   75
 39  ω     77.00 103.00   1.00    1.00    --  123.00  77.00-150.00   26
 40  ω     78.00 104.00   1.00    1.00    --  123.00  77.00 150.00   26
 41  ω     78.00 156.00   1.00    1.00    --  123.00  63.00 150.00   78
 42  ω     77.00 139.00   1.00    1.00    --  123.00  77.00-180.00   62
 43  ω    109.00 137.00   1.00    1.00    --  123.00  63.00-120.00   28
 44  ω     78.00 178.00   1.00    1.00    --  123.00  66.00 -20.61  100
 45  ω     77.00 103.00   1.00    1.00    --  123.00  77.00  30.00   26
 46  ω     73.00 148.00   1.00    1.00    --  123.00 178.00  90.00   75
 47  ω     87.00 113.00   1.00    1.00    --  123.00-111.00-150.00   26
 48  ω     79.00 105.00   1.00    1.00    --  123.00  57.00 119.42   26
 49  ω    113.00 139.00   1.00    1.00    --  123.00  63.00 -30.00   26
 50  ω     78.00 105.00   1.00    1.00    --  123.00  63.00-120.00   27
 51  ω     78.00 103.00   1.00    1.00    --  123.00  63.00 -30.00   25
 52  ω     78.00 109.00   1.00    1.00    --  123.00  63.00  30.00   31
 53  ω     27.00  72.00   1.00    1.00    --  123.00-111.00-150.00   45
 54  ω    126.00 174.00   1.00    1.00    --  123.00  63.00 -90.00   48
 55  ω     78.00 104.00   1.00    1.00    --  123.00  63.00 -90.00   26
 56  ω     78.00 107.00   1.00    1.00    --  123.00  63.00  11.72   29
 57  ω     78.00 104.00   1.00    1.00    --  123.00  63.00-180.00   26
 58  ω     42.00 113.00   1.00    1.00    --  123.00-111.00 -60.00   71
 59  ω     28.00 113.00   1.00    1.00    --  123.00-111.00 120.00   85
 60  ω     28.00  64.00   1.00    1.00    --  123.00-111.00   0.00   36
 61  ω     78.00 117.00   1.00    1.00    --  123.00  50.00 -60.00   39
 62  ω     78.00 104.00   1.00    1.00    --  123.00  77.00   0.00   26
 63  ω     78.00 104.00   1.00    1.00    --  123.00  70.00 -74.84   26
 64  ω     78.00 104.00   1.00    1.00    --  123.00  63.00   0.00   26
 65  ω     29.00  86.00   1.00    1.00    --  123.00-111.00 -30.00   57
 66  ω    135.00 164.00   1.00    1.00    --  123.00  63.00-150.00   29
 67  ω     78.00 104.00   1.00    1.00    --  123.00  63.00-150.00   26
 68  ω     77.00 103.00   1.00    1.00    --  123.00  50.00-150.00   26
 69  ω     19.00 168.00   1.00    1.00    --  123.00 -77.00 120.00  149
 70  ω     77.00 102.00   1.00    1.00    --  123.00  50.00-180.00   25
 71  ω     78.00 175.00   1.00    1.00    --  123.00  57.00  45.35   97
 72  ω     77.00 151.00   1.00    1.00    --  123.00  66.00 128.99   74
 73  ω     78.00 104.00   1.00    1.00    --  123.00  61.00 -41.00   26
 74  ω     78.00 117.00   1.00    1.00    --  123.00  63.00 120.00   39
 75  ω     78.00 103.00   1.00    1.00    --  123.00  63.00  60.00   25
 76  ω     77.00 109.00   1.00    1.00    --  123.00  50.00-120.00   32
 77  ω     78.00 104.00   1.00    1.00    --  123.00  63.00 -60.00   26
 78  ω     77.00 103.00   1.00    1.00    --  123.00  50.00 120.00   26
 79  ω    108.00 171.00   1.00    1.00    --  123.00  77.00   0.00   63
 80  ω     28.00 112.00   1.00    1.00    --  123.00-111.00  60.00   84
 81  ω     77.00 177.00   1.00    1.00    --  123.00  75.00 -68.56  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0194894000
_diffrn_orient_matrix_UB_12      0.0165488000
_diffrn_orient_matrix_UB_13      -0.1308318000
_diffrn_orient_matrix_UB_21      -0.1150805000
_diffrn_orient_matrix_UB_22      0.0421150000
_diffrn_orient_matrix_UB_23      0.0051813000
_diffrn_orient_matrix_UB_31      0.1163150000
_diffrn_orient_matrix_UB_32      0.0444008000
_diffrn_orient_matrix_UB_33      0.0438446000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5029
_reflns_number_total             5265
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.20
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         5265
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0354
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0485P)²+0.9261P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.0956
_refine_special_details          
'Disorder of SH-bridge and corresponding methylgroups over two sites (94:6). H1 and H1a were refined isotropically. H1B was fixed on a reasonable position, all atoms of part 2 were refined to have same bond length and displacement parameters as part 1.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S1B-H1B
 1.306 with sigma of 0.02
 C14-B2 \\sim C14B-B2 \\sim C13-B2 \\sim C13B-B2 \\sim C11B-B1 \\sim C11-B1
\\sim C12B-B1 \\sim C12-B1
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C12B) = Uanis(C12)
Uanis(C11) = Uanis(C11B)
Uanis(C14) = Uanis(C14B)
Uanis(C13) = Uanis(C13B)
Uanis(S1B) = Uanis(S1)
Uiso(H1) = Uiso(H1B)
4. Others
 Sof(S1B)=Sof(H1B)=Sof(C11B)=Sof(H11D)=Sof(H11E)=Sof(H11F)=Sof(C12B)=Sof(H12D)=
 Sof(H12E)=Sof(H12F)=Sof(C13B)=Sof(H13D)=Sof(H13E)=Sof(H13F)=Sof(C14B)=
 Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(S1)=Sof(H1)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=Sof(C12)=Sof(H12A)=
 Sof(H12B)=Sof(H12C)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H13C)=Sof(C14)=Sof(H14A)=
 Sof(H14B)=Sof(H14C)=FVAR(1)
5.a Riding coordinates:
 S1B(H1B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20),
 C22(H22), C23(H23), C24(H24)
5.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C11B(H11D,H11E,H11F), C12(H12A,H12B,H12C), C12B(H12D,
 H12E,H12F), C13(H13A,H13B,H13C), C13B(H13D,H13E,H13F), C14(H14A,H14B,H14C),
 C14B(H14D,H14E,H14F), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.21447(3) 0.31620(2) -0.05167(3) 0.02534(10) Uani 0.9414(7) 1 d . . P A 1
H1 H 0.1060(19) 0.2871(8) -0.1118(16) 0.047(5) Uiso 0.9414(7) 1 d . . P A 1
S1B S 0.3083(5) 0.3558(2) 0.0620(4) 0.02534(10) Uani 0.0586(7) 1 d D . P A 2
H1B H 0.353485 0.389587 0.152529 0.047(5) Uiso 0.0586(7) 1 d DR . P A 2
N1 N 0.30344(11) 0.36392(4) 0.57178(10) 0.0298(2) Uani 1 1 d . . . . .
H1A H 0.380(2) 0.3806(8) 0.6463(17) 0.059(5) Uiso 1 1 d . . . . .
N2 N 0.47188(11) 0.42737(4) 0.73401(9) 0.0296(2) Uani 1 1 d . . . . .
C1 C 0.17808(12) 0.27217(5) 0.17374(10) 0.0243(2) Uani 1 1 d . . . . .
C2 C 0.21280(14) 0.23466(5) 0.26779(11) 0.0300(3) Uani 1 1 d . . . . .
H2 H 0.298206 0.215304 0.283251 0.036 Uiso 1 1 calc R . . . .
C3 C 0.12632(15) 0.22433(5) 0.34082(11) 0.0335(3) Uani 1 1 d . . . . .
H3 H 0.155937 0.199637 0.404267 0.040 Uiso 1 1 calc R . . . .
C4 C -0.00140(15) 0.25087(5) 0.31769(11) 0.0315(3) Uani 1 1 d . . . . .
H4 H -0.062157 0.242344 0.362116 0.038 Uiso 1 1 calc R . . . .
C5 C -0.04254(13) 0.29136(5) 0.22649(10) 0.0268(3) Uani 1 1 d . . . . .
C6 C -0.17321(13) 0.31986(5) 0.20809(11) 0.0312(3) Uani 1 1 d . . . . .
H6 H -0.232879 0.310579 0.253016 0.037 Uiso 1 1 calc R . . . .
C7 C -0.21198(13) 0.36071(6) 0.12515(12) 0.0333(3) Uani 1 1 d . . . . .
H7 H -0.298660 0.378906 0.112321 0.040 Uiso 1 1 calc R . . . .
C8 C -0.11992(13) 0.37539(5) 0.05851(11) 0.0303(3) Uani 1 1 d . . . . .
H8 H -0.147613 0.404012 0.003566 0.036 Uiso 1 1 calc R . . . .
C9 C 0.00922(12) 0.34951(5) 0.07053(10) 0.0246(2) Uani 1 1 d . . . . .
C10 C 0.04940(12) 0.30443(5) 0.15522(10) 0.0236(2) Uani 1 1 d . . . . .
C11 C 0.28748(15) 0.20665(5) 0.04138(12) 0.0320(3) Uani 0.9414(7) 1 d D . P A 1
H11A H 0.192196 0.195780 -0.003981 0.048 Uiso 0.9414(7) 1 calc GR . P A 1
H11B H 0.324212 0.181852 0.107470 0.048 Uiso 0.9414(7) 1 calc GR . P A 1
H11C H 0.347754 0.205617 -0.009161 0.048 Uiso 0.9414(7) 1 calc GR . P A 1
C11B C 0.189(2) 0.2496(9) -0.0368(13) 0.0320(3) Uani 0.0586(7) 1 d D . P A 2
H11D H 0.094375 0.264442 -0.053717 0.048 Uiso 0.0586(7) 1 calc GR . P A 2
H11E H 0.184325 0.210144 -0.038694 0.048 Uiso 0.0586(7) 1 calc GR . P A 2
H11F H 0.230789 0.262334 -0.095865 0.048 Uiso 0.0586(7) 1 calc GR . P A 2
C12 C 0.44570(14) 0.29091(6) 0.15950(13) 0.0352(3) Uani 0.9414(7) 1 d D . P A 1
H12A H 0.502792 0.287160 0.106787 0.053 Uiso 0.9414(7) 1 calc GR . P A 1
H12B H 0.487056 0.269473 0.230530 0.053 Uiso 0.9414(7) 1 calc GR . P A 1
H12C H 0.442569 0.328903 0.180976 0.053 Uiso 0.9414(7) 1 calc GR . P A 1
C12B C 0.4477(15) 0.2520(11) 0.155(2) 0.0352(3) Uani 0.0586(7) 1 d D . P A 2
H12D H 0.501562 0.258160 0.100619 0.053 Uiso 0.0586(7) 1 calc GR . P A 2
H12E H 0.452218 0.213727 0.176300 0.053 Uiso 0.0586(7) 1 calc GR . P A 2
H12F H 0.487145 0.273694 0.225996 0.053 Uiso 0.0586(7) 1 calc GR . P A 2
C13 C 0.02876(15) 0.40902(7) -0.12259(13) 0.0342(3) Uani 0.9414(7) 1 d D . P A
1
H13A H 0.096746 0.419815 -0.162022 0.051 Uiso 0.9414(7) 1 calc GR . P A 1
H13B H -0.018133 0.441112 -0.105112 0.051 Uiso 0.9414(7) 1 calc GR . P A 1
H13C H -0.041033 0.384884 -0.173941 0.051 Uiso 0.9414(7) 1 calc GR . P A 1
C13B C 0.051(2) 0.3779(12) -0.1396(12) 0.0342(3) Uani 0.0586(7) 1 d D . P A 2
H13D H 0.108676 0.401607 -0.170927 0.051 Uiso 0.0586(7) 1 calc GR . P A 2
H13E H -0.045932 0.391138 -0.164079 0.051 Uiso 0.0586(7) 1 calc GR . P A 2
H13F H 0.052931 0.341247 -0.169560 0.051 Uiso 0.0586(7) 1 calc GR . P A 2
C14 C 0.23260(14) 0.41549(6) 0.09026(12) 0.0311(3) Uani 0.9414(7) 1 d D . P A 1
H14A H 0.277932 0.395700 0.162917 0.047 Uiso 0.9414(7) 1 calc GR . P A 1
H14B H 0.189397 0.448363 0.108622 0.047 Uiso 0.9414(7) 1 calc GR . P A 1
H14C H 0.302733 0.425130 0.052158 0.047 Uiso 0.9414(7) 1 calc GR . P A 1
C14B C 0.139(2) 0.4421(6) 0.0556(19) 0.0311(3) Uani 0.0586(7) 1 d D . P A 2
H14D H 0.157455 0.441417 0.140916 0.047 Uiso 0.0586(7) 1 calc GR . P A 2
H14E H 0.054795 0.463940 0.019487 0.047 Uiso 0.0586(7) 1 calc GR . P A 2
H14F H 0.218848 0.457881 0.037335 0.047 Uiso 0.0586(7) 1 calc GR . P A 2
C15 C 0.23372(13) 0.41359(5) 0.50796(11) 0.0277(3) Uani 1 1 d . . . . .
C16 C 0.28057(12) 0.46581(5) 0.56079(10) 0.0243(2) Uani 1 1 d . . . . .
C17 C 0.39414(13) 0.47485(5) 0.66981(11) 0.0269(2) Uani 1 1 d . . . . .
C18 C 0.43038(15) 0.52710(6) 0.71162(12) 0.0369(3) Uani 1 1 d . . . . .
H18 H 0.505276 0.532304 0.782100 0.044 Uiso 1 1 calc R . . . .
C19 C 0.35652(17) 0.57292(6) 0.65000(14) 0.0416(3) Uani 1 1 d . . . . .
H19 H 0.382210 0.608141 0.679983 0.050 Uiso 1 1 calc R . . . .
C20 C 0.24752(16) 0.56596(6) 0.54660(13) 0.0376(3) Uani 1 1 d . . . . .
H20 H 0.198521 0.596575 0.506716 0.045 Uiso 1 1 calc R . . . .
C21 C 0.20738(13) 0.51291(5) 0.49867(11) 0.0299(3) Uani 1 1 d . . . . .
C22 C 0.09598(15) 0.50614(6) 0.38915(12) 0.0389(3) Uani 1 1 d . . . . .
H22 H 0.048368 0.537001 0.349256 0.047 Uiso 1 1 calc R . . . .
C23 C 0.05738(16) 0.45555(7) 0.34131(12) 0.0452(4) Uani 1 1 d . . . . .
H23 H -0.014847 0.451977 0.268565 0.054 Uiso 1 1 calc R . . . .
C24 C 0.12646(16) 0.40867(6) 0.40164(12) 0.0390(3) Uani 1 1 d . . . . .
H24 H 0.099162 0.373977 0.369133 0.047 Uiso 1 1 calc R . . . .
C25 C 0.38259(17) 0.33235(6) 0.50331(15) 0.0454(4) Uani 1 1 d . . . . .
H25A H 0.449356 0.356241 0.483030 0.068 Uiso 1 1 calc GR . . . .
H25B H 0.315970 0.318018 0.431285 0.068 Uiso 1 1 calc GR . . . .
H25C H 0.433354 0.302477 0.551576 0.068 Uiso 1 1 calc GR . . . .
C26 C 0.20141(15) 0.32831(5) 0.60960(13) 0.0351(3) Uani 1 1 d . . . . .
H26A H 0.252615 0.298354 0.657235 0.053 Uiso 1 1 calc GR . . . .
H26B H 0.130524 0.314040 0.539906 0.053 Uiso 1 1 calc GR . . . .
H26C H 0.155459 0.349648 0.655969 0.053 Uiso 1 1 calc GR . . . .
C27 C 0.62154(14) 0.42626(6) 0.73229(14) 0.0410(3) Uani 1 1 d . . . . .
H27A H 0.623004 0.429447 0.651152 0.062 Uiso 1 1 calc GR . . . .
H27B H 0.665484 0.392196 0.765848 0.062 Uiso 1 1 calc GR . . . .
H27C H 0.673331 0.456423 0.778736 0.062 Uiso 1 1 calc GR . . . .
C28 C 0.46514(17) 0.42340(7) 0.85773(12) 0.0430(3) Uani 1 1 d . . . . .
H28A H 0.517473 0.453378 0.904509 0.064 Uiso 1 1 calc GR . . . .
H28B H 0.506426 0.389157 0.892567 0.064 Uiso 1 1 calc GR . . . .
H28C H 0.367152 0.425098 0.856518 0.064 Uiso 1 1 calc GR . . . .
B1 B 0.28457(14) 0.26928(6) 0.09224(12) 0.0257(3) Uani 1 1 d D . . . .
B2 B 0.11109(14) 0.37731(6) 0.00130(12) 0.0263(3) Uani 1 1 d 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
S1 H1 1.292(18) . ?
S1 B1 1.9765(14) . ?
S1 B2 2.0042(14) . ?
S1B H1B 1.3061 . ?
S1B B1 2.158(5) . ?
S1B B2 1.919(5) . ?
N1 H1A 1.04(2) . ?
N1 C15 1.4731(16) . ?
N1 C25 1.4926(17) . ?
N1 C26 1.4927(16) . ?
N2 C17 1.4581(16) . ?
N2 C27 1.4781(16) . ?
N2 C28 1.4772(17) . ?
C1 C2 1.3899(17) . ?
C1 C10 1.4464(16) . ?
C1 B1 1.6240(17) . ?
C2 H2 0.9300 . ?
C2 C3 1.4046(18) . ?
C3 H3 0.9300 . ?
C3 C4 1.362(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.4175(18) . ?
C5 C6 1.4158(18) . ?
C5 C10 1.4445(16) . ?
C6 H6 0.9300 . ?
C6 C7 1.3596(19) . ?
C7 H7 0.9300 . ?
C7 C8 1.4133(18) . ?
C8 H8 0.9300 . ?
C8 C9 1.3843(17) . ?
C9 C10 1.4494(17) . ?
C9 B2 1.6200(17) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 B1 1.6383(19) . ?
C11B H11D 0.9600 . ?
C11B H11E 0.9600 . ?
C11B H11F 0.9600 . ?
C11B B1 1.588(13) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 B1 1.6229(18) . ?
C12B H12D 0.9600 . ?
C12B H12E 0.9600 . ?
C12B H12F 0.9600 . ?
C12B B1 1.600(13) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C13 B2 1.6228(18) . ?
C13B H13D 0.9600 . ?
C13B H13E 0.9600 . ?
C13B H13F 0.9600 . ?
C13B B2 1.574(13) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 B2 1.6139(18) . ?
C14B H14D 0.9600 . ?
C14B H14E 0.9600 . ?
C14B H14F 0.9600 . ?
C14B B2 1.689(13) . ?
C15 C16 1.4246(16) . ?
C15 C24 1.3666(18) . ?
C16 C17 1.4305(16) . ?
C16 C21 1.4263(17) . ?
C17 C18 1.3681(18) . ?
C18 H18 0.9300 . ?
C18 C19 1.402(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.358(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.4130(18) . ?
C21 C22 1.4164(18) . ?
C22 H22 0.9300 . ?
C22 C23 1.356(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.401(2) . ?
C24 H24 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 S1 H1 99.3(8) . . ?
B1 S1 B2 103.79(6) . . ?
B2 S1 H1 99.4(8) . . ?
B1 S1B H1B 120.4 . . ?
B2 S1B H1B 100.4 . . ?
B2 S1B B1 100.3(2) . . ?
C15 N1 H1A 102.1(10) . . ?
C15 N1 C25 112.67(11) . . ?
C15 N1 C26 112.12(10) . . ?
C25 N1 H1A 106.7(11) . . ?
C25 N1 C26 111.89(11) . . ?
C26 N1 H1A 110.8(10) . . ?
C17 N2 C27 111.83(10) . . ?
C17 N2 C28 112.55(10) . . ?
C28 N2 C27 111.13(11) . . ?
C2 C1 C10 117.57(11) . . ?
C2 C1 B1 113.27(10) . . ?
C10 C1 B1 128.94(10) . . ?
C1 C2 H2 118.1 . . ?
C1 C2 C3 123.77(12) . . ?
C3 C2 H2 118.1 . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.26(12) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.59(11) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C10 120.44(11) . . ?
C6 C5 C4 119.19(11) . . ?
C6 C5 C10 120.35(11) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.40(12) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.68(12) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 118.2 . . ?
C9 C8 C7 123.61(12) . . ?
C9 C8 H8 118.2 . . ?
C8 C9 C10 117.36(11) . . ?
C8 C9 B2 116.72(11) . . ?
C10 C9 B2 125.43(10) . . ?
C1 C10 C9 123.54(10) . . ?
C5 C10 C1 117.97(11) . . ?
C5 C10 C9 118.48(11) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
B1 C11 H11A 109.5 . . ?
B1 C11 H11B 109.5 . . ?
B1 C11 H11C 109.5 . . ?
H11D C11B H11E 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
B1 C11B H11D 109.5 . . ?
B1 C11B H11E 109.5 . . ?
B1 C11B H11F 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
B1 C12 H12A 109.5 . . ?
B1 C12 H12B 109.5 . . ?
B1 C12 H12C 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
B1 C12B H12D 109.5 . . ?
B1 C12B H12E 109.5 . . ?
B1 C12B H12F 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
B2 C13 H13A 109.5 . . ?
B2 C13 H13B 109.5 . . ?
B2 C13 H13C 109.5 . . ?
H13D C13B H13E 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
B2 C13B H13D 109.5 . . ?
B2 C13B H13E 109.5 . . ?
B2 C13B H13F 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
B2 C14 H14A 109.5 . . ?
B2 C14 H14B 109.5 . . ?
B2 C14 H14C 109.5 . . ?
H14D C14B H14E 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
B2 C14B H14D 109.5 . . ?
B2 C14B H14E 109.5 . . ?
B2 C14B H14F 109.5 . . ?
C16 C15 N1 118.15(10) . . ?
C24 C15 N1 119.89(11) . . ?
C24 C15 C16 121.96(12) . . ?
C15 C16 C17 125.70(11) . . ?
C15 C16 C21 116.64(11) . . ?
C21 C16 C17 117.66(11) . . ?
C16 C17 N2 118.65(10) . . ?
C18 C17 N2 120.84(11) . . ?
C18 C17 C16 120.50(12) . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.11(12) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.08(12) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 121.01(13) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 C16 119.62(12) . . ?
C20 C21 C22 120.61(12) . . ?
C22 C21 C16 119.76(12) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.30(13) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.90(12) . . ?
C24 C23 H23 120.1 . . ?
C15 C24 C23 120.42(13) . . ?
C15 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C26 H26A 109.5 . . ?
N1 C26 H26B 109.5 . . ?
N1 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C28 H28A 109.5 . . ?
N2 C28 H28B 109.5 . . ?
N2 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C1 B1 S1 111.15(8) . . ?
C1 B1 S1B 100.19(15) . . ?
C1 B1 C11 110.01(10) . . ?
C11 B1 S1 105.39(8) . . ?
C11B B1 S1B 101.5(8) . . ?
C11B B1 C1 106.0(8) . . ?
C11B B1 C12B 124.9(12) . . ?
C12 B1 S1 104.95(9) . . ?
C12 B1 C1 114.19(10) . . ?
C12 B1 C11 110.70(11) . . ?
C12B B1 S1B 100.8(9) . . ?
C12B B1 C1 118.5(9) . . ?
C9 B2 S1 107.37(8) . . ?
C9 B2 S1B 114.25(16) . . ?
C9 B2 C13 115.67(10) . . ?
C9 B2 C14B 104.5(7) . . ?
C13 B2 S1 103.52(9) . . ?
C13B B2 S1B 113.6(9) . . ?
C13B B2 C9 116.1(9) . . ?
C13B B2 C14B 110.6(13) . . ?
C14 B2 S1 106.37(9) . . ?
C14 B2 C9 111.34(10) . . ?
C14 B2 C13 111.73(11) . . ?
C14B B2 S1B 95.1(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C15 C16 C17 2.30(18) . . . . ?
N1 C15 C16 C21 -177.89(10) . . . . ?
N1 C15 C24 C23 178.71(13) . . . . ?
N2 C17 C18 C19 179.69(12) . . . . ?
C1 C2 C3 C4 2.0(2) . . . . ?
C2 C1 C10 C5 -6.79(15) . . . . ?
C2 C1 C10 C9 172.26(10) . . . . ?
C2 C1 B1 S1 172.35(9) . . . . ?
C2 C1 B1 S1B -139.48(16) . . . . ?
C2 C1 B1 C11 56.01(13) . . . . ?
C2 C1 B1 C11B 115.3(8) . . . . ?
C2 C1 B1 C12 -69.16(14) . . . . ?
C2 C1 B1 C12B -31.1(11) . . . . ?
C2 C3 C4 C5 -4.44(19) . . . . ?
C3 C4 C5 C6 -177.33(11) . . . . ?
C3 C4 C5 C10 1.08(18) . . . . ?
C4 C5 C6 C7 176.85(11) . . . . ?
C4 C5 C10 C1 4.63(16) . . . . ?
C4 C5 C10 C9 -174.48(10) . . . . ?
C5 C6 C7 C8 -1.12(19) . . . . ?
C6 C5 C10 C1 -176.98(10) . . . . ?
C6 C5 C10 C9 3.91(16) . . . . ?
C6 C7 C8 C9 1.44(19) . . . . ?
C7 C8 C9 C10 0.96(18) . . . . ?
C7 C8 C9 B2 -171.45(11) . . . . ?
C8 C9 C10 C1 177.41(11) . . . . ?
C8 C9 C10 C5 -3.54(16) . . . . ?
C8 C9 B2 S1 -146.16(9) . . . . ?
C8 C9 B2 S1B 160.11(18) . . . . ?
C8 C9 B2 C13 -31.19(16) . . . . ?
C8 C9 B2 C13B -64.6(12) . . . . ?
C8 C9 B2 C14 97.78(13) . . . . ?
C8 C9 B2 C14B 57.6(8) . . . . ?
C10 C1 C2 C3 3.69(18) . . . . ?
C10 C1 B1 S1 -2.01(15) . . . . ?
C10 C1 B1 S1B 46.16(18) . . . . ?
C10 C1 B1 C11 -118.35(13) . . . . ?
C10 C1 B1 C11B -59.0(8) . . . . ?
C10 C1 B1 C12 116.48(13) . . . . ?
C10 C1 B1 C12B 154.5(11) . . . . ?
C10 C5 C6 C7 -1.56(18) . . . . ?
C10 C9 B2 S1 42.11(13) . . . . ?
C10 C9 B2 S1B -11.6(2) . . . . ?
C10 C9 B2 C13 157.08(12) . . . . ?
C10 C9 B2 C13B 123.7(12) . . . . ?
C10 C9 B2 C14 -73.95(14) . . . . ?
C10 C9 B2 C14B -114.2(8) . . . . ?
C15 C16 C17 N2 0.68(18) . . . . ?
C15 C16 C17 C18 179.57(12) . . . . ?
C15 C16 C21 C20 179.44(11) . . . . ?
C15 C16 C21 C22 -1.03(17) . . . . ?
C16 C15 C24 C23 -0.7(2) . . . . ?
C16 C17 C18 C19 0.8(2) . . . . ?
C16 C21 C22 C23 -0.3(2) . . . . ?
C17 C16 C21 C20 -0.73(17) . . . . ?
C17 C16 C21 C22 178.80(11) . . . . ?
C17 C18 C19 C20 -0.4(2) . . . . ?
C18 C19 C20 C21 -0.6(2) . . . . ?
C19 C20 C21 C16 1.2(2) . . . . ?
C19 C20 C21 C22 -178.36(13) . . . . ?
C20 C21 C22 C23 179.22(14) . . . . ?
C21 C16 C17 N2 -179.13(10) . . . . ?
C21 C16 C17 C18 -0.24(17) . . . . ?
C21 C22 C23 C24 1.2(2) . . . . ?
C22 C23 C24 C15 -0.7(2) . . . . ?
C24 C15 C16 C17 -178.27(12) . . . . ?
C24 C15 C16 C21 1.54(18) . . . . ?
C25 N1 C15 C16 -116.12(13) . . . . ?
C25 N1 C15 C24 64.43(16) . . . . ?
C26 N1 C15 C16 116.58(12) . . . . ?
C26 N1 C15 C24 -62.86(15) . . . . ?
C27 N2 C17 C16 112.44(12) . . . . ?
C27 N2 C17 C18 -66.45(16) . . . . ?
C28 N2 C17 C16 -121.62(12) . . . . ?
C28 N2 C17 C18 59.49(16) . . . . ?
B1 C1 C2 C3 -171.37(11) . . . . ?
B1 C1 C10 C5 167.37(11) . . . . ?
B1 C1 C10 C9 -13.58(18) . . . . ?
B2 C9 C10 C1 -10.91(17) . . . . ?
B2 C9 C10 C5 168.14(10) . . . . ?

_olex2_date_sample_data_collection 2018-05-17
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.293
_oxdiff_exptl_absorpt_empirical_full_min 0.836
####################################################################### 
# 
# 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_[1-OH][3-H]-MeCN
_database_code_depnum_ccdc_archive 'CCDC 2151562'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;

# was beck04

_audit_creation_date             2017-11-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H19 B2 O, C14 H19 N2, C2 H3 N'
_chemical_formula_sum            'C30 H41 B2 N3 O'
_chemical_formula_weight         481.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C72 H100 B12 N24 O1 '
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   17.4262(3)
_cell_length_b                   9.40374(16)
_cell_length_c                   17.0884(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2800.30(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    25609
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      31.9220
_cell_measurement_theta_min      2.3250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.455
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.142
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
7 1 -23 0.1591
5 -4 3 0.1660
-2 5 -5 0.2092
5 0 -4 0.1469
16 -2 17 0.0382
-17 2 -17 0.0608
11 8 -16 0.2445
1 -12 -8 0.2450
-7 0 23 0.0600

_exptl_crystal_size_max          0.606
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.114
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
6.6256 0.8553 -23.1326 0.2283 0.4760 0.8493
4.9765 -3.9918 2.9877 0.3029 0.0762 -0.2230
-1.9849 4.9878 -4.9834 -0.2192 -0.1149 0.3604
4.9847 -0.0019 -3.9926 0.1881 0.0427 0.1776
16.4167 -2.4469 17.3359 0.6849 -0.5236 -0.5067
-17.4472 1.9559 -16.5556 -0.7094 0.5425 0.4499
11.3686 7.8935 -15.7913 0.1996 -0.1550 0.9675
1.3713 -12.3885 -8.4060 0.4147 0.8723 -0.2589
-6.5925 -0.2528 23.1894 -0.2446 -0.5104 -0.8244

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            57640
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.254
_diffrn_reflns_theta_min         1.669
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      6.00  93.00   1.00   37.50    --   24.71  57.00 -60.00   87
  2  ω     -4.00  94.00   1.00   37.50    --   24.71  77.00  60.00   98
  3  ω    -39.00  42.00   1.00   37.50    --   24.71 -57.00  30.00   81
  4  ω    -29.00  27.00   1.00   37.50    --   24.71 -57.00 -90.00   56
  5  ω      9.00  93.00   1.00   37.50    --   24.71  57.00   0.00   84
  6  ω    -20.00  65.00   1.00   37.50    --   24.71 -99.00 150.00   85
  7  ω      2.00  79.00   1.00   37.50    --   24.71  38.00-180.00   77
  8  ω    -44.00  43.00   1.00   37.50    --   24.71 -57.00-150.00   87
  9  ω     -2.00  88.00   1.00   37.50    --   24.71  77.00-180.00   90
 10  ω    -19.00  65.00   1.00   37.50    --   24.71 -99.00   0.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0375658000
_diffrn_orient_matrix_UB_12      -0.0291901000
_diffrn_orient_matrix_UB_13      -0.0001868000
_diffrn_orient_matrix_UB_21      -0.0123712000
_diffrn_orient_matrix_UB_22      -0.0540632000
_diffrn_orient_matrix_UB_23      -0.0261180000
_diffrn_orient_matrix_UB_31      0.0097760000
_diffrn_orient_matrix_UB_32      0.0438925000
_diffrn_orient_matrix_UB_33      -0.0322926000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4478
_reflns_number_total             5004
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.15e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.15e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.15e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         5004
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0417
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0552P)²+0.8235P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1120
_refine_ls_wR_factor_ref         0.1154
_refine_special_details          
'All hydrogen atoms were refined isotropically.'
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O8 O 0.18818(5) 0.250000 0.63081(5) 0.01667(15) Uani 1 2 d S T P . .
N21 N 0.40253(5) 0.750000 0.44959(5) 0.01241(16) Uani 1 2 d S T P . .
N23 N 0.53934(5) 0.750000 0.39147(5) 0.01333(16) Uani 1 2 d S T P . .
C11 C 0.43598(5) 0.750000 0.52796(6) 0.01199(17) Uani 1 2 d S T P . .
C12 C 0.51781(5) 0.750000 0.53514(6) 0.01229(17) Uani 1 2 d S T P . .
C20 C 0.38980(6) 0.750000 0.59315(6) 0.01523(19) Uani 1 2 d S T P . .
C19 C 0.42209(7) 0.750000 0.66897(6) 0.0174(2) Uani 1 2 d S T P . .
C13 C 0.57048(6) 0.750000 0.47127(6) 0.01290(17) Uani 1 2 d S T P . .
C17 C 0.54976(6) 0.750000 0.61232(6) 0.01456(18) Uani 1 2 d S T P . .
C16 C 0.63066(6) 0.750000 0.62226(7) 0.0183(2) Uani 1 2 d S T P . .
C18 C 0.50006(7) 0.750000 0.67809(6) 0.01682(19) Uani 1 2 d S T P . .
C14 C 0.64859(6) 0.750000 0.48245(7) 0.01627(19) Uani 1 2 d S T P . .
C2 C 0.27936(6) 0.250000 0.77303(6) 0.0176(2) Uani 1 2 d S T P . .
C1 C 0.25204(4) 0.38336(8) 0.74250(5) 0.01739(15) Uani 1 1 d . . . . .
C15 C 0.67887(6) 0.750000 0.55905(7) 0.0192(2) Uani 1 2 d S T P . .
C6 C 0.28033(5) 0.50713(10) 0.77602(5) 0.02321(17) Uani 1 1 d . . . . .
C24 C 0.56050(5) 0.61841(9) 0.34800(5) 0.01978(16) Uani 1 1 d . . . . .
C22 C 0.35703(5) 0.61994(9) 0.43424(5) 0.01974(15) Uani 1 1 d . . . . .
N25 N 0.07794(9) 0.250000 0.50429(9) 0.0475(4) Uani 1 2 d S T P . .
C3 C 0.33487(7) 0.250000 0.83538(7) 0.0240(2) Uani 1 2 d S T P . .
C26 C 0.02521(8) 0.250000 0.46591(8) 0.0290(3) Uani 1 2 d S T P . .
C5 C 0.33455(5) 0.50686(12) 0.83745(6) 0.0298(2) Uani 1 1 d . . . . .
B7 B 0.18917(5) 0.39696(9) 0.67323(5) 0.01759(16) Uani 1 1 d . . . . .
C4 C 0.36175(5) 0.38109(12) 0.86597(5) 0.0305(2) Uani 1 1 d . . . . .
C9 C 0.21348(5) 0.51202(10) 0.60642(5) 0.02427(17) Uani 1 1 d . . . . .
C10 C 0.10434(5) 0.43226(11) 0.70882(6) 0.02544(18) Uani 1 1 d . . . . .
C27 C -0.04266(12) 0.250000 0.41673(12) 0.0477(4) Uani 1 2 d S T P . .
H16 H 0.6517(10) 0.750000 0.6757(10) 0.027(4) Uiso 1 2 d S T P . .
H6 H 0.2624(7) 0.5988(13) 0.7552(7) 0.022(3) Uiso 1 1 d . . . . .
H19 H 0.3886(10) 0.750000 0.7133(11) 0.029(4) Uiso 1 2 d S T P . .
H14 H 0.6847(9) 0.750000 0.4378(10) 0.022(4) Uiso 1 2 d S T P . .
H9A H 0.1796(8) 0.5066(17) 0.5605(8) 0.042(4) Uiso 1 1 d . . . . .
H22A H 0.3425(7) 0.6217(14) 0.3797(8) 0.029(3) Uiso 1 1 d . . . . .
H9B H 0.2118(8) 0.6139(15) 0.6246(8) 0.035(3) Uiso 1 1 d . . . . .
H15 H 0.7332(10) 0.750000 0.5675(10) 0.026(4) Uiso 1 2 d S T P . .
H18 H 0.5233(10) 0.750000 0.7313(10) 0.029(4) Uiso 1 2 d S T P . .
H20 H 0.3343(9) 0.750000 0.5878(9) 0.020(4) Uiso 1 2 d S T P . .
H5 H 0.3517(8) 0.5982(16) 0.8577(8) 0.042(4) Uiso 1 1 d . . . . .
H24A H 0.6164(7) 0.6127(13) 0.3421(8) 0.028(3) Uiso 1 1 d . . . . .
H22B H 0.3113(8) 0.6185(14) 0.4660(8) 0.032(3) Uiso 1 1 d . . . . .
H22C H 0.3896(7) 0.5344(15) 0.4438(7) 0.033(3) Uiso 1 1 d . . . . .
H24B H 0.5359(7) 0.6242(14) 0.2968(8) 0.031(3) Uiso 1 1 d . . . . .
H24C H 0.5421(7) 0.5350(14) 0.3775(7) 0.028(3) Uiso 1 1 d . . . . .
H9C H 0.2686(8) 0.4994(15) 0.5865(8) 0.036(3) Uiso 1 1 d . . . . .
H4 H 0.3991(8) 0.3765(16) 0.9088(9) 0.041(4) Uiso 1 1 d . . . . .
H8 H 0.1537(13) 0.250000 0.5896(13) 0.048(6) Uiso 1 2 d S T P . .
H10A H 0.0627(8) 0.4252(15) 0.6696(8) 0.037(4) Uiso 1 1 d . . . . .
H10B H 0.0882(8) 0.3658(15) 0.7541(8) 0.034(3) Uiso 1 1 d . . . . .
H10C H 0.1038(8) 0.5341(16) 0.7297(8) 0.038(4) Uiso 1 1 d . . . . .
H27A H -0.0402(13) 0.169(2) 0.3846(12) 0.094(7) Uiso 1 1 d . . . . .
H27B H -0.093(2) 0.250000 0.451(2) 0.124(13) Uiso 1 2 d S T P . .
H21 H 0.4710(13) 0.750000 0.4054(14) 0.060(7) Uiso 1 2 d S T P . .


_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
O8 B7 1.5607(10) . ?
O8 B7 1.5607(10) 7_565 ?
O8 H8 0.93(2) . ?
N21 C11 1.4605(12) . ?
N21 C22 1.4810(9) 7_575 ?
N21 C22 1.4810(9) . ?
N21 H21 1.41(2) . ?
N23 C13 1.4677(13) . ?
N23 C24 1.4896(9) . ?
N23 C24 1.4896(9) 7_575 ?
N23 H21 1.21(2) . ?
C11 C12 1.4313(13) . ?
C11 C20 1.3743(14) . ?
C12 C13 1.4260(14) . ?
C12 C17 1.4316(14) . ?
C20 C19 1.4125(15) . ?
C20 H20 0.971(16) . ?
C19 C18 1.3676(16) . ?
C19 H19 0.956(18) . ?
C13 C14 1.3745(14) . ?
C17 C16 1.4200(15) . ?
C17 C18 1.4189(15) . ?
C16 C15 1.3684(17) . ?
C16 H16 0.984(18) . ?
C18 H18 0.996(18) . ?
C14 C15 1.4113(16) . ?
C14 H14 0.989(17) . ?
C2 C1 1.4392(10) . ?
C2 C1 1.4392(10) 7_565 ?
C2 C3 1.4392(16) . ?
C1 C6 1.3877(11) . ?
C1 B7 1.6180(12) . ?
C15 H15 0.957(17) . ?
C6 C5 1.4124(13) . ?
C6 H6 0.984(12) . ?
C24 H24A 0.981(13) . ?
C24 H24B 0.976(13) . ?
C24 H24C 0.986(13) . ?
C22 H22A 0.966(13) . ?
C22 H22B 0.965(13) . ?
C22 H22C 0.998(14) . ?
N25 C26 1.129(2) . ?
C3 C4 1.4185(12) 7_565 ?
C3 C4 1.4185(12) . ?
C26 C27 1.451(2) . ?
C5 C4 1.3641(16) . ?
C5 H5 0.973(15) . ?
B7 C9 1.6290(13) . ?
B7 C10 1.6325(12) . ?
C4 H4 0.980(15) . ?
C9 H9A 0.984(14) . ?
C9 H9B 1.008(14) . ?
C9 H9C 1.026(14) . ?
C10 H10A 0.990(14) . ?
C10 H10B 1.034(14) . ?
C10 H10C 1.022(15) . ?
C27 H27A 0.94(2) . ?
C27 H27A 0.94(2) 7_565 ?
C27 H27B 1.06(4) . ?

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
B7 O8 B7 124.63(8) . 7_565 ?
B7 O8 H8 111.1(4) . . ?
B7 O8 H8 111.1(4) 7_565 . ?
C11 N21 C22 112.09(5) . . ?
C11 N21 C22 112.09(5) . 7_575 ?
C11 N21 H21 98.8(10) . . ?
C22 N21 C22 111.34(9) . 7_575 ?
C22 N21 H21 111.0(4) . . ?
C22 N21 H21 111.0(5) 7_575 . ?
C13 N23 C24 111.82(5) . . ?
C13 N23 C24 111.82(5) . 7_575 ?
C13 N23 H21 100.4(11) . . ?
C24 N23 C24 112.35(9) . 7_575 ?
C24 N23 H21 109.9(5) . . ?
C24 N23 H21 109.9(5) 7_575 . ?
C12 C11 N21 118.44(8) . . ?
C20 C11 N21 120.64(9) . . ?
C20 C11 C12 120.93(9) . . ?
C11 C12 C17 117.80(9) . . ?
C13 C12 C11 125.15(9) . . ?
C13 C12 C17 117.05(9) . . ?
C11 C20 C19 120.68(9) . . ?
C11 C20 H20 120.4(10) . . ?
C19 C20 H20 118.9(10) . . ?
C20 C19 H19 119.0(11) . . ?
C18 C19 C20 120.02(10) . . ?
C18 C19 H19 121.0(11) . . ?
C12 C13 N23 118.24(8) . . ?
C14 C13 N23 119.69(9) . . ?
C14 C13 C12 122.08(9) . . ?
C16 C17 C12 119.76(10) . . ?
C18 C17 C12 119.50(9) . . ?
C18 C17 C16 120.75(10) . . ?
C17 C16 H16 118.7(10) . . ?
C15 C16 C17 121.00(10) . . ?
C15 C16 H16 120.3(10) . . ?
C19 C18 C17 121.07(10) . . ?
C19 C18 H18 120.6(10) . . ?
C17 C18 H18 118.3(10) . . ?
C13 C14 C15 119.95(10) . . ?
C13 C14 H14 121.6(10) . . ?
C15 C14 H14 118.5(10) . . ?
C1 C2 C1 121.23(10) . 7_565 ?
C3 C2 C1 119.39(5) . . ?
C3 C2 C1 119.39(5) . 7_565 ?
C2 C1 B7 123.92(7) . . ?
C6 C1 C2 117.63(8) . . ?
C6 C1 B7 118.43(7) . . ?
C16 C15 C14 120.17(10) . . ?
C16 C15 H15 119.2(10) . . ?
C14 C15 H15 120.7(10) . . ?
C1 C6 C5 122.88(9) . . ?
C1 C6 H6 118.3(7) . . ?
C5 C6 H6 118.8(7) . . ?
N23 C24 H24A 110.0(8) . . ?
N23 C24 H24B 107.0(8) . . ?
N23 C24 H24C 109.0(7) . . ?
H24A C24 H24B 110.3(11) . . ?
H24A C24 H24C 109.4(10) . . ?
H24B C24 H24C 111.0(10) . . ?
N21 C22 H22A 107.3(8) . . ?
N21 C22 H22B 110.7(8) . . ?
N21 C22 H22C 109.4(8) . . ?
H22A C22 H22B 109.1(11) . . ?
H22A C22 H22C 108.7(10) . . ?
H22B C22 H22C 111.5(11) . . ?
C4 C3 C2 119.65(6) . . ?
C4 C3 C2 119.65(6) 7_565 . ?
C4 C3 C4 120.70(12) 7_565 . ?
N25 C26 C27 179.87(18) . . ?
C6 C5 H5 117.9(9) . . ?
C4 C5 C6 119.97(9) . . ?
C4 C5 H5 122.1(9) . . ?
O8 B7 C1 106.09(6) . . ?
O8 B7 C9 105.40(6) . . ?
O8 B7 C10 110.06(7) . . ?
C1 B7 C9 112.90(7) . . ?
C1 B7 C10 110.90(7) . . ?
C9 B7 C10 111.19(7) . . ?
C3 C4 H4 117.1(9) . . ?
C5 C4 C3 120.47(9) . . ?
C5 C4 H4 122.4(9) . . ?
B7 C9 H9A 111.6(9) . . ?
B7 C9 H9B 114.0(8) . . ?
B7 C9 H9C 113.6(8) . . ?
H9A C9 H9B 106.1(12) . . ?
H9A C9 H9C 106.9(11) . . ?
H9B C9 H9C 103.9(11) . . ?
B7 C10 H10A 113.4(8) . . ?
B7 C10 H10B 113.7(8) . . ?
B7 C10 H10C 109.2(8) . . ?
H10A C10 H10B 105.5(11) . . ?
H10A C10 H10C 107.0(11) . . ?
H10B C10 H10C 107.6(10) . . ?
C26 C27 H27A 107.5(13) . . ?
C26 C27 H27A 107.5(14) . 7_565 ?
C26 C27 H27B 111(2) . . ?
H27A C27 H27A 108(3) . 7_565 ?
H27A C27 H27B 111.2(17) . . ?
H27B C27 H27A 111.2(17) . 7_565 ?

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
N21 C11 C12 C13 0.000(0) . . . . ?
N21 C11 C12 C17 180.000(0) . . . . ?
N21 C11 C20 C19 180.000(0) . . . . ?
N23 C13 C14 C15 180.000(0) . . . . ?
C11 C12 C13 N23 0.000(0) . . . . ?
C11 C12 C13 C14 180.000(0) . . . . ?
C11 C12 C17 C16 180.000(0) . . . . ?
C11 C12 C17 C18 0.000(0) . . . . ?
C11 C20 C19 C18 0.000(0) . . . . ?
C12 C11 C20 C19 0.000(0) . . . . ?
C12 C13 C14 C15 0.000(0) . . . . ?
C12 C17 C16 C15 0.000(0) . . . . ?
C12 C17 C18 C19 0.000(0) . . . . ?
C20 C11 C12 C13 180.000(0) . . . . ?
C20 C11 C12 C17 0.000(0) . . . . ?
C20 C19 C18 C17 0.000(0) . . . . ?
C13 C12 C17 C16 0.000(0) . . . . ?
C13 C12 C17 C18 180.000(0) . . . . ?
C13 C14 C15 C16 0.000(0) . . . . ?
C17 C12 C13 N23 180.000(0) . . . . ?
C17 C12 C13 C14 0.000(0) . . . . ?
C17 C16 C15 C14 0.000(0) . . . . ?
C16 C17 C18 C19 180.000(0) . . . . ?
C18 C17 C16 C15 180.000(0) . . . . ?
C2 C1 C6 C5 0.59(12) . . . . ?
C2 C1 B7 O8 -18.90(10) . . . . ?
C2 C1 B7 C9 -133.85(8) . . . . ?
C2 C1 B7 C10 100.60(9) . . . . ?
C2 C3 C4 C5 0.92(15) . . . . ?
C1 C2 C1 C6 178.98(6) 7_565 . . . ?
C1 C2 C1 B7 0.49(14) 7_565 . . . ?
C1 C2 C3 C4 -0.13(15) 7_565 . . 7_565 ?
C1 C2 C3 C4 -179.70(9) 7_565 . . . ?
C1 C2 C3 C4 179.71(9) . . . 7_565 ?
C1 C2 C3 C4 0.13(15) . . . . ?
C1 C6 C5 C4 0.45(14) . . . . ?
C6 C1 B7 O8 162.62(7) . . . . ?
C6 C1 B7 C9 47.67(9) . . . . ?
C6 C1 B7 C10 -77.88(9) . . . . ?
C6 C5 C4 C3 -1.21(14) . . . . ?
C24 N23 C13 C12 116.51(6) 7_575 . . . ?
C24 N23 C13 C12 -116.51(6) . . . . ?
C24 N23 C13 C14 63.49(6) . . . . ?
C24 N23 C13 C14 -63.49(6) 7_575 . . . ?
C22 N21 C11 C12 116.97(6) . . . . ?
C22 N21 C11 C12 -116.97(6) 7_575 . . . ?
C22 N21 C11 C20 -63.03(6) . . . . ?
C22 N21 C11 C20 63.03(6) 7_575 . . . ?
C3 C2 C1 C6 -0.86(13) . . . . ?
C3 C2 C1 B7 -179.34(8) . . . . ?
B7 O8 B7 C1 43.35(11) 7_565 . . . ?
B7 O8 B7 C9 163.32(6) 7_565 . . . ?
B7 O8 B7 C10 -76.69(11) 7_565 . . . ?
B7 C1 C6 C5 179.17(7) . . . . ?
C4 C3 C4 C5 -178.65(7) 7_565 . . . ?

_olex2_date_sample_data_collection 2017-10-26
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.208
_oxdiff_exptl_absorpt_empirical_full_min 0.836
####################################################################### 
# 
# 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_[4][V-H]
_database_code_depnum_ccdc_archive 'CCDC 2151570'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;

# was becker20

_audit_creation_date             2020-02-19
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
christian.becker@uni-bielefeld.de
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H34 N4 P, C14 H17 B2, 0.5(C6 H6)'
_chemical_formula_sum            'C32 H54 B2 N4 P'
_chemical_formula_weight         547.38
_chemical_melting_point          ?
_chemical_oxdiff_formula         C32H54B2N4P
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.8912(2)
_cell_length_b                   10.6797(3)
_cell_length_c                   15.5211(5)
_cell_angle_alpha                93.079(2)
_cell_angle_beta                 92.337(2)
_cell_angle_gamma                94.679(2)
_cell_volume                     1630.07(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9745
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.2630
_cell_measurement_theta_min      4.1410
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.928
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.686
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.69a (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   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.115
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             598
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0171
0 0 1 0.0171
-6 0 -1 0.0855
0 7 -3 0.1382
6 1 1 0.1177
5 -5 3 0.1291
-3 -6 2 0.1291

_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.217
_exptl_crystal_size_min          0.034
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0008 -0.0017 -1.0006 -0.0974 0.0110 0.0176
-0.0008 0.0017 1.0006 0.0974 -0.0110 -0.0176
-6.3177 -0.2293 -0.9089 0.0149 -0.2015 0.9794
-0.3094 6.7630 -2.7275 -0.0779 0.9825 0.1690
6.2177 0.9949 0.5899 -0.0236 0.3110 -0.9501
4.8182 -4.6393 2.5998 0.0445 -0.5516 -0.8329
-2.9264 -5.8407 1.8502 0.0735 -0.9334 0.3512

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13361
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.557
_diffrn_reflns_theta_min         2.854
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00 -21.00   1.00    9.23    --  -38.50 -38.00 -90.00   89
  2  ω    -80.00 -10.00   1.00    9.23    --  -38.50 125.00  60.00   70
  3  ω    -49.00 -20.00   1.00    9.23    --  -38.50 125.00 150.00   29
  4  ω    -70.00  39.00   1.00    9.23    --  -38.50  19.00  90.00  109
  5  ω     33.00  68.00   1.00    9.23    --   42.70-125.00-120.00   35
  6  ω     55.00  95.00   1.00    9.23    --   42.70-125.00   0.00   40
  7  ω    100.00 171.00   1.00   38.50    --  111.00 125.00-180.00   71
  8  ω    105.00 156.00   1.00   38.50    --  111.00  77.00-120.00   51
  9  ω     66.00  95.00   1.00   38.50    --  111.00 -77.00-180.00   29
 10  ω     41.00 132.00   1.00   38.50    --  111.00 -30.00-120.00   91
 11  ω    105.00 132.00   1.00   38.50    --  111.00 -30.00 -90.00   27
 12  ω     38.00 105.00   1.00   38.50    --  111.00 -30.00-180.00   67
 13  ω     70.00 101.00   1.00   38.50    --  111.00 -94.00  90.00   31
 14  ω     32.00 151.00   1.00   38.50    --  111.00 -15.00  60.00  119
 15  ω     33.00  60.00   1.00   38.50    --  111.00 -94.00  90.00   27
 16  ω     49.00 131.00   1.00   38.50    --  111.00 -45.00  90.00   82
 17  ω     63.00 113.00   1.00   38.50    --  111.00-125.00   0.00   50
 18  ω    116.00 141.00   1.00   38.50    --  111.00 -77.00-180.00   25
 19  ω     67.00  94.00   1.00   38.50    --  111.00-125.00  30.00   27
 20  ω     34.00 106.00   1.00   38.50    --  111.00 -94.00 120.00   72
 21  ω     45.00 107.00   1.00   38.50    --  111.00-101.00 -88.78   62
 22  ω     70.00 112.00   1.00   38.50    --  111.00-125.00-120.00   42
 23  ω     40.00 109.00   1.00   38.50    --  111.00-110.00  41.01   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0173293000
_diffrn_orient_matrix_UB_12      0.0269106000
_diffrn_orient_matrix_UB_13      0.0972593000
_diffrn_orient_matrix_UB_21      0.0283554000
_diffrn_orient_matrix_UB_22      0.1420395000
_diffrn_orient_matrix_UB_23      -0.0112563000
_diffrn_orient_matrix_UB_31      -0.1528623000
_diffrn_orient_matrix_UB_32      0.0108409000
_diffrn_orient_matrix_UB_33      -0.0177345000
_diffrn_oxdiff_digest_frames     
;
012b7b0bdb0389c66e4989f89759c0af9f01318c056
;
_diffrn_oxdiff_digest_hkl        
;
0178ce79a043f25206f1a83b75697b3c047ad4
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6272
_reflns_number_total             6713
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         6713
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0499
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0926P)²+0.4329P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1377
_refine_ls_wR_factor_ref         0.1412
_refine_special_details          
'Disorder of one i-propylgroup over two sites (49:51).'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C23B-C21B \\sim C23-C21 \\sim C22B-C21B \\sim C22-C21
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C21) \\sim Ueq, Uanis(C21B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C21) = Uanis(C21B)
4. Rigid body (RIGU) restrains
 C21, C21B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C21(0.5) H21(0.5) C21B(0.5) H21B(0.5) C22(0.5) H22A(0.5) H22B(0.5)
 H22C(0.5) C22B(0.5) H22D(0.5) H22E(0.5) H22F(0.5) C23(0.5) H23A(0.5) H23B(0.5)
 H23C(0.5) C23B(0.5) H23D(0.5) H23E(0.5) H23F(0.5)
6.a Ternary CH refined with riding coordinates:
 C21(H21), C21B(H21B), C24(H24), C27(H27)
6.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,
 H19B), C20(H20A,H20B), C13(H13A,H13B)
6.c Me refined with riding coordinates:
 C22(H22A,H22B,H22C), C22B(H22D,H22E,H22F), C23(H23A,H23B,H23C), C23B(H23D,
 H23E,H23F)
6.d Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C30(H30), C31(H31), C32(H32)
6.e Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C28(H28A,H28B,H28C), C29(H29A,H29B,
 H29C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.14934(3) 0.31120(3) 0.23486(2) 0.01470(11) Uani 1 1 d . . . . .
N1 N 0.23883(12) 0.32508(10) 0.14668(7) 0.0195(2) Uani 1 1 d . . . . .
N2 N 0.23075(12) 0.29771(11) 0.33008(7) 0.0211(2) Uani 1 1 d . . . . .
N3 N -0.01965(11) 0.28080(11) 0.22544(8) 0.0222(2) Uani 1 1 d . . . . .
N4 N 0.15829(11) 0.12795(10) 0.21593(7) 0.0175(2) Uani 1 1 d . . . . .
C15 C 0.27943(15) 0.21393(13) 0.09922(9) 0.0221(3) Uani 1 1 d . . . . .
H15A H 0.369647 0.230159 0.077898 0.027 Uiso 1 1 calc R . . . .
H15B H 0.216409 0.189856 0.050510 0.027 Uiso 1 1 calc R . . . .
C16 C 0.27786(13) 0.11116(12) 0.16255(8) 0.0196(3) Uani 1 1 d . . . . .
H16A H 0.269231 0.028929 0.132166 0.024 Uiso 1 1 calc R . . . .
H16B H 0.360908 0.119006 0.198584 0.024 Uiso 1 1 calc R . . . .
C17 C 0.26902(15) 0.17587(14) 0.35519(9) 0.0249(3) Uani 1 1 d . . . . .
H17A H 0.258047 0.167511 0.416488 0.030 Uiso 1 1 calc R . . . .
H17B H 0.363040 0.166062 0.342827 0.030 Uiso 1 1 calc R . . . .
C18 C 0.17571(15) 0.07804(13) 0.30287(9) 0.0237(3) Uani 1 1 d . . . . .
H18A H 0.215813 -0.001864 0.298828 0.028 Uiso 1 1 calc R . . . .
H18B H 0.088836 0.065881 0.329379 0.028 Uiso 1 1 calc R . . . .
C19 C -0.07988(14) 0.15262(13) 0.21104(11) 0.0274(3) Uani 1 1 d . . . . .
H19A H -0.159910 0.149552 0.172484 0.033 Uiso 1 1 calc R . . . .
H19B H -0.105772 0.118401 0.265196 0.033 Uiso 1 1 calc R . . . .
C20 C 0.02885(14) 0.07866(13) 0.17062(10) 0.0246(3) Uani 1 1 d . . . . .
H20A H 0.010840 -0.010547 0.178496 0.030 Uiso 1 1 calc R . . . .
H20B H 0.031853 0.091278 0.109283 0.030 Uiso 1 1 calc R . . . .
C21 C 0.2783(8) 0.4482(17) 0.1077(7) 0.0212(11) Uani 0.5 1 d D U P A 1
H21 H 0.236892 0.514261 0.141196 0.025 Uiso 0.5 1 calc R . P A 1
C21B C 0.2446(8) 0.4436(17) 0.1063(7) 0.0212(11) Uani 0.5 1 d D U P A 2
H21B H 0.222655 0.507614 0.149973 0.025 Uiso 0.5 1 calc R . P A 2
C22 C 0.4293(4) 0.4783(4) 0.1154(3) 0.0326(8) Uani 0.5 1 d D . P A 1
H22A H 0.452347 0.557007 0.090279 0.049 Uiso 0.5 1 calc R . P A 1
H22B H 0.458971 0.484376 0.175278 0.049 Uiso 0.5 1 calc R . P A 1
H22C H 0.473143 0.412882 0.085639 0.049 Uiso 0.5 1 calc R . P A 1
C22B C 0.3841(6) 0.4823(4) 0.0767(4) 0.0433(10) Uani 0.5 1 d D . P A 2
H22D H 0.383099 0.561475 0.050349 0.065 Uiso 0.5 1 calc R . P A 2
H22E H 0.447793 0.490493 0.125490 0.065 Uiso 0.5 1 calc R . P A 2
H22F H 0.410493 0.419571 0.035545 0.065 Uiso 0.5 1 calc R . P A 2
C23 C 0.2236(6) 0.4490(4) 0.0151(3) 0.0411(8) Uani 0.5 1 d D . P A 1
H23A H 0.127055 0.429397 0.012743 0.062 Uiso 0.5 1 calc R . P A 1
H23B H 0.244077 0.530808 -0.006278 0.062 Uiso 0.5 1 calc R . P A 1
H23C H 0.265179 0.387320 -0.019915 0.062 Uiso 0.5 1 calc R . P A 1
C23B C 0.1359(6) 0.4404(3) 0.0322(3) 0.0435(9) Uani 0.5 1 d D . P A 2
H23D H 0.141215 0.520050 0.006111 0.065 Uiso 0.5 1 calc R . P A 2
H23E H 0.151206 0.375038 -0.010281 0.065 Uiso 0.5 1 calc R . P A 2
H23F H 0.047510 0.424232 0.054604 0.065 Uiso 0.5 1 calc R . P A 2
C24 C 0.30371(16) 0.40994(14) 0.37511(9) 0.0273(3) Uani 1 1 d . . . . .
H24 H 0.279112 0.483080 0.344255 0.033 Uiso 1 1 calc R . . . .
C25 C 0.45646(18) 0.40792(18) 0.37331(13) 0.0394(4) Uani 1 1 d . . . . .
H25A H 0.485863 0.345578 0.410574 0.059 Uiso 1 1 calc GR . . . .
H25B H 0.498905 0.489095 0.392838 0.059 Uiso 1 1 calc GR . . . .
H25C H 0.481465 0.387819 0.315389 0.059 Uiso 1 1 calc GR . . . .
C26 C 0.2568(2) 0.4274(2) 0.46704(13) 0.0518(5) Uani 1 1 d . . . . .
H26A H 0.160097 0.431487 0.465579 0.078 Uiso 1 1 calc GR . . . .
H26B H 0.300352 0.504119 0.493904 0.078 Uiso 1 1 calc GR . . . .
H26C H 0.280274 0.357697 0.499502 0.078 Uiso 1 1 calc GR . . . .
C27 C -0.10936(14) 0.37605(14) 0.25642(10) 0.0276(3) Uani 1 1 d . . . . .
H27 H -0.055504 0.457458 0.262882 0.033 Uiso 1 1 calc R . . . .
C28 C -0.1641(2) 0.3474(3) 0.34379(13) 0.0548(6) Uani 1 1 d . . . . .
H28A H -0.227141 0.273834 0.337601 0.082 Uiso 1 1 calc GR . . . .
H28B H -0.209517 0.417558 0.365957 0.082 Uiso 1 1 calc GR . . . .
H28C H -0.090378 0.332583 0.383063 0.082 Uiso 1 1 calc GR . . . .
C29 C -0.2266(2) 0.3881(2) 0.19161(13) 0.0538(6) Uani 1 1 d . . . . .
H29A H -0.191938 0.398036 0.135283 0.081 Uiso 1 1 calc GR . . . .
H29B H -0.273541 0.460097 0.208335 0.081 Uiso 1 1 calc GR . . . .
H29C H -0.288184 0.313660 0.190339 0.081 Uiso 1 1 calc GR . . . .
C1 C 0.45503(13) 0.83133(12) 0.15399(9) 0.0197(3) Uani 1 1 d . . . . .
C2 C 0.32636(13) 0.78635(12) 0.18537(9) 0.0190(3) Uani 1 1 d . . . . .
C3 C 0.31703(15) 0.75801(13) 0.27439(9) 0.0230(3) Uani 1 1 d . . . . .
C4 C 0.19060(16) 0.72359(14) 0.30479(10) 0.0276(3) Uani 1 1 d . . . . .
H4 H 0.183667 0.706877 0.362702 0.033 Uiso 1 1 calc R . . . .
C5 C 0.07197(15) 0.71312(13) 0.25050(11) 0.0290(3) Uani 1 1 d . . . . .
H5 H -0.011702 0.690198 0.272868 0.035 Uiso 1 1 calc R . . . .
C6 C 0.07966(14) 0.73655(13) 0.16516(11) 0.0262(3) Uani 1 1 d . . . . .
H6 H 0.001166 0.727855 0.129534 0.031 Uiso 1 1 calc R . . . .
C7 C 0.20604(13) 0.77402(12) 0.13015(9) 0.0209(3) Uani 1 1 d . . . . .
C8 C 0.21617(15) 0.80218(13) 0.04219(9) 0.0248(3) Uani 1 1 d . . . . .
H8 H 0.139358 0.792602 0.005068 0.030 Uiso 1 1 calc R . . . .
C9 C 0.33936(15) 0.84351(13) 0.01203(9) 0.0251(3) Uani 1 1 d . . . . .
H9 H 0.345675 0.862157 -0.045581 0.030 Uiso 1 1 calc R . . . .
C10 C 0.45679(14) 0.85800(13) 0.06778(9) 0.0225(3) Uani 1 1 d . . . . .
H10 H 0.538816 0.886715 0.045557 0.027 Uiso 1 1 calc R . . . .
C11 C 0.58922(14) 0.99322(14) 0.27070(10) 0.0263(3) Uani 1 1 d . . . . .
H11A H 0.599721 1.057213 0.229779 0.040 Uiso 1 1 calc GR . . . .
H11B H 0.663190 1.004334 0.313150 0.040 Uiso 1 1 calc GR . . . .
H11C H 0.505028 0.999513 0.298642 0.040 Uiso 1 1 calc GR . . . .
C12 C 0.73041(14) 0.84510(16) 0.17028(11) 0.0307(3) Uani 1 1 d . . . . .
H12A H 0.728665 0.765351 0.138430 0.046 Uiso 1 1 calc GR . . . .
H12B H 0.805591 0.853265 0.211872 0.046 Uiso 1 1 calc GR . . . .
H12C H 0.740167 0.911658 0.131239 0.046 Uiso 1 1 calc GR . . . .
C13 C 0.57894(16) 0.73139(16) 0.28936(11) 0.0308(3) Uani 1 1 d . . . . .
H13A H 0.566142 0.649480 0.258630 0.037 Uiso 1 1 calc R . . . .
H13B H 0.657061 0.734645 0.329526 0.037 Uiso 1 1 calc R . . . .
C14 C 0.4505(2) 0.8242(2) 0.42889(11) 0.0426(4) Uani 1 1 d . . . . .
H14A H 0.403842 0.899644 0.429725 0.064 Uiso 1 1 calc GR . . . .
H14B H 0.542019 0.843653 0.451546 0.064 Uiso 1 1 calc GR . . . .
H14C H 0.404499 0.764086 0.463718 0.064 Uiso 1 1 calc GR . . . .
B1 B 0.58876(15) 0.85363(15) 0.22015(11) 0.0234(3) Uani 1 1 d . . . . .
B2 B 0.45239(18) 0.76701(17) 0.33259(11) 0.0289(3) Uani 1 1 d . . . . .
C30 C 0.1035(2) 1.0652(2) 0.55084(11) 0.0453(5) Uani 1 1 d . . . . .
H30 H 0.172739 1.109280 0.585094 0.054 Uiso 1 1 calc R . . . .
C31 C 0.11091(19) 0.9404(2) 0.52755(12) 0.0456(5) Uani 1 1 d . . . . .
H31 H 0.185625 0.899643 0.545895 0.055 Uiso 1 1 calc R . . . .
C32 C 0.0078(2) 0.8750(2) 0.47695(13) 0.0469(5) Uani 1 1 d . . . . .
H32 H 0.013129 0.790272 0.461465 0.056 Uiso 1 1 calc R . . . .
H1 H 0.1419(17) 0.4322(16) 0.2481(10) 0.014(4) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N1 1.6668(11) . ?
P1 N2 1.6728(12) . ?
P1 N3 1.6755(11) . ?
P1 N4 1.9731(11) . ?
P1 H1 1.306(17) . ?
N1 C15 1.4563(15) . ?
N1 C21 1.506(16) . ?
N1 C21B 1.440(16) . ?
N2 C17 1.4530(18) . ?
N2 C24 1.4742(17) . ?
N3 C19 1.4498(18) . ?
N3 C27 1.4775(16) . ?
N4 C16 1.4886(16) . ?
N4 C18 1.4860(17) . ?
N4 C20 1.4791(17) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.5116(19) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.514(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.5214(19) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21 0.9800 . ?
C21 C22 1.500(8) . ?
C21 C23 1.517(10) . ?
C21B H21B 0.9800 . ?
C21B C22B 1.506(8) . ?
C21B C23B 1.539(9) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22B H22D 0.9600 . ?
C22B H22E 0.9600 . ?
C22B H22F 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C23B H23D 0.9600 . ?
C23B H23E 0.9600 . ?
C23B H23F 0.9600 . ?
C24 H24 0.9800 . ?
C24 C25 1.514(2) . ?
C24 C26 1.525(2) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27 0.9800 . ?
C27 C28 1.518(3) . ?
C27 C29 1.522(2) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C1 C2 1.4366(18) . ?
C1 C10 1.383(2) . ?
C1 B1 1.635(2) . ?
C2 C3 1.435(2) . ?
C2 C7 1.4309(19) . ?
C3 C4 1.383(2) . ?
C3 B2 1.578(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.410(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.365(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.420(2) . ?
C7 C8 1.419(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.371(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.413(2) . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 B1 1.647(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 B1 1.635(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 B1 1.734(2) . ?
C13 B2 1.510(2) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 B2 1.586(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.371(3) . ?
C30 C32 1.382(3) 2_576 ?
C31 H31 0.9300 . ?
C31 C32 1.380(3) . ?
C32 H32 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
N1 P1 N2 119.23(6) . . ?
N1 P1 N3 119.96(6) . . ?
N1 P1 N4 86.43(5) . . ?
N1 P1 H1 94.4(7) . . ?
N2 P1 N3 119.58(6) . . ?
N2 P1 N4 86.43(5) . . ?
N2 P1 H1 93.4(7) . . ?
N3 P1 N4 86.08(5) . . ?
N3 P1 H1 93.3(7) . . ?
N4 P1 H1 179.1(8) . . ?
C15 N1 P1 120.61(9) . . ?
C15 N1 C21 115.1(6) . . ?
C21 N1 P1 124.3(6) . . ?
C21B N1 P1 118.0(5) . . ?
C21B N1 C15 119.5(6) . . ?
C17 N2 P1 120.37(9) . . ?
C17 N2 C24 117.02(11) . . ?
C24 N2 P1 119.51(10) . . ?
C19 N3 P1 120.62(9) . . ?
C19 N3 C27 116.92(11) . . ?
C27 N3 P1 120.11(9) . . ?
C16 N4 P1 106.14(8) . . ?
C18 N4 P1 106.32(8) . . ?
C18 N4 C16 112.17(10) . . ?
C20 N4 P1 106.48(8) . . ?
C20 N4 C16 112.56(10) . . ?
C20 N4 C18 112.58(11) . . ?
N1 C15 H15A 110.5 . . ?
N1 C15 H15B 110.5 . . ?
N1 C15 C16 106.08(10) . . ?
H15A C15 H15B 108.7 . . ?
C16 C15 H15A 110.5 . . ?
C16 C15 H15B 110.5 . . ?
N4 C16 C15 105.93(10) . . ?
N4 C16 H16A 110.5 . . ?
N4 C16 H16B 110.5 . . ?
C15 C16 H16A 110.5 . . ?
C15 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
N2 C17 H17A 110.5 . . ?
N2 C17 H17B 110.5 . . ?
N2 C17 C18 106.38(11) . . ?
H17A C17 H17B 108.6 . . ?
C18 C17 H17A 110.5 . . ?
C18 C17 H17B 110.5 . . ?
N4 C18 C17 105.84(11) . . ?
N4 C18 H18A 110.6 . . ?
N4 C18 H18B 110.6 . . ?
C17 C18 H18A 110.6 . . ?
C17 C18 H18B 110.6 . . ?
H18A C18 H18B 108.7 . . ?
N3 C19 H19A 110.6 . . ?
N3 C19 H19B 110.6 . . ?
N3 C19 C20 105.82(11) . . ?
H19A C19 H19B 108.7 . . ?
C20 C19 H19A 110.6 . . ?
C20 C19 H19B 110.6 . . ?
N4 C20 C19 105.62(11) . . ?
N4 C20 H20A 110.6 . . ?
N4 C20 H20B 110.6 . . ?
C19 C20 H20A 110.6 . . ?
C19 C20 H20B 110.6 . . ?
H20A C20 H20B 108.7 . . ?
N1 C21 H21 107.5 . . ?
N1 C21 C23 111.5(9) . . ?
C22 C21 N1 110.8(9) . . ?
C22 C21 H21 107.5 . . ?
C22 C21 C23 111.9(7) . . ?
C23 C21 H21 107.5 . . ?
N1 C21B H21B 107.2 . . ?
N1 C21B C22B 112.4(9) . . ?
N1 C21B C23B 110.6(9) . . ?
C22B C21B H21B 107.2 . . ?
C22B C21B C23B 111.8(8) . . ?
C23B C21B H21B 107.2 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21B C22B H22D 109.5 . . ?
C21B C22B H22E 109.5 . . ?
C21B C22B H22F 109.5 . . ?
H22D C22B H22E 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21B C23B H23D 109.5 . . ?
C21B C23B H23E 109.5 . . ?
C21B C23B H23F 109.5 . . ?
H23D C23B H23E 109.5 . . ?
H23D C23B H23F 109.5 . . ?
H23E C23B H23F 109.5 . . ?
N2 C24 H24 107.2 . . ?
N2 C24 C25 112.63(13) . . ?
N2 C24 C26 110.65(14) . . ?
C25 C24 H24 107.2 . . ?
C25 C24 C26 111.75(15) . . ?
C26 C24 H24 107.2 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N3 C27 H27 107.9 . . ?
N3 C27 C28 111.93(14) . . ?
N3 C27 C29 111.37(13) . . ?
C28 C27 H27 107.9 . . ?
C28 C27 C29 109.80(15) . . ?
C29 C27 H27 107.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C2 C1 B1 119.99(12) . . ?
C10 C1 C2 116.67(12) . . ?
C10 C1 B1 123.29(12) . . ?
C3 C2 C1 119.59(12) . . ?
C7 C2 C1 121.06(13) . . ?
C7 C2 C3 119.30(13) . . ?
C2 C3 B2 118.05(13) . . ?
C4 C3 C2 118.66(14) . . ?
C4 C3 B2 123.29(14) . . ?
C3 C4 H4 119.1 . . ?
C3 C4 C5 121.89(14) . . ?
C5 C4 H4 119.1 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.13(13) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 120.79(14) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 C2 119.18(13) . . ?
C8 C7 C2 118.94(13) . . ?
C8 C7 C6 121.86(13) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.90(13) . . ?
C9 C8 H8 120.1 . . ?
C8 C9 H9 119.7 . . ?
C8 C9 C10 120.53(13) . . ?
C10 C9 H9 119.7 . . ?
C1 C10 C9 122.84(13) . . ?
C1 C10 H10 118.6 . . ?
C9 C10 H10 118.6 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
B1 C11 H11A 109.5 . . ?
B1 C11 H11B 109.5 . . ?
B1 C11 H11C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
B1 C12 H12A 109.5 . . ?
B1 C12 H12B 109.5 . . ?
B1 C12 H12C 109.5 . . ?
H13A C13 H13B 110.0 . . ?
B1 C13 H13A 112.4 . . ?
B1 C13 H13B 112.4 . . ?
B2 C13 H13A 112.4 . . ?
B2 C13 H13B 112.4 . . ?
B2 C13 B1 96.54(11) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
B2 C14 H14A 109.5 . . ?
B2 C14 H14B 109.5 . . ?
B2 C14 H14C 109.5 . . ?
C1 B1 C11 108.88(11) . . ?
C1 B1 C13 106.62(11) . . ?
C11 B1 C13 113.09(12) . . ?
C12 B1 C1 112.38(12) . . ?
C12 B1 C11 109.22(12) . . ?
C12 B1 C13 106.68(12) . . ?
C3 B2 C14 118.65(14) . . ?
C13 B2 C3 116.88(14) . . ?
C13 B2 C14 124.21(15) . . ?
C31 C30 H30 120.2 . . ?
C31 C30 C32 119.53(18) . 2_576 ?
C32 C30 H30 120.2 2_576 . ?
C30 C31 H31 119.9 . . ?
C30 C31 C32 120.1(2) . . ?
C32 C31 H31 119.9 . . ?
C30 C32 H32 119.8 2_576 . ?
C31 C32 C30 120.3(2) . 2_576 ?
C31 C32 H32 119.8 . . ?

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
P1 N1 C15 C16 -22.68(15) . . . . ?
P1 N1 C21 C22 113.4(7) . . . . ?
P1 N1 C21 C23 -121.3(7) . . . . ?
P1 N1 C21B C22B 138.9(7) . . . . ?
P1 N1 C21B C23B -95.3(8) . . . . ?
P1 N2 C17 C18 -22.51(15) . . . . ?
P1 N2 C24 C25 -108.01(13) . . . . ?
P1 N2 C24 C26 126.11(14) . . . . ?
P1 N3 C19 C20 -23.45(17) . . . . ?
P1 N3 C27 C28 -100.87(16) . . . . ?
P1 N3 C27 C29 135.78(15) . . . . ?
P1 N4 C16 C15 -37.93(11) . . . . ?
P1 N4 C18 C17 -37.75(11) . . . . ?
P1 N4 C20 C19 -38.52(13) . . . . ?
N1 P1 N2 C17 -83.56(12) . . . . ?
N1 P1 N2 C24 75.94(12) . . . . ?
N1 P1 N3 C19 84.51(13) . . . . ?
N1 P1 N3 C27 -113.45(12) . . . . ?
N1 C15 C16 N4 38.28(14) . . . . ?
N2 P1 N1 C15 84.27(12) . . . . ?
N2 P1 N1 C21 -98.5(4) . . . . ?
N2 P1 N1 C21B -111.5(4) . . . . ?
N2 P1 N3 C19 -82.73(13) . . . . ?
N2 P1 N3 C27 79.31(13) . . . . ?
N2 C17 C18 N4 38.13(14) . . . . ?
N3 P1 N1 C15 -83.02(12) . . . . ?
N3 P1 N1 C21 94.2(4) . . . . ?
N3 P1 N1 C21B 81.2(4) . . . . ?
N3 P1 N2 C17 83.77(12) . . . . ?
N3 P1 N2 C24 -116.73(11) . . . . ?
N3 C19 C20 N4 39.07(16) . . . . ?
N4 P1 N1 C15 0.38(11) . . . . ?
N4 P1 N1 C21 177.6(4) . . . . ?
N4 P1 N1 C21B 164.6(4) . . . . ?
N4 P1 N2 C17 0.33(11) . . . . ?
N4 P1 N2 C24 159.83(11) . . . . ?
N4 P1 N3 C19 0.92(12) . . . . ?
N4 P1 N3 C27 162.95(12) . . . . ?
C15 N1 C21 C22 -69.3(8) . . . . ?
C15 N1 C21 C23 56.1(8) . . . . ?
C15 N1 C21B C22B -56.7(9) . . . . ?
C15 N1 C21B C23B 69.1(8) . . . . ?
C16 N4 C18 C17 77.85(12) . . . . ?
C16 N4 C20 C19 -154.42(12) . . . . ?
C17 N2 C24 C25 52.17(18) . . . . ?
C17 N2 C24 C26 -73.71(18) . . . . ?
C18 N4 C16 C15 -153.64(11) . . . . ?
C18 N4 C20 C19 77.60(14) . . . . ?
C19 N3 C27 C28 61.81(19) . . . . ?
C19 N3 C27 C29 -61.5(2) . . . . ?
C20 N4 C16 C15 78.17(13) . . . . ?
C20 N4 C18 C17 -153.97(11) . . . . ?
C21 N1 C15 C16 159.9(3) . . . . ?
C21B N1 C15 C16 173.3(4) . . . . ?
C24 N2 C17 C18 177.49(11) . . . . ?
C27 N3 C19 C20 173.96(13) . . . . ?
C1 C2 C3 C4 175.37(12) . . . . ?
C1 C2 C3 B2 -4.99(18) . . . . ?
C1 C2 C7 C6 -176.19(11) . . . . ?
C1 C2 C7 C8 2.53(18) . . . . ?
C2 C1 C10 C9 0.45(19) . . . . ?
C2 C1 B1 C11 -83.49(15) . . . . ?
C2 C1 B1 C12 155.37(12) . . . . ?
C2 C1 B1 C13 38.83(15) . . . . ?
C2 C3 C4 C5 1.4(2) . . . . ?
C2 C3 B2 C13 -33.90(19) . . . . ?
C2 C3 B2 C14 140.43(15) . . . . ?
C2 C7 C8 C9 -1.64(19) . . . . ?
C3 C2 C7 C6 1.31(18) . . . . ?
C3 C2 C7 C8 -179.97(11) . . . . ?
C3 C4 C5 C6 0.3(2) . . . . ?
C4 C3 B2 C13 145.72(15) . . . . ?
C4 C3 B2 C14 -40.0(2) . . . . ?
C4 C5 C6 C7 -1.2(2) . . . . ?
C5 C6 C7 C2 0.40(19) . . . . ?
C5 C6 C7 C8 -178.28(12) . . . . ?
C6 C7 C8 C9 177.04(13) . . . . ?
C7 C2 C3 C4 -2.16(18) . . . . ?
C7 C2 C3 B2 177.47(12) . . . . ?
C7 C8 C9 C10 0.2(2) . . . . ?
C8 C9 C10 C1 0.4(2) . . . . ?
C10 C1 C2 C3 -179.41(11) . . . . ?
C10 C1 C2 C7 -1.92(18) . . . . ?
C10 C1 B1 C11 94.07(15) . . . . ?
C10 C1 B1 C12 -27.06(18) . . . . ?
C10 C1 B1 C13 -143.61(13) . . . . ?
B1 C1 C2 C3 -1.68(18) . . . . ?
B1 C1 C2 C7 175.80(11) . . . . ?
B1 C1 C10 C9 -177.19(12) . . . . ?
B1 C13 B2 C3 65.59(16) . . . . ?
B1 C13 B2 C14 -108.39(17) . . . . ?
B2 C3 C4 C5 -178.24(13) . . . . ?
B2 C13 B1 C1 -65.18(14) . . . . ?
B2 C13 B1 C11 54.45(15) . . . . ?
B2 C13 B1 C12 174.54(13) . . . . ?
C30 C31 C32 C30 0.2(3) . . . 2_576 ?
C32 C30 C31 C32 -0.2(3) 2_576 . . . ?

_olex2_date_sample_data_collection 2020-02-18
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.188
_oxdiff_exptl_absorpt_empirical_full_min 0.304
####################################################################### 
# 
# 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_2[1-CN][3-H]-MeCN
_database_code_depnum_ccdc_archive 'CCDC 2151566'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;

# was becker21

_audit_creation_date             2020-10-01
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
christian.becker@uni-bielefeld.de
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C14 H19 N2), 2(C15 H18 B2 N), C2 H3 N'
_chemical_formula_sum            'C60 H77 B4 N7'
_chemical_formula_weight         939.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C29 H37 B2 N3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

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

_cell_length_a                   9.8110(5)
_cell_length_b                   16.5987(7)
_cell_length_c                   17.3054(7)
_cell_angle_alpha                81.602(4)
_cell_angle_beta                 85.872(4)
_cell_angle_gamma                85.229(4)
_cell_volume                     2773.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9145
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.9980
_cell_measurement_theta_min      2.6690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.492
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.769
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (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   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1012
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 5 -3 0.0646
1 -5 3 0.0646
1 5 4 0.0509
-1 -5 -4 0.0509
-5 2 3 0.0746
5 -2 -3 0.0746
-1 3 -5 0.0518
1 -3 5 0.0518
-1 -3 5 0.0663
1 3 -5 0.0663

_exptl_crystal_size_max          0.174
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.102
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0078 4.9798 -2.9997 0.0784 0.2324 0.5470
1.0078 -4.9798 2.9997 -0.0784 -0.2324 -0.5470
0.9953 4.9818 3.9766 0.0926 0.5431 -0.0651
-0.9953 -4.9818 -3.9766 -0.0926 -0.5431 0.0651
-4.9917 1.9754 2.9733 0.8597 0.0034 0.1466
4.9917 -1.9754 -2.9733 -0.8597 -0.0034 -0.1466
-1.0070 2.9885 -4.9879 -0.0322 0.0219 0.5818
1.0070 -2.9885 4.9879 0.0322 -0.0219 -0.5818
-0.9898 -2.9946 4.9835 0.3149 -0.1171 -0.4801
0.9898 2.9946 -4.9835 -0.3149 0.1171 0.4801

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            24263
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.455
_diffrn_reflns_theta_min         2.586
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  -6.00   1.00    1.00    --  -38.50 125.00 -30.00   29
  2  ω   -109.00 -22.00   1.00    1.00    --  -38.50 -38.00 120.00   87
  3  ω    -71.00  39.00   1.00    1.00    --  -38.50  19.00 -60.00  110
  4  ω    -74.00  -9.00   1.00    1.00    --  -38.50 125.00 -90.00   65
  5  ω     55.00  95.00   1.00    1.00    --   42.70-125.00-150.00   40
  6  ω     27.00  72.00   1.00    1.00    --   42.70-125.00  90.00   45
  7  ω     96.00 177.00   1.00    2.50    --  111.00  30.00-180.00   81
  8  ω     66.00 133.00   1.00    2.50    --  111.00 -45.00   0.00   67
  9  ω     43.00  73.00   1.00    2.50    --  111.00-143.00  37.58   30
 10  ω    110.00 176.00   1.00    2.50    --  111.00  77.00  90.00   66
 11  ω     75.00 113.00   1.00    2.50    --  111.00-125.00-180.00   38
 12  ω    103.00 140.00   1.00    2.50    --  111.00  45.00 150.00   37
 13  ω    116.00 173.00   1.00    2.50    --  111.00  77.00  30.00   57
 14  ω     45.00 110.00   1.00    2.50    --  111.00 -45.00  90.00   65
 15  ω     54.00  92.00   1.00    2.50    --  111.00-125.00 -90.00   38
 16  ω     61.00  88.00   1.00    2.50    --  111.00 -94.00  90.00   27
 17  ω     46.00 131.00   1.00    2.50    --  111.00 -61.00-120.00   85
 18  ω    106.00 172.00   1.00    2.50    --  111.00  77.00  60.00   66
 19  ω     99.00 126.00   1.00    2.50    --  111.00-143.00  37.58   27
 20  ω     75.00 109.00   1.00    2.50    --  111.00-114.00 -77.85   34
 21  ω     43.00 113.00   1.00    2.50    --  111.00-125.00  60.00   70
 22  ω     31.00 107.00   1.00    2.50    --  111.00 -94.00  60.00   76
 23  ω     86.00 161.00   1.00    2.50    --  111.00  61.00-150.00   75
 24  ω     71.00 109.00   1.00    2.50    --  111.00-110.00-152.53   38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1417015000
_diffrn_orient_matrix_UB_12      0.0127969000
_diffrn_orient_matrix_UB_13      0.0427267000
_diffrn_orient_matrix_UB_21      0.0473683000
_diffrn_orient_matrix_UB_22      0.0748851000
_diffrn_orient_matrix_UB_23      0.0309137000
_diffrn_orient_matrix_UB_31      -0.0509625000
_diffrn_orient_matrix_UB_32      0.0554826000
_diffrn_orient_matrix_UB_33      -0.0731188000
_diffrn_oxdiff_digest_frames     
;
013b036e75225cbddb9c1ca94ce7185dc40135754c9
;
_diffrn_oxdiff_digest_hkl        
;
01f86a0e14ddc494ae0a76ee4376793d23144c
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8956
_reflns_number_total             11398
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     658
_refine_ls_number_reflns         11398
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0682P)²+0.3942P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1223
_refine_ls_wR_factor_ref         0.1366
_refine_special_details          
'Hydrogens bonded to C60 were refined as idealized disordered methyl group;'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H60D)=Sof(H60E)=Sof(H60F)=1-FVAR(1)
 Sof(H60A)=Sof(H60B)=Sof(H60C)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 N1(H1), N4(H4A)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C25(H25), C33(H33), C34(H34), C35(H35), C37(H37),
  C38(H38), C39(H39), C48(H48), C49(H49), C50(H50), C52(H52), C53(H53), C54(H54)
3.c Disordered Me refined as rotating group:
 C60(H60A,H60B,H60C,H60D,H60E,H60F)
3.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,
 H29B,H29C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C43(H43A,H43B,H43C),
 C44(H44A,H44B,H44C), C55(H55A,H55B,H55C), C56(H56A,H56B,H56C), C57(H57A,H57B,
 H57C), C58(H58A,H58B,H58C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.45884(13) 0.30309(7) 0.55141(7) 0.0227(2) Uani 1 1 d . . . . .
H1 H 0.550040 0.321905 0.535405 0.027 Uiso 1 1 calc R . . . .
N2 N 0.69081(13) 0.32759(7) 0.47125(7) 0.0234(3) Uani 1 1 d . . . . .
N3 N 0.35812(14) 0.56400(9) 0.37244(8) 0.0297(3) Uani 1 1 d . . . . .
N4 N -0.09464(13) 0.82572(7) 0.05331(7) 0.0218(2) Uani 1 1 d . . . . .
H4A H 0.004732 0.826621 0.042670 0.026 Uiso 1 1 calc R . . . .
N5 N 0.15330(13) 0.79888(7) -0.00609(7) 0.0221(2) Uani 1 1 d . . . . .
N6 N 0.12572(14) 0.92877(8) 0.13290(8) 0.0284(3) Uani 1 1 d . . . . .
N7 N -0.08539(17) 0.73957(11) 0.34324(10) 0.0443(4) Uani 1 1 d . . . . .
C1 C 0.31439(15) 0.53165(8) 0.16018(8) 0.0207(3) Uani 1 1 d . . . . .
C2 C 0.16770(14) 0.53637(8) 0.17376(8) 0.0196(3) Uani 1 1 d . . . . .
C3 C 0.09849(15) 0.52697(9) 0.25112(8) 0.0214(3) Uani 1 1 d . . . . .
C4 C -0.04235(15) 0.54651(9) 0.25739(9) 0.0247(3) Uani 1 1 d . . . . .
H4 H -0.086008 0.544834 0.307049 0.030 Uiso 1 1 calc R . . . .
C5 C -0.12172(15) 0.56872(9) 0.19167(9) 0.0264(3) Uani 1 1 d . . . . .
H5 H -0.214939 0.583423 0.198253 0.032 Uiso 1 1 calc R . . . .
C6 C -0.06053(15) 0.56842(9) 0.11866(9) 0.0242(3) Uani 1 1 d . . . . .
H6 H -0.113528 0.579353 0.075380 0.029 Uiso 1 1 calc R . . . .
C7 C 0.08372(15) 0.55157(8) 0.10765(8) 0.0210(3) Uani 1 1 d . . . . .
C8 C 0.14249(16) 0.55060(9) 0.03109(8) 0.0230(3) Uani 1 1 d . . . . .
H8 H 0.087176 0.558940 -0.011216 0.028 Uiso 1 1 calc R . . . .
C9 C 0.28185(16) 0.53730(9) 0.01928(8) 0.0247(3) Uani 1 1 d . . . . .
H9 H 0.321039 0.532760 -0.030597 0.030 Uiso 1 1 calc R . . . .
C10 C 0.36486(15) 0.53057(9) 0.08303(8) 0.0236(3) Uani 1 1 d . . . . .
H10 H 0.459353 0.525060 0.073118 0.028 Uiso 1 1 calc R . . . .
C11 C 0.50084(15) 0.62858(10) 0.18839(9) 0.0265(3) Uani 1 1 d . . . . .
H11A H 0.429352 0.671847 0.183840 0.040 Uiso 1 1 calc GR . . . .
H11B H 0.548049 0.625923 0.138171 0.040 Uiso 1 1 calc GR . . . .
H11C H 0.564301 0.638905 0.224872 0.040 Uiso 1 1 calc GR . . . .
C12 C 0.55171(15) 0.46525(10) 0.22471(9) 0.0268(3) Uani 1 1 d . . . . .
H12A H 0.592048 0.460543 0.173204 0.040 Uiso 1 1 calc GR . . . .
H12B H 0.511263 0.415452 0.246071 0.040 Uiso 1 1 calc GR . . . .
H12C H 0.621198 0.475261 0.257734 0.040 Uiso 1 1 calc GR . . . .
C13 C 0.37915(14) 0.55154(9) 0.30859(9) 0.0229(3) Uani 1 1 d . . . . .
C14 C 0.08433(17) 0.48737(11) 0.41010(9) 0.0309(3) Uani 1 1 d . . . . .
H14A H 0.008584 0.453751 0.422781 0.046 Uiso 1 1 calc GR . . . .
H14B H 0.052186 0.543719 0.409148 0.046 Uiso 1 1 calc GR . . . .
H14C H 0.150782 0.472962 0.448823 0.046 Uiso 1 1 calc GR . . . .
C15 C 0.23790(17) 0.39021(9) 0.32006(9) 0.0286(3) Uani 1 1 d . . . . .
H15A H 0.285715 0.392885 0.269468 0.043 Uiso 1 1 calc GR . . . .
H15B H 0.177168 0.346931 0.326632 0.043 Uiso 1 1 calc GR . . . .
H15C H 0.302854 0.379877 0.359909 0.043 Uiso 1 1 calc GR . . . .
C16 C 0.42360(16) 0.25461(9) 0.49140(9) 0.0244(3) Uani 1 1 d . . . . .
C17 C 0.52322(16) 0.24127(8) 0.42963(8) 0.0234(3) Uani 1 1 d . . . . .
C18 C 0.65601(16) 0.27238(9) 0.41879(8) 0.0241(3) Uani 1 1 d . . . . .
C19 C 0.74680(18) 0.25236(10) 0.35941(9) 0.0299(3) Uani 1 1 d . . . . .
H19 H 0.832842 0.272919 0.353533 0.036 Uiso 1 1 calc R . . . .
C20 C 0.7113(2) 0.20090(10) 0.30705(9) 0.0337(4) Uani 1 1 d . . . . .
H20 H 0.774509 0.186709 0.267745 0.040 Uiso 1 1 calc R . . . .
C21 C 0.5843(2) 0.17201(10) 0.31410(9) 0.0329(4) Uani 1 1 d . . . . .
H21 H 0.560812 0.139504 0.278366 0.039 Uiso 1 1 calc R . . . .
C22 C 0.48721(18) 0.19058(9) 0.37491(9) 0.0269(3) Uani 1 1 d . . . . .
C23 C 0.35730(19) 0.15838(10) 0.38314(10) 0.0319(4) Uani 1 1 d . . . . .
H23 H 0.334375 0.125895 0.347266 0.038 Uiso 1 1 calc R . . . .
C24 C 0.26500(18) 0.17408(10) 0.44275(10) 0.0329(4) Uani 1 1 d . . . . .
H24 H 0.179775 0.152590 0.447002 0.039 Uiso 1 1 calc R . . . .
C25 C 0.29824(17) 0.22290(10) 0.49814(10) 0.0280(3) Uani 1 1 d . . . . .
H25 H 0.235298 0.233406 0.538910 0.034 Uiso 1 1 calc R . . . .
C26 C 0.46914(17) 0.25376(9) 0.63048(9) 0.0265(3) Uani 1 1 d . . . . .
H26A H 0.530856 0.206295 0.626689 0.040 Uiso 1 1 calc GR . . . .
H26B H 0.380223 0.237139 0.650006 0.040 Uiso 1 1 calc GR . . . .
H26C H 0.502958 0.286138 0.665569 0.040 Uiso 1 1 calc GR . . . .
C27 C 0.36402(17) 0.37763(9) 0.55510(10) 0.0292(3) Uani 1 1 d . . . . .
H27A H 0.273992 0.361891 0.573262 0.044 Uiso 1 1 calc GR . . . .
H27B H 0.360471 0.408841 0.503914 0.044 Uiso 1 1 calc GR . . . .
H27C H 0.396549 0.410139 0.590492 0.044 Uiso 1 1 calc GR . . . .
C28 C 0.82082(17) 0.30302(10) 0.50873(10) 0.0305(3) Uani 1 1 d . . . . .
H28A H 0.895447 0.306220 0.469621 0.046 Uiso 1 1 calc GR . . . .
H28B H 0.818736 0.247970 0.534917 0.046 Uiso 1 1 calc GR . . . .
H28C H 0.833024 0.338864 0.546094 0.046 Uiso 1 1 calc GR . . . .
C29 C 0.68949(18) 0.41247(9) 0.43168(9) 0.0290(3) Uani 1 1 d . . . . .
H29A H 0.602346 0.427991 0.409846 0.044 Uiso 1 1 calc GR . . . .
H29B H 0.760786 0.416697 0.390603 0.044 Uiso 1 1 calc GR . . . .
H29C H 0.704474 0.448018 0.468816 0.044 Uiso 1 1 calc GR . . . .
C30 C 0.39331(15) 0.96379(8) 0.27240(8) 0.0220(3) Uani 1 1 d . . . . .
C31 C 0.29329(15) 0.95580(8) 0.33797(8) 0.0218(3) Uani 1 1 d . . . . .
C32 C 0.14585(15) 0.96158(9) 0.33086(9) 0.0231(3) Uani 1 1 d . . . . .
C33 C 0.06177(16) 0.94135(9) 0.39767(9) 0.0275(3) Uani 1 1 d . . . . .
H33 H -0.031714 0.940235 0.392446 0.033 Uiso 1 1 calc R . . . .
C34 C 0.11161(18) 0.92237(10) 0.47323(9) 0.0290(3) Uani 1 1 d . . . . .
H34 H 0.051870 0.908406 0.516426 0.035 Uiso 1 1 calc R . . . .
C35 C 0.24754(17) 0.92470(9) 0.48229(9) 0.0269(3) Uani 1 1 d . . . . .
H35 H 0.279986 0.915518 0.532239 0.032 Uiso 1 1 calc R . . . .
C36 C 0.34078(16) 0.94106(8) 0.41596(9) 0.0236(3) Uani 1 1 d . . . . .
C37 C 0.48160(17) 0.94240(9) 0.42856(9) 0.0261(3) Uani 1 1 d . . . . .
H37 H 0.511221 0.932969 0.479162 0.031 Uiso 1 1 calc R . . . .
C38 C 0.57348(16) 0.95756(9) 0.36629(9) 0.0266(3) Uani 1 1 d . . . . .
H38 H 0.665175 0.961919 0.374221 0.032 Uiso 1 1 calc R . . . .
C39 C 0.52873(16) 0.96654(9) 0.29015(9) 0.0251(3) Uani 1 1 d . . . . .
H39 H 0.594079 0.974910 0.248672 0.030 Uiso 1 1 calc R . . . .
C40 C 0.42831(18) 1.04106(11) 0.12256(10) 0.0341(4) Uani 1 1 d . . . . .
H40A H 0.520113 1.049677 0.133527 0.051 Uiso 1 1 calc GR . . . .
H40B H 0.368466 1.087748 0.132264 0.051 Uiso 1 1 calc GR . . . .
H40C H 0.426178 1.033398 0.068750 0.051 Uiso 1 1 calc GR . . . .
C41 C 0.47097(17) 0.87906(11) 0.15509(10) 0.0322(3) Uani 1 1 d . . . . .
H41A H 0.440338 0.830898 0.187012 0.048 Uiso 1 1 calc GR . . . .
H41B H 0.565395 0.884181 0.163354 0.048 Uiso 1 1 calc GR . . . .
H41C H 0.461594 0.874978 0.100986 0.048 Uiso 1 1 calc GR . . . .
C42 C 0.22538(16) 0.94441(9) 0.15682(8) 0.0236(3) Uani 1 1 d . . . . .
C43 C 0.10639(18) 1.09938(10) 0.22706(10) 0.0306(3) Uani 1 1 d . . . . .
H43A H 0.204452 1.099311 0.224883 0.046 Uiso 1 1 calc GR . . . .
H43B H 0.066777 1.138912 0.259080 0.046 Uiso 1 1 calc GR . . . .
H43C H 0.074974 1.113106 0.175172 0.046 Uiso 1 1 calc GR . . . .
C44 C -0.08899(16) 0.99111(10) 0.25131(10) 0.0302(3) Uani 1 1 d . . . . .
H44A H -0.153145 1.022924 0.281272 0.045 Uiso 1 1 calc GR . . . .
H44B H -0.098404 0.934081 0.268553 0.045 Uiso 1 1 calc GR . . . .
H44C H -0.106934 1.003613 0.196896 0.045 Uiso 1 1 calc GR . . . .
C45 C -0.14185(15) 0.77056(9) 0.00311(8) 0.0225(3) Uani 1 1 d . . . . .
C46 C -0.04401(15) 0.73718(8) -0.05099(8) 0.0209(3) Uani 1 1 d . . . . .
C47 C 0.09882(15) 0.74999(8) -0.05886(8) 0.0218(3) Uani 1 1 d . . . . .
C48 C 0.18397(16) 0.71531(9) -0.11328(8) 0.0242(3) Uani 1 1 d . . . . .
H48 H 0.276551 0.724653 -0.117740 0.029 Uiso 1 1 calc R . . . .
C49 C 0.13305(17) 0.66558(9) -0.16271(9) 0.0266(3) Uani 1 1 d . . . . .
H49 H 0.191774 0.642618 -0.199537 0.032 Uiso 1 1 calc R . . . .
C50 C -0.00269(17) 0.65138(9) -0.15616(9) 0.0254(3) Uani 1 1 d . . . . .
H50 H -0.035625 0.618454 -0.188663 0.030 Uiso 1 1 calc R . . . .
C51 C -0.09416(16) 0.68591(9) -0.10075(8) 0.0235(3) Uani 1 1 d . . . . .
C52 C -0.23380(17) 0.66896(9) -0.09295(9) 0.0276(3) Uani 1 1 d . . . . .
H52 H -0.265636 0.635259 -0.125098 0.033 Uiso 1 1 calc R . . . .
C53 C -0.32274(16) 0.70109(10) -0.03915(10) 0.0310(3) Uani 1 1 d . . . . .
H53 H -0.413885 0.688573 -0.034378 0.037 Uiso 1 1 calc R . . . .
C54 C -0.27635(16) 0.75331(10) 0.00921(9) 0.0273(3) Uani 1 1 d . . . . .
H54 H -0.337280 0.775985 0.045228 0.033 Uiso 1 1 calc R . . . .
C55 C -0.15331(17) 0.91126(9) 0.03305(9) 0.0272(3) Uani 1 1 d . . . . .
H55A H -0.250579 0.913698 0.044779 0.041 Uiso 1 1 calc GR . . . .
H55B H -0.134641 0.929044 -0.021732 0.041 Uiso 1 1 calc GR . . . .
H55C H -0.112535 0.946185 0.063030 0.041 Uiso 1 1 calc GR . . . .
C56 C -0.11775(16) 0.79615(9) 0.13837(9) 0.0261(3) Uani 1 1 d . . . . .
H56A H -0.075608 0.741817 0.149958 0.039 Uiso 1 1 calc GR . . . .
H56B H -0.214376 0.795838 0.151806 0.039 Uiso 1 1 calc GR . . . .
H56C H -0.078150 0.831739 0.168157 0.039 Uiso 1 1 calc GR . . . .
C57 C 0.2221(2) 0.86943(10) -0.04830(10) 0.0349(4) Uani 1 1 d . . . . .
H57A H 0.161708 0.900321 -0.084813 0.052 Uiso 1 1 calc GR . . . .
H57B H 0.303998 0.850500 -0.076023 0.052 Uiso 1 1 calc GR . . . .
H57C H 0.245280 0.903427 -0.011562 0.052 Uiso 1 1 calc GR . . . .
C58 C 0.24452(16) 0.74954(10) 0.04975(9) 0.0276(3) Uani 1 1 d . . . . .
H58A H 0.325537 0.729636 0.021861 0.041 Uiso 1 1 calc GR . . . .
H58B H 0.197763 0.704198 0.076970 0.041 Uiso 1 1 calc GR . . . .
H58C H 0.269610 0.782695 0.086753 0.041 Uiso 1 1 calc GR . . . .
C59 C 0.02202(18) 0.74156(11) 0.31490(10) 0.0324(4) Uani 1 1 d . . . . .
C60 C 0.15984(18) 0.74431(12) 0.27748(11) 0.0377(4) Uani 1 1 d . . . . .
H60A H 0.225655 0.736248 0.316864 0.045 Uiso 0.45(2) 1 calc GR . P . .
H60B H 0.168895 0.796498 0.246103 0.045 Uiso 0.45(2) 1 calc GR . P . .
H60C H 0.175741 0.702000 0.244841 0.045 Uiso 0.45(2) 1 calc GR . P . .
H60D H 0.154539 0.753582 0.221674 0.045 Uiso 0.55(2) 1 calc GR . P . .
H60E H 0.211299 0.693332 0.292436 0.045 Uiso 0.55(2) 1 calc GR . P . .
H60F H 0.204453 0.787831 0.293697 0.045 Uiso 0.55(2) 1 calc GR . P . .
B1 B 0.43352(16) 0.54106(10) 0.21981(9) 0.0220(3) Uani 1 1 d . . . . .
B2 B 0.15262(17) 0.47368(11) 0.32690(10) 0.0249(3) Uani 1 1 d . . . . .
B3 B 0.37755(17) 0.95995(11) 0.17898(10) 0.0240(3) Uani 1 1 d . . . . .
B4 B 0.06204(18) 1.01207(10) 0.26323(10) 0.0253(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
N1 H1 0.9800 . ?
N1 C16 1.4790(18) . ?
N1 C26 1.4940(18) . ?
N1 C27 1.4911(18) . ?
N2 C18 1.4561(18) . ?
N2 C28 1.4729(19) . ?
N2 C29 1.4731(19) . ?
N3 C13 1.155(2) . ?
N4 H4A 0.9800 . ?
N4 C45 1.4726(18) . ?
N4 C55 1.4893(18) . ?
N4 C56 1.4893(19) . ?
N5 C47 1.4618(18) . ?
N5 C57 1.473(2) . ?
N5 C58 1.4753(18) . ?
N6 C42 1.152(2) . ?
N7 C59 1.131(3) . ?
C1 C2 1.439(2) . ?
C1 C10 1.392(2) . ?
C1 B1 1.645(2) . ?
C2 C3 1.450(2) . ?
C2 C7 1.4381(19) . ?
C3 C4 1.393(2) . ?
C3 B2 1.571(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.412(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.360(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.424(2) . ?
C7 C8 1.408(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.372(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.404(2) . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 B1 1.649(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 B1 1.636(2) . ?
C13 B1 1.619(2) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 B2 1.583(2) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C15 B2 1.573(2) . ?
C16 C17 1.425(2) . ?
C16 C25 1.368(2) . ?
C17 C18 1.431(2) . ?
C17 C22 1.435(2) . ?
C18 C19 1.371(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.412(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.363(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.418(3) . ?
C22 C23 1.413(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.363(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.413(2) . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.444(2) . ?
C30 C39 1.391(2) . ?
C30 B3 1.646(2) . ?
C31 C32 1.455(2) . ?
C31 C36 1.440(2) . ?
C32 C33 1.388(2) . ?
C32 B4 1.577(2) . ?
C33 H33 0.9300 . ?
C33 C34 1.412(2) . ?
C34 H34 0.9300 . ?
C34 C35 1.358(2) . ?
C35 H35 0.9300 . ?
C35 C36 1.424(2) . ?
C36 C37 1.417(2) . ?
C37 H37 0.9300 . ?
C37 C38 1.362(2) . ?
C38 H38 0.9300 . ?
C38 C39 1.402(2) . ?
C39 H39 0.9300 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C40 B3 1.634(2) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C41 B3 1.648(2) . ?
C42 B3 1.618(2) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C43 B4 1.575(2) . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C44 B4 1.584(2) . ?
C45 C46 1.428(2) . ?
C45 C54 1.367(2) . ?
C46 C47 1.429(2) . ?
C46 C51 1.433(2) . ?
C47 C48 1.372(2) . ?
C48 H48 0.9300 . ?
C48 C49 1.414(2) . ?
C49 H49 0.9300 . ?
C49 C50 1.365(2) . ?
C50 H50 0.9300 . ?
C50 C51 1.416(2) . ?
C51 C52 1.415(2) . ?
C52 H52 0.9300 . ?
C52 C53 1.365(2) . ?
C53 H53 0.9300 . ?
C53 C54 1.411(2) . ?
C54 H54 0.9300 . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C59 C60 1.458(3) . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
C60 H60D 0.9600 . ?
C60 H60E 0.9600 . ?
C60 H60F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 N1 H1 106.7 . . ?
C16 N1 C26 112.86(11) . . ?
C16 N1 C27 112.41(11) . . ?
C26 N1 H1 106.7 . . ?
C27 N1 H1 106.7 . . ?
C27 N1 C26 110.98(12) . . ?
C18 N2 C28 113.88(12) . . ?
C18 N2 C29 111.37(11) . . ?
C28 N2 C29 110.92(12) . . ?
C45 N4 H4A 106.6 . . ?
C45 N4 C55 112.10(11) . . ?
C45 N4 C56 113.02(12) . . ?
C55 N4 H4A 106.6 . . ?
C55 N4 C56 111.44(12) . . ?
C56 N4 H4A 106.6 . . ?
C47 N5 C57 112.59(12) . . ?
C47 N5 C58 112.39(11) . . ?
C57 N5 C58 110.67(13) . . ?
C2 C1 B1 129.58(13) . . ?
C10 C1 C2 116.43(12) . . ?
C10 C1 B1 113.30(13) . . ?
C1 C2 C3 123.56(12) . . ?
C7 C2 C1 118.93(13) . . ?
C7 C2 C3 117.50(13) . . ?
C2 C3 B2 126.66(13) . . ?
C4 C3 C2 118.21(13) . . ?
C4 C3 B2 112.59(13) . . ?
C3 C4 H4 118.6 . . ?
C3 C4 C5 122.89(14) . . ?
C5 C4 H4 118.6 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.34(14) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 120.81(13) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 C2 120.37(13) . . ?
C8 C7 C2 120.73(13) . . ?
C8 C7 C6 118.90(13) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.61(13) . . ?
C9 C8 H8 120.2 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.52(14) . . ?
C10 C9 H9 120.2 . . ?
C1 C10 C9 124.02(14) . . ?
C1 C10 H10 118.0 . . ?
C9 C10 H10 118.0 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
B1 C11 H11A 109.5 . . ?
B1 C11 H11B 109.5 . . ?
B1 C11 H11C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
B1 C12 H12A 109.5 . . ?
B1 C12 H12B 109.5 . . ?
B1 C12 H12C 109.5 . . ?
N3 C13 B1 170.05(15) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
B2 C14 H14A 109.5 . . ?
B2 C14 H14B 109.5 . . ?
B2 C14 H14C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
B2 C15 H15A 109.5 . . ?
B2 C15 H15B 109.5 . . ?
B2 C15 H15C 109.5 . . ?
C17 C16 N1 118.46(13) . . ?
C25 C16 N1 118.97(14) . . ?
C25 C16 C17 122.55(14) . . ?
C16 C17 C18 125.69(13) . . ?
C16 C17 C22 116.55(14) . . ?
C18 C17 C22 117.74(14) . . ?
C17 C18 N2 118.24(13) . . ?
C19 C18 N2 120.85(15) . . ?
C19 C18 C17 120.89(14) . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C20 120.79(16) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.01(16) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.23(15) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 C17 119.29(15) . . ?
C23 C22 C17 119.87(15) . . ?
C23 C22 C21 120.82(15) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.14(15) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.27(16) . . ?
C25 C24 H24 119.9 . . ?
C16 C25 C24 119.59(16) . . ?
C16 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
N1 C26 H26A 109.5 . . ?
N1 C26 H26B 109.5 . . ?
N1 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N1 C27 H27A 109.5 . . ?
N1 C27 H27B 109.5 . . ?
N1 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C28 H28A 109.5 . . ?
N2 C28 H28B 109.5 . . ?
N2 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 C29 H29A 109.5 . . ?
N2 C29 H29B 109.5 . . ?
N2 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 B3 130.54(13) . . ?
C39 C30 C31 116.35(13) . . ?
C39 C30 B3 112.72(13) . . ?
C30 C31 C32 124.31(13) . . ?
C36 C31 C30 118.66(13) . . ?
C36 C31 C32 117.02(13) . . ?
C31 C32 B4 127.75(14) . . ?
C33 C32 C31 118.46(13) . . ?
C33 C32 B4 111.20(13) . . ?
C32 C33 H33 118.5 . . ?
C32 C33 C34 123.02(15) . . ?
C34 C33 H33 118.5 . . ?
C33 C34 H34 120.3 . . ?
C35 C34 C33 119.44(15) . . ?
C35 C34 H34 120.3 . . ?
C34 C35 H35 119.7 . . ?
C34 C35 C36 120.57(14) . . ?
C36 C35 H35 119.7 . . ?
C35 C36 C31 120.89(14) . . ?
C37 C36 C31 120.76(14) . . ?
C37 C36 C35 118.35(13) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 C36 119.77(13) . . ?
C38 C37 H37 120.1 . . ?
C37 C38 H38 120.3 . . ?
C37 C38 C39 119.49(14) . . ?
C39 C38 H38 120.3 . . ?
C30 C39 C38 124.48(15) . . ?
C30 C39 H39 117.8 . . ?
C38 C39 H39 117.8 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
B3 C40 H40A 109.5 . . ?
B3 C40 H40B 109.5 . . ?
B3 C40 H40C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
B3 C41 H41A 109.5 . . ?
B3 C41 H41B 109.5 . . ?
B3 C41 H41C 109.5 . . ?
N6 C42 B3 170.92(16) . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
B4 C43 H43A 109.5 . . ?
B4 C43 H43B 109.5 . . ?
B4 C43 H43C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
B4 C44 H44A 109.5 . . ?
B4 C44 H44B 109.5 . . ?
B4 C44 H44C 109.5 . . ?
C46 C45 N4 118.12(13) . . ?
C54 C45 N4 119.61(13) . . ?
C54 C45 C46 122.27(14) . . ?
C45 C46 C47 125.52(13) . . ?
C45 C46 C51 116.73(14) . . ?
C47 C46 C51 117.75(13) . . ?
C46 C47 N5 118.62(13) . . ?
C48 C47 N5 120.57(13) . . ?
C48 C47 C46 120.79(13) . . ?
C47 C48 H48 119.5 . . ?
C47 C48 C49 120.97(14) . . ?
C49 C48 H48 119.5 . . ?
C48 C49 H49 120.1 . . ?
C50 C49 C48 119.74(14) . . ?
C50 C49 H49 120.1 . . ?
C49 C50 H50 119.4 . . ?
C49 C50 C51 121.15(14) . . ?
C51 C50 H50 119.4 . . ?
C50 C51 C46 119.59(14) . . ?
C52 C51 C46 119.72(14) . . ?
C52 C51 C50 120.68(14) . . ?
C51 C52 H52 119.4 . . ?
C53 C52 C51 121.28(14) . . ?
C53 C52 H52 119.4 . . ?
C52 C53 H53 120.0 . . ?
C52 C53 C54 119.99(15) . . ?
C54 C53 H53 120.0 . . ?
C45 C54 C53 119.98(15) . . ?
C45 C54 H54 120.0 . . ?
C53 C54 H54 120.0 . . ?
N4 C55 H55A 109.5 . . ?
N4 C55 H55B 109.5 . . ?
N4 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
N4 C56 H56A 109.5 . . ?
N4 C56 H56B 109.5 . . ?
N4 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
N5 C57 H57A 109.5 . . ?
N5 C57 H57B 109.5 . . ?
N5 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
N5 C58 H58A 109.5 . . ?
N5 C58 H58B 109.5 . . ?
N5 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
N7 C59 C60 179.3(2) . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
C59 C60 H60D 109.5 . . ?
C59 C60 H60E 109.5 . . ?
C59 C60 H60F 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60A C60 H60D 141.1 . . ?
H60A C60 H60E 56.3 . . ?
H60A C60 H60F 56.3 . . ?
H60B C60 H60C 109.5 . . ?
H60B C60 H60D 56.3 . . ?
H60B C60 H60E 141.1 . . ?
H60B C60 H60F 56.3 . . ?
H60C C60 H60D 56.3 . . ?
H60C C60 H60E 56.3 . . ?
H60C C60 H60F 141.1 . . ?
H60D C60 H60E 109.5 . . ?
H60D C60 H60F 109.5 . . ?
H60E C60 H60F 109.5 . . ?
C1 B1 C11 107.10(12) . . ?
C12 B1 C1 112.84(12) . . ?
C12 B1 C11 110.87(12) . . ?
C13 B1 C1 115.58(12) . . ?
C13 B1 C11 102.64(12) . . ?
C13 B1 C12 107.35(12) . . ?
C3 B2 C14 119.91(14) . . ?
C3 B2 C15 119.49(13) . . ?
C15 B2 C14 117.66(14) . . ?
C30 B3 C41 108.11(12) . . ?
C40 B3 C30 112.74(13) . . ?
C40 B3 C41 108.83(14) . . ?
C42 B3 C30 114.89(13) . . ?
C42 B3 C40 108.56(12) . . ?
C42 B3 C41 103.14(12) . . ?
C32 B4 C44 120.29(14) . . ?
C43 B4 C32 118.80(14) . . ?
C43 B4 C44 117.76(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C16 C17 C18 -1.5(2) . . . . ?
N1 C16 C17 C22 177.04(12) . . . . ?
N1 C16 C25 C24 -177.81(13) . . . . ?
N2 C18 C19 C20 -177.96(13) . . . . ?
N4 C45 C46 C47 2.7(2) . . . . ?
N4 C45 C46 C51 -178.00(11) . . . . ?
N4 C45 C54 C53 179.44(13) . . . . ?
N5 C47 C48 C49 177.76(12) . . . . ?
C1 C2 C3 C4 169.17(13) . . . . ?
C1 C2 C3 B2 -30.3(2) . . . . ?
C1 C2 C7 C6 -170.82(13) . . . . ?
C1 C2 C7 C8 8.8(2) . . . . ?
C2 C1 C10 C9 2.8(2) . . . . ?
C2 C1 B1 C11 -109.33(16) . . . . ?
C2 C1 B1 C12 128.40(15) . . . . ?
C2 C1 B1 C13 4.3(2) . . . . ?
C2 C3 C4 C5 5.1(2) . . . . ?
C2 C3 B2 C14 164.25(14) . . . . ?
C2 C3 B2 C15 -35.6(2) . . . . ?
C2 C7 C8 C9 -1.9(2) . . . . ?
C3 C2 C7 C6 8.90(19) . . . . ?
C3 C2 C7 C8 -171.52(13) . . . . ?
C3 C4 C5 C6 2.5(2) . . . . ?
C4 C3 B2 C14 -34.32(19) . . . . ?
C4 C3 B2 C15 125.85(15) . . . . ?
C4 C5 C6 C7 -4.4(2) . . . . ?
C5 C6 C7 C2 -1.4(2) . . . . ?
C5 C6 C7 C8 178.99(14) . . . . ?
C6 C7 C8 C9 177.73(14) . . . . ?
C7 C2 C3 C4 -10.53(19) . . . . ?
C7 C2 C3 B2 149.98(14) . . . . ?
C7 C8 C9 C10 -4.5(2) . . . . ?
C8 C9 C10 C1 4.0(2) . . . . ?
C10 C1 C2 C3 171.33(13) . . . . ?
C10 C1 C2 C7 -8.98(19) . . . . ?
C10 C1 B1 C11 60.65(16) . . . . ?
C10 C1 B1 C12 -61.62(17) . . . . ?
C10 C1 B1 C13 174.29(12) . . . . ?
C16 C17 C18 N2 -4.9(2) . . . . ?
C16 C17 C18 C19 176.66(14) . . . . ?
C16 C17 C22 C21 -177.23(13) . . . . ?
C16 C17 C22 C23 1.4(2) . . . . ?
C17 C16 C25 C24 0.8(2) . . . . ?
C17 C18 C19 C20 0.4(2) . . . . ?
C17 C22 C23 C24 -0.5(2) . . . . ?
C18 C17 C22 C21 1.4(2) . . . . ?
C18 C17 C22 C23 179.98(13) . . . . ?
C18 C19 C20 C21 1.5(2) . . . . ?
C19 C20 C21 C22 -1.9(2) . . . . ?
C20 C21 C22 C17 0.5(2) . . . . ?
C20 C21 C22 C23 -178.10(15) . . . . ?
C21 C22 C23 C24 178.12(15) . . . . ?
C22 C17 C18 N2 176.58(12) . . . . ?
C22 C17 C18 C19 -1.8(2) . . . . ?
C22 C23 C24 C25 -0.4(2) . . . . ?
C23 C24 C25 C16 0.2(2) . . . . ?
C25 C16 C17 C18 179.97(14) . . . . ?
C25 C16 C17 C22 -1.5(2) . . . . ?
C26 N1 C16 C17 -113.41(14) . . . . ?
C26 N1 C16 C25 65.21(17) . . . . ?
C27 N1 C16 C17 120.14(14) . . . . ?
C27 N1 C16 C25 -61.24(17) . . . . ?
C28 N2 C18 C17 127.78(14) . . . . ?
C28 N2 C18 C19 -53.81(18) . . . . ?
C29 N2 C18 C17 -105.88(15) . . . . ?
C29 N2 C18 C19 72.52(18) . . . . ?
C30 C31 C32 C33 170.98(14) . . . . ?
C30 C31 C32 B4 -29.0(2) . . . . ?
C30 C31 C36 C35 -173.74(13) . . . . ?
C30 C31 C36 C37 6.2(2) . . . . ?
C31 C30 C39 C38 3.7(2) . . . . ?
C31 C30 B3 C40 124.88(16) . . . . ?
C31 C30 B3 C41 -114.77(16) . . . . ?
C31 C30 B3 C42 -0.2(2) . . . . ?
C31 C32 C33 C34 5.8(2) . . . . ?
C31 C32 B4 C43 -39.0(2) . . . . ?
C31 C32 B4 C44 161.46(14) . . . . ?
C31 C36 C37 C38 -0.2(2) . . . . ?
C32 C31 C36 C35 6.2(2) . . . . ?
C32 C31 C36 C37 -173.86(13) . . . . ?
C32 C33 C34 C35 0.9(2) . . . . ?
C33 C32 B4 C43 122.18(16) . . . . ?
C33 C32 B4 C44 -37.3(2) . . . . ?
C33 C34 C35 C36 -3.9(2) . . . . ?
C34 C35 C36 C31 0.2(2) . . . . ?
C34 C35 C36 C37 -179.69(14) . . . . ?
C35 C36 C37 C38 179.74(14) . . . . ?
C36 C31 C32 C33 -9.0(2) . . . . ?
C36 C31 C32 B4 151.04(14) . . . . ?
C36 C37 C38 C39 -4.0(2) . . . . ?
C37 C38 C39 C30 2.3(2) . . . . ?
C39 C30 C31 C32 172.38(13) . . . . ?
C39 C30 C31 C36 -7.65(19) . . . . ?
C39 C30 B3 C40 -62.77(17) . . . . ?
C39 C30 B3 C41 57.58(16) . . . . ?
C39 C30 B3 C42 172.13(13) . . . . ?
C45 C46 C47 N5 2.2(2) . . . . ?
C45 C46 C47 C48 -179.59(13) . . . . ?
C45 C46 C51 C50 179.50(13) . . . . ?
C45 C46 C51 C52 -1.80(19) . . . . ?
C46 C45 C54 C53 -0.2(2) . . . . ?
C46 C47 C48 C49 -0.4(2) . . . . ?
C46 C51 C52 C53 0.5(2) . . . . ?
C47 C46 C51 C50 -1.13(19) . . . . ?
C47 C46 C51 C52 177.58(13) . . . . ?
C47 C48 C49 C50 -0.3(2) . . . . ?
C48 C49 C50 C51 0.2(2) . . . . ?
C49 C50 C51 C46 0.5(2) . . . . ?
C49 C50 C51 C52 -178.21(14) . . . . ?
C50 C51 C52 C53 179.24(14) . . . . ?
C51 C46 C47 N5 -177.09(11) . . . . ?
C51 C46 C47 C48 1.1(2) . . . . ?
C51 C52 C53 C54 1.0(2) . . . . ?
C52 C53 C54 C45 -1.1(2) . . . . ?
C54 C45 C46 C47 -177.67(14) . . . . ?
C54 C45 C46 C51 1.7(2) . . . . ?
C55 N4 C45 C46 111.79(14) . . . . ?
C55 N4 C45 C54 -67.87(18) . . . . ?
C56 N4 C45 C46 -121.25(14) . . . . ?
C56 N4 C45 C54 59.09(17) . . . . ?
C57 N5 C47 C46 -122.99(15) . . . . ?
C57 N5 C47 C48 58.82(18) . . . . ?
C58 N5 C47 C46 111.21(14) . . . . ?
C58 N5 C47 C48 -66.98(17) . . . . ?
B1 C1 C2 C3 -19.0(2) . . . . ?
B1 C1 C2 C7 160.74(14) . . . . ?
B1 C1 C10 C9 -168.54(14) . . . . ?
B2 C3 C4 C5 -158.03(14) . . . . ?
B3 C30 C31 C32 -15.5(2) . . . . ?
B3 C30 C31 C36 164.47(14) . . . . ?
B3 C30 C39 C38 -169.80(14) . . . . ?
B4 C32 C33 C34 -157.40(15) . . . . ?

_olex2_date_sample_data_collection 2020-10-01
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.227
_oxdiff_exptl_absorpt_empirical_full_min 0.806
####################################################################### 
# 
# 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_[2-PH2][3-H]
_database_code_depnum_ccdc_archive 'CCDC 2151567'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;

# was becker19

_audit_creation_date             2019-11-21
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
christian.becker@uni-bielefeld.de
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H18 B2 P, C14 H19 N2'
_chemical_formula_sum            'C24 H37 B2 N2 P'
_chemical_formula_weight         406.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H37 B2 N2 P'
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.2999(6)
_cell_length_b                   11.8087(6)
_cell_length_c                   12.2905(8)
_cell_angle_alpha                63.869(6)
_cell_angle_beta                 83.717(6)
_cell_angle_gamma                81.570(5)
_cell_volume                     1197.15(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5310
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.2300
_cell_measurement_theta_min      3.9870
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.084
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.877
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.58a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             440
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 0 -5 0.0151
-3 0 5 0.0151
-2 -6 2 0.0405
5 3 6 0.0214
1 5 -3 0.1000
-4 0 -6 0.0641
-5 2 1 0.0656

_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.9885 -0.0172 -5.0192 -0.6393 0.1255 -0.5946
-2.9885 0.0172 5.0192 0.6393 -0.1255 0.5946
-2.2203 -5.6257 1.8053 0.0550 0.2272 0.9723
4.7931 3.1692 5.5036 -0.2325 -0.9702 0.0677
1.0663 4.9097 -3.1797 0.0016 0.0089 -1.0000
-3.5524 -0.3644 -6.1577 0.1974 0.8252 -0.5292
-4.9892 2.0053 1.0149 0.8566 0.3166 -0.0460

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9697
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.439
_diffrn_reflns_theta_min         4.011
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00 -18.00   1.00    7.50    --  -38.50 -38.00-180.00   92
  2  ω    -70.00  -8.00   1.00    7.50    --  -38.50 125.00 -30.00   62
  3  ω   -100.00 -18.00   1.00    7.50    --  -38.50 -38.00 -90.00   82
  4  ω     37.00  73.00   1.00    7.50    --   42.89 -99.00 -30.00   36
  5  ω     25.00 110.00   1.00    7.50    --   42.89  57.00 120.00   85
  6  ω     45.00  83.00   1.00    7.50    --   42.89-125.00-180.00   38
  7  ω    121.00 178.00   1.00   38.50    --  111.00  77.00  90.00   57
  8  ω     46.00 124.00   1.00   38.50    --  111.00 -61.00 -30.00   78
  9  ω     56.00 140.00   1.00   38.50    --  111.00 -77.00  90.00   84
 10  ω     32.00  57.00   1.00   38.50    --  111.00 -94.00   0.00   25
 11  ω     77.00 104.00   1.00   38.50    --  111.00 -94.00   0.00   27
 12  ω     42.00  77.00   1.00   38.50    --  111.00-125.00 -90.00   35
 13  ω     96.00 173.00   1.00   38.50    --  111.00  45.00  60.00   77
 14  ω     44.00 119.00   1.00   38.50    --  111.00 -30.00  30.00   75
 15  ω     45.00  76.00   1.00   38.50    --  111.00-125.00-150.00   31
 16  ω     41.00  97.00   1.00   38.50    --  111.00-125.00 -60.00   56
 17  ω     75.00 105.00   1.00   38.50    --  111.00 -94.00  60.00   30
 18  ω     88.00 113.00   1.00   38.50    --  111.00-125.00-150.00   25
 19  ω     32.00 107.00   1.00   38.50    --  111.00 -94.00 -60.00   75
 20  ω     46.00  73.00   1.00   38.50    --  111.00-125.00  60.00   27
 21  ω     32.00  57.00   1.00   38.50    --  111.00 -94.00-150.00   25
 22  ω     82.00 107.00   1.00   38.50    --  111.00 -94.00-150.00   25
 23  ω     82.00 107.00   1.00   38.50    --  111.00 -94.00 -30.00   25
 24  ω     54.00 150.00   1.00   38.50    --  111.00   0.00  60.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1388106000
_diffrn_orient_matrix_UB_12      0.0592903000
_diffrn_orient_matrix_UB_13      0.0445077000
_diffrn_orient_matrix_UB_21      -0.0915678000
_diffrn_orient_matrix_UB_22      -0.0297344000
_diffrn_orient_matrix_UB_23      -0.0794236000
_diffrn_orient_matrix_UB_31      -0.0215528000
_diffrn_orient_matrix_UB_32      -0.1302801000
_diffrn_orient_matrix_UB_33      0.1060897000
_diffrn_oxdiff_digest_frames     
;
014eb6d06750a7643c0367b707ad9f9e83013223745
;
_diffrn_oxdiff_digest_hkl        
;
01a0dc651f7f42ea836713f4115c0ba03c1194
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4266
_reflns_number_total             4917
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         4917
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0454P)²+0.2454P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0906
_refine_special_details          
'Hydrogens were refined isotropically. The hydrogen between N1 and N2 is disordered over two sites (65:35).'
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uiso(H1) = Uiso(H2)
2. Others
 Sof(H2)=1-FVAR(1)
 Sof(H1)=FVAR(1)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.39558(3) 0.68883(3) 0.00575(3) 0.01848(9) Uani 1 1 d . . . . .
H1A H 0.400(2) 0.5907(17) -0.0162(16) 0.027(4) Uiso 1 1 d . . . . .
H1B H 0.461(2) 0.762(2) -0.097(2) 0.045(6) Uiso 1 1 d . . . . .
C1 C 0.20469(13) 0.70383(11) 0.18461(11) 0.0176(2) Uani 1 1 d . . . . .
C2 C 0.34148(13) 0.66023(11) 0.23897(11) 0.0166(2) Uani 1 1 d . . . . .
C3 C 0.34424(15) 0.61764(11) 0.36501(11) 0.0202(2) Uani 1 1 d . . . . .
H3 H 0.4398(19) 0.5885(15) 0.4048(15) 0.020(4) Uiso 1 1 d . . . . .
C4 C 0.21711(16) 0.61271(12) 0.43780(12) 0.0231(3) Uani 1 1 d . . . . .
H4 H 0.220(2) 0.5790(18) 0.5243(18) 0.032(5) Uiso 1 1 d . . . . .
C5 C 0.08348(16) 0.65107(12) 0.38515(13) 0.0257(3) Uani 1 1 d . . . . .
H5 H -0.005(2) 0.6458(19) 0.4355(18) 0.035(5) Uiso 1 1 d . . . . .
C6 C 0.07825(14) 0.69697(12) 0.25989(13) 0.0233(3) Uani 1 1 d . . . . .
H6 H -0.018(2) 0.7238(17) 0.2233(16) 0.028(4) Uiso 1 1 d . . . . .
C7 C 0.06516(16) 0.72643(13) -0.01086(13) 0.0261(3) Uani 1 1 d . . . . .
H7A H 0.071(2) 0.756(2) -0.099(2) 0.039(5) Uiso 1 1 d . . . . .
H7B H -0.032(2) 0.7683(19) 0.0081(18) 0.035(5) Uiso 1 1 d . . . . .
H7C H 0.056(2) 0.636(2) 0.0249(19) 0.040(5) Uiso 1 1 d . . . . .
C8 C 0.20831(15) 0.91743(12) -0.02634(12) 0.0227(3) Uani 1 1 d . . . . .
H8A H 0.213(2) 0.9544(18) -0.1120(18) 0.030(4) Uiso 1 1 d . . . . .
H8B H 0.123(2) 0.9615(19) 0.0003(18) 0.037(5) Uiso 1 1 d . . . . .
H8C H 0.295(2) 0.9416(16) -0.0005(16) 0.025(4) Uiso 1 1 d . . . . .
C9 C 0.59019(16) 0.76893(14) 0.12934(14) 0.0274(3) Uani 1 1 d . . . . .
H9A H 0.628(2) 0.7573(18) 0.2050(18) 0.032(5) Uiso 1 1 d . . . . .
H9B H 0.538(2) 0.856(2) 0.0919(19) 0.041(5) Uiso 1 1 d . . . . .
H9C H 0.676(2) 0.766(2) 0.0771(19) 0.040(5) Uiso 1 1 d . . . . .
C10 C 0.58630(16) 0.51672(13) 0.21161(13) 0.0267(3) Uani 1 1 d . . . . .
H10A H 0.621(2) 0.4981(19) 0.2913(19) 0.040(5) Uiso 1 1 d . . . . .
H10B H 0.673(2) 0.5096(18) 0.1577(17) 0.031(4) Uiso 1 1 d . . . . .
H10C H 0.526(2) 0.4444(19) 0.2276(18) 0.035(5) Uiso 1 1 d . . . . .
B1 B 0.19814(15) 0.76469(13) 0.03698(13) 0.0187(3) Uani 1 1 d . . . . .
B2 B 0.49137(15) 0.65514(13) 0.15772(12) 0.0185(3) Uani 1 1 d . . . . .
N1 N 0.16611(11) 0.05003(9) 0.29540(9) 0.0164(2) Uani 1 1 d . . . . .
H1 H 0.148(3) 0.141(3) 0.267(2) 0.014(5) Uiso 0.65(3) 1 d . . P A 1
N2 N 0.14212(11) 0.28296(9) 0.26744(9) 0.0158(2) Uani 1 1 d . . . . .
H2 H 0.138(5) 0.214(6) 0.260(4) 0.014(5) Uiso 0.35(3) 1 d . . P A 2
C11 C 0.23424(12) 0.01022(11) 0.41099(11) 0.0157(2) Uani 1 1 d . . . . .
C12 C 0.25718(12) 0.10573(11) 0.44645(10) 0.0149(2) Uani 1 1 d . . . . .
C13 C 0.21990(12) 0.23909(11) 0.37866(10) 0.0156(2) Uani 1 1 d . . . . .
C14 C 0.25195(14) 0.32392(12) 0.41809(12) 0.0201(2) Uani 1 1 d . . . . .
H14 H 0.2269(18) 0.4117(16) 0.3720(15) 0.018(4) Uiso 1 1 d . . . . .
C15 C 0.31854(15) 0.28108(13) 0.52906(13) 0.0236(3) Uani 1 1 d . . . . .
H15 H 0.3373(19) 0.3409(17) 0.5549(16) 0.025(4) Uiso 1 1 d . . . . .
C16 C 0.35162(14) 0.15443(13) 0.59849(12) 0.0222(3) Uani 1 1 d . . . . .
H16 H 0.394(2) 0.1254(18) 0.6728(18) 0.031(4) Uiso 1 1 d . . . . .
C17 C 0.32411(13) 0.06381(11) 0.55939(11) 0.0178(2) Uani 1 1 d . . . . .
C18 C 0.36140(14) -0.06742(12) 0.63045(12) 0.0217(3) Uani 1 1 d . . . . .
H18 H 0.403(2) -0.0920(17) 0.7052(17) 0.026(4) Uiso 1 1 d . . . . .
C19 C 0.33756(14) -0.15572(12) 0.59271(12) 0.0229(3) Uani 1 1 d . . . . .
H19 H 0.366(2) -0.2446(18) 0.6401(17) 0.028(4) Uiso 1 1 d . . . . .
C20 C 0.27409(14) -0.11618(11) 0.48094(12) 0.0201(2) Uani 1 1 d . . . . .
H20 H 0.2610(19) -0.1756(16) 0.4533(15) 0.021(4) Uiso 1 1 d . . . . .
C21 C 0.02495(15) -0.00239(12) 0.31368(13) 0.0244(3) Uani 1 1 d . . . . .
H21A H -0.017(2) 0.0290(19) 0.2362(18) 0.034(5) Uiso 1 1 d . . . . .
H21B H -0.040(2) 0.0275(18) 0.3672(17) 0.031(5) Uiso 1 1 d . . . . .
H21C H 0.040(2) -0.095(2) 0.3497(18) 0.035(5) Uiso 1 1 d . . . . .
C22 C 0.26534(16) 0.01946(14) 0.20614(13) 0.0263(3) Uani 1 1 d . . . . .
H22A H 0.220(2) 0.056(2) 0.132(2) 0.038(5) Uiso 1 1 d . . . . .
H22B H 0.356(3) 0.055(2) 0.1976(19) 0.043(5) Uiso 1 1 d . . . . .
H22C H 0.287(2) -0.072(2) 0.2356(18) 0.037(5) Uiso 1 1 d . . . . .
C23 C -0.00590(14) 0.34363(13) 0.27949(13) 0.0226(3) Uani 1 1 d . . . . .
H23A H -0.002(2) 0.4199(17) 0.2906(16) 0.026(4) Uiso 1 1 d . . . . .
H23B H -0.060(2) 0.3647(17) 0.2084(17) 0.028(4) Uiso 1 1 d . . . . .
H23C H -0.060(2) 0.2812(19) 0.3492(19) 0.037(5) Uiso 1 1 d . . . . .
C24 C 0.22306(15) 0.37037(13) 0.15930(12) 0.0243(3) Uani 1 1 d . . . . .
H24A H 0.175(2) 0.3872(17) 0.0890(17) 0.025(4) Uiso 1 1 d . . . . .
H24B H 0.231(2) 0.4492(19) 0.1634(17) 0.032(5) Uiso 1 1 d . . . . .
H24C H 0.322(2) 0.3286(19) 0.1520(18) 0.035(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 H1A 1.295(18) . ?
P1 H1B 1.32(2) . ?
P1 B1 1.9970(14) . ?
P1 B2 2.0115(14) . ?
C1 C2 1.4216(17) . ?
C1 C6 1.4032(18) . ?
C1 B1 1.6356(18) . ?
C2 C3 1.4043(17) . ?
C2 B2 1.6333(18) . ?
C3 H3 1.002(18) . ?
C3 C4 1.3945(19) . ?
C4 H4 0.96(2) . ?
C4 C5 1.386(2) . ?
C5 H5 0.97(2) . ?
C5 C6 1.393(2) . ?
C6 H6 0.993(19) . ?
C7 H7A 0.98(2) . ?
C7 H7B 1.02(2) . ?
C7 H7C 0.97(2) . ?
C7 B1 1.6236(19) . ?
C8 H8A 0.94(2) . ?
C8 H8B 0.99(2) . ?
C8 H8C 1.018(19) . ?
C8 B1 1.6325(18) . ?
C9 H9A 0.98(2) . ?
C9 H9B 0.99(2) . ?
C9 H9C 0.97(2) . ?
C9 B2 1.6281(18) . ?
C10 H10A 0.99(2) . ?
C10 H10B 1.00(2) . ?
C10 H10C 1.02(2) . ?
C10 B2 1.6252(19) . ?
N1 H1 0.96(3) . ?
N1 C11 1.4704(15) . ?
N1 C21 1.4860(16) . ?
N1 C22 1.4883(16) . ?
N2 H2 0.87(6) . ?
N2 C13 1.4639(15) . ?
N2 C23 1.4798(16) . ?
N2 C24 1.4828(15) . ?
C11 C12 1.4252(16) . ?
C11 C20 1.3717(17) . ?
C12 C13 1.4290(16) . ?
C12 C17 1.4328(17) . ?
C13 C14 1.3689(16) . ?
C14 H14 0.943(17) . ?
C14 C15 1.4088(19) . ?
C15 H15 0.937(18) . ?
C15 C16 1.363(2) . ?
C16 H16 0.93(2) . ?
C16 C17 1.4147(18) . ?
C17 C18 1.4146(18) . ?
C18 H18 0.941(19) . ?
C18 C19 1.3667(19) . ?
C19 H19 0.962(19) . ?
C19 C20 1.4090(19) . ?
C20 H20 0.931(17) . ?
C21 H21A 0.96(2) . ?
C21 H21B 0.99(2) . ?
C21 H21C 0.97(2) . ?
C22 H22A 0.94(2) . ?
C22 H22B 0.98(2) . ?
C22 H22C 0.97(2) . ?
C23 H23A 0.975(18) . ?
C23 H23B 0.971(19) . ?
C23 H23C 0.99(2) . ?
C24 H24A 0.947(19) . ?
C24 H24B 0.97(2) . ?
C24 H24C 0.99(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A P1 H1B 97.2(12) . . ?
B1 P1 H1A 116.3(8) . . ?
B1 P1 H1B 113.6(10) . . ?
B1 P1 B2 100.32(6) . . ?
B2 P1 H1A 114.6(8) . . ?
B2 P1 H1B 115.7(9) . . ?
C2 C1 B1 119.79(10) . . ?
C6 C1 C2 118.54(11) . . ?
C6 C1 B1 121.63(11) . . ?
C1 C2 B2 120.90(11) . . ?
C3 C2 C1 118.39(11) . . ?
C3 C2 B2 120.68(11) . . ?
C2 C3 H3 119.6(9) . . ?
C4 C3 C2 121.94(12) . . ?
C4 C3 H3 118.5(9) . . ?
C3 C4 H4 121.1(12) . . ?
C5 C4 C3 119.55(12) . . ?
C5 C4 H4 119.3(12) . . ?
C4 C5 H5 119.9(12) . . ?
C4 C5 C6 119.53(12) . . ?
C6 C5 H5 120.6(12) . . ?
C1 C6 H6 119.3(11) . . ?
C5 C6 C1 121.98(13) . . ?
C5 C6 H6 118.7(11) . . ?
H7A C7 H7B 105.2(16) . . ?
H7A C7 H7C 106.8(16) . . ?
H7B C7 H7C 105.8(16) . . ?
B1 C7 H7A 112.9(12) . . ?
B1 C7 H7B 110.4(11) . . ?
B1 C7 H7C 115.0(13) . . ?
H8A C8 H8B 107.6(16) . . ?
H8A C8 H8C 107.4(15) . . ?
H8B C8 H8C 104.1(15) . . ?
B1 C8 H8A 114.0(11) . . ?
B1 C8 H8B 110.2(12) . . ?
B1 C8 H8C 113.1(10) . . ?
H9A C9 H9B 107.8(16) . . ?
H9A C9 H9C 105.0(17) . . ?
H9B C9 H9C 107.4(17) . . ?
B2 C9 H9A 109.0(11) . . ?
B2 C9 H9B 114.8(12) . . ?
B2 C9 H9C 112.3(12) . . ?
H10A C10 H10B 108.2(16) . . ?
H10A C10 H10C 105.1(16) . . ?
H10B C10 H10C 107.1(15) . . ?
B2 C10 H10A 109.6(12) . . ?
B2 C10 H10B 113.6(11) . . ?
B2 C10 H10C 112.8(11) . . ?
C1 B1 P1 96.58(8) . . ?
C7 B1 P1 114.75(9) . . ?
C7 B1 C1 114.84(11) . . ?
C7 B1 C8 112.65(11) . . ?
C8 B1 P1 104.72(9) . . ?
C8 B1 C1 111.88(10) . . ?
C2 B2 P1 96.56(8) . . ?
C9 B2 P1 109.16(9) . . ?
C9 B2 C2 113.95(10) . . ?
C10 B2 P1 111.41(9) . . ?
C10 B2 C2 112.87(11) . . ?
C10 B2 C9 111.89(11) . . ?
C11 N1 H1 102.6(14) . . ?
C11 N1 C21 111.79(10) . . ?
C11 N1 C22 112.36(10) . . ?
C21 N1 H1 108.7(14) . . ?
C21 N1 C22 111.35(10) . . ?
C22 N1 H1 109.6(14) . . ?
C13 N2 H2 104(3) . . ?
C13 N2 C23 111.12(10) . . ?
C13 N2 C24 112.27(10) . . ?
C23 N2 H2 111(3) . . ?
C23 N2 C24 110.33(10) . . ?
C24 N2 H2 109(3) . . ?
C12 C11 N1 118.28(10) . . ?
C20 C11 N1 119.69(11) . . ?
C20 C11 C12 122.03(11) . . ?
C11 C12 C13 125.53(11) . . ?
C11 C12 C17 116.89(11) . . ?
C13 C12 C17 117.58(10) . . ?
C12 C13 N2 118.30(10) . . ?
C14 C13 N2 120.54(11) . . ?
C14 C13 C12 121.13(11) . . ?
C13 C14 H14 120.0(10) . . ?
C13 C14 C15 120.49(12) . . ?
C15 C14 H14 119.5(10) . . ?
C14 C15 H15 118.8(11) . . ?
C16 C15 C14 120.26(11) . . ?
C16 C15 H15 120.9(11) . . ?
C15 C16 H16 120.6(12) . . ?
C15 C16 C17 121.02(12) . . ?
C17 C16 H16 118.3(12) . . ?
C16 C17 C12 119.45(11) . . ?
C18 C17 C12 119.66(11) . . ?
C18 C17 C16 120.89(12) . . ?
C17 C18 H18 117.6(11) . . ?
C19 C18 C17 121.43(12) . . ?
C19 C18 H18 121.0(11) . . ?
C18 C19 H19 121.0(11) . . ?
C18 C19 C20 119.73(12) . . ?
C20 C19 H19 119.2(11) . . ?
C11 C20 C19 120.25(12) . . ?
C11 C20 H20 119.6(11) . . ?
C19 C20 H20 120.1(11) . . ?
N1 C21 H21A 108.8(12) . . ?
N1 C21 H21B 108.0(11) . . ?
N1 C21 H21C 110.4(12) . . ?
H21A C21 H21B 109.5(16) . . ?
H21A C21 H21C 109.5(16) . . ?
H21B C21 H21C 110.6(16) . . ?
N1 C22 H22A 108.3(13) . . ?
N1 C22 H22B 108.3(13) . . ?
N1 C22 H22C 110.1(12) . . ?
H22A C22 H22B 110.3(18) . . ?
H22A C22 H22C 111.6(17) . . ?
H22B C22 H22C 108.2(17) . . ?
N2 C23 H23A 111.3(11) . . ?
N2 C23 H23B 110.3(11) . . ?
N2 C23 H23C 108.6(12) . . ?
H23A C23 H23B 109.7(15) . . ?
H23A C23 H23C 110.7(16) . . ?
H23B C23 H23C 106.2(16) . . ?
N2 C24 H24A 108.8(11) . . ?
N2 C24 H24B 111.9(11) . . ?
N2 C24 H24C 109.7(11) . . ?
H24A C24 H24B 109.8(15) . . ?
H24A C24 H24C 107.3(16) . . ?
H24B C24 H24C 109.3(16) . . ?

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 C2 C3 C4 2.42(17) . . . . ?
C1 C2 B2 P1 -10.46(12) . . . . ?
C1 C2 B2 C9 103.90(13) . . . . ?
C1 C2 B2 C10 -127.04(12) . . . . ?
C2 C1 C6 C5 1.16(18) . . . . ?
C2 C1 B1 P1 19.91(12) . . . . ?
C2 C1 B1 C7 141.10(11) . . . . ?
C2 C1 B1 C8 -88.88(13) . . . . ?
C2 C3 C4 C5 -0.18(18) . . . . ?
C3 C2 B2 P1 167.43(9) . . . . ?
C3 C2 B2 C9 -78.21(14) . . . . ?
C3 C2 B2 C10 50.86(15) . . . . ?
C3 C4 C5 C6 -1.58(18) . . . . ?
C4 C5 C6 C1 1.09(19) . . . . ?
C6 C1 C2 C3 -2.84(16) . . . . ?
C6 C1 C2 B2 175.09(11) . . . . ?
C6 C1 B1 P1 -162.19(10) . . . . ?
C6 C1 B1 C7 -41.00(16) . . . . ?
C6 C1 B1 C8 89.02(14) . . . . ?
B1 C1 C2 C3 175.12(10) . . . . ?
B1 C1 C2 B2 -6.94(16) . . . . ?
B1 C1 C6 C5 -176.76(11) . . . . ?
B2 C2 C3 C4 -175.53(11) . . . . ?
N1 C11 C12 C13 -0.23(17) . . . . ?
N1 C11 C12 C17 -179.85(10) . . . . ?
N1 C11 C20 C19 -179.09(11) . . . . ?
N2 C13 C14 C15 175.96(11) . . . . ?
C11 C12 C13 N2 4.67(17) . . . . ?
C11 C12 C13 C14 -177.24(11) . . . . ?
C11 C12 C17 C16 179.07(11) . . . . ?
C11 C12 C17 C18 -1.11(16) . . . . ?
C12 C11 C20 C19 1.13(19) . . . . ?
C12 C13 C14 C15 -2.10(18) . . . . ?
C12 C17 C18 C19 1.28(19) . . . . ?
C13 C12 C17 C16 -0.58(16) . . . . ?
C13 C12 C17 C18 179.24(11) . . . . ?
C13 C14 C15 C16 -0.1(2) . . . . ?
C14 C15 C16 C17 1.9(2) . . . . ?
C15 C16 C17 C12 -1.54(19) . . . . ?
C15 C16 C17 C18 178.65(12) . . . . ?
C16 C17 C18 C19 -178.91(12) . . . . ?
C17 C12 C13 N2 -175.71(10) . . . . ?
C17 C12 C13 C14 2.38(17) . . . . ?
C17 C18 C19 C20 -0.21(19) . . . . ?
C18 C19 C20 C11 -0.99(19) . . . . ?
C20 C11 C12 C13 179.55(11) . . . . ?
C20 C11 C12 C17 -0.07(17) . . . . ?
C21 N1 C11 C12 -117.84(11) . . . . ?
C21 N1 C11 C20 62.37(14) . . . . ?
C22 N1 C11 C12 116.12(12) . . . . ?
C22 N1 C11 C20 -63.66(14) . . . . ?
C23 N2 C13 C12 114.72(12) . . . . ?
C23 N2 C13 C14 -63.38(14) . . . . ?
C24 N2 C13 C12 -121.17(11) . . . . ?
C24 N2 C13 C14 60.72(15) . . . . ?

_olex2_date_sample_data_collection 2019-11-20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.189
_oxdiff_exptl_absorpt_empirical_full_min 0.392
####################################################################### 
# 
# 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_[1-NH2][3-H]
_database_code_depnum_ccdc_archive 'CCDC 2151561'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;

# was becker06

_audit_creation_date             2018-06-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H19 N2, C14 H20 B2 N'
_chemical_formula_sum            'C28 H39 B2 N3'
_chemical_formula_weight         439.24
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H33 B2 N3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

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

_cell_length_a                   12.0261(3)
_cell_length_b                   41.6493(15)
_cell_length_c                   16.3643(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.630(3)
_cell_angle_gamma                90
_cell_volume                     7767.1(4)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    29132
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      75.7250
_cell_measurement_theta_min      2.9870
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.486
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2856
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0718
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -52
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            156033
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.540
_diffrn_reflns_theta_min         3.041
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -48.00 -16.00   1.00   20.00    --  -38.25 -38.00-150.00   32
  2  ω    -42.00 -12.00   1.00   20.00    --  -38.25 -57.00 -60.00   30
  3  ω    -55.00  -2.00   1.00   20.00    --  -38.25 -77.00  60.00   53
  4  ω    -86.00 -48.00   1.00   20.00    --  -38.25 -77.00 -30.00   38
  5  ω    -67.00  36.00   1.00   20.00    --  -38.25  57.00 -90.00  103
  6  ω    -61.00  -7.00   1.00   20.00    --  -38.25 -38.00 120.00   54
  7  ω   -113.00 -42.00   1.00   20.00    --  -38.25-178.00   0.00   71
  8  ω   -107.00 -59.00   1.00   20.00    --  -38.25 -57.00  90.00   48
  9  ω    -80.00 -11.00   1.00   20.00    --  -38.25 -77.00-150.00   69
 10  ω   -129.00 -42.00   1.00   20.00    --  -38.25 178.00-120.00   87
 11  ω   -113.00 -43.00   1.00   20.00    --  -38.25 -57.00 -60.00   70
 12  ω    -54.00 -12.00   1.00   20.00    --  -38.25 -38.00   0.00   42
 13  ω   -118.00 -72.00   1.00   20.00    --  -38.25 -77.00  60.00   46
 14  ω   -131.00 -35.00   1.00   20.00    --  -38.25-178.00  60.00   96
 15  ω   -106.00 -51.00   1.00   20.00    --  -38.25 178.00 -60.00   55
 16  ω    -42.00  -2.00   1.00   20.00    --  -38.25 -77.00 -30.00   40
 17  ω   -117.00 -59.00   1.00   20.00    --  -38.25 -38.00   0.00   58
 18  ω   -111.00 -63.00   1.00   20.00    --  -38.25 -38.00 120.00   48
 19  ω   -117.00 -50.00   1.00   20.00    --  -38.25 -38.00-150.00   67
 20  ω   -115.00 -87.00   1.00   20.00    --  -38.25 -77.00-150.00   28
 21  ω   -117.00 -69.00   1.00   20.00    --  -38.25 -77.00 -90.00   48
 22  ω    -57.00  -2.00   1.00   20.00    --  -38.25 -77.00 -90.00   55
 23  ω    -56.00  -6.00   1.00   20.00    --  -38.25 -57.00  90.00   50
 24  ω     -1.00  24.00   1.00   20.00    --   38.25  96.00 160.55   25
 25  ω     27.00  70.00   1.00   20.00    --   38.25 -99.00 -60.00   43
 26  ω    119.00 145.00   1.00   60.00    --  115.00  67.00  20.49   26
 27  ω     80.00 106.00   1.00   60.00    --  115.00  70.00   4.66   26
 28  ω    110.00 177.00   1.00   60.00    --  115.00  73.00 -33.59   67
 29  ω     38.00  81.00   1.00   60.00    --  115.00-126.00   4.96   43
 30  ω     96.00 122.00   1.00   60.00    --  115.00-126.00   4.96   26
 31  ω     80.00 106.00   1.00   60.00    --  115.00  67.00  20.49   26
 32  ω     82.00 122.00   1.00   60.00    --  115.00  59.00-111.38   40
 33  ω     80.00 107.00   1.00   60.00    --  115.00  73.00 -33.59   27
 34  ω     80.00 106.00   1.00   60.00    --  115.00  74.00-110.33   26
 35  ω     80.00 106.00   1.00   60.00    --  115.00  67.00 -60.35   26
 36  ω     81.00 117.00   1.00   60.00    --  115.00  68.00-146.37   36
 37  ω     83.00 109.00   1.00   60.00    --  115.00  55.00 -38.55   26
 38  ω     83.00 109.00   1.00   60.00    --  115.00  50.00-111.05   26
 39  ω     82.00 111.00   1.00   60.00    --  115.00  57.00 -18.96   29
 40  ω     82.00 108.00   1.00   60.00    --  115.00  58.00 -30.59   26
 41  ω     80.00 106.00   1.00   60.00    --  115.00  71.00 148.14   26
 42  ω    114.00 178.00   1.00   60.00    --  115.00  77.00-180.00   64
 43  ω     79.00 105.00   1.00   60.00    --  115.00  77.00-180.00   26
 44  ω     80.00 175.00   1.00   60.00    --  115.00  69.00 159.35   95
 45  ω    147.00 174.00   1.00   60.00    --  115.00  66.00 124.14   27
 46  ω     82.00 155.00   1.00   60.00    --  115.00  61.00  60.00   73
 47  ω     35.00 116.00   1.00   60.00    --  115.00-111.00 150.00   81
 48  ω     79.00 175.00   1.00   60.00    --  115.00  77.00 -90.00   96
 49  ω     82.00 110.00   1.00   60.00    --  115.00  61.00-150.00   28
 50  ω     32.00  64.00   1.00   60.00    --  115.00 -77.00-120.00   32
 51  ω     78.00 150.00   1.00   60.00    --  115.00 -77.00-120.00   72
 52  ω     79.00 172.00   1.00   60.00    --  115.00  77.00  30.00   93
 53  ω     82.00 108.00   1.00   60.00    --  115.00  61.00 120.00   26
 54  ω     82.00 108.00   1.00   60.00    --  115.00  61.00-180.00   26
 55  ω     79.00 105.00   1.00   60.00    --  115.00  77.00 -30.00   26
 56  ω     84.00 110.00   1.00   60.00    --  115.00  45.00  90.00   26
 57  ω    140.00 173.00   1.00   60.00    --  115.00  45.00  90.00   33
 58  ω     84.00 110.00   1.00   60.00    --  115.00  45.00-150.00   26
 59  ω     79.00 178.00   1.00   60.00    --  115.00  77.00  60.00   99
 60  ω     82.00 177.00   1.00   60.00    --  115.00  61.00   0.00   95
 61  ω     80.00 108.00   1.00   60.00    --  115.00  67.00 -93.29   28
 62  ω     79.00 105.00   1.00   60.00    --  115.00  77.00 120.00   26
 63  ω     50.00 112.00   1.00   60.00    --  115.00-111.00-120.00   62
 64  ω     83.00 109.00   1.00   60.00    --  115.00  53.00 106.99   26
 65  ω    118.00 144.00   1.00   60.00    --  115.00  66.00 124.14   26
 66  ω     81.00 107.00   1.00   60.00    --  115.00  62.00   6.90   26
 67  ω     43.00 150.00   1.00   60.00    --  115.00 -77.00 150.00  107
 68  ω     33.00 101.00   1.00   60.00    --  115.00 -94.00  30.00   68
 69  ω    127.00 152.00   1.00   60.00    --  115.00  73.00  91.99   25
 70  ω     79.00 105.00   1.00   60.00    --  115.00  77.00-120.00   26
 71  ω     82.00 108.00   1.00   60.00    --  115.00  61.00 150.00   26
 72  ω     80.00 106.00   1.00   60.00    --  115.00  73.00  91.99   26
 73  ω     80.00 106.00   1.00   60.00    --  115.00  66.00 124.14   26
 74  ω     82.00 108.00   1.00   60.00    --  115.00  61.00 -60.00   26
 75  ω     82.00 108.00   1.00   60.00    --  115.00  61.00  90.00   26
 76  ω     77.00 153.00   1.00   60.00    --  115.00  30.00 150.00   76
 77  ω     79.00 177.00   1.00   60.00    --  115.00  77.00 -60.00   98
 78  ω    153.00 178.00   1.00   60.00    --  115.00  70.00-116.95   25
 79  ω     82.00 108.00   1.00   60.00    --  115.00  61.00-120.00   26
 80  ω     77.00 103.00   1.00   60.00    --  115.00  30.00-180.00   26
 81  ω     84.00 116.00   1.00   60.00    --  115.00-111.00  90.00   32
 82  ω     34.00  79.00   1.00   60.00    --  115.00-111.00  90.00   45
 83  ω     80.00 106.00   1.00   60.00    --  115.00  70.00-116.95   26
 84  ω    136.00 162.00   1.00   60.00    --  115.00  59.00-111.38   26
 85  ω     82.00 108.00   1.00   60.00    --  115.00  60.00  21.57   26
 86  ω     82.00 147.00   1.00   60.00    --  115.00  59.00-130.00   65
 87  ω    104.00 177.00   1.00   60.00    --  115.00 111.00-150.00   73
 88  ω     79.00 109.00   1.00   60.00    --  115.00  65.00  32.41   30
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1317921000
_diffrn_orient_matrix_UB_12      -0.0003443000
_diffrn_orient_matrix_UB_13      -0.0516581000
_diffrn_orient_matrix_UB_21      0.0298493000
_diffrn_orient_matrix_UB_22      -0.0024909000
_diffrn_orient_matrix_UB_23      -0.0846485000
_diffrn_orient_matrix_UB_31      -0.0006590000
_diffrn_orient_matrix_UB_32      -0.0368949000
_diffrn_orient_matrix_UB_33      0.0064442000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                13161
_reflns_number_total             16176
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     947
_refine_ls_number_reflns         16176
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0916
_refine_ls_R_factor_gt           0.0800
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0793P)²+9.5508P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2069
_refine_ls_wR_factor_ref         0.2158
_refine_special_details          
'Hydrogen atoms bonded to carbon were taken into account using a riding model, all other ones were refined isotropically.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C14(H14), C15(H15), C16(H16), C21(H21), C22(H22),
 C23(H23), C30(H30), C31(H31), C32(H32), C37(H37), C38(H38), C39(H39), C46(H46),
  C47(H47), C48(H48), C52(H52), C53(H53), C54(H54), C56(H56), C57(H57),
 C58(H58), C69(H69), C70(H70), C71(H71), C73(H73), C74(H74), C75(H75), C86(H86),
  C87(H87), C88(H88), C97(H97), C98(H98), C99(H99)
2.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C),
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C28(H28A,H28B,H28C), C29(H29A,H29B,
 H29C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C44(H44B,H44A,H44C), C45(H45A,
 H45B,H45C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C64(H64A,H64B,H64C),
 C65(H65A,H65B,H65C), C79(H79A,H79B,H79C), C80(H80A,H80B,H80C), C81(H81A,H81B,
 H81C), C82(H82A,H82B,H82C), C93(H93A,H93B,H93C), C94(H94A,H94B,H94C), C95(H95A,
 H95B,H95C), C96(H96A,H96B,H96C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.53098(18) 0.52044(5) 0.78255(12) 0.0276(4) Uani 1 1 d . . . . .
H2 H 0.612(3) 0.5278(9) 0.837(2) 0.071(12) Uiso 1 1 d . . . . .
N11 N 0.71596(17) 0.52254(5) 0.91527(12) 0.0277(4) Uani 1 1 d . . . . .
N18 N 0.91751(18) 0.68620(5) 0.68665(12) 0.0271(4) Uani 1 1 d . . . . .
H18 H 0.834(3) 0.6930(9) 0.637(2) 0.066(11) Uiso 1 1 d . . . . .
N27 N 0.72770(17) 0.69119(5) 0.55919(12) 0.0265(4) Uani 1 1 d . . . . .
N34 N 0.66080(17) 0.85745(5) 0.87801(12) 0.0263(4) Uani 1 1 d . . . . .
H34 H 0.576(4) 0.8612(10) 0.816(3) 0.086(13) Uiso 1 1 d . . . . .
N43 N 0.46974(17) 0.85489(5) 0.75146(12) 0.0267(4) Uani 1 1 d . . . . .
N60 N 0.89989(18) 0.50502(5) 0.60580(13) 0.0271(4) Uani 1 1 d . . . . .
H60A H 0.882(2) 0.5229(7) 0.6300(18) 0.033 Uiso 1 1 d R . . . .
H60B H 0.931(2) 0.5131(7) 0.5667(19) 0.033 Uiso 1 1 d R . . . .
N77 N 0.53279(18) 0.67121(5) 0.86027(12) 0.0259(4) Uani 1 1 d . . . . .
H77A H 0.498(2) 0.6793(7) 0.8983(18) 0.031 Uiso 1 1 d R . . . .
H77B H 0.551(2) 0.6887(7) 0.8384(18) 0.031 Uiso 1 1 d R . . . .
N91 N 0.84611(18) 0.83804(5) 0.57862(13) 0.0284(4) Uani 1 1 d . . . . .
H91A H 0.882(3) 0.8468(7) 0.5412(19) 0.034 Uiso 1 1 d R . . . .
H91B H 0.831(2) 0.8553(7) 0.6061(18) 0.028(7) Uiso 1 1 d . . . . .
C1 C 0.5005(2) 0.48942(5) 0.81246(14) 0.0260(5) Uani 1 1 d . . . . .
C3 C 0.4408(2) 0.54567(6) 0.77642(17) 0.0369(6) Uani 1 1 d . . . . .
H3A H 0.367637 0.539756 0.731580 0.055 Uiso 1 1 calc GR . . . .
H3B H 0.468871 0.566269 0.761702 0.055 Uiso 1 1 calc GR . . . .
H3C H 0.426538 0.547560 0.831934 0.055 Uiso 1 1 calc GR . . . .
C4 C 0.5588(2) 0.51760(6) 0.70027(15) 0.0343(5) Uani 1 1 d . . . . .
H4A H 0.620046 0.501380 0.706815 0.051 Uiso 1 1 calc GR . . . .
H4B H 0.586525 0.538356 0.686206 0.051 Uiso 1 1 calc GR . . . .
H4C H 0.488045 0.511211 0.653748 0.051 Uiso 1 1 calc GR . . . .
C5 C 0.4017(2) 0.47330(6) 0.76516(16) 0.0322(5) Uani 1 1 d . . . . .
H5 H 0.351288 0.482413 0.713324 0.039 Uiso 1 1 calc R . . . .
C6 C 0.3748(2) 0.44316(6) 0.79341(17) 0.0353(5) Uani 1 1 d . . . . .
H6 H 0.306261 0.432025 0.760381 0.042 Uiso 1 1 calc R . . . .
C7 C 0.4465(2) 0.42988(6) 0.86772(16) 0.0325(5) Uani 1 1 d . . . . .
H7 H 0.427199 0.409583 0.886053 0.039 Uiso 1 1 calc R . . . .
C8 C 0.5491(2) 0.44594(6) 0.91779(14) 0.0274(5) Uani 1 1 d . . . . .
C9 C 0.5787(2) 0.47648(5) 0.89071(14) 0.0254(4) Uani 1 1 d . . . . .
C10 C 0.6837(2) 0.49173(5) 0.94319(15) 0.0276(5) Uani 1 1 d . . . . .
C12 C 0.7118(2) 0.54917(6) 0.97399(16) 0.0364(6) Uani 1 1 d . . . . .
H12A H 0.634680 0.549549 0.982401 0.055 Uiso 1 1 calc GR . . . .
H12B H 0.725005 0.569587 0.948778 0.055 Uiso 1 1 calc GR . . . .
H12C H 0.772881 0.546028 1.029708 0.055 Uiso 1 1 calc GR . . . .
C13 C 0.8298(2) 0.52114(6) 0.89813(18) 0.0379(6) Uani 1 1 d . . . . .
H13A H 0.893402 0.517858 0.952500 0.057 Uiso 1 1 calc GR . . . .
H13B H 0.842580 0.541350 0.871748 0.057 Uiso 1 1 calc GR . . . .
H13C H 0.828661 0.503304 0.858822 0.057 Uiso 1 1 calc GR . . . .
C14 C 0.7530(2) 0.47759(6) 1.01753(15) 0.0330(5) Uani 1 1 d . . . . .
H14 H 0.822161 0.488158 1.051883 0.040 Uiso 1 1 calc R . . . .
C15 C 0.7227(2) 0.44751(6) 1.04349(16) 0.0361(6) Uani 1 1 d . . . . .
H15 H 0.771292 0.437951 1.095311 0.043 Uiso 1 1 calc R . . . .
C16 C 0.6239(2) 0.43201(6) 0.99468(16) 0.0329(5) Uani 1 1 d . . . . .
H16 H 0.605032 0.411585 1.012483 0.039 Uiso 1 1 calc R . . . .
C17 C 0.9409(2) 0.65522(6) 0.65247(15) 0.0264(5) Uani 1 1 d . . . . .
C19 C 1.0094(2) 0.71048(6) 0.69132(17) 0.0358(6) Uani 1 1 d . . . . .
H19A H 1.082604 0.704110 0.735410 0.054 Uiso 1 1 calc GR . . . .
H19B H 0.984084 0.731393 0.706401 0.054 Uiso 1 1 calc GR . . . .
H19C H 1.022215 0.711980 0.635246 0.054 Uiso 1 1 calc GR . . . .
C20 C 0.8944(2) 0.68301(6) 0.77046(16) 0.0357(6) Uani 1 1 d . . . . .
H20A H 0.829728 0.667901 0.764023 0.054 Uiso 1 1 calc GR . . . .
H20B H 0.873285 0.704024 0.788073 0.054 Uiso 1 1 calc GR . . . .
H20C H 0.965114 0.675015 0.814431 0.054 Uiso 1 1 calc GR . . . .
C21 C 1.0380(2) 0.63770(6) 0.69567(17) 0.0342(5) Uani 1 1 d . . . . .
H21 H 1.091260 0.645649 0.747986 0.041 Uiso 1 1 calc R . . . .
C22 C 1.0593(2) 0.60781(6) 0.66270(18) 0.0374(6) Uani 1 1 d . . . . .
H22 H 1.126321 0.595569 0.693298 0.045 Uiso 1 1 calc R . . . .
C23 C 0.9840(2) 0.59649(6) 0.58719(17) 0.0335(5) Uani 1 1 d . . . . .
H23 H 0.999481 0.576395 0.565566 0.040 Uiso 1 1 calc R . . . .
C24 C 0.8829(2) 0.61415(6) 0.54017(15) 0.0274(5) Uani 1 1 d . . . . .
C25 C 0.8594(2) 0.64421(5) 0.57329(14) 0.0251(4) Uani 1 1 d . . . . .
C26 C 0.7554(2) 0.66092(5) 0.52444(14) 0.0256(4) Uani 1 1 d . . . . .
C28 C 0.7259(2) 0.71893(6) 0.50256(16) 0.0347(5) Uani 1 1 d . . . . .
H28A H 0.800000 0.719820 0.489600 0.052 Uiso 1 1 calc GR . . . .
H28B H 0.716102 0.738766 0.531750 0.052 Uiso 1 1 calc GR . . . .
H28C H 0.660540 0.716626 0.448768 0.052 Uiso 1 1 calc GR . . . .
C29 C 0.6183(2) 0.68868(6) 0.58186(18) 0.0365(6) Uani 1 1 d . . . . .
H29A H 0.551170 0.686434 0.529082 0.055 Uiso 1 1 calc GR . . . .
H29B H 0.608535 0.708079 0.612786 0.055 Uiso 1 1 calc GR . . . .
H29C H 0.622639 0.669863 0.618714 0.055 Uiso 1 1 calc GR . . . .
C30 C 0.6833(2) 0.64890(6) 0.44830(15) 0.0303(5) Uani 1 1 d . . . . .
H30 H 0.615192 0.660561 0.416762 0.036 Uiso 1 1 calc R . . . .
C31 C 0.7087(2) 0.61940(6) 0.41601(15) 0.0318(5) Uani 1 1 d . . . . .
H31 H 0.658394 0.611413 0.362618 0.038 Uiso 1 1 calc R . . . .
C32 C 0.8055(2) 0.60231(6) 0.46136(15) 0.0308(5) Uani 1 1 d . . . . .
H32 H 0.821123 0.582217 0.439820 0.037 Uiso 1 1 calc R . . . .
C33 C 0.6305(2) 0.82695(5) 0.91035(14) 0.0267(5) Uani 1 1 d . . . . .
C35 C 0.7689(2) 0.85482(6) 0.85375(18) 0.0359(6) Uani 1 1 d . . . . .
H35A H 0.836360 0.851279 0.905650 0.054 Uiso 1 1 calc GR . . . .
H35B H 0.780512 0.874715 0.825506 0.054 Uiso 1 1 calc GR . . . .
H35C H 0.761569 0.836742 0.814051 0.054 Uiso 1 1 calc GR . . . .
C36 C 0.6659(2) 0.88483(6) 0.93709(16) 0.0343(5) Uani 1 1 d . . . . .
H36A H 0.591638 0.886299 0.949611 0.051 Uiso 1 1 calc GR . . . .
H36B H 0.679066 0.904779 0.909766 0.051 Uiso 1 1 calc GR . . . .
H36C H 0.730404 0.881506 0.990933 0.051 Uiso 1 1 calc GR . . . .
C37 C 0.7035(2) 0.81378(6) 0.98469(15) 0.0341(5) Uani 1 1 d . . . . .
H37 H 0.773137 0.824753 1.016509 0.041 Uiso 1 1 calc R . . . .
C38 C 0.6759(3) 0.78394(6) 1.01436(16) 0.0385(6) Uani 1 1 d . . . . .
H38 H 0.726663 0.774953 1.066259 0.046 Uiso 1 1 calc R . . . .
C39 C 0.5763(3) 0.76801(6) 0.96845(17) 0.0378(6) Uani 1 1 d . . . . .
H39 H 0.559014 0.747756 0.988223 0.045 Uiso 1 1 calc R . . . .
C40 C 0.4984(2) 0.78127(6) 0.89174(16) 0.0318(5) Uani 1 1 d . . . . .
C41 C 0.5244(2) 0.81154(6) 0.86091(14) 0.0265(5) Uani 1 1 d . . . . .
C42 C 0.4430(2) 0.82395(6) 0.78345(16) 0.0291(5) Uani 1 1 d . . . . .
C44 C 0.4917(2) 0.85205(6) 0.66731(15) 0.0347(5) Uani 1 1 d . . . . .
H44B H 0.516163 0.872939 0.651339 0.052 Uiso 1 1 calc GR . . . .
H44A H 0.419654 0.845120 0.622894 0.052 Uiso 1 1 calc GR . . . .
H44C H 0.553847 0.836229 0.672247 0.052 Uiso 1 1 calc GR . . . .
C45 C 0.3807(2) 0.87981(6) 0.74846(17) 0.0359(6) Uani 1 1 d . . . . .
H45A H 0.307087 0.874381 0.703502 0.054 Uiso 1 1 calc GR . . . .
H45B H 0.408795 0.900683 0.735484 0.054 Uiso 1 1 calc GR . . . .
H45C H 0.367349 0.880874 0.804422 0.054 Uiso 1 1 calc GR . . . .
C46 C 0.3433(2) 0.80740(6) 0.73928(18) 0.0362(6) Uani 1 1 d . . . . .
H46 H 0.290279 0.816076 0.687847 0.043 Uiso 1 1 calc R . . . .
C47 C 0.3198(2) 0.77747(7) 0.7705(2) 0.0425(6) Uani 1 1 d . . . . .
H47 H 0.250695 0.766065 0.739687 0.051 Uiso 1 1 calc R . . . .
C48 C 0.3943(2) 0.76472(6) 0.84375(19) 0.0386(6) Uani 1 1 d . . . . .
H48 H 0.376866 0.744462 0.863419 0.046 Uiso 1 1 calc R . . . .
C49 C 0.9282(2) 0.46740(5) 0.73850(14) 0.0254(4) Uani 1 1 d . . . . .
C50 C 0.80741(19) 0.45739(5) 0.70465(14) 0.0233(4) Uani 1 1 d . . . . .
C51 C 0.7369(2) 0.46536(5) 0.61762(14) 0.0244(4) Uani 1 1 d . . . . .
C52 C 0.6240(2) 0.45302(6) 0.58848(15) 0.0276(5) Uani 1 1 d . . . . .
H52 H 0.577845 0.456973 0.530362 0.033 Uiso 1 1 calc R . . . .
C53 C 0.5742(2) 0.43491(6) 0.64075(16) 0.0316(5) Uani 1 1 d . . . . .
H53 H 0.495937 0.427236 0.617935 0.038 Uiso 1 1 calc R . . . .
C54 C 0.6388(2) 0.42839(6) 0.72445(16) 0.0308(5) Uani 1 1 d . . . . .
H54 H 0.604508 0.416719 0.760169 0.037 Uiso 1 1 calc R . . . .
C55 C 0.7565(2) 0.43896(5) 0.75804(15) 0.0269(5) Uani 1 1 d . . . . .
C56 C 0.8251(2) 0.43092(6) 0.84345(15) 0.0310(5) Uani 1 1 d . . . . .
H56 H 0.791036 0.419123 0.879144 0.037 Uiso 1 1 calc R . . . .
C57 C 0.9402(2) 0.44012(6) 0.87458(15) 0.0330(5) Uani 1 1 d . . . . .
H57 H 0.986391 0.434485 0.931574 0.040 Uiso 1 1 calc R . . . .
C58 C 0.9902(2) 0.45796(6) 0.82193(15) 0.0297(5) Uani 1 1 d . . . . .
H58 H 1.070522 0.463839 0.844772 0.036 Uiso 1 1 calc R . . . .
C62 C 1.0644(2) 0.46060(6) 0.63912(15) 0.0296(5) Uani 1 1 d . . . . .
H62A H 1.009654 0.443657 0.609768 0.044 Uiso 1 1 calc GR . . . .
H62B H 1.130202 0.451067 0.684549 0.044 Uiso 1 1 calc GR . . . .
H62C H 1.094068 0.471638 0.597394 0.044 Uiso 1 1 calc GR . . . .
C63 C 1.0874(2) 0.51338(6) 0.73812(16) 0.0326(5) Uani 1 1 d . . . . .
H63A H 1.117945 0.526155 0.699724 0.049 Uiso 1 1 calc GR . . . .
H63B H 1.152627 0.502750 0.781567 0.049 Uiso 1 1 calc GR . . . .
H63C H 1.046122 0.527466 0.766831 0.049 Uiso 1 1 calc GR . . . .
C64 C 0.6854(2) 0.51673(6) 0.51319(16) 0.0328(5) Uani 1 1 d . . . . .
H64A H 0.678059 0.529978 0.560685 0.049 Uiso 1 1 calc GR . . . .
H64B H 0.608794 0.507518 0.481422 0.049 Uiso 1 1 calc GR . . . .
H64C H 0.713096 0.530030 0.474209 0.049 Uiso 1 1 calc GR . . . .
C65 C 0.7973(2) 0.46649(6) 0.47293(15) 0.0313(5) Uani 1 1 d . . . . .
H65A H 0.821341 0.480630 0.433728 0.047 Uiso 1 1 calc GR . . . .
H65B H 0.723203 0.455926 0.441343 0.047 Uiso 1 1 calc GR . . . .
H65C H 0.857949 0.450214 0.496369 0.047 Uiso 1 1 calc GR . . . .
C66 C 0.7008(2) 0.63264(5) 0.85080(14) 0.0261(5) Uani 1 1 d . . . . .
C67 C 0.6326(2) 0.62445(5) 0.76402(14) 0.0258(5) Uani 1 1 d . . . . .
C68 C 0.5107(2) 0.63378(6) 0.72881(14) 0.0266(5) Uani 1 1 d . . . . .
C69 C 0.4508(2) 0.62443(6) 0.64505(15) 0.0313(5) Uani 1 1 d . . . . .
H69 H 0.369992 0.629794 0.621774 0.038 Uiso 1 1 calc R . . . .
C70 C 0.5032(2) 0.60737(6) 0.59245(15) 0.0347(5) Uani 1 1 d . . . . .
H70 H 0.458405 0.601811 0.535064 0.042 Uiso 1 1 calc R . . . .
C71 C 0.6194(2) 0.59884(6) 0.62471(16) 0.0341(5) Uani 1 1 d . . . . .
H71 H 0.655549 0.587785 0.589106 0.041 Uiso 1 1 calc R . . . .
C72 C 0.6855(2) 0.60648(5) 0.71098(15) 0.0291(5) Uani 1 1 d . . . . .
C73 C 0.8042(2) 0.59617(6) 0.74598(17) 0.0345(6) Uani 1 1 d . . . . .
H73 H 0.839839 0.584521 0.711064 0.041 Uiso 1 1 calc R . . . .
C74 C 0.8668(2) 0.60301(6) 0.82963(17) 0.0342(5) Uani 1 1 d . . . . .
H74 H 0.945411 0.595702 0.853233 0.041 Uiso 1 1 calc R . . . .
C75 C 0.8149(2) 0.62093(6) 0.88107(15) 0.0303(5) Uani 1 1 d . . . . .
H75 H 0.860123 0.625201 0.939226 0.036 Uiso 1 1 calc R . . . .
C79 C 0.6370(2) 0.63355(6) 0.99435(15) 0.0314(5) Uani 1 1 d . . . . .
H79A H 0.607448 0.647367 1.031328 0.047 Uiso 1 1 calc GR . . . .
H79B H 0.712263 0.624191 1.028430 0.047 Uiso 1 1 calc GR . . . .
H79C H 0.580377 0.616330 0.970487 0.047 Uiso 1 1 calc GR . . . .
C80 C 0.7462(2) 0.68426(6) 0.95467(16) 0.0339(5) Uani 1 1 d . . . . .
H80A H 0.753927 0.697493 0.907257 0.051 Uiso 1 1 calc GR . . . .
H80B H 0.823130 0.675470 0.987528 0.051 Uiso 1 1 calc GR . . . .
H80C H 0.716456 0.697458 0.992708 0.051 Uiso 1 1 calc GR . . . .
C81 C 0.3725(2) 0.62546(6) 0.82596(15) 0.0310(5) Uani 1 1 d . . . . .
H81A H 0.429755 0.609775 0.859455 0.046 Uiso 1 1 calc GR . . . .
H81B H 0.312339 0.614423 0.779566 0.046 Uiso 1 1 calc GR . . . .
H81C H 0.335482 0.636288 0.863783 0.046 Uiso 1 1 calc GR . . . .
C82 C 0.3463(2) 0.67840(6) 0.72720(15) 0.0305(5) Uani 1 1 d . . . . .
H82A H 0.313398 0.690817 0.764900 0.046 Uiso 1 1 calc GR . . . .
H82B H 0.282849 0.667363 0.683245 0.046 Uiso 1 1 calc GR . . . .
H82C H 0.387044 0.692900 0.699092 0.046 Uiso 1 1 calc GR . . . .
C83 C 0.8658(2) 0.79887(5) 0.70666(14) 0.0268(5) Uani 1 1 d . . . . .
C84 C 0.7427(2) 0.79053(5) 0.67095(14) 0.0258(5) Uani 1 1 d . . . . .
C85 C 0.6883(2) 0.77226(5) 0.72242(15) 0.0279(5) Uani 1 1 d . . . . .
C86 C 0.5689(2) 0.76288(6) 0.68647(17) 0.0317(5) Uani 1 1 d . . . . .
H86 H 0.532022 0.751179 0.720514 0.038 Uiso 1 1 calc R . . . .
C87 C 0.5071(2) 0.77058(6) 0.60348(16) 0.0327(5) Uani 1 1 d . . . . .
H87 H 0.428170 0.763622 0.579244 0.039 Uiso 1 1 calc R . . . .
C88 C 0.5601(2) 0.78886(6) 0.55343(16) 0.0308(5) Uani 1 1 d . . . . .
H88 H 0.515124 0.793810 0.495635 0.037 Uiso 1 1 calc R . . . .
C89 C 0.6751(2) 0.79999(5) 0.58475(14) 0.0266(5) Uani 1 1 d . . . . .
C93 C 1.0356(2) 0.84221(6) 0.71108(16) 0.0325(5) Uani 1 1 d . . . . .
H93A H 1.072754 0.853828 0.674615 0.049 Uiso 1 1 calc GR . . . .
H93B H 1.095403 0.830238 0.755497 0.049 Uiso 1 1 calc GR . . . .
H93C H 0.997032 0.857549 0.738651 0.049 Uiso 1 1 calc GR . . . .
C94 C 1.0001(2) 0.79122(6) 0.60565(16) 0.0312(5) Uani 1 1 d . . . . .
H94A H 0.941837 0.775280 0.574809 0.047 Uiso 1 1 calc GR . . . .
H94B H 1.064328 0.780421 0.649566 0.047 Uiso 1 1 calc GR . . . .
H94C H 1.031214 0.802294 0.564767 0.047 Uiso 1 1 calc GR . . . .
C95 C 0.7373(2) 0.80239(6) 0.44073(15) 0.0340(5) Uani 1 1 d . . . . .
H95A H 0.763615 0.816791 0.403230 0.051 Uiso 1 1 calc GR . . . .
H95B H 0.661990 0.792743 0.407818 0.051 Uiso 1 1 calc GR . . . .
H95C H 0.795693 0.785403 0.462558 0.051 Uiso 1 1 calc GR . . . .
C96 C 0.6338(2) 0.85330(6) 0.48665(16) 0.0349(5) Uani 1 1 d . . . . .
H96A H 0.629014 0.866055 0.535743 0.052 Uiso 1 1 calc GR . . . .
H96B H 0.555461 0.845424 0.453801 0.052 Uiso 1 1 calc GR . . . .
H96C H 0.664201 0.866692 0.449343 0.052 Uiso 1 1 calc GR . . . .
C97 C 0.7540(2) 0.76344(6) 0.80767(16) 0.0323(5) Uani 1 1 d . . . . .
H97 H 0.716919 0.752069 0.842172 0.039 Uiso 1 1 calc R . . . .
C98 C 0.8706(2) 0.77117(6) 0.84092(15) 0.0330(5) Uani 1 1 d . . . . .
H98 H 0.914755 0.764911 0.897887 0.040 Uiso 1 1 calc R . . . .
C99 C 0.9245(2) 0.78853(6) 0.78960(15) 0.0310(5) Uani 1 1 d . . . . .
H99 H 1.005645 0.793375 0.813390 0.037 Uiso 1 1 calc R . . . .
B59 B 0.7795(2) 0.48774(6) 0.55205(16) 0.0268(5) Uani 1 1 d . . . . .
B61 B 0.9966(2) 0.48633(6) 0.68189(16) 0.0260(5) Uani 1 1 d . . . . .
B76 B 0.4390(2) 0.65195(6) 0.78448(16) 0.0262(5) Uani 1 1 d . . . . .
B78 B 0.6550(2) 0.65487(6) 0.91559(16) 0.0264(5) Uani 1 1 d . . . . .
B90 B 0.7218(2) 0.82279(7) 0.52183(16) 0.0279(5) Uani 1 1 d . . . . .
B92 B 0.9384(2) 0.81728(6) 0.65198(17) 0.0271(5) 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
N2 H2 1.13(4) . ?
N2 C1 1.469(3) . ?
N2 C3 1.490(3) . ?
N2 C4 1.492(3) . ?
N11 H2 1.49(4) . ?
N11 C10 1.456(3) . ?
N11 C12 1.479(3) . ?
N11 C13 1.484(3) . ?
N18 H18 1.10(4) . ?
N18 C17 1.469(3) . ?
N18 C19 1.481(3) . ?
N18 C20 1.490(3) . ?
N27 H18 1.50(4) . ?
N27 C26 1.465(3) . ?
N27 C28 1.477(3) . ?
N27 C29 1.481(3) . ?
N34 H34 1.20(4) . ?
N34 C33 1.466(3) . ?
N34 C35 1.480(3) . ?
N34 C36 1.484(3) . ?
N43 H34 1.40(4) . ?
N43 C42 1.465(3) . ?
N43 C44 1.488(3) . ?
N43 C45 1.481(3) . ?
N60 H60A 0.90(3) . ?
N60 H60B 0.91(3) . ?
N60 B59 1.604(3) . ?
N60 B61 1.608(3) . ?
N77 H77A 0.91(3) . ?
N77 H77B 0.87(3) . ?
N77 B76 1.600(3) . ?
N77 B78 1.610(3) . ?
N91 H91A 0.93(3) . ?
N91 H91B 0.90(3) . ?
N91 B90 1.617(3) . ?
N91 B92 1.603(3) . ?
C1 C5 1.368(3) . ?
C1 C9 1.430(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5 0.9500 . ?
C5 C6 1.411(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.363(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.413(3) . ?
C8 C9 1.429(3) . ?
C8 C16 1.416(3) . ?
C9 C10 1.429(3) . ?
C10 C14 1.369(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C15 1.408(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.363(4) . ?
C16 H16 0.9500 . ?
C17 C21 1.366(3) . ?
C17 C25 1.428(3) . ?
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 H21 0.9500 . ?
C21 C22 1.412(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.362(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.419(3) . ?
C24 C25 1.428(3) . ?
C24 C32 1.416(3) . ?
C25 C26 1.431(3) . ?
C26 C30 1.366(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30 0.9500 . ?
C30 C31 1.409(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.364(4) . ?
C32 H32 0.9500 . ?
C33 C37 1.367(3) . ?
C33 C41 1.427(3) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37 0.9500 . ?
C37 C38 1.412(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.366(4) . ?
C39 H39 0.9500 . ?
C39 C40 1.417(4) . ?
C40 C41 1.429(3) . ?
C40 C48 1.426(4) . ?
C41 C42 1.428(3) . ?
C42 C46 1.371(3) . ?
C44 H44B 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46 0.9500 . ?
C46 C47 1.410(4) . ?
C47 H47 0.9500 . ?
C47 C48 1.355(4) . ?
C48 H48 0.9500 . ?
C49 C50 1.441(3) . ?
C49 C58 1.387(3) . ?
C49 B61 1.627(3) . ?
C50 C51 1.444(3) . ?
C50 C55 1.438(3) . ?
C51 C52 1.386(3) . ?
C51 B59 1.623(3) . ?
C52 H52 0.9500 . ?
C52 C53 1.409(3) . ?
C53 H53 0.9500 . ?
C53 C54 1.369(4) . ?
C54 H54 0.9500 . ?
C54 C55 1.415(3) . ?
C55 C56 1.418(3) . ?
C56 H56 0.9500 . ?
C56 C57 1.369(4) . ?
C57 H57 0.9500 . ?
C57 C58 1.409(3) . ?
C58 H58 0.9500 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C62 B61 1.633(3) . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C63 B61 1.633(3) . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C64 B59 1.638(3) . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C65 B59 1.638(3) . ?
C66 C67 1.436(3) . ?
C66 C75 1.390(3) . ?
C66 B78 1.630(3) . ?
C67 C68 1.446(3) . ?
C67 C72 1.440(3) . ?
C68 C69 1.385(3) . ?
C68 B76 1.628(3) . ?
C69 H69 0.9500 . ?
C69 C70 1.411(3) . ?
C70 H70 0.9500 . ?
C70 C71 1.373(4) . ?
C71 H71 0.9500 . ?
C71 C72 1.417(4) . ?
C72 C73 1.424(4) . ?
C73 H73 0.9500 . ?
C73 C74 1.365(4) . ?
C74 H74 0.9500 . ?
C74 C75 1.411(3) . ?
C75 H75 0.9500 . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
C79 B78 1.635(3) . ?
C80 H80A 0.9800 . ?
C80 H80B 0.9800 . ?
C80 H80C 0.9800 . ?
C80 B78 1.632(4) . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 0.9800 . ?
C81 B76 1.632(3) . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
C82 B76 1.633(3) . ?
C83 C84 1.449(3) . ?
C83 C99 1.383(3) . ?
C83 B92 1.628(3) . ?
C84 C85 1.438(3) . ?
C84 C89 1.440(3) . ?
C85 C86 1.422(3) . ?
C85 C97 1.414(3) . ?
C86 H86 0.9500 . ?
C86 C87 1.362(4) . ?
C87 H87 0.9500 . ?
C87 C88 1.410(3) . ?
C88 H88 0.9500 . ?
C88 C89 1.392(3) . ?
C89 B90 1.627(3) . ?
C93 H93A 0.9800 . ?
C93 H93B 0.9800 . ?
C93 H93C 0.9800 . ?
C93 B92 1.630(4) . ?
C94 H94A 0.9800 . ?
C94 H94B 0.9800 . ?
C94 H94C 0.9800 . ?
C94 B92 1.632(3) . ?
C95 H95A 0.9800 . ?
C95 H95B 0.9800 . ?
C95 H95C 0.9800 . ?
C95 B90 1.636(3) . ?
C96 H96A 0.9800 . ?
C96 H96B 0.9800 . ?
C96 H96C 0.9800 . ?
C96 B90 1.636(4) . ?
C97 H97 0.9500 . ?
C97 C98 1.371(4) . ?
C98 H98 0.9500 . ?
C98 C99 1.412(3) . ?
C99 H99 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
C1 N2 H2 102.6(19) . . ?
C1 N2 C3 112.87(19) . . ?
C1 N2 C4 112.50(18) . . ?
C3 N2 H2 106.5(19) . . ?
C3 N2 C4 111.29(19) . . ?
C4 N2 H2 111(2) . . ?
C10 N11 H2 99.4(15) . . ?
C10 N11 C12 112.92(19) . . ?
C10 N11 C13 112.28(19) . . ?
C12 N11 H2 104.6(14) . . ?
C12 N11 C13 112.2(2) . . ?
C13 N11 H2 114.7(15) . . ?
C17 N18 H18 100.8(19) . . ?
C17 N18 C19 112.86(19) . . ?
C17 N18 C20 112.77(18) . . ?
C19 N18 H18 110.5(19) . . ?
C19 N18 C20 111.63(19) . . ?
C20 N18 H18 108(2) . . ?
C26 N27 H18 97.9(14) . . ?
C26 N27 C28 112.91(18) . . ?
C26 N27 C29 111.55(18) . . ?
C28 N27 H18 109.5(14) . . ?
C28 N27 C29 112.1(2) . . ?
C29 N27 H18 112.1(14) . . ?
C33 N34 H34 100(2) . . ?
C33 N34 C35 111.95(19) . . ?
C33 N34 C36 113.20(18) . . ?
C35 N34 H34 111(2) . . ?
C35 N34 C36 112.0(2) . . ?
C36 N34 H34 107(2) . . ?
C42 N43 H34 98.6(17) . . ?
C42 N43 C44 112.66(18) . . ?
C42 N43 C45 112.91(19) . . ?
C44 N43 H34 108.8(18) . . ?
C45 N43 H34 111.8(17) . . ?
C45 N43 C44 111.44(19) . . ?
H60A N60 H60B 102(2) . . ?
B59 N60 H60A 108.0(18) . . ?
B59 N60 H60B 106.7(18) . . ?
B59 N60 B61 120.71(18) . . ?
B61 N60 H60A 106.0(18) . . ?
B61 N60 H60B 111.5(18) . . ?
H77A N77 H77B 102(2) . . ?
B76 N77 H77A 110.6(18) . . ?
B76 N77 H77B 108.1(19) . . ?
B76 N77 B78 120.99(18) . . ?
B78 N77 H77A 107.6(18) . . ?
B78 N77 H77B 106.0(19) . . ?
H91A N91 H91B 103(2) . . ?
B90 N91 H91A 108.5(18) . . ?
B90 N91 H91B 107.9(18) . . ?
B92 N91 H91A 110.1(18) . . ?
B92 N91 H91B 105.0(17) . . ?
B92 N91 B90 120.69(19) . . ?
C5 C1 N2 120.5(2) . . ?
C5 C1 C9 121.7(2) . . ?
C9 C1 N2 117.8(2) . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C5 H5 120.0 . . ?
C1 C5 C6 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.5(2) . . ?
C7 C6 H6 119.7 . . ?
C6 C7 H7 119.6 . . ?
C6 C7 C8 120.7(2) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 C9 120.0(2) . . ?
C7 C8 C16 120.7(2) . . ?
C16 C8 C9 119.3(2) . . ?
C8 C9 C1 117.1(2) . . ?
C8 C9 C10 118.0(2) . . ?
C10 C9 C1 124.9(2) . . ?
C9 C10 N11 118.4(2) . . ?
C14 C10 N11 120.7(2) . . ?
C14 C10 C9 120.9(2) . . ?
N11 C12 H12A 109.5 . . ?
N11 C12 H12B 109.5 . . ?
N11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N11 C13 H13A 109.5 . . ?
N11 C13 H13B 109.5 . . ?
N11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14 119.7 . . ?
C10 C14 C15 120.5(2) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.4(2) . . ?
C16 C15 H15 119.8 . . ?
C8 C16 H16 119.5 . . ?
C15 C16 C8 120.9(2) . . ?
C15 C16 H16 119.5 . . ?
C21 C17 N18 120.5(2) . . ?
C21 C17 C25 121.6(2) . . ?
C25 C17 N18 117.9(2) . . ?
N18 C19 H19A 109.5 . . ?
N18 C19 H19B 109.5 . . ?
N18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N18 C20 H20A 109.5 . . ?
N18 C20 H20B 109.5 . . ?
N18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21 119.9 . . ?
C17 C21 C22 120.1(2) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.2(2) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.4 . . ?
C22 C23 C24 121.3(2) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C25 119.2(2) . . ?
C32 C24 C23 120.9(2) . . ?
C32 C24 C25 119.9(2) . . ?
C17 C25 C26 125.1(2) . . ?
C24 C25 C17 117.7(2) . . ?
C24 C25 C26 117.2(2) . . ?
C25 C26 N27 117.9(2) . . ?
C30 C26 N27 120.8(2) . . ?
C30 C26 C25 121.2(2) . . ?
N27 C28 H28A 109.5 . . ?
N27 C28 H28B 109.5 . . ?
N27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N27 C29 H29A 109.5 . . ?
N27 C29 H29B 109.5 . . ?
N27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 H30 119.6 . . ?
C26 C30 C31 120.7(2) . . ?
C31 C30 H30 119.6 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.1(2) . . ?
C32 C31 H31 120.0 . . ?
C24 C32 H32 119.6 . . ?
C31 C32 C24 120.8(2) . . ?
C31 C32 H32 119.6 . . ?
C37 C33 N34 120.4(2) . . ?
C37 C33 C41 121.9(2) . . ?
C41 C33 N34 117.7(2) . . ?
N34 C35 H35A 109.5 . . ?
N34 C35 H35B 109.5 . . ?
N34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N34 C36 H36A 109.5 . . ?
N34 C36 H36B 109.5 . . ?
N34 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C37 H37 119.8 . . ?
C33 C37 C38 120.3(3) . . ?
C38 C37 H37 119.8 . . ?
C37 C38 H38 120.0 . . ?
C39 C38 C37 120.0(2) . . ?
C39 C38 H38 120.0 . . ?
C38 C39 H39 119.6 . . ?
C38 C39 C40 120.9(2) . . ?
C40 C39 H39 119.6 . . ?
C39 C40 C41 120.0(2) . . ?
C39 C40 C48 121.0(2) . . ?
C48 C40 C41 119.0(2) . . ?
C33 C41 C40 117.0(2) . . ?
C33 C41 C42 125.2(2) . . ?
C42 C41 C40 117.9(2) . . ?
C41 C42 N43 118.0(2) . . ?
C46 C42 N43 120.6(2) . . ?
C46 C42 C41 121.5(2) . . ?
N43 C44 H44B 109.5 . . ?
N43 C44 H44A 109.5 . . ?
N43 C44 H44C 109.5 . . ?
H44B C44 H44A 109.5 . . ?
H44B C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
N43 C45 H45A 109.5 . . ?
N43 C45 H45B 109.5 . . ?
N43 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C42 C46 H46 120.1 . . ?
C42 C46 C47 119.8(3) . . ?
C47 C46 H46 120.1 . . ?
C46 C47 H47 119.5 . . ?
C48 C47 C46 121.0(3) . . ?
C48 C47 H47 119.5 . . ?
C40 C48 H48 119.5 . . ?
C47 C48 C40 120.9(2) . . ?
C47 C48 H48 119.5 . . ?
C50 C49 B61 123.56(19) . . ?
C58 C49 C50 117.1(2) . . ?
C58 C49 B61 119.1(2) . . ?
C49 C50 C51 121.0(2) . . ?
C55 C50 C49 119.5(2) . . ?
C55 C50 C51 119.5(2) . . ?
C50 C51 B59 125.0(2) . . ?
C52 C51 C50 117.1(2) . . ?
C52 C51 B59 117.8(2) . . ?
C51 C52 H52 118.3 . . ?
C51 C52 C53 123.3(2) . . ?
C53 C52 H52 118.3 . . ?
C52 C53 H53 120.1 . . ?
C54 C53 C52 119.8(2) . . ?
C54 C53 H53 120.1 . . ?
C53 C54 H54 119.8 . . ?
C53 C54 C55 120.3(2) . . ?
C55 C54 H54 119.8 . . ?
C54 C55 C50 119.8(2) . . ?
C54 C55 C56 120.3(2) . . ?
C56 C55 C50 119.9(2) . . ?
C55 C56 H56 120.0 . . ?
C57 C56 C55 120.1(2) . . ?
C57 C56 H56 120.0 . . ?
C56 C57 H57 120.1 . . ?
C56 C57 C58 119.9(2) . . ?
C58 C57 H57 120.1 . . ?
C49 C58 C57 123.4(2) . . ?
C49 C58 H58 118.3 . . ?
C57 C58 H58 118.3 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
B61 C62 H62A 109.5 . . ?
B61 C62 H62B 109.5 . . ?
B61 C62 H62C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
B61 C63 H63A 109.5 . . ?
B61 C63 H63B 109.5 . . ?
B61 C63 H63C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
B59 C64 H64A 109.5 . . ?
B59 C64 H64B 109.5 . . ?
B59 C64 H64C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
B59 C65 H65A 109.5 . . ?
B59 C65 H65B 109.5 . . ?
B59 C65 H65C 109.5 . . ?
C67 C66 B78 125.0(2) . . ?
C75 C66 C67 117.2(2) . . ?
C75 C66 B78 117.9(2) . . ?
C66 C67 C68 121.1(2) . . ?
C66 C67 C72 119.8(2) . . ?
C72 C67 C68 119.1(2) . . ?
C67 C68 B76 123.6(2) . . ?
C69 C68 C67 117.4(2) . . ?
C69 C68 B76 118.9(2) . . ?
C68 C69 H69 118.2 . . ?
C68 C69 C70 123.6(2) . . ?
C70 C69 H69 118.2 . . ?
C69 C70 H70 120.2 . . ?
C71 C70 C69 119.6(2) . . ?
C71 C70 H70 120.2 . . ?
C70 C71 H71 119.9 . . ?
C70 C71 C72 120.2(2) . . ?
C72 C71 H71 119.9 . . ?
C71 C72 C67 120.1(2) . . ?
C71 C72 C73 120.3(2) . . ?
C73 C72 C67 119.6(2) . . ?
C72 C73 H73 119.9 . . ?
C74 C73 C72 120.1(2) . . ?
C74 C73 H73 119.9 . . ?
C73 C74 H74 120.0 . . ?
C73 C74 C75 120.1(2) . . ?
C75 C74 H74 120.0 . . ?
C66 C75 C74 123.2(2) . . ?
C66 C75 H75 118.4 . . ?
C74 C75 H75 118.4 . . ?
H79A C79 H79B 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
B78 C79 H79A 109.5 . . ?
B78 C79 H79B 109.5 . . ?
B78 C79 H79C 109.5 . . ?
H80A C80 H80B 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
B78 C80 H80A 109.5 . . ?
B78 C80 H80B 109.5 . . ?
B78 C80 H80C 109.5 . . ?
H81A C81 H81B 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
B76 C81 H81A 109.5 . . ?
B76 C81 H81B 109.5 . . ?
B76 C81 H81C 109.5 . . ?
H82A C82 H82B 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
B76 C82 H82A 109.5 . . ?
B76 C82 H82B 109.5 . . ?
B76 C82 H82C 109.5 . . ?
C84 C83 B92 123.3(2) . . ?
C99 C83 C84 117.2(2) . . ?
C99 C83 B92 119.4(2) . . ?
C85 C84 C83 119.2(2) . . ?
C85 C84 C89 119.9(2) . . ?
C89 C84 C83 120.9(2) . . ?
C86 C85 C84 119.4(2) . . ?
C97 C85 C84 120.0(2) . . ?
C97 C85 C86 120.6(2) . . ?
C85 C86 H86 119.8 . . ?
C87 C86 C85 120.3(2) . . ?
C87 C86 H86 119.8 . . ?
C86 C87 H87 119.9 . . ?
C86 C87 C88 120.2(2) . . ?
C88 C87 H87 119.9 . . ?
C87 C88 H88 118.5 . . ?
C89 C88 C87 123.1(2) . . ?
C89 C88 H88 118.5 . . ?
C84 C89 B90 125.4(2) . . ?
C88 C89 C84 117.0(2) . . ?
C88 C89 B90 117.7(2) . . ?
H93A C93 H93B 109.5 . . ?
H93A C93 H93C 109.5 . . ?
H93B C93 H93C 109.5 . . ?
B92 C93 H93A 109.5 . . ?
B92 C93 H93B 109.5 . . ?
B92 C93 H93C 109.5 . . ?
H94A C94 H94B 109.5 . . ?
H94A C94 H94C 109.5 . . ?
H94B C94 H94C 109.5 . . ?
B92 C94 H94A 109.5 . . ?
B92 C94 H94B 109.5 . . ?
B92 C94 H94C 109.5 . . ?
H95A C95 H95B 109.5 . . ?
H95A C95 H95C 109.5 . . ?
H95B C95 H95C 109.5 . . ?
B90 C95 H95A 109.5 . . ?
B90 C95 H95B 109.5 . . ?
B90 C95 H95C 109.5 . . ?
H96A C96 H96B 109.5 . . ?
H96A C96 H96C 109.5 . . ?
H96B C96 H96C 109.5 . . ?
B90 C96 H96A 109.5 . . ?
B90 C96 H96B 109.5 . . ?
B90 C96 H96C 109.5 . . ?
C85 C97 H97 119.7 . . ?
C98 C97 C85 120.6(2) . . ?
C98 C97 H97 119.7 . . ?
C97 C98 H98 120.3 . . ?
C97 C98 C99 119.3(2) . . ?
C99 C98 H98 120.3 . . ?
C83 C99 C98 123.7(2) . . ?
C83 C99 H99 118.1 . . ?
C98 C99 H99 118.1 . . ?
N60 B59 C51 108.38(18) . . ?
N60 B59 C64 105.83(19) . . ?
N60 B59 C65 110.66(19) . . ?
C51 B59 C64 110.82(19) . . ?
C51 B59 C65 111.15(19) . . ?
C64 B59 C65 109.86(19) . . ?
N60 B61 C49 107.64(18) . . ?
N60 B61 C62 108.82(18) . . ?
N60 B61 C63 106.90(19) . . ?
C49 B61 C62 109.80(19) . . ?
C49 B61 C63 112.49(19) . . ?
C63 B61 C62 111.03(19) . . ?
N77 B76 C68 107.33(19) . . ?
N77 B76 C81 109.53(18) . . ?
N77 B76 C82 106.83(19) . . ?
C68 B76 C81 109.66(19) . . ?
C68 B76 C82 112.27(19) . . ?
C81 B76 C82 111.1(2) . . ?
N77 B78 C66 108.16(18) . . ?
N77 B78 C79 110.21(19) . . ?
N77 B78 C80 106.38(19) . . ?
C66 B78 C79 111.20(19) . . ?
C66 B78 C80 110.9(2) . . ?
C80 B78 C79 109.89(19) . . ?
N91 B90 C89 107.96(18) . . ?
N91 B90 C95 110.2(2) . . ?
N91 B90 C96 105.81(19) . . ?
C89 B90 C95 111.2(2) . . ?
C89 B90 C96 111.2(2) . . ?
C96 B90 C95 110.3(2) . . ?
N91 B92 C83 107.52(19) . . ?
N91 B92 C93 107.13(19) . . ?
N91 B92 C94 108.64(19) . . ?
C83 B92 C93 112.51(19) . . ?
C83 B92 C94 110.20(19) . . ?
C93 B92 C94 110.7(2) . . ?

_olex2_date_sample_data_collection 2018-04-04
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.714
_oxdiff_exptl_absorpt_empirical_full_min 0.467
####################################################################### 
# 
# 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_[2N--C(CD3)AsH2][3-H]
_database_code_depnum_ccdc_archive 'CCDC 2151568'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;

# was becker10

_audit_creation_date             2018-07-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H21 As B2 N, C14 H19 N2'
_chemical_formula_sum            'C26 H40 As B2 N3'
_chemical_formula_weight         491.15
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H20.62 As B2 N, C14 H19 N2'
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'
As As -0.9300 1.0051 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.1038(4)
_cell_length_b                   11.6718(4)
_cell_length_c                   12.9599(4)
_cell_angle_alpha                64.302(3)
_cell_angle_beta                 88.211(3)
_cell_angle_gamma                78.193(3)
_cell_volume                     1345.17(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9206
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.4540
_cell_measurement_theta_min      3.7600
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.712
_exptl_absorpt_coefficient_mu    1.822
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.746
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             520
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.0683
1 0 0 0.0683
2 5 1 0.0758
-2 -5 -1 0.0758
0 0 -1 0.0050
0 0 1 0.0050

_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.01
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9980 0.0020 -0.0004 -0.0148 0.0684 -0.1393
0.9980 -0.0020 0.0004 0.0148 -0.0684 0.1393
1.9973 4.9917 1.0103 0.1908 0.5305 0.4198
-1.9973 -4.9917 -1.0103 -0.1908 -0.5305 -0.4198
0.0003 0.0012 -0.9993 0.1304 0.0109 -0.0184
-0.0003 -0.0012 0.9993 -0.1304 -0.0109 0.0184

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20081
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.126
_diffrn_reflns_theta_min         3.793
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_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 -11.00   1.00    4.50    --  -42.08 -77.00-150.00   47
  2  ω    -89.00 -36.00   1.00    4.50    --  -42.08 178.00-150.00   53
  3  ω   -116.00 -89.00   1.00    4.50    --  -42.08 -77.00-150.00   27
  4  ω    -52.00 -24.00   1.00    4.50    --  -42.08 -38.00 -90.00   28
  5  ω   -115.00 -67.00   1.00    4.50    --  -42.08 -38.00 120.00   48
  6  ω   -112.00 -22.00   1.00    4.50    --  -42.08 -38.00-150.00   90
  7  ω   -106.00 -15.00   1.00    4.50    --  -42.08 -57.00  60.00   91
  8  ω    -48.00 -11.00   1.00    4.50    --  -42.08 -77.00 120.00   37
  9  ω    -86.00 -11.00   1.00    4.50    --  -42.08 -77.00 -60.00   75
 10  ω   -115.00 -11.00   1.00    4.50    --  -42.08 -77.00  30.00  104
 11  ω   -127.00 -40.00   1.00    4.50    --  -42.08 178.00 120.00   87
 12  ω    -60.00 -23.00   1.00    4.50    --  -42.08 -38.00 120.00   37
 13  ω    -25.00  65.00   1.00    4.50    --   42.08 -57.00  90.00   90
 14  ω     57.00 126.00   1.00    4.50    --   42.08 178.00 120.00   69
 15  ω     40.00 118.00   1.00   18.00    --  111.00-125.00 -60.00   78
 16  ω     83.00 110.00   1.00   18.00    --  111.00  61.00   0.00   27
 17  ω     85.00 178.00   1.00   18.00    --  111.00  56.00 107.44   93
 18  ω     84.00 174.00   1.00   18.00    --  111.00  61.00 -30.00   90
 19  ω     30.00 108.00   1.00   18.00    --  111.00 -94.00  60.00   78
 20  ω    134.00 161.00   1.00   18.00    --  111.00  61.00-122.81   27
 21  ω    127.00 178.00   1.00   18.00    --  111.00  60.00 133.99   51
 22  ω     37.00 138.00   1.00   18.00    --  111.00 -77.00  90.00  101
 23  ω     83.00 120.00   1.00   18.00    --  111.00  61.00-180.00   37
 24  ω     83.00 113.00   1.00   18.00    --  111.00  61.00  30.00   30
 25  ω     80.00 111.00   1.00   18.00    --  111.00  77.00 -60.00   31
 26  ω     83.00 110.00   1.00   18.00    --  111.00  61.00 150.00   27
 27  ω     80.00 177.00   1.00   18.00    --  111.00  77.00  60.00   97
 28  ω     83.00 145.00   1.00   18.00    --  111.00  61.00  60.00   62
 29  ω     87.00 114.00   1.00   18.00    --  111.00  45.00 -90.00   27
 30  ω     83.00 110.00   1.00   18.00    --  111.00  61.00  90.00   27
 31  ω     80.00 107.00   1.00   18.00    --  111.00  77.00 -90.00   27
 32  ω     80.00 107.00   1.00   18.00    --  111.00  77.00-120.00   27
 33  ω     83.00 110.00   1.00   18.00    --  111.00  61.00-122.81   27
 34  ω     80.00 108.00   1.00   18.00    --  111.00  77.00  30.00   28
 35  ω     80.00 178.00   1.00   18.00    --  111.00  77.00   0.00   98
 36  ω     84.00 178.00   1.00   18.00    --  111.00  61.00-150.00   94
 37  ω     60.00 140.00   1.00   18.00    --  111.00 -77.00 -90.00   80
 38  ω     83.00 111.00   1.00   18.00    --  111.00  61.00 120.00   28
 39  ω     81.00 152.00   1.00   18.00    --  111.00  77.00-180.00   71
 40  ω     80.00 107.00   1.00   18.00    --  111.00  77.00 -30.00   27
 41  ω     80.00 114.00   1.00   18.00    --  111.00  77.00 150.00   34
 42  ω     87.00 116.00   1.00   18.00    --  111.00  45.00-120.00   29
 43  ω     83.00 178.00   1.00   18.00    --  111.00  61.00 -90.00   95
 44  ω     85.00 177.00   1.00   18.00    --  111.00  61.00 -60.00   92
 45  ω     87.00 115.00   1.00   18.00    --  111.00  53.00 120.55   28
 46  ω     85.00 111.00   1.00   18.00    --  111.00  60.00 133.99   26
 47  ω     82.00 108.00   1.00   18.00    --  111.00  68.00   4.26   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0150447000
_diffrn_orient_matrix_UB_12      0.0586055000
_diffrn_orient_matrix_UB_13      -0.1304653000
_diffrn_orient_matrix_UB_21      -0.0682584000
_diffrn_orient_matrix_UB_22      0.1357646000
_diffrn_orient_matrix_UB_23      -0.0107506000
_diffrn_orient_matrix_UB_31      0.1395792000
_diffrn_orient_matrix_UB_32      0.0245095000
_diffrn_orient_matrix_UB_33      0.0184467000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4548
_reflns_number_total             5261
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.582
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         5261
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0454
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0668P)²+0.8401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1203
_refine_ls_wR_factor_ref         0.1265
_refine_special_details          
'Disorder of the AsMe2 unit over two sites (81:19). Suitable restraints and constraints were applied, e.g. all As-H distances were restrained to be same.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C12-C11 \\sim C12B-C11
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(As1) = Uanis(C12B)
Uanis(C12) = Uanis(As1B)
4. Others
 Sof(As1B)=Sof(C12B)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(As1)=Sof(H1A)=Sof(H1B)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
5.a Me refined with riding coordinates:
 C12B(H12D,H12E,H12F)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C14(H14), C15(H15), C16(H16), C18(H18),
 C19(H19), C20(H20)
5.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C),
 C12(H12A,H12B,H12C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,
 H25C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
As1 As 0.00349(4) 0.72630(5) 1.12963(3) 0.05507(17) Uani 0.8089(14) 1 d . . P A
1
H1A H -0.003(8) 0.868(8) 1.130(7) 0.18(3) Uiso 0.8089(14) 1 d . . P A 1
H1B H -0.149(5) 0.730(5) 1.149(4) 0.086(15) Uiso 0.8089(14) 1 d . . P A 1
As1B As -0.1994(2) 0.8186(2) 0.89570(19) 0.0418(6) Uani 0.1911(14) 1 d . . P A
2
N1 N 0.08394(17) 0.79172(16) 0.89946(14) 0.0284(3) Uani 1 1 d . . . . .
N2 N 0.43196(16) 0.42817(15) 0.72295(13) 0.0247(3) Uani 1 1 d . . . . .
H2A H 0.456(3) 0.334(3) 0.746(3) 0.055(8) Uiso 1 1 d . . . . .
N3 N 0.46755(17) 0.19499(15) 0.73755(13) 0.0252(3) Uani 1 1 d . . . . .
C1 C 0.3192(2) 0.77860(18) 0.83289(17) 0.0276(4) Uani 1 1 d . . . . .
C2 C 0.4594(2) 0.76308(19) 0.82098(19) 0.0323(4) Uani 1 1 d . . . . .
H2 H 0.518120 0.728745 0.886087 0.039 Uiso 1 1 calc R . . . .
C3 C 0.5125(2) 0.7981(2) 0.7136(2) 0.0347(5) Uani 1 1 d . . . . .
H3 H 0.605654 0.787275 0.707324 0.042 Uiso 1 1 calc R . . . .
C4 C 0.4252(2) 0.84928(19) 0.61582(18) 0.0327(4) Uani 1 1 d . . . . .
H4 H 0.459918 0.872431 0.543892 0.039 Uiso 1 1 calc R . . . .
C5 C 0.2860(2) 0.86568(18) 0.62610(17) 0.0288(4) Uani 1 1 d . . . . .
H5 H 0.228141 0.900053 0.560458 0.035 Uiso 1 1 calc R . . . .
C6 C 0.2311(2) 0.83138(17) 0.73351(17) 0.0268(4) Uani 1 1 d . . . . .
C7 C 0.2819(2) 0.8117(2) 1.02464(18) 0.0348(5) Uani 1 1 d . . . . .
H7A H 0.239172 0.902322 0.987246 0.052 Uiso 1 1 calc GR . . . .
H7B H 0.378363 0.802602 1.029405 0.052 Uiso 1 1 calc GR . . . .
H7C H 0.250905 0.773286 1.100515 0.052 Uiso 1 1 calc GR . . . .
C8 C 0.2684(2) 0.5797(2) 1.02281(18) 0.0332(4) Uani 1 1 d . . . . .
H8A H 0.230851 0.557769 1.096259 0.050 Uiso 1 1 calc GR . . . .
H8B H 0.363977 0.543241 1.033496 0.050 Uiso 1 1 calc GR . . . .
H8C H 0.225440 0.545087 0.980969 0.050 Uiso 1 1 calc GR . . . .
C9 C 0.0080(2) 0.7466(2) 0.7258(2) 0.0390(5) Uani 1 1 d . . . . .
H9A H 0.054497 0.658362 0.771360 0.058 Uiso 1 1 calc GR . . . .
H9B H 0.017371 0.768044 0.645972 0.058 Uiso 1 1 calc GR . . . .
H9C H -0.086340 0.755813 0.740805 0.058 Uiso 1 1 calc GR . . . .
C10 C -0.0079(3) 0.9960(2) 0.6932(2) 0.0424(5) Uani 1 1 d . . . . .
H10A H -0.103227 1.001064 0.702393 0.064 Uiso 1 1 calc GR . . . .
H10B H 0.008218 1.030162 0.613066 0.064 Uiso 1 1 calc GR . . . .
H10C H 0.023943 1.046028 0.725858 0.064 Uiso 1 1 calc GR . . . .
C11 C -0.0174(2) 0.7851(2) 0.96062(18) 0.0381(5) Uani 1 1 d D . . . .
C12 C -0.1645(5) 0.8309(6) 0.9148(5) 0.0418(6) Uani 0.8089(14) 1 d D . P A 1
H12A H -0.211108 0.760845 0.951457 0.063 Uiso 0.8089(14) 1 calc GR . P A 1
H12B H -0.169041 0.858001 0.833469 0.063 Uiso 0.8089(14) 1 calc GR . P A 1
H12C H -0.206517 0.902667 0.930580 0.063 Uiso 0.8089(14) 1 calc GR . P A 1
C12B C -0.0014(16) 0.6892(19) 1.0949(11) 0.05507(17) Uani 0.1911(14) 1 d D . P
A 2
H12D H -0.087624 0.696768 1.127367 0.083 Uiso 0.1911(14) 1 calc R . P A 2
H12E H 0.030714 0.601233 1.105657 0.083 Uiso 0.1911(14) 1 calc R . P A 2
H12F H 0.062304 0.712129 1.132198 0.083 Uiso 0.1911(14) 1 calc R . P A 2
C13 C 0.32928(19) 0.47228(17) 0.62773(16) 0.0241(4) Uani 1 1 d . . . . .
C14 C 0.2646(2) 0.60028(18) 0.57517(18) 0.0286(4) Uani 1 1 d . . . . .
H14 H 0.284996 0.658667 0.600178 0.034 Uiso 1 1 calc R . . . .
C15 C 0.1673(2) 0.64419(19) 0.48336(18) 0.0313(4) Uani 1 1 d . . . . .
H15 H 0.122931 0.731188 0.448168 0.038 Uiso 1 1 calc R . . . .
C16 C 0.13846(19) 0.55842(19) 0.44627(17) 0.0290(4) Uani 1 1 d . . . . .
H16 H 0.074891 0.588189 0.385007 0.035 Uiso 1 1 calc R . . . .
C17 C 0.20306(19) 0.42544(18) 0.49892(16) 0.0258(4) Uani 1 1 d . . . . .
C18 C 0.1720(2) 0.3374(2) 0.45955(17) 0.0296(4) Uani 1 1 d . . . . .
H18 H 0.110885 0.368220 0.396468 0.036 Uiso 1 1 calc R . . . .
C19 C 0.2308(2) 0.2081(2) 0.51308(19) 0.0327(4) Uani 1 1 d . . . . .
H19 H 0.207551 0.151191 0.487565 0.039 Uiso 1 1 calc R . . . .
C20 C 0.3263(2) 0.16040(19) 0.60677(18) 0.0297(4) Uani 1 1 d . . . . .
H20 H 0.365053 0.071967 0.643198 0.036 Uiso 1 1 calc R . . . .
C21 C 0.36276(19) 0.24286(17) 0.64464(16) 0.0242(4) Uani 1 1 d . . . . .
C22 C 0.30151(18) 0.37859(17) 0.59295(15) 0.0223(4) Uani 1 1 d . . . . .
C23 C 0.5547(2) 0.48299(19) 0.68256(18) 0.0299(4) Uani 1 1 d . . . . .
H23A H 0.589535 0.461867 0.621752 0.045 Uiso 1 1 calc GR . . . .
H23B H 0.622379 0.446660 0.745039 0.045 Uiso 1 1 calc GR . . . .
H23C H 0.531249 0.575811 0.654836 0.045 Uiso 1 1 calc GR . . . .
C24 C 0.3771(2) 0.4554(2) 0.82022(17) 0.0332(4) Uani 1 1 d . . . . .
H24A H 0.355539 0.547694 0.796237 0.050 Uiso 1 1 calc GR . . . .
H24B H 0.443807 0.414850 0.883723 0.050 Uiso 1 1 calc GR . . . .
H24C H 0.296742 0.421281 0.843249 0.050 Uiso 1 1 calc GR . . . .
C25 C 0.4353(3) 0.0900(2) 0.84413(18) 0.0383(5) Uani 1 1 d . . . . .
H25A H 0.347853 0.119219 0.865935 0.057 Uiso 1 1 calc GR . . . .
H25B H 0.502600 0.067717 0.904263 0.057 Uiso 1 1 calc GR . . . .
H25C H 0.434588 0.015004 0.831470 0.057 Uiso 1 1 calc GR . . . .
C26 C 0.6016(2) 0.1513(2) 0.70203(19) 0.0338(4) Uani 1 1 d . . . . .
H26A H 0.601626 0.074723 0.691578 0.051 Uiso 1 1 calc GR . . . .
H26B H 0.670273 0.131735 0.760270 0.051 Uiso 1 1 calc GR . . . .
H26C H 0.619923 0.218993 0.631203 0.051 Uiso 1 1 calc GR . . . .
B1 B 0.2428(2) 0.7380(2) 0.95073(19) 0.0288(4) Uani 1 1 d . . . . .
B2 B 0.0730(2) 0.8441(2) 0.75866(18) 0.0281(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
As1 H1A 1.65(8) . ?
As1 H1B 1.55(5) . ?
As1 C11 1.995(2) . ?
As1B C11 1.939(3) . ?
N1 C11 1.270(3) . ?
N1 B1 1.644(3) . ?
N1 B2 1.653(3) . ?
N2 H2A 0.98(3) . ?
N2 C13 1.475(2) . ?
N2 C23 1.488(3) . ?
N2 C24 1.493(2) . ?
N3 C21 1.462(2) . ?
N3 C25 1.477(3) . ?
N3 C26 1.479(3) . ?
C1 C2 1.403(3) . ?
C1 C6 1.411(3) . ?
C1 B1 1.613(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.393(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.392(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.391(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.402(3) . ?
C6 B2 1.610(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C7 B1 1.640(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C8 B1 1.636(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C9 B2 1.629(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C10 B2 1.636(3) . ?
C11 C12 1.517(5) . ?
C11 C12B 1.600(12) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12B H12D 0.9600 . ?
C12B H12E 0.9600 . ?
C12B H12F 0.9600 . ?
C13 C14 1.367(3) . ?
C13 C22 1.428(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.408(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.365(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.413(3) . ?
C17 C18 1.418(3) . ?
C17 C22 1.431(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.365(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.408(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.367(3) . ?
C21 C22 1.430(2) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A As1 H1B 94(3) . . ?
C11 As1 H1A 99(3) . . ?
C11 As1 H1B 95.0(18) . . ?
C11 N1 B1 124.48(17) . . ?
C11 N1 B2 124.22(17) . . ?
B1 N1 B2 111.11(15) . . ?
C13 N2 H2A 101.6(18) . . ?
C13 N2 C23 111.56(15) . . ?
C13 N2 C24 112.74(15) . . ?
C23 N2 H2A 108.5(18) . . ?
C23 N2 C24 111.09(15) . . ?
C24 N2 H2A 110.9(18) . . ?
C21 N3 C25 112.72(16) . . ?
C21 N3 C26 111.15(15) . . ?
C25 N3 C26 110.22(16) . . ?
C2 C1 C6 118.87(19) . . ?
C2 C1 B1 127.25(18) . . ?
C6 C1 B1 113.85(18) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.3(2) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.74(19) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.25(19) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 B2 114.04(17) . . ?
C5 C6 C1 119.16(19) . . ?
C5 C6 B2 126.80(18) . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
B1 C7 H7A 109.5 . . ?
B1 C7 H7B 109.5 . . ?
B1 C7 H7C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
B1 C8 H8A 109.5 . . ?
B1 C8 H8B 109.5 . . ?
B1 C8 H8C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
B2 C9 H9A 109.5 . . ?
B2 C9 H9B 109.5 . . ?
B2 C9 H9C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
B2 C10 H10A 109.5 . . ?
B2 C10 H10B 109.5 . . ?
B2 C10 H10C 109.5 . . ?
N1 C11 As1 121.92(16) . . ?
N1 C11 As1B 121.26(17) . . ?
N1 C11 C12 125.1(3) . . ?
N1 C11 C12B 120.7(6) . . ?
C12 C11 As1 112.8(3) . . ?
C12B C11 As1B 112.1(6) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C12B H12D 109.5 . . ?
C11 C12B H12E 109.5 . . ?
C11 C12B H12F 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C14 C13 N2 119.65(16) . . ?
C14 C13 C22 122.09(18) . . ?
C22 C13 N2 118.26(15) . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.34(18) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.67(17) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.44(18) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 C18 120.82(18) . . ?
C16 C17 C22 119.79(17) . . ?
C18 C17 C22 119.38(17) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.81(18) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.35(18) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.62(18) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 N3 120.79(16) . . ?
C20 C21 C22 120.96(17) . . ?
C22 C21 N3 118.23(16) . . ?
C13 C22 C17 116.67(16) . . ?
C13 C22 C21 125.52(17) . . ?
C21 C22 C17 117.81(16) . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N3 C25 H25A 109.5 . . ?
N3 C25 H25B 109.5 . . ?
N3 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N3 C26 H26A 109.5 . . ?
N3 C26 H26B 109.5 . . ?
N3 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C1 B1 N1 100.34(15) . . ?
C1 B1 C7 110.90(17) . . ?
C1 B1 C8 110.95(16) . . ?
C7 B1 N1 111.89(16) . . ?
C8 B1 N1 107.77(17) . . ?
C8 B1 C7 114.11(17) . . ?
C6 B2 N1 100.22(15) . . ?
C6 B2 C9 110.54(16) . . ?
C6 B2 C10 110.40(17) . . ?
C9 B2 N1 110.04(17) . . ?
C9 B2 C10 113.18(18) . . ?
C10 B2 N1 111.73(16) . . ?

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 C13 C14 C15 179.35(17) . . . . ?
N2 C13 C22 C17 -178.90(16) . . . . ?
N2 C13 C22 C21 1.6(3) . . . . ?
N3 C21 C22 C13 -3.1(3) . . . . ?
N3 C21 C22 C17 177.47(16) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C1 C6 B2 N1 2.4(2) . . . . ?
C1 C6 B2 C9 -113.66(19) . . . . ?
C1 C6 B2 C10 120.34(18) . . . . ?
C2 C1 C6 C5 0.5(3) . . . . ?
C2 C1 C6 B2 179.99(17) . . . . ?
C2 C1 B1 N1 176.85(18) . . . . ?
C2 C1 B1 C7 58.5(3) . . . . ?
C2 C1 B1 C8 -69.4(2) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C4 C5 C6 C1 -0.4(3) . . . . ?
C4 C5 C6 B2 -179.72(18) . . . . ?
C5 C6 B2 N1 -178.20(17) . . . . ?
C5 C6 B2 C9 65.7(2) . . . . ?
C5 C6 B2 C10 -60.3(2) . . . . ?
C6 C1 C2 C3 -0.3(3) . . . . ?
C6 C1 B1 N1 -5.3(2) . . . . ?
C6 C1 B1 C7 -123.64(18) . . . . ?
C6 C1 B1 C8 108.45(19) . . . . ?
C11 N1 B1 C1 -178.15(19) . . . . ?
C11 N1 B1 C7 -60.5(3) . . . . ?
C11 N1 B1 C8 65.7(2) . . . . ?
C11 N1 B2 C6 179.05(19) . . . . ?
C11 N1 B2 C9 -64.5(3) . . . . ?
C11 N1 B2 C10 62.1(3) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C14 C13 C22 C17 0.6(3) . . . . ?
C14 C13 C22 C21 -178.81(18) . . . . ?
C14 C15 C16 C17 0.8(3) . . . . ?
C15 C16 C17 C18 179.96(19) . . . . ?
C15 C16 C17 C22 -0.3(3) . . . . ?
C16 C17 C18 C19 -177.59(19) . . . . ?
C16 C17 C22 C13 -0.4(3) . . . . ?
C16 C17 C22 C21 179.08(17) . . . . ?
C17 C18 C19 C20 -1.7(3) . . . . ?
C18 C17 C22 C13 179.35(17) . . . . ?
C18 C17 C22 C21 -1.1(3) . . . . ?
C18 C19 C20 C21 -0.7(3) . . . . ?
C19 C20 C21 N3 -176.47(18) . . . . ?
C19 C20 C21 C22 2.2(3) . . . . ?
C20 C21 C22 C13 178.21(18) . . . . ?
C20 C21 C22 C17 -1.2(3) . . . . ?
C22 C13 C14 C15 -0.2(3) . . . . ?
C22 C17 C18 C19 2.6(3) . . . . ?
C23 N2 C13 C14 -67.8(2) . . . . ?
C23 N2 C13 C22 111.79(18) . . . . ?
C24 N2 C13 C14 58.0(2) . . . . ?
C24 N2 C13 C22 -122.40(18) . . . . ?
C25 N3 C21 C20 -57.9(2) . . . . ?
C25 N3 C21 C22 123.35(18) . . . . ?
C26 N3 C21 C20 66.4(2) . . . . ?
C26 N3 C21 C22 -112.34(19) . . . . ?
B1 N1 C11 As1 7.5(3) . . . . ?
B1 N1 C11 As1B -167.51(16) . . . . ?
B1 N1 C11 C12 -178.2(3) . . . . ?
B1 N1 C11 C12B -16.9(10) . . . . ?
B1 N1 B2 C6 -5.74(19) . . . . ?
B1 N1 B2 C9 110.69(18) . . . . ?
B1 N1 B2 C10 -122.70(19) . . . . ?
B1 C1 C2 C3 177.48(18) . . . . ?
B1 C1 C6 C5 -177.53(16) . . . . ?
B1 C1 C6 B2 1.9(2) . . . . ?
B2 N1 C11 As1 -177.93(14) . . . . ?
B2 N1 C11 As1B 7.1(3) . . . . ?
B2 N1 C11 C12 -3.7(4) . . . . ?
B2 N1 C11 C12B 157.7(10) . . . . ?
B2 N1 B1 C1 6.67(19) . . . . ?
B2 N1 B1 C7 124.31(17) . . . . ?
B2 N1 B1 C8 -109.45(17) . . . . ?

_olex2_date_sample_data_collection 2018-07-11
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.396
_oxdiff_exptl_absorpt_empirical_full_min 0.687
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_[1-SeH][3-H]
_database_code_depnum_ccdc_archive 'CCDC 2151565'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;

# was becker11

_audit_creation_date             2018-11-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H19 B2 Se, C14 H19 N2'
_chemical_formula_sum            'C28 H38 B2 N2 Se'
_chemical_formula_weight         503.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H38 B2 N2 Se'
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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.84533(19)
_cell_length_b                   24.1693(4)
_cell_length_c                   11.8937(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.928(2)
_cell_angle_gamma                90
_cell_volume                     2692.74(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6503
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      30.2170
_cell_measurement_theta_min      1.9870
_shelx_estimated_absorpt_T_max   0.900
_shelx_estimated_absorpt_T_min   0.623
_exptl_absorpt_coefficient_mu    1.412
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.466
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1056
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0378
0 1 0 0.0378
0 2 5 0.1103
0 -2 -5 0.1103
-5 -2 4 0.1510
5 2 -4 0.1510
4 -5 1 0.1738
-4 5 -1 0.1738
5 5 2 0.1789
-5 -5 -2 0.1789

_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.238
_exptl_crystal_size_min          0.076
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0005 -0.9997 -0.0000 0.0088 0.0269 0.0078
-0.0005 0.9997 0.0000 -0.0088 -0.0269 -0.0078
-0.0099 1.9969 4.9979 -0.3120 0.0495 -0.0398
0.0099 -1.9969 -4.9979 0.3120 -0.0495 0.0398
-4.9999 -2.0054 3.9893 -0.1657 0.0165 0.3511
4.9999 2.0054 -3.9893 0.1657 -0.0165 -0.3511
3.9957 -4.9956 1.0065 -0.0568 0.2511 -0.2500
-3.9957 4.9956 -1.0065 0.0568 -0.2511 0.2500
4.9877 5.0016 2.0082 -0.2140 0.0268 -0.4035
-4.9877 -5.0016 -2.0082 0.2140 -0.0268 0.4035

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            131345
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.314
_diffrn_reflns_theta_min         1.685
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -93.00   5.00   1.00   17.50    --  -23.50 -77.00 -60.00   98
  2  ω      6.00  93.00   1.00   17.50    --   24.87  57.00  60.00   87
  3  ω      6.00  93.00   1.00   17.50    --   24.87  57.00 -30.00   87
  4  ω      6.00  93.00   1.00   17.50    --   24.87  57.00 150.00   87
  5  ω     35.00  99.00   1.00   17.50    --   24.87 178.00-150.00   64
  6  ω    -44.00  43.00   1.00   17.50    --   24.87 -57.00-180.00   87
  7  ω    -47.00  63.00   1.00   17.50    --   24.87 -19.00 -30.00  110
  8  ω    -44.00  43.00   1.00   17.50    --   24.87 -57.00 -90.00   87
  9  ω     -4.00  94.00   1.00   17.50    --   24.87  77.00-150.00   98
 10  ω     12.00  91.00   1.00   17.50    --   24.87-143.00  80.66   79
 11  ω     -1.00  78.00   1.00   17.50    --   24.87-122.00-145.18   79
 12  ω    -95.00  48.00   1.00   17.50    --  -23.50   0.00-180.00  143
 13  ω    -92.00  -5.00   1.00   17.50    --  -23.50 -57.00  60.00   87
 14  ω    -85.00  -8.00   1.00   17.50    --  -23.50 135.00 171.51   77
 15  ω    -95.00  48.00   1.00   17.50    --  -23.50   0.00-150.00  143
 16  ω    -93.00   5.00   1.00   17.50    --  -23.50 -77.00  60.00   98
 17  ω    -84.00  -8.00   1.00   17.50    --  -23.50 134.00 -85.77   76
 18  ω      6.00  83.00   1.00   17.50    --   24.87-130.00 152.13   77
 19  ω    -46.00  47.00   1.00   17.50    --   24.87 -38.00-150.00   93
 20  ω      6.00  93.00   1.00   17.50    --   24.87  57.00   0.00   87
 21  ω      3.00  95.00   1.00   17.50    --   24.87  38.00 -60.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0103555000
_diffrn_orient_matrix_UB_12      -0.0087894000
_diffrn_orient_matrix_UB_13      -0.0589394000
_diffrn_orient_matrix_UB_21      0.0240008000
_diffrn_orient_matrix_UB_22      -0.0268938000
_diffrn_orient_matrix_UB_23      0.0207024000
_diffrn_orient_matrix_UB_31      -0.0710748000
_diffrn_orient_matrix_UB_32      -0.0078057000
_diffrn_orient_matrix_UB_33      -0.0049819000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7541
_reflns_number_total             9163
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.846
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         9163
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0416P)²+1.8700P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.0996
_refine_special_details          
'Disorder of SeH-bridge and corresponding methylgroups over two sites (94:6). H1 and H1A were refined isotropically. H1B was fixed on a reasonable position, all atoms of part 2 were refined to have same bond length and displacement parameters as part 1.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All Se(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Se1B-H1B
 1.39 with sigma of 0.02
 C12-B1 \\sim C12B-B1 \\sim C11-B1 \\sim C11B-B1 \\sim C13B-B2 \\sim C13-B2
\\sim C14B-B2 \\sim C14-B2
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C13) = Uanis(C12B)
Uanis(C12) = Uanis(C11B)
Uanis(C13B) = Uanis(C14)
Uanis(C11) = Uanis(C14B)
4. Others
 Sof(Se1B)=Sof(H1B)=Sof(C11B)=Sof(H11D)=Sof(H11E)=Sof(H11F)=Sof(C12B)=
 Sof(H12D)=Sof(H12E)=Sof(H12F)=Sof(C13B)=Sof(H13D)=Sof(H13E)=Sof(H13F)=
 Sof(C14B)=Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(Se1)=Sof(H1)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=Sof(C12)=Sof(H12A)=
 Sof(H12B)=Sof(H12C)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H13C)=Sof(C14)=Sof(H14A)=
 Sof(H14B)=Sof(H14C)=FVAR(1)
5.a Riding coordinates:
 Se1B(H1B)
5.b Me refined with riding coordinates:
 C11B(H11D,H11E,H11F), C12B(H12D,H12E,H12F), C13B(H13D,H13E,H13F), C14B(H14D,
 H14E,H14F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.21250(2) 0.31885(2) -0.06432(2) 0.02146(5) Uani 0.9437(8) 1 d . . P A
1
H1 H 0.093(3) 0.2877(12) -0.122(3) 0.056(8) Uiso 0.9437(8) 1 d . . P A 1
Se1B Se 0.3246(4) 0.35509(17) 0.0572(3) 0.0366(11) Uani 0.0563(8) 1 d D . P A 2
H1B H 0.367179 0.379246 0.169449 0.044 Uiso 0.0563(8) 1 d DR . P A 2
N1 N 0.30800(16) 0.36340(6) 0.56975(14) 0.0260(3) Uani 1 1 d . . . . .
H1A H 0.380(3) 0.3788(12) 0.642(3) 0.061(8) Uiso 1 1 d . . . . .
N2 N 0.47134(14) 0.42836(6) 0.73005(13) 0.0252(3) Uani 1 1 d . . . . .
C1 C 0.18145(16) 0.27424(6) 0.17047(13) 0.0191(3) Uani 1 1 d . . . . .
C2 C 0.21773(19) 0.23667(7) 0.26389(15) 0.0259(3) Uani 1 1 d . . . . .
H2 H 0.305323 0.217179 0.278994 0.031 Uiso 1 1 calc . . . . .
C3 C 0.1328(2) 0.22582(8) 0.33710(15) 0.0297(4) Uani 1 1 d . . . . .
H3 H 0.164473 0.200773 0.401441 0.036 Uiso 1 1 calc . . . . .
C4 C 0.0038(2) 0.25193(7) 0.31424(15) 0.0279(4) Uani 1 1 d . . . . .
H4 H -0.057656 0.242976 0.359489 0.033 Uiso 1 1 calc . . . . .
C5 C -0.03880(17) 0.29213(7) 0.22377(14) 0.0225(3) Uani 1 1 d . . . . .
C6 C -0.17135(18) 0.31952(8) 0.20564(16) 0.0277(3) Uani 1 1 d . . . . .
H6 H -0.231102 0.309384 0.251577 0.033 Uiso 1 1 calc . . . . .
C7 C -0.21354(18) 0.36009(8) 0.12319(17) 0.0293(4) Uani 1 1 d . . . . .
H7 H -0.303542 0.377570 0.109932 0.035 Uiso 1 1 calc . . . . .
C8 C -0.12255(18) 0.37617(7) 0.05715(16) 0.0256(3) Uani 1 1 d . . . . .
H8 H -0.153079 0.405202 0.001201 0.031 Uiso 1 1 calc . . . . .
C9 C 0.00905(16) 0.35172(6) 0.06985(14) 0.0194(3) Uani 1 1 d . . . . .
C10 C 0.05181(16) 0.30618(6) 0.15272(13) 0.0188(3) Uani 1 1 d . . . . .
C11 C 0.2934(2) 0.20710(8) 0.04372(19) 0.0312(4) Uani 0.9437(8) 1 d D . P A 1
H11A H 0.196750 0.195174 -0.001080 0.047 Uiso 0.9437(8) 1 calc . . P A 1
H11B H 0.331928 0.182441 0.111469 0.047 Uiso 0.9437(8) 1 calc . . P A 1
H11C H 0.354702 0.205755 -0.007381 0.047 Uiso 0.9437(8) 1 calc . . P A 1
C11B C 0.184(3) 0.2504(13) -0.0391(18) 0.0318(4) Uani 0.0563(8) 1 d D . P A 2
H11D H 0.093411 0.270385 -0.057724 0.048 Uiso 0.0563(8) 1 calc R . P A 2
H11E H 0.230622 0.258602 -0.099267 0.048 Uiso 0.0563(8) 1 calc R . P A 2
H11F H 0.166696 0.210575 -0.037808 0.048 Uiso 0.0563(8) 1 calc R . P A 2
C12 C 0.44825(19) 0.29379(9) 0.15351(19) 0.0318(4) Uani 0.9437(8) 1 d D . P A 1
H12A H 0.506560 0.288413 0.100833 0.048 Uiso 0.9437(8) 1 calc . . P A 1
H12B H 0.491508 0.273899 0.227741 0.048 Uiso 0.9437(8) 1 calc . . P A 1
H12C H 0.443107 0.333331 0.169960 0.048 Uiso 0.9437(8) 1 calc . . P A 1
C12B C 0.445(2) 0.2441(14) 0.144(3) 0.0328(4) Uani 0.0563(8) 1 d D . P A 2
H12D H 0.494582 0.244806 0.084127 0.049 Uiso 0.0563(8) 1 calc R . P A 2
H12E H 0.499634 0.265775 0.212980 0.049 Uiso 0.0563(8) 1 calc R . P A 2
H12F H 0.437525 0.205728 0.168478 0.049 Uiso 0.0563(8) 1 calc R . P A 2
C13 C 0.0246(2) 0.41803(9) -0.11331(18) 0.0328(4) Uani 0.9437(8) 1 d D . P A 1
H13A H -0.021169 0.450131 -0.089804 0.049 Uiso 0.9437(8) 1 calc . . P A 1
H13B H -0.048304 0.394763 -0.167347 0.049 Uiso 0.9437(8) 1 calc . . P A 1
H13C H 0.092587 0.430668 -0.153086 0.049 Uiso 0.9437(8) 1 calc . . P A 1
C13B C 0.048(3) 0.3841(13) -0.1390(13) 0.0259(3) Uani 0.0563(8) 1 d D . P A 2
H13D H 0.116069 0.403649 -0.170060 0.039 Uiso 0.0563(8) 1 calc R . P A 2
H13E H 0.035290 0.346222 -0.169699 0.039 Uiso 0.0563(8) 1 calc R . P A 2
H13F H -0.043919 0.403449 -0.163632 0.039 Uiso 0.0563(8) 1 calc R . P A 2
C14 C 0.23328(19) 0.41836(7) 0.09300(17) 0.0259(3) Uani 0.9437(8) 1 d D . P A 1
H14A H 0.303460 0.429214 0.053892 0.039 Uiso 0.9437(8) 1 calc . . P A 1
H14B H 0.280218 0.396036 0.162964 0.039 Uiso 0.9437(8) 1 calc . . P A 1
H14C H 0.192172 0.451580 0.116949 0.039 Uiso 0.9437(8) 1 calc . . P A 1
C14B C 0.146(4) 0.4457(8) 0.053(3) 0.0312(4) Uani 0.0563(8) 1 d D . P A 2
H14D H 0.182908 0.444887 0.139515 0.047 Uiso 0.0563(8) 1 calc R . P A 2
H14E H 0.218634 0.461440 0.021412 0.047 Uiso 0.0563(8) 1 calc R . P A 2
H14F H 0.059699 0.468462 0.028162 0.047 Uiso 0.0563(8) 1 calc R . P A 2
C15 C 0.23740(18) 0.41310(7) 0.50610(14) 0.0228(3) Uani 1 1 d . . . . .
C16 C 0.28003(16) 0.46592(6) 0.55840(13) 0.0194(3) Uani 1 1 d . . . . .
C17 C 0.39159(17) 0.47543(7) 0.66668(14) 0.0217(3) Uani 1 1 d . . . . .
C18 C 0.4241(2) 0.52830(8) 0.70862(17) 0.0312(4) Uani 1 1 d . . . . .
H18 H 0.499043 0.534073 0.780225 0.037 Uiso 1 1 calc . . . . .
C19 C 0.3483(2) 0.57395(8) 0.64741(19) 0.0366(4) Uani 1 1 d . . . . .
H19 H 0.371915 0.610238 0.677831 0.044 Uiso 1 1 calc . . . . .
C20 C 0.2412(2) 0.56629(8) 0.54466(18) 0.0324(4) Uani 1 1 d . . . . .
H20 H 0.189884 0.597413 0.504222 0.039 Uiso 1 1 calc . . . . .
C21 C 0.20477(18) 0.51273(7) 0.49695(15) 0.0244(3) Uani 1 1 d . . . . .
C22 C 0.0954(2) 0.50525(9) 0.38821(17) 0.0351(4) Uani 1 1 d . . . . .
H22 H 0.045082 0.536592 0.347964 0.042 Uiso 1 1 calc . . . . .
C23 C 0.0612(2) 0.45412(10) 0.34034(17) 0.0421(5) Uani 1 1 d . . . . .
H23 H -0.010874 0.450027 0.266376 0.051 Uiso 1 1 calc . . . . .
C24 C 0.1324(2) 0.40738(8) 0.40041(16) 0.0355(4) Uani 1 1 d . . . . .
H24 H 0.107484 0.371597 0.367448 0.043 Uiso 1 1 calc . . . . .
C25 C 0.3909(3) 0.33246(9) 0.5040(2) 0.0436(5) Uani 1 1 d . . . . .
H25A H 0.324969 0.316118 0.432552 0.065 Uiso 1 1 calc . . . . .
H25B H 0.446199 0.303048 0.554453 0.065 Uiso 1 1 calc . . . . .
H25C H 0.455916 0.357905 0.481968 0.065 Uiso 1 1 calc . . . . .
C26 C 0.2060(2) 0.32688(7) 0.60492(18) 0.0296(4) Uani 1 1 d . . . . .
H26A H 0.157190 0.348257 0.651028 0.044 Uiso 1 1 calc . . . . .
H26B H 0.258222 0.296171 0.652896 0.044 Uiso 1 1 calc . . . . .
H26C H 0.135361 0.312189 0.533944 0.044 Uiso 1 1 calc . . . . .
C27 C 0.61977(19) 0.42779(9) 0.7259(2) 0.0376(4) Uani 1 1 d . . . . .
H27A H 0.619427 0.431054 0.643634 0.056 Uiso 1 1 calc . . . . .
H27B H 0.665864 0.393002 0.759330 0.056 Uiso 1 1 calc . . . . .
H27C H 0.672461 0.458952 0.771803 0.056 Uiso 1 1 calc . . . . .
C28 C 0.4679(2) 0.42464(10) 0.85316(18) 0.0396(4) Uani 1 1 d . . . . .
H28A H 0.523737 0.455029 0.899647 0.059 Uiso 1 1 calc . . . . .
H28B H 0.508706 0.389202 0.887406 0.059 Uiso 1 1 calc . . . . .
H28C H 0.368877 0.427229 0.854059 0.059 Uiso 1 1 calc . . . . .
B1 B 0.28814(19) 0.27007(7) 0.09041(16) 0.0215(3) Uani 1 1 d D . . . .
B2 B 0.10820(18) 0.38259(7) 0.00282(16) 0.0204(3) Uani 1 1 d 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
Se1 H1 1.39(3) . ?
Se1 B1 2.1184(18) . ?
Se1 B2 2.1378(18) . ?
Se1B H1B 1.3979 . ?
Se1B B1 2.143(4) . ?
Se1B B2 2.134(4) . ?
N1 H1A 1.00(3) . ?
N1 C15 1.475(2) . ?
N1 C25 1.493(2) . ?
N1 C26 1.491(2) . ?
N2 C17 1.454(2) . ?
N2 C27 1.477(2) . ?
N2 C28 1.478(2) . ?
C1 C2 1.394(2) . ?
C1 C10 1.450(2) . ?
C1 B1 1.624(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.405(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.369(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.414(2) . ?
C5 C6 1.419(2) . ?
C5 C10 1.446(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.358(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.415(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.389(2) . ?
C9 C10 1.451(2) . ?
C9 B2 1.620(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 B1 1.626(3) . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C11B B1 1.635(14) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 B1 1.627(2) . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C12B B1 1.610(14) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 B2 1.618(2) . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C13B B2 1.607(14) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 B2 1.613(2) . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
C14B B2 1.638(14) . ?
C15 C16 1.426(2) . ?
C15 C24 1.367(2) . ?
C16 C17 1.431(2) . ?
C16 C21 1.425(2) . ?
C17 C18 1.373(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.403(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.359(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.415(2) . ?
C21 C22 1.417(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.359(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.404(3) . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 Se1 H1 98.5(12) . . ?
B1 Se1 B2 99.05(7) . . ?
B2 Se1 H1 98.3(12) . . ?
B1 Se1B H1B 104.0 . . ?
B2 Se1B H1B 97.9 . . ?
B2 Se1B B1 98.40(16) . . ?
C15 N1 H1A 103.6(17) . . ?
C15 N1 C25 112.73(16) . . ?
C15 N1 C26 111.99(14) . . ?
C25 N1 H1A 106.4(17) . . ?
C26 N1 H1A 109.6(17) . . ?
C26 N1 C25 111.99(15) . . ?
C17 N2 C27 111.81(14) . . ?
C17 N2 C28 112.81(15) . . ?
C27 N2 C28 110.96(16) . . ?
C2 C1 C10 117.45(14) . . ?
C2 C1 B1 111.94(14) . . ?
C10 C1 B1 130.31(14) . . ?
C1 C2 H2 118.0 . . ?
C1 C2 C3 124.07(16) . . ?
C3 C2 H2 118.0 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 118.94(16) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.49(15) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 118.64(15) . . ?
C4 C5 C10 120.97(15) . . ?
C6 C5 C10 120.37(16) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.59(16) . . ?
C7 C6 H6 119.7 . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.58(16) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 118.3 . . ?
C9 C8 C7 123.46(17) . . ?
C9 C8 H8 118.3 . . ?
C8 C9 C10 117.54(14) . . ?
C8 C9 B2 115.71(14) . . ?
C10 C9 B2 126.22(13) . . ?
C1 C10 C9 124.13(13) . . ?
C5 C10 C1 117.62(14) . . ?
C5 C10 C9 118.24(14) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
B1 C11 H11A 109.5 . . ?
B1 C11 H11B 109.5 . . ?
B1 C11 H11C 109.5 . . ?
H11D C11B H11E 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
B1 C11B H11D 109.5 . . ?
B1 C11B H11E 109.5 . . ?
B1 C11B H11F 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
B1 C12 H12A 109.5 . . ?
B1 C12 H12B 109.5 . . ?
B1 C12 H12C 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
B1 C12B H12D 109.5 . . ?
B1 C12B H12E 109.5 . . ?
B1 C12B H12F 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
B2 C13 H13A 109.5 . . ?
B2 C13 H13B 109.5 . . ?
B2 C13 H13C 109.5 . . ?
H13D C13B H13E 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
B2 C13B H13D 109.5 . . ?
B2 C13B H13E 109.5 . . ?
B2 C13B H13F 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
B2 C14 H14A 109.5 . . ?
B2 C14 H14B 109.5 . . ?
B2 C14 H14C 109.5 . . ?
H14D C14B H14E 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
B2 C14B H14D 109.5 . . ?
B2 C14B H14E 109.5 . . ?
B2 C14B H14F 109.5 . . ?
C16 C15 N1 118.46(14) . . ?
C24 C15 N1 119.56(15) . . ?
C24 C15 C16 121.98(16) . . ?
C15 C16 C17 125.30(15) . . ?
C21 C16 C15 116.78(14) . . ?
C21 C16 C17 117.92(14) . . ?
C16 C17 N2 118.91(14) . . ?
C18 C17 N2 120.76(15) . . ?
C18 C17 C16 120.32(16) . . ?
C17 C18 H18 119.5 . . ?
C17 C18 C19 121.06(17) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.07(17) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 121.07(17) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 C16 119.56(16) . . ?
C20 C21 C22 120.69(17) . . ?
C22 C21 C16 119.75(16) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.29(18) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 H23 120.1 . . ?
C22 C23 C24 119.87(17) . . ?
C24 C23 H23 120.1 . . ?
C15 C24 C23 120.31(17) . . ?
C15 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C26 H26A 109.5 . . ?
N1 C26 H26B 109.5 . . ?
N1 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C28 H28A 109.5 . . ?
N2 C28 H28B 109.5 . . ?
N2 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C1 B1 Se1 110.92(11) . . ?
C1 B1 Se1B 102.93(15) . . ?
C1 B1 C11 110.66(13) . . ?
C1 B1 C11B 103.9(12) . . ?
C1 B1 C12 114.67(15) . . ?
C11 B1 Se1 105.29(12) . . ?
C11 B1 C12 111.04(15) . . ?
C11B B1 Se1B 101.3(12) . . ?
C12 B1 Se1 103.66(11) . . ?
C12B B1 Se1B 104.6(13) . . ?
C12B B1 C1 120.5(13) . . ?
C12B B1 C11B 120.5(19) . . ?
C9 B2 Se1 106.47(10) . . ?
C9 B2 Se1B 113.84(14) . . ?
C9 B2 C14B 110.7(11) . . ?
C13 B2 Se1 103.84(12) . . ?
C13 B2 C9 116.01(14) . . ?
C13B B2 Se1B 109.7(12) . . ?
C13B B2 C9 116.4(11) . . ?
C13B B2 C14B 109.3(17) . . ?
C14 B2 Se1 106.17(11) . . ?
C14 B2 C9 111.84(13) . . ?
C14 B2 C13 111.55(15) . . ?
C14B B2 Se1B 94.9(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C15 C16 C17 2.9(2) . . . . ?
N1 C15 C16 C21 -177.15(14) . . . . ?
N1 C15 C24 C23 178.11(18) . . . . ?
N2 C17 C18 C19 179.48(17) . . . . ?
C1 C2 C3 C4 2.4(3) . . . . ?
C2 C1 C10 C5 -7.2(2) . . . . ?
C2 C1 C10 C9 171.70(14) . . . . ?
C2 C1 B1 Se1 171.57(11) . . . . ?
C2 C1 B1 Se1B -137.97(15) . . . . ?
C2 C1 B1 C11 55.09(18) . . . . ?
C2 C1 B1 C11B 116.7(12) . . . . ?
C2 C1 B1 C12 -71.44(18) . . . . ?
C2 C1 B1 C12B -22.1(16) . . . . ?
C2 C3 C4 C5 -4.5(3) . . . . ?
C3 C4 C5 C6 -177.93(16) . . . . ?
C3 C4 C5 C10 0.6(2) . . . . ?
C4 C5 C6 C7 177.14(16) . . . . ?
C4 C5 C10 C1 5.3(2) . . . . ?
C4 C5 C10 C9 -173.66(14) . . . . ?
C5 C6 C7 C8 -1.7(3) . . . . ?
C6 C5 C10 C1 -176.14(14) . . . . ?
C6 C5 C10 C9 4.9(2) . . . . ?
C6 C7 C8 C9 1.4(3) . . . . ?
C7 C8 C9 C10 2.1(2) . . . . ?
C7 C8 C9 B2 -170.10(15) . . . . ?
C8 C9 C10 C1 176.01(14) . . . . ?
C8 C9 C10 C5 -5.1(2) . . . . ?
C8 C9 B2 Se1 -142.12(12) . . . . ?
C8 C9 B2 Se1B 166.41(17) . . . . ?
C8 C9 B2 C13 -27.2(2) . . . . ?
C8 C9 B2 C13B -64.6(13) . . . . ?
C8 C9 B2 C14 102.32(17) . . . . ?
C8 C9 B2 C14B 61.0(14) . . . . ?
C10 C1 C2 C3 3.6(2) . . . . ?
C10 C1 B1 Se1 -1.9(2) . . . . ?
C10 C1 B1 Se1B 48.6(2) . . . . ?
C10 C1 B1 C11 -118.38(18) . . . . ?
C10 C1 B1 C11B -56.8(12) . . . . ?
C10 C1 B1 C12 115.08(18) . . . . ?
C10 C1 B1 C12B 164.4(16) . . . . ?
C10 C5 C6 C7 -1.4(2) . . . . ?
C10 C9 B2 Se1 46.48(17) . . . . ?
C10 C9 B2 Se1B -5.0(2) . . . . ?
C10 C9 B2 C13 161.43(16) . . . . ?
C10 C9 B2 C13B 124.0(13) . . . . ?
C10 C9 B2 C14 -69.08(19) . . . . ?
C10 C9 B2 C14B -110.4(14) . . . . ?
C15 C16 C17 N2 0.8(2) . . . . ?
C15 C16 C17 C18 179.70(16) . . . . ?
C15 C16 C21 C20 179.51(16) . . . . ?
C15 C16 C21 C22 -1.2(2) . . . . ?
C16 C15 C24 C23 -0.9(3) . . . . ?
C16 C17 C18 C19 0.6(3) . . . . ?
C16 C21 C22 C23 -0.5(3) . . . . ?
C17 C16 C21 C20 -0.6(2) . . . . ?
C17 C16 C21 C22 178.75(16) . . . . ?
C17 C18 C19 C20 -0.2(3) . . . . ?
C18 C19 C20 C21 -0.6(3) . . . . ?
C19 C20 C21 C16 1.0(3) . . . . ?
C19 C20 C21 C22 -178.34(19) . . . . ?
C20 C21 C22 C23 178.80(19) . . . . ?
C21 C16 C17 N2 -179.08(14) . . . . ?
C21 C16 C17 C18 -0.2(2) . . . . ?
C21 C22 C23 C24 1.6(3) . . . . ?
C22 C23 C24 C15 -0.9(3) . . . . ?
C24 C15 C16 C17 -178.03(17) . . . . ?
C24 C15 C16 C21 1.9(2) . . . . ?
C25 N1 C15 C16 -116.19(17) . . . . ?
C25 N1 C15 C24 64.8(2) . . . . ?
C26 N1 C15 C16 116.43(16) . . . . ?
C26 N1 C15 C24 -62.6(2) . . . . ?
C27 N2 C17 C16 110.28(17) . . . . ?
C27 N2 C17 C18 -68.6(2) . . . . ?
C28 N2 C17 C16 -123.83(17) . . . . ?
C28 N2 C17 C18 57.3(2) . . . . ?
B1 C1 C2 C3 -170.76(16) . . . . ?
B1 C1 C10 C5 165.96(15) . . . . ?
B1 C1 C10 C9 -15.1(2) . . . . ?
B2 C9 C10 C1 -12.7(2) . . . . ?
B2 C9 C10 C5 166.18(14) . . . . ?

_olex2_date_sample_data_collection 2018-10-10
_olex2_exptl_crystal_mounting_method ?
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.565
_oxdiff_exptl_absorpt_empirical_full_min 0.798
####################################################################### 
# 
# 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_[1-H][3-H]
_database_code_depnum_ccdc_archive 'CCDC 2151569'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-11 deposited with the CCDC.	2022-03-17 downloaded from the CCDC.
;

# was becker01_d


_vrf_PLAT353_[1-H][3-H]          
;
PROBLEM: Long N-H (N0.87,N1.01A) N1 - H1 .. 1.24 Ang.
RESPONSE: Usual for this cation.
;
_vrf_PLAT771_[1-H][3-H]          
;
PROBLEM: Suspect N-H Bond in CIF: N2 -- H1 .. 1.35 Ang.
RESPONSE: Usual for this cation.
;


_audit_creation_date             2017-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H19 N2, C14 H19 B2'
_chemical_formula_sum            'C28 H38 B2 N2'
_chemical_formula_weight         424.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         C28H38B2N2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.06495(18)
_cell_length_b                   14.3416(2)
_cell_length_c                   15.7603(2)
_cell_angle_alpha                90.0174(12)
_cell_angle_beta                 90.4587(13)
_cell_angle_gamma                110.2753(14)
_cell_volume                     2557.95(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    57556
_cell_measurement_temperature    200.0(1)
_cell_measurement_theta_max      35.9150
_cell_measurement_theta_min      1.7990
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.062
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.687
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             920
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0579
0 1 0 0.1197
-1 0 0 0.1367
-1 1 0 0.1498
1 0 0 0.1367
1 1 0 0.1195
0 0 1 0.0419
-1 -1 0 0.1195
0 -1 0 0.1197
5 -2 3 0.1323
1 -1 0 0.1498

_exptl_crystal_size_max          0.316
_exptl_crystal_size_mid          0.239
_exptl_crystal_size_min          0.1
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0002 0.0006 -0.9992 0.0443 -0.0030 -0.0074
0.0000 0.9992 0.0010 -0.0041 -0.0525 -0.0018
-0.9994 0.0001 -0.0007 0.0117 0.0189 0.0586
-0.9994 0.9992 0.0003 0.0076 -0.0336 0.0568
0.9994 -0.0001 0.0007 -0.0117 -0.0189 -0.0586
0.9995 0.9991 0.0017 -0.0157 -0.0714 -0.0604
-0.0002 -0.0006 0.9992 -0.0443 0.0030 0.0074
-0.9995 -0.9991 -0.0017 0.0157 0.0714 0.0604
-0.0000 -0.9992 -0.0010 0.0041 0.0525 0.0018
4.9965 -2.0006 2.9991 -0.1829 0.0196 -0.2670
0.9994 -0.9992 -0.0003 -0.0076 0.0336 -0.0568

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            249239
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.318
_diffrn_reflns_theta_min         1.514
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -47.00  63.00   1.00   32.00    --   24.96 -19.00  60.00  110
  2  ω     -4.00  94.00   1.00   32.00    --   24.96  77.00  90.00   98
  3  ω      3.00  96.00   1.00   32.00    --   24.96  38.00-120.00   93
  4  ω     -4.00  94.00   1.00   32.00    --   24.96  77.00 -90.00   98
  5  ω    -46.00  96.00   1.00   32.00    --   24.96   0.00-180.00  142
  6  ω     35.00  99.00   1.00   32.00    --   24.96 178.00  90.00   64
  7  ω      6.00  93.00   1.00   32.00    --   24.96  57.00  30.00   87
  8  ω    -20.00  65.00   1.00   32.00    --   24.96 -99.00  60.00   85
  9  ω    -20.00  65.00   1.00   32.00    --   24.96 -99.00-150.00   85
 10  ω     -4.00  94.00   1.00   32.00    --   24.96  77.00-180.00   98
 11  ω    -10.00  72.00   1.00   32.00    --   24.96-111.00 -38.38   82
 12  ω    -98.00 -34.00   1.00   32.00    --  -23.50 178.00  60.00   64
 13  ω    -95.00  48.00   1.00   32.00    --  -23.50   0.00-150.00  143
 14  ω    -73.00   6.00   1.00   32.00    --  -23.50 115.00  40.00   79
 15  ω    -95.00 -42.00   1.00   32.00    --  -23.50-170.00 168.00   53
 16  ω    -95.00  48.00   1.00   32.00    --  -23.50   0.00-120.00  143
 17  ω    -95.00  48.00   1.00   32.00    --  -23.50   0.00-180.00  143
 18  ω    -20.00  65.00   1.00   32.00    --   24.96 -99.00-180.00   85
 19  ω      3.00  96.00   1.00   32.00    --   24.96  38.00 -30.00   93
 20  ω     -4.00  94.00   1.00   32.00    --   24.96  77.00 -30.00   98
 21  ω    -95.00  48.00   1.00   32.00    --  -23.50   0.00 -60.00  143
 22  ω    -95.00  48.00   1.00   32.00    --  -23.50   0.00 -30.00  143
 23  ω    -95.00  48.00   1.00   32.00    --  -23.50   0.00 -90.00  143
 24  ω     77.00 136.00   1.00   32.00    --   67.05  77.00  88.01   59
 25  ω     -1.00  84.00   1.00   32.00    --   67.05 -45.00 150.00   85
 26  ω      5.00  73.00   1.00   32.00    --   67.05 -77.00  60.00   68
 27  ω      6.00  84.00   1.00   32.00    --   67.05 -77.00 -90.00   78
 28  ω     38.00  63.00   1.00   32.00    --   67.05  77.00 -60.00   25
 29  ω     81.00 130.00   1.00   32.00    --   67.05  77.00 -60.00   49
 30  ω     38.00  68.00   1.00   32.00    --   67.05  77.00  30.00   30
 31  ω     74.00 127.00   1.00   32.00    --   67.05  77.00  30.00   53
 32  ω     25.00 105.00   1.00   32.00    --   67.05-125.00  60.00   80
 33  ω     38.00  65.00   1.00   32.00    --   67.05  77.00-150.00   27
 34  ω     77.00 131.00   1.00   32.00    --   67.05  77.00-150.00   54
 35  ω     -3.00 105.00   1.00   32.00    --   67.05 -94.00 150.00  108
 36  ω     38.00  68.00   1.00   32.00    --   67.05  77.00 -30.00   30
 37  ω     75.00 124.00   1.00   32.00    --   67.05  77.00 -30.00   49
 38  ω     38.00  63.00   1.00   32.00    --   67.05  77.00  60.00   25
 39  ω     78.00 131.00   1.00   32.00    --   67.05  77.00  60.00   53
 40  ω     86.00 131.00   1.00   32.00    --   67.05 125.00  90.00   45
 41  ω     38.00  63.00   1.00   32.00    --   67.05  77.00   0.00   25
 42  ω     82.00 130.00   1.00   32.00    --   67.05  77.00   0.00   48
 43  ω     38.00  66.00   1.00   32.00    --   67.05  77.00 -90.00   28
 44  ω     76.00 116.00   1.00   32.00    --   67.05  77.00 -90.00   40
 45  ω     38.00  64.00   1.00   32.00    --   67.05  77.00-180.00   26
 46  ω     78.00 129.00   1.00   32.00    --   67.05  77.00-180.00   51
 47  ω     38.00  64.00   1.00   32.00    --   67.05  77.00 150.00   26
 48  ω     78.00 132.00   1.00   32.00    --   67.05  77.00 150.00   54
 49  ω     38.00  64.00   1.00   32.00    --   67.05  77.00-120.00   26
 50  ω     79.00 136.00   1.00   32.00    --   67.05  77.00-120.00   57
 51  ω     38.00  63.00   1.00   32.00    --   67.05  77.00 120.00   25
 52  ω     75.00 101.00   1.00   32.00    --   67.05  77.00 120.00   26
 53  ω     38.00  65.00   1.00   32.00    --   67.05  77.00  88.01   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0116334000
_diffrn_orient_matrix_UB_12      -0.0040172000
_diffrn_orient_matrix_UB_13      -0.0442922000
_diffrn_orient_matrix_UB_21      -0.0189000000
_diffrn_orient_matrix_UB_22      -0.0525407000
_diffrn_orient_matrix_UB_23      0.0029845000
_diffrn_orient_matrix_UB_31      -0.0586149000
_diffrn_orient_matrix_UB_32      -0.0017987000
_diffrn_orient_matrix_UB_33      0.0074123000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                17081
_reflns_number_total             24769
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     36.23
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.15e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.15e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.15e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.0022(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     882
_refine_ls_number_reflns         24769
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0573
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0680P)²+0.8049P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1588
_refine_ls_wR_factor_ref         0.1754
_refine_special_details          
'All hydrogen atoms were refined isotropically.'
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.63600(8) 1.08720(6) 0.67796(5) 0.02820(16) Uani 1 1 d . . . . .
H1 H 0.6373(18) 1.0834(15) 0.7567(13) 0.070(6) Uiso 1 1 d . . . . .
N2 N 0.66356(8) 1.06364(6) 0.83647(5) 0.02827(16) Uani 1 1 d . . . . .
C1 C 0.69835(8) 1.01817(6) 0.65946(6) 0.02373(15) Uani 1 1 d . . . . .
C2 C 0.71941(10) 0.99855(7) 0.57724(6) 0.02879(18) Uani 1 1 d . . . . .
H2 H 0.6942(14) 1.0311(12) 0.5296(10) 0.043(4) Uiso 1 1 d . . . . .
C3 C 0.77728(10) 0.93066(7) 0.55954(7) 0.03059(19) Uani 1 1 d . . . . .
H3 H 0.7933(14) 0.9184(12) 0.4990(10) 0.044(4) Uiso 1 1 d . . . . .
C4 C 0.81105(9) 0.88295(7) 0.62435(7) 0.02913(18) Uani 1 1 d . . . . .
H4 H 0.8494(13) 0.8357(11) 0.6137(9) 0.037(4) Uiso 1 1 d . . . . .
C5 C 0.79140(8) 0.90209(6) 0.71021(6) 0.02453(16) Uani 1 1 d . . . . .
C6 C 0.82814(10) 0.85334(8) 0.77740(7) 0.03143(19) Uani 1 1 d . . . . .
H6 H 0.8646(14) 0.8065(12) 0.7626(10) 0.041(4) Uiso 1 1 d . . . . .
C7 C 0.81049(11) 0.87304(8) 0.86006(7) 0.0351(2) Uani 1 1 d . . . . .
H7 H 0.8353(15) 0.8364(12) 0.9059(10) 0.048(4) Uiso 1 1 d . . . . .
C8 C 0.75610(10) 0.94255(8) 0.87986(7) 0.03168(19) Uani 1 1 d . . . . .
H8 H 0.7424(14) 0.9551(12) 0.9412(10) 0.045(4) Uiso 1 1 d . . . . .
C9 C 0.71909(8) 0.99072(7) 0.81656(6) 0.02461(16) Uani 1 1 d . . . . .
C10 C 0.73483(8) 0.97205(6) 0.72928(6) 0.02194(15) Uani 1 1 d . . . . .
C11 C 0.51257(13) 1.05077(12) 0.64548(11) 0.0489(3) Uani 1 1 d . . . . .
H11A H 0.5133(17) 1.0516(14) 0.5820(13) 0.062(5) Uiso 1 1 d . . . . .
H11B H 0.4740(18) 0.9840(16) 0.6665(13) 0.069(6) Uiso 1 1 d . . . . .
H11C H 0.4741(17) 1.0936(14) 0.6646(12) 0.060(5) Uiso 1 1 d . . . . .
C12 C 0.70260(14) 1.19062(8) 0.65076(8) 0.0402(3) Uani 1 1 d . . . . .
H12A H 0.7835(16) 1.2084(13) 0.6738(11) 0.051(5) Uiso 1 1 d . . . . .
H12B H 0.6653(16) 1.2313(14) 0.6722(11) 0.057(5) Uiso 1 1 d . . . . .
H12C H 0.7065(16) 1.1930(13) 0.5895(12) 0.057(5) Uiso 1 1 d . . . . .
C13 C 0.55572(14) 1.02145(12) 0.88747(11) 0.0497(3) Uani 1 1 d . . . . .
H13A H 0.5754(18) 1.0058(15) 0.9458(13) 0.069(6) Uiso 1 1 d . . . . .
H13B H 0.4990(19) 0.9626(17) 0.8586(13) 0.076(6) Uiso 1 1 d . . . . .
H13C H 0.5183(15) 1.0696(13) 0.8902(10) 0.050(4) Uiso 1 1 d . . . . .
C14 C 0.74821(13) 1.15573(9) 0.87453(8) 0.0410(3) Uani 1 1 d . . . . .
H14A H 0.7720(17) 1.1410(14) 0.9308(12) 0.062(5) Uiso 1 1 d . . . . .
H14B H 0.7080(16) 1.2044(13) 0.8789(11) 0.055(5) Uiso 1 1 d . . . . .
H14C H 0.8202(16) 1.1806(13) 0.8371(11) 0.053(5) Uiso 1 1 d . . . . .
N3 N 0.20583(8) 0.46258(6) 0.69148(6) 0.03019(17) Uani 1 1 d . . . . .
H3A H 0.2227(18) 0.4658(15) 0.7653(13) 0.072(6) Uiso 1 1 d . . . . .
N4 N 0.21892(8) 0.43334(7) 0.85150(6) 0.03130(17) Uani 1 1 d . . . . .
C15 C 0.13960(9) 0.35625(7) 0.67984(6) 0.02690(17) Uani 1 1 d . . . . .
C16 C 0.10142(11) 0.31888(9) 0.60066(7) 0.0362(2) Uani 1 1 d . . . . .
H16 H 0.1175(15) 0.3668(13) 0.5503(11) 0.051(4) Uiso 1 1 d . . . . .
C17 C 0.04074(11) 0.21631(9) 0.58935(8) 0.0399(2) Uani 1 1 d . . . . .
H17 H 0.0111(17) 0.1900(14) 0.5322(12) 0.065(5) Uiso 1 1 d . . . . .
C18 C 0.02041(10) 0.15358(8) 0.65724(8) 0.0350(2) Uani 1 1 d . . . . .
H18 H -0.0226(15) 0.0827(13) 0.6505(10) 0.047(4) Uiso 1 1 d . . . . .
C19 C 0.05782(8) 0.19015(7) 0.73996(7) 0.02840(18) Uani 1 1 d . . . . .
C20 C 0.03595(10) 0.12479(8) 0.81031(8) 0.0368(2) Uani 1 1 d . . . . .
H20 H -0.0037(15) 0.0546(13) 0.7993(10) 0.047(4) Uiso 1 1 d . . . . .
C21 C 0.06950(12) 0.15995(10) 0.88997(8) 0.0430(3) Uani 1 1 d . . . . .
H21 H 0.0511(17) 0.1116(15) 0.9387(12) 0.067(5) Uiso 1 1 d . . . . .
C22 C 0.12902(11) 0.26226(10) 0.90397(7) 0.0384(2) Uani 1 1 d . . . . .
H22 H 0.1540(16) 0.2885(13) 0.9637(12) 0.057(5) Uiso 1 1 d . . . . .
C23 C 0.15425(9) 0.32767(7) 0.83750(6) 0.02778(17) Uani 1 1 d . . . . .
C24 C 0.11883(8) 0.29411(7) 0.75287(6) 0.02460(16) Uani 1 1 d . . . . .
C25 C 0.13706(13) 0.52661(10) 0.66631(10) 0.0443(3) Uani 1 1 d . . . . .
H25A H 0.1232(17) 0.5228(14) 0.6045(12) 0.061(5) Uiso 1 1 d . . . . .
H25B H 0.0603(17) 0.5035(14) 0.6973(12) 0.058(5) Uiso 1 1 d . . . . .
H25C H 0.1814(18) 0.5933(16) 0.6821(12) 0.068(6) Uiso 1 1 d . . . . .
C26 C 0.32322(12) 0.49323(9) 0.64973(10) 0.0425(3) Uani 1 1 d . . . . .
H26A H 0.3653(15) 0.4533(13) 0.6712(11) 0.051(5) Uiso 1 1 d . . . . .
H26B H 0.3112(16) 0.4869(13) 0.5895(12) 0.055(5) Uiso 1 1 d . . . . .
H26C H 0.3640(17) 0.5601(15) 0.6640(12) 0.061(5) Uiso 1 1 d . . . . .
C27 C 0.15698(14) 0.48003(12) 0.90943(10) 0.0477(3) Uani 1 1 d . . . . .
H27A H 0.1578(16) 0.4535(14) 0.9701(12) 0.060(5) Uiso 1 1 d . . . . .
H27B H 0.2006(17) 0.5526(15) 0.9071(12) 0.066(5) Uiso 1 1 d . . . . .
H27C H 0.0780(17) 0.4642(13) 0.8865(11) 0.053(5) Uiso 1 1 d . . . . .
C28 C 0.34225(11) 0.45224(10) 0.87960(10) 0.0417(3) Uani 1 1 d . . . . .
H28A H 0.3816(15) 0.4230(12) 0.8395(11) 0.047(4) Uiso 1 1 d . . . . .
H28B H 0.3816(16) 0.5228(14) 0.8812(11) 0.059(5) Uiso 1 1 d . . . . .
H28C H 0.3418(16) 0.4271(14) 0.9364(12) 0.058(5) Uiso 1 1 d . . . . .
C31 C 0.26243(8) 0.80294(7) 0.67864(6) 0.02431(16) Uani 1 1 d . . . . .
C32 C 0.30414(10) 0.80008(8) 0.59763(6) 0.03129(19) Uani 1 1 d . . . . .
H32 H 0.2562(15) 0.8076(12) 0.5480(10) 0.049(4) Uiso 1 1 d . . . . .
C33 C 0.41028(11) 0.78254(9) 0.58180(7) 0.0346(2) Uani 1 1 d . . . . .
H33 H 0.4359(15) 0.7808(12) 0.5231(11) 0.049(4) Uiso 1 1 d . . . . .
C34 C 0.47524(10) 0.76581(8) 0.64775(7) 0.0319(2) Uani 1 1 d . . . . .
H34 H 0.5467(14) 0.7510(12) 0.6374(10) 0.042(4) Uiso 1 1 d . . . . .
C35 C 0.43586(8) 0.76507(7) 0.73239(6) 0.02622(17) Uani 1 1 d . . . . .
C36 C 0.49743(10) 0.74254(8) 0.80211(8) 0.0334(2) Uani 1 1 d . . . . .
H36 H 0.5694(14) 0.7282(12) 0.7897(10) 0.042(4) Uiso 1 1 d . . . . .
C37 C 0.45463(11) 0.74019(9) 0.88255(8) 0.0366(2) Uani 1 1 d . . . . .
H37 H 0.5000(16) 0.7238(13) 0.9298(11) 0.056(5) Uiso 1 1 d . . . . .
C38 C 0.35118(10) 0.76219(8) 0.89754(7) 0.0332(2) Uani 1 1 d . . . . .
H38 H 0.3215(15) 0.7620(13) 0.9590(11) 0.052(5) Uiso 1 1 d . . . . .
C39 C 0.28761(8) 0.78599(7) 0.83264(6) 0.02512(16) Uani 1 1 d . . . . .
C40 C 0.32987(8) 0.78552(6) 0.74793(6) 0.02267(15) Uani 1 1 d . . . . .
C41 C 0.13928(12) 0.92720(9) 0.66290(9) 0.0389(2) Uani 1 1 d . . . . .
H41A H 0.2082(17) 0.9812(15) 0.6799(12) 0.062(5) Uiso 1 1 d . . . . .
H41B H 0.1399(17) 0.9306(14) 0.5994(13) 0.065(5) Uiso 1 1 d . . . . .
H41C H 0.0677(17) 0.9420(14) 0.6795(12) 0.061(5) Uiso 1 1 d . . . . .
C42 C 0.02725(10) 0.72638(9) 0.66085(9) 0.0390(2) Uani 1 1 d . . . . .
H42A H -0.0481(18) 0.7393(15) 0.6651(12) 0.067(5) Uiso 1 1 d . . . . .
H42B H 0.0375(19) 0.7094(16) 0.6003(14) 0.076(6) Uiso 1 1 d . . . . .
H42C H 0.0164(16) 0.6652(14) 0.6933(11) 0.057(5) Uiso 1 1 d . . . . .
C43 C 0.20884(16) 0.93014(10) 0.88380(9) 0.0474(3) Uani 1 1 d . . . . .
H43A H 0.2534(18) 0.9386(15) 0.9389(13) 0.068(6) Uiso 1 1 d . . . . .
H43B H 0.138(2) 0.9474(16) 0.8928(13) 0.079(6) Uiso 1 1 d . . . . .
H43C H 0.2675(19) 0.9840(16) 0.8430(13) 0.075(6) Uiso 1 1 d . . . . .
C44 C 0.06988(13) 0.73628(12) 0.90211(10) 0.0465(3) Uani 1 1 d . . . . .
H44A H 0.0975(19) 0.7252(16) 0.9614(14) 0.075(6) Uiso 1 1 d . . . . .
H44B H -0.002(2) 0.7598(17) 0.9089(14) 0.084(7) Uiso 1 1 d . . . . .
H44C H 0.0388(16) 0.6701(14) 0.8740(11) 0.058(5) Uiso 1 1 d . . . . .
B1 B 0.13949(10) 0.81980(8) 0.69299(7) 0.02689(19) Uani 1 1 d . . . . .
H1A H 0.1258(13) 0.8193(11) 0.7757(9) 0.036(4) Uiso 1 1 d . . . . .
B2 B 0.17422(11) 0.81690(9) 0.85049(7) 0.0294(2) Uani 1 1 d . . . . .
C45 C 0.57228(8) 0.39164(7) 0.64945(6) 0.02351(15) Uani 1 1 d . . . . .
C46 C 0.50441(9) 0.35976(7) 0.57685(6) 0.02831(18) Uani 1 1 d . . . . .
H46 H 0.5341(13) 0.3940(11) 0.5214(10) 0.040(4) Uiso 1 1 d . . . . .
C47 C 0.39518(9) 0.28031(8) 0.57743(7) 0.03150(19) Uani 1 1 d . . . . .
H47 H 0.3488(14) 0.2610(12) 0.5242(10) 0.045(4) Uiso 1 1 d . . . . .
C48 C 0.35252(9) 0.23119(7) 0.65113(7) 0.03031(19) Uani 1 1 d . . . . .
H48 H 0.2768(14) 0.1760(11) 0.6522(9) 0.039(4) Uiso 1 1 d . . . . .
C49 C 0.41797(8) 0.25973(7) 0.72788(6) 0.02629(17) Uani 1 1 d . . . . .
C50 C 0.37745(10) 0.20964(8) 0.80545(8) 0.0341(2) Uani 1 1 d . . . . .
H50 H 0.3013(14) 0.1544(12) 0.8053(10) 0.043(4) Uiso 1 1 d . . . . .
C51 C 0.44388(11) 0.23922(9) 0.87802(8) 0.0387(2) Uani 1 1 d . . . . .
H51 H 0.4150(17) 0.2057(14) 0.9347(12) 0.063(5) Uiso 1 1 d . . . . .
C52 C 0.55212(11) 0.31963(9) 0.87688(7) 0.0353(2) Uani 1 1 d . . . . .
H52 H 0.5986(15) 0.3402(13) 0.9323(11) 0.053(5) Uiso 1 1 d . . . . .
C53 C 0.59641(9) 0.37213(7) 0.80338(6) 0.02657(17) Uani 1 1 d . . . . .
C54 C 0.52800(8) 0.34073(6) 0.72703(6) 0.02293(15) Uani 1 1 d . . . . .
C55 C 0.68060(13) 0.58656(9) 0.62199(10) 0.0448(3) Uani 1 1 d . . . . .
H55A H 0.7563(19) 0.6431(16) 0.6237(13) 0.072(6) Uiso 1 1 d . . . . .
H55B H 0.6269(19) 0.6054(16) 0.6599(13) 0.072(6) Uiso 1 1 d . . . . .
H55C H 0.646(2) 0.5833(16) 0.5629(14) 0.081(6) Uiso 1 1 d . . . . .
C56 C 0.79760(11) 0.45792(10) 0.59448(9) 0.0397(2) Uani 1 1 d . . . . .
H56A H 0.7679(16) 0.4352(14) 0.5353(12) 0.059(5) Uiso 1 1 d . . . . .
H56B H 0.8693(18) 0.5169(15) 0.5876(12) 0.066(5) Uiso 1 1 d . . . . .
H56C H 0.8245(16) 0.4060(14) 0.6223(11) 0.058(5) Uiso 1 1 d . . . . .
C57 C 0.70573(15) 0.56188(11) 0.85217(10) 0.0474(3) Uani 1 1 d . . . . .
H57A H 0.6886(18) 0.5491(15) 0.9119(13) 0.070(6) Uiso 1 1 d . . . . .
H57B H 0.6377(18) 0.5812(15) 0.8316(12) 0.066(5) Uiso 1 1 d . . . . .
H57C H 0.777(2) 0.6209(17) 0.8487(14) 0.079(6) Uiso 1 1 d . . . . .
C58 C 0.83368(11) 0.44084(10) 0.82877(10) 0.0430(3) Uani 1 1 d . . . . .
H58A H 0.8285(16) 0.4174(14) 0.8891(12) 0.060(5) Uiso 1 1 d . . . . .
H58B H 0.9067(17) 0.5043(14) 0.8269(12) 0.062(5) Uiso 1 1 d . . . . .
H58C H 0.8480(16) 0.3877(14) 0.7934(11) 0.056(5) Uiso 1 1 d . . . . .
B3 B 0.69540(10) 0.48234(8) 0.64603(7) 0.0279(2) Uani 1 1 d . . . . .
H3B H 0.7369(12) 0.4973(10) 0.7252(8) 0.030(3) Uiso 1 1 d . . . . .
B4 B 0.71689(11) 0.46600(9) 0.80398(8) 0.0302(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 H1 1.24(2) . ?
N1 C1 1.4666(12) . ?
N1 C11 1.4836(16) . ?
N1 C12 1.4863(15) . ?
N2 H1 1.35(2) . ?
N2 C9 1.4594(12) . ?
N2 C13 1.4752(15) . ?
N2 C14 1.4840(15) . ?
C1 C2 1.3701(13) . ?
C1 C10 1.4271(12) . ?
C2 H2 0.984(15) . ?
C2 C3 1.4097(14) . ?
C3 H3 1.002(16) . ?
C3 C4 1.3655(15) . ?
C4 H4 0.958(15) . ?
C4 C5 1.4188(14) . ?
C5 C6 1.4192(14) . ?
C5 C10 1.4285(12) . ?
C6 H6 0.951(16) . ?
C6 C7 1.3667(16) . ?
C7 H7 0.997(16) . ?
C7 C8 1.4065(16) . ?
C8 H8 1.008(16) . ?
C8 C9 1.3707(13) . ?
C9 C10 1.4279(13) . ?
C11 H11A 1.000(19) . ?
C11 H11B 0.97(2) . ?
C11 H11C 0.94(2) . ?
C12 H12A 0.986(18) . ?
C12 H12B 0.917(19) . ?
C12 H12C 0.967(18) . ?
C13 H13A 0.99(2) . ?
C13 H13B 0.99(2) . ?
C13 H13C 0.948(18) . ?
C14 H14A 0.975(19) . ?
C14 H14B 0.981(18) . ?
C14 H14C 1.012(18) . ?
N3 H3A 1.18(2) . ?
N3 C15 1.4665(13) . ?
N3 C25 1.4873(15) . ?
N3 C26 1.4886(15) . ?
N4 H3A 1.43(2) . ?
N4 C23 1.4600(13) . ?
N4 C27 1.4824(15) . ?
N4 C28 1.4811(15) . ?
C15 C16 1.3697(15) . ?
C15 C24 1.4256(13) . ?
C16 H16 1.025(17) . ?
C16 C17 1.4082(17) . ?
C17 H17 0.992(19) . ?
C17 C18 1.3660(18) . ?
C18 H18 0.973(17) . ?
C18 C19 1.4159(16) . ?
C19 C20 1.4184(15) . ?
C19 C24 1.4292(13) . ?
C20 H20 0.968(17) . ?
C20 C21 1.3580(19) . ?
C21 H21 1.01(2) . ?
C21 C22 1.4087(18) . ?
C22 H22 1.018(18) . ?
C22 C23 1.3704(15) . ?
C23 C24 1.4286(14) . ?
C25 H25A 0.985(19) . ?
C25 H25B 1.001(19) . ?
C25 H25C 0.95(2) . ?
C26 H26A 0.948(18) . ?
C26 H26B 0.958(18) . ?
C26 H26C 0.94(2) . ?
C27 H27A 1.030(19) . ?
C27 H27B 0.99(2) . ?
C27 H27C 0.967(18) . ?
C28 H28A 0.972(17) . ?
C28 H28B 0.958(19) . ?
C28 H28C 0.964(19) . ?
C31 C32 1.3819(13) . ?
C31 C40 1.4295(13) . ?
C31 B1 1.6011(14) . ?
C32 H32 0.997(17) . ?
C32 C33 1.4120(16) . ?
C33 H33 0.981(17) . ?
C33 C34 1.3673(17) . ?
C34 H34 0.972(16) . ?
C34 C35 1.4184(15) . ?
C35 C36 1.4203(14) . ?
C35 C40 1.4304(13) . ?
C36 H36 0.981(16) . ?
C36 C37 1.3687(17) . ?
C37 H37 0.996(18) . ?
C37 C38 1.4108(17) . ?
C38 H38 1.035(17) . ?
C38 C39 1.3857(14) . ?
C39 C40 1.4337(13) . ?
C39 B2 1.6043(15) . ?
C41 H41A 0.95(2) . ?
C41 H41B 1.00(2) . ?
C41 H41C 0.996(19) . ?
C41 B1 1.6126(16) . ?
C42 H42A 0.99(2) . ?
C42 H42B 1.00(2) . ?
C42 H42C 0.985(19) . ?
C42 B1 1.6175(16) . ?
C43 H43A 1.00(2) . ?
C43 H43B 0.98(2) . ?
C43 H43C 1.07(2) . ?
C43 B2 1.6167(17) . ?
C44 H44A 1.02(2) . ?
C44 H44B 1.04(2) . ?
C44 H44C 0.994(19) . ?
C44 B2 1.6099(18) . ?
B1 H1A 1.315(14) . ?
B2 H1A 1.317(14) . ?
C45 C46 1.3834(13) . ?
C45 C54 1.4331(13) . ?
C45 B3 1.6012(14) . ?
C46 H46 1.008(15) . ?
C46 C47 1.4123(14) . ?
C47 H47 0.990(16) . ?
C47 C48 1.3671(16) . ?
C48 H48 0.980(15) . ?
C48 C49 1.4194(15) . ?
C49 C50 1.4198(14) . ?
C49 C54 1.4296(13) . ?
C50 H50 0.983(16) . ?
C50 C51 1.3711(18) . ?
C51 H51 1.020(19) . ?
C51 C52 1.4115(18) . ?
C52 H52 1.020(17) . ?
C52 C53 1.3877(14) . ?
C53 C54 1.4346(13) . ?
C53 B4 1.6028(16) . ?
C55 H55A 0.99(2) . ?
C55 H55B 0.99(2) . ?
C55 H55C 1.01(2) . ?
C55 B3 1.6106(16) . ?
C56 H56A 1.008(19) . ?
C56 H56B 0.98(2) . ?
C56 H56C 1.009(19) . ?
C56 B3 1.6181(18) . ?
C57 H57A 0.97(2) . ?
C57 H57B 1.01(2) . ?
C57 H57C 0.98(2) . ?
C57 B4 1.6172(18) . ?
C58 H58A 1.003(19) . ?
C58 H58B 1.02(2) . ?
C58 H58C 1.007(19) . ?
C58 B4 1.6161(17) . ?
B3 H3B 1.330(13) . ?
B4 H3B 1.316(13) . ?

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 H1 98.9(9) . . ?
C1 N1 C11 112.40(9) . . ?
C1 N1 C12 112.82(9) . . ?
C11 N1 H1 110.4(10) . . ?
C11 N1 C12 112.47(10) . . ?
C12 N1 H1 109.0(9) . . ?
C9 N2 H1 98.4(9) . . ?
C9 N2 C13 112.66(9) . . ?
C9 N2 C14 112.31(9) . . ?
C13 N2 H1 111.2(9) . . ?
C13 N2 C14 112.47(11) . . ?
C14 N2 H1 108.9(9) . . ?
C2 C1 N1 120.38(8) . . ?
C2 C1 C10 121.60(8) . . ?
C10 C1 N1 118.02(8) . . ?
C1 C2 H2 120.8(9) . . ?
C1 C2 C3 120.28(9) . . ?
C3 C2 H2 118.9(9) . . ?
C2 C3 H3 119.0(9) . . ?
C4 C3 C2 120.06(9) . . ?
C4 C3 H3 120.9(9) . . ?
C3 C4 H4 121.5(9) . . ?
C3 C4 C5 121.10(9) . . ?
C5 C4 H4 117.4(9) . . ?
C4 C5 C6 120.90(9) . . ?
C4 C5 C10 119.52(8) . . ?
C6 C5 C10 119.58(9) . . ?
C5 C6 H6 117.6(9) . . ?
C7 C6 C5 120.69(9) . . ?
C7 C6 H6 121.7(9) . . ?
C6 C7 H7 118.9(10) . . ?
C6 C7 C8 120.40(9) . . ?
C8 C7 H7 120.7(10) . . ?
C7 C8 H8 119.3(9) . . ?
C9 C8 C7 120.47(10) . . ?
C9 C8 H8 120.2(9) . . ?
C8 C9 N2 120.88(9) . . ?
C8 C9 C10 121.15(9) . . ?
C10 C9 N2 117.97(8) . . ?
C1 C10 C5 117.40(8) . . ?
C1 C10 C9 124.89(8) . . ?
C9 C10 C5 117.71(8) . . ?
N1 C11 H11A 109.2(11) . . ?
N1 C11 H11B 108.1(12) . . ?
N1 C11 H11C 108.8(12) . . ?
H11A C11 H11B 110.9(16) . . ?
H11A C11 H11C 108.7(15) . . ?
H11B C11 H11C 111.0(17) . . ?
N1 C12 H12A 107.2(10) . . ?
N1 C12 H12B 108.1(12) . . ?
N1 C12 H12C 109.3(11) . . ?
H12A C12 H12B 111.2(15) . . ?
H12A C12 H12C 108.6(15) . . ?
H12B C12 H12C 112.2(15) . . ?
N2 C13 H13A 110.9(12) . . ?
N2 C13 H13B 110.5(12) . . ?
N2 C13 H13C 107.7(11) . . ?
H13A C13 H13B 112.1(17) . . ?
H13A C13 H13C 109.3(15) . . ?
H13B C13 H13C 106.2(16) . . ?
N2 C14 H14A 109.4(11) . . ?
N2 C14 H14B 107.8(11) . . ?
N2 C14 H14C 108.7(10) . . ?
H14A C14 H14B 110.0(15) . . ?
H14A C14 H14C 109.3(15) . . ?
H14B C14 H14C 111.6(14) . . ?
C15 N3 H3A 100.6(10) . . ?
C15 N3 C25 113.02(9) . . ?
C15 N3 C26 111.88(9) . . ?
C25 N3 H3A 111.1(10) . . ?
C25 N3 C26 112.14(10) . . ?
C26 N3 H3A 107.4(10) . . ?
C23 N4 H3A 98.3(8) . . ?
C23 N4 C27 112.83(10) . . ?
C23 N4 C28 111.97(9) . . ?
C27 N4 H3A 113.9(8) . . ?
C28 N4 H3A 107.5(8) . . ?
C28 N4 C27 111.64(10) . . ?
C16 C15 N3 120.29(9) . . ?
C16 C15 C24 121.85(9) . . ?
C24 C15 N3 117.84(9) . . ?
C15 C16 H16 118.9(10) . . ?
C15 C16 C17 120.14(10) . . ?
C17 C16 H16 121.0(10) . . ?
C16 C17 H17 119.8(11) . . ?
C18 C17 C16 120.12(11) . . ?
C18 C17 H17 120.1(11) . . ?
C17 C18 H18 121.0(10) . . ?
C17 C18 C19 121.01(10) . . ?
C19 C18 H18 117.9(10) . . ?
C18 C19 C20 120.80(10) . . ?
C18 C19 C24 119.73(9) . . ?
C20 C19 C24 119.47(10) . . ?
C19 C20 H20 117.5(10) . . ?
C21 C20 C19 120.90(10) . . ?
C21 C20 H20 121.6(10) . . ?
C20 C21 H21 118.9(11) . . ?
C20 C21 C22 120.39(11) . . ?
C22 C21 H21 120.7(11) . . ?
C21 C22 H22 120.3(10) . . ?
C23 C22 C21 120.55(11) . . ?
C23 C22 H22 119.1(10) . . ?
C22 C23 N4 120.68(10) . . ?
C22 C23 C24 120.90(10) . . ?
C24 C23 N4 118.43(9) . . ?
C15 C24 C19 117.12(9) . . ?
C15 C24 C23 125.12(9) . . ?
C23 C24 C19 117.75(9) . . ?
N3 C25 H25A 110.2(11) . . ?
N3 C25 H25B 108.4(10) . . ?
N3 C25 H25C 108.3(12) . . ?
H25A C25 H25B 110.5(15) . . ?
H25A C25 H25C 109.5(16) . . ?
H25B C25 H25C 109.8(16) . . ?
N3 C26 H26A 108.5(11) . . ?
N3 C26 H26B 108.6(11) . . ?
N3 C26 H26C 107.7(12) . . ?
H26A C26 H26B 112.8(15) . . ?
H26A C26 H26C 109.4(15) . . ?
H26B C26 H26C 109.8(15) . . ?
N4 C27 H27A 109.7(10) . . ?
N4 C27 H27B 106.3(12) . . ?
N4 C27 H27C 106.1(11) . . ?
H27A C27 H27B 110.9(15) . . ?
H27A C27 H27C 112.8(15) . . ?
H27B C27 H27C 110.6(15) . . ?
N4 C28 H28A 110.0(10) . . ?
N4 C28 H28B 107.3(11) . . ?
N4 C28 H28C 109.1(11) . . ?
H28A C28 H28B 109.5(15) . . ?
H28A C28 H28C 112.7(14) . . ?
H28B C28 H28C 108.2(15) . . ?
C32 C31 C40 117.61(9) . . ?
C32 C31 B1 120.54(9) . . ?
C40 C31 B1 121.78(8) . . ?
C31 C32 H32 119.3(10) . . ?
C31 C32 C33 122.53(10) . . ?
C33 C32 H32 118.1(10) . . ?
C32 C33 H33 119.4(10) . . ?
C34 C33 C32 120.17(10) . . ?
C34 C33 H33 120.4(10) . . ?
C33 C34 H34 120.8(9) . . ?
C33 C34 C35 120.21(10) . . ?
C35 C34 H34 119.0(9) . . ?
C34 C35 C36 121.82(9) . . ?
C34 C35 C40 119.18(9) . . ?
C36 C35 C40 118.99(9) . . ?
C35 C36 H36 117.4(9) . . ?
C37 C36 C35 119.87(10) . . ?
C37 C36 H36 122.7(9) . . ?
C36 C37 H37 117.6(11) . . ?
C36 C37 C38 120.80(10) . . ?
C38 C37 H37 121.6(10) . . ?
C37 C38 H38 119.7(9) . . ?
C39 C38 C37 122.34(10) . . ?
C39 C38 H38 118.0(9) . . ?
C38 C39 C40 117.14(9) . . ?
C38 C39 B2 122.15(9) . . ?
C40 C39 B2 120.67(8) . . ?
C31 C40 C35 120.25(8) . . ?
C31 C40 C39 118.92(8) . . ?
C35 C40 C39 120.80(8) . . ?
H41A C41 H41B 104.1(16) . . ?
H41A C41 H41C 109.2(15) . . ?
H41B C41 H41C 104.6(15) . . ?
B1 C41 H41A 113.9(11) . . ?
B1 C41 H41B 109.7(11) . . ?
B1 C41 H41C 114.4(11) . . ?
H42A C42 H42B 108.4(16) . . ?
H42A C42 H42C 106.2(15) . . ?
H42B C42 H42C 105.6(16) . . ?
B1 C42 H42A 112.4(11) . . ?
B1 C42 H42B 110.7(12) . . ?
B1 C42 H42C 113.1(11) . . ?
H43A C43 H43B 108.5(16) . . ?
H43A C43 H43C 104.1(16) . . ?
H43B C43 H43C 109.1(17) . . ?
B2 C43 H43A 109.9(11) . . ?
B2 C43 H43B 111.0(13) . . ?
B2 C43 H43C 114.0(11) . . ?
H44A C44 H44B 107.7(17) . . ?
H44A C44 H44C 107.0(16) . . ?
H44B C44 H44C 106.1(16) . . ?
B2 C44 H44A 111.3(12) . . ?
B2 C44 H44B 110.9(13) . . ?
B2 C44 H44C 113.6(11) . . ?
C31 B1 C41 114.12(9) . . ?
C31 B1 C42 112.51(8) . . ?
C31 B1 H1A 105.5(6) . . ?
C41 B1 C42 115.03(9) . . ?
C41 B1 H1A 104.8(6) . . ?
C42 B1 H1A 103.4(6) . . ?
C39 B2 C43 112.84(10) . . ?
C39 B2 C44 115.10(9) . . ?
C39 B2 H1A 105.9(6) . . ?
C43 B2 H1A 102.9(6) . . ?
C44 B2 C43 114.96(11) . . ?
C44 B2 H1A 103.4(6) . . ?
C46 C45 C54 117.53(8) . . ?
C46 C45 B3 120.71(8) . . ?
C54 C45 B3 121.76(8) . . ?
C45 C46 H46 119.0(9) . . ?
C45 C46 C47 122.34(9) . . ?
C47 C46 H46 118.7(9) . . ?
C46 C47 H47 119.6(9) . . ?
C48 C47 C46 120.48(9) . . ?
C48 C47 H47 119.9(9) . . ?
C47 C48 H48 121.1(9) . . ?
C47 C48 C49 120.12(9) . . ?
C49 C48 H48 118.8(9) . . ?
C48 C49 C50 121.79(9) . . ?
C48 C49 C54 119.14(9) . . ?
C50 C49 C54 119.07(9) . . ?
C49 C50 H50 118.2(9) . . ?
C51 C50 C49 119.88(10) . . ?
C51 C50 H50 121.9(9) . . ?
C50 C51 H51 121.0(11) . . ?
C50 C51 C52 120.79(10) . . ?
C52 C51 H51 118.1(11) . . ?
C51 C52 H52 118.6(10) . . ?
C53 C52 C51 122.25(11) . . ?
C53 C52 H52 119.2(10) . . ?
C52 C53 C54 117.21(9) . . ?
C52 C53 B4 121.58(9) . . ?
C54 C53 B4 121.19(8) . . ?
C45 C54 C53 118.82(8) . . ?
C49 C54 C45 120.39(8) . . ?
C49 C54 C53 120.79(9) . . ?
H55A C55 H55B 105.7(17) . . ?
H55A C55 H55C 107.9(17) . . ?
H55B C55 H55C 105.6(17) . . ?
B3 C55 H55A 112.8(12) . . ?
B3 C55 H55B 113.9(12) . . ?
B3 C55 H55C 110.5(13) . . ?
H56A C56 H56B 106.1(15) . . ?
H56A C56 H56C 109.2(15) . . ?
H56B C56 H56C 105.9(15) . . ?
B3 C56 H56A 109.0(11) . . ?
B3 C56 H56B 112.5(12) . . ?
B3 C56 H56C 113.8(11) . . ?
H57A C57 H57B 102.7(16) . . ?
H57A C57 H57C 107.0(17) . . ?
H57B C57 H57C 107.6(17) . . ?
B4 C57 H57A 111.8(12) . . ?
B4 C57 H57B 113.7(11) . . ?
B4 C57 H57C 113.3(13) . . ?
H58A C58 H58B 105.4(15) . . ?
H58A C58 H58C 106.3(14) . . ?
H58B C58 H58C 109.4(15) . . ?
B4 C58 H58A 109.9(11) . . ?
B4 C58 H58B 109.9(11) . . ?
B4 C58 H58C 115.5(10) . . ?
C45 B3 C55 113.18(9) . . ?
C45 B3 C56 114.03(9) . . ?
C45 B3 H3B 106.5(6) . . ?
C55 B3 C56 114.81(10) . . ?
C55 B3 H3B 103.1(6) . . ?
C56 B3 H3B 103.7(6) . . ?
C53 B4 C57 113.26(10) . . ?
C53 B4 C58 114.78(9) . . ?
C53 B4 H3B 107.1(6) . . ?
C57 B4 H3B 102.3(6) . . ?
C58 B4 C57 114.54(10) . . ?
C58 B4 H3B 103.1(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
N1 C1 C2 C3 -178.73(9) . . . . ?
N1 C1 C10 C5 177.64(8) . . . . ?
N1 C1 C10 C9 -2.43(14) . . . . ?
N2 C9 C10 C1 -1.17(14) . . . . ?
N2 C9 C10 C5 178.76(8) . . . . ?
C1 C2 C3 C4 0.99(16) . . . . ?
C2 C1 C10 C5 -1.77(14) . . . . ?
C2 C1 C10 C9 178.16(9) . . . . ?
C2 C3 C4 C5 -1.47(16) . . . . ?
C3 C4 C5 C6 -179.12(10) . . . . ?
C3 C4 C5 C10 0.32(15) . . . . ?
C4 C5 C6 C7 179.09(10) . . . . ?
C4 C5 C10 C1 1.27(13) . . . . ?
C4 C5 C10 C9 -178.66(9) . . . . ?
C5 C6 C7 C8 -0.36(18) . . . . ?
C6 C5 C10 C1 -179.29(9) . . . . ?
C6 C5 C10 C9 0.78(13) . . . . ?
C6 C7 C8 C9 0.62(18) . . . . ?
C7 C8 C9 N2 -179.43(10) . . . . ?
C7 C8 C9 C10 -0.15(16) . . . . ?
C8 C9 C10 C1 179.53(9) . . . . ?
C8 C9 C10 C5 -0.54(14) . . . . ?
C10 C1 C2 C3 0.67(15) . . . . ?
C10 C5 C6 C7 -0.34(16) . . . . ?
C11 N1 C1 C2 64.04(14) . . . . ?
C11 N1 C1 C10 -115.39(11) . . . . ?
C12 N1 C1 C2 -64.42(12) . . . . ?
C12 N1 C1 C10 116.16(10) . . . . ?
C13 N2 C9 C8 -58.83(14) . . . . ?
C13 N2 C9 C10 121.88(12) . . . . ?
C14 N2 C9 C8 69.41(12) . . . . ?
C14 N2 C9 C10 -109.88(10) . . . . ?
N3 C15 C16 C17 178.21(11) . . . . ?
N3 C15 C24 C19 -177.84(8) . . . . ?
N3 C15 C24 C23 2.13(14) . . . . ?
N4 C23 C24 C15 -1.27(15) . . . . ?
N4 C23 C24 C19 178.69(9) . . . . ?
C15 C16 C17 C18 -0.44(19) . . . . ?
C16 C15 C24 C19 1.02(15) . . . . ?
C16 C15 C24 C23 -179.02(10) . . . . ?
C16 C17 C18 C19 1.04(19) . . . . ?
C17 C18 C19 C20 179.67(11) . . . . ?
C17 C18 C19 C24 -0.61(17) . . . . ?
C18 C19 C20 C21 -178.57(11) . . . . ?
C18 C19 C24 C15 -0.41(14) . . . . ?
C18 C19 C24 C23 179.62(9) . . . . ?
C19 C20 C21 C22 -1.3(2) . . . . ?
C20 C19 C24 C15 179.32(9) . . . . ?
C20 C19 C24 C23 -0.64(14) . . . . ?
C20 C21 C22 C23 -0.2(2) . . . . ?
C21 C22 C23 N4 -178.22(11) . . . . ?
C21 C22 C23 C24 1.27(18) . . . . ?
C22 C23 C24 C15 179.22(10) . . . . ?
C22 C23 C24 C19 -0.81(15) . . . . ?
C24 C15 C16 C17 -0.61(17) . . . . ?
C24 C19 C20 C21 1.70(17) . . . . ?
C25 N3 C15 C16 61.61(14) . . . . ?
C25 N3 C15 C24 -119.52(11) . . . . ?
C26 N3 C15 C16 -66.12(13) . . . . ?
C26 N3 C15 C24 112.75(11) . . . . ?
C27 N4 C23 C22 -60.45(14) . . . . ?
C27 N4 C23 C24 120.05(11) . . . . ?
C28 N4 C23 C22 66.52(14) . . . . ?
C28 N4 C23 C24 -112.99(11) . . . . ?
C31 C32 C33 C34 1.15(18) . . . . ?
C32 C31 C40 C35 -0.57(13) . . . . ?
C32 C31 C40 C39 -178.74(9) . . . . ?
C32 C31 B1 C41 -65.10(13) . . . . ?
C32 C31 B1 C42 68.32(13) . . . . ?
C32 C33 C34 C35 0.58(17) . . . . ?
C33 C34 C35 C36 176.45(10) . . . . ?
C33 C34 C35 C40 -2.21(15) . . . . ?
C34 C35 C36 C37 -178.33(10) . . . . ?
C34 C35 C40 C31 2.21(13) . . . . ?
C34 C35 C40 C39 -179.65(9) . . . . ?
C35 C36 C37 C38 -1.48(17) . . . . ?
C36 C35 C40 C31 -176.48(9) . . . . ?
C36 C35 C40 C39 1.65(13) . . . . ?
C36 C37 C38 C39 0.67(18) . . . . ?
C37 C38 C39 C40 1.27(15) . . . . ?
C37 C38 C39 B2 -176.50(10) . . . . ?
C38 C39 C40 C31 175.75(9) . . . . ?
C38 C39 C40 C35 -2.40(13) . . . . ?
C38 C39 B2 C43 77.57(13) . . . . ?
C38 C39 B2 C44 -57.09(14) . . . . ?
C40 C31 C32 C33 -1.12(16) . . . . ?
C40 C31 B1 C41 118.03(10) . . . . ?
C40 C31 B1 C42 -108.55(11) . . . . ?
C40 C35 C36 C37 0.33(15) . . . . ?
C40 C39 B2 C43 -100.12(11) . . . . ?
C40 C39 B2 C44 125.22(11) . . . . ?
B1 C31 C32 C33 -178.12(10) . . . . ?
B1 C31 C40 C35 176.38(8) . . . . ?
B1 C31 C40 C39 -1.78(13) . . . . ?
B2 C39 C40 C31 -6.44(13) . . . . ?
B2 C39 C40 C35 175.40(9) . . . . ?
C45 C46 C47 C48 -0.28(16) . . . . ?
C46 C45 C54 C49 0.43(13) . . . . ?
C46 C45 C54 C53 -179.98(8) . . . . ?
C46 C45 B3 C55 65.28(13) . . . . ?
C46 C45 B3 C56 -68.40(12) . . . . ?
C46 C47 C48 C49 -0.06(16) . . . . ?
C47 C48 C49 C50 -179.08(10) . . . . ?
C47 C48 C49 C54 0.57(14) . . . . ?
C48 C49 C50 C51 179.55(10) . . . . ?
C48 C49 C54 C45 -0.76(13) . . . . ?
C48 C49 C54 C53 179.66(9) . . . . ?
C49 C50 C51 C52 0.48(18) . . . . ?
C50 C49 C54 C45 178.89(9) . . . . ?
C50 C49 C54 C53 -0.69(13) . . . . ?
C50 C51 C52 C53 -0.07(18) . . . . ?
C51 C52 C53 C54 -0.69(16) . . . . ?
C51 C52 C53 B4 177.52(10) . . . . ?
C52 C53 C54 C45 -178.53(9) . . . . ?
C52 C53 C54 C49 1.06(14) . . . . ?
C52 C53 B4 C57 -69.88(13) . . . . ?
C52 C53 B4 C58 64.26(14) . . . . ?
C54 C45 C46 C47 0.09(14) . . . . ?
C54 C45 B3 C55 -114.55(11) . . . . ?
C54 C45 B3 C56 111.77(11) . . . . ?
C54 C49 C50 C51 -0.10(15) . . . . ?
C54 C53 B4 C57 108.25(11) . . . . ?
C54 C53 B4 C58 -117.60(11) . . . . ?
B3 C45 C46 C47 -179.75(9) . . . . ?
B3 C45 C54 C49 -179.73(8) . . . . ?
B3 C45 C54 C53 -0.14(13) . . . . ?
B4 C53 C54 C45 3.26(13) . . . . ?
B4 C53 C54 C49 -177.15(9) . . . . ?

