#------------------------------------------------------------------------------
#$Date: 2019-11-26 04:39:56 +0100 (mar 26 de nov de 2019) $
#$Revision: 242735 $
#$URL: svn://www.crystallography.net/cod/cif/4/13/28/4132843.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4132843
loop_
_publ_author_name
'Böhnke, Julian'
'Arrowsmith, Merle'
'Braunschweig, Holger'
_publ_section_title
;
 Reactivity Enhancement of a Zerovalent Diboron Compound by
 Desymmetrization.
;
_journal_issue                   32
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10368
_journal_page_last               10373
_journal_paper_doi               10.1021/jacs.8b06930
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C47 H76 B2 N4'
_chemical_formula_sum            'C47 H76 B2 N4'
_chemical_formula_weight         718.73
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                112.261(4)
_cell_angle_beta                 95.387(5)
_cell_angle_gamma                95.049(5)
_cell_formula_units_Z            2
_cell_length_a                   10.2712(15)
_cell_length_b                   13.8992(18)
_cell_length_c                   16.968(2)
_cell_measurement_reflns_used    9880
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.07
_cell_measurement_theta_min      2.39
_cell_volume                     2211.8(5)
_computing_cell_refinement       'Saint+ ver. V8.37A (Bruker AXS)'
_computing_data_collection       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.37A (Bruker AXS)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CMOS area detector (Photon II)'
_diffrn_detector_area_resol_mean 7.5
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0852
_diffrn_reflns_av_unetI/netI     0.0489
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            64832
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.119
_diffrn_reflns_theta_min         2.394
_diffrn_source                   'microfocus sealed tube (Incoatec ImS)'
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SadAbs 2016/2 (Bruker AXS)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.079
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.494
_exptl_crystal_size_mid          0.491
_exptl_crystal_size_min          0.272
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         9728
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0495
_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)+(0.0530P)²+0.8110P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1153
_refine_ls_wR_factor_ref         0.1294
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7505
_reflns_number_total             9728
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b06930_si_005.cif
_cod_data_source_block           final_a
_cod_database_code               4132843
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.970
_shelx_estimated_absorpt_t_max   0.983
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
N1 N 0.18503(11) 0.56813(9) 0.34388(7) 0.0200(2) Uani 1 1 d . .
N2 N 0.10965(11) 0.92672(9) 0.18680(7) 0.0202(2) Uani 1 1 d . .
N3 N 0.44840(11) 0.78843(9) 0.32080(8) 0.0252(3) Uani 1 1 d . .
N4 N 0.36699(12) 0.67897(10) 0.19492(8) 0.0278(3) Uani 1 1 d . .
C1 C 0.12471(13) 0.64488(10) 0.32316(8) 0.0183(3) Uani 1 1 d . .
C2 C 0.08742(14) 0.48038(11) 0.34162(9) 0.0238(3) Uani 1 1 d . .
C3 C 0.06003(16) 0.39175(12) 0.25184(10) 0.0301(3) Uani 1 1 d . .
H3A H -0.0195 0.3449 0.2481 0.045 Uiso 1 1 calc R U
H3B H 0.1353 0.3520 0.2417 0.045 Uiso 1 1 calc R U
H3C H 0.0467 0.4218 0.2084 0.045 Uiso 1 1 calc R U
C4 C 0.13021(16) 0.43619(12) 0.40826(10) 0.0295(3) Uani 1 1 d . .
H4A H 0.0638 0.3785 0.4036 0.044 Uiso 1 1 calc R U
H4B H 0.1391 0.4916 0.4660 0.044 Uiso 1 1 calc R U
H4C H 0.2152 0.4101 0.3979 0.044 Uiso 1 1 calc R U
C5 C -0.03521(14) 0.53509(11) 0.36169(9) 0.0242(3) Uani 1 1 d . .
H5A H -0.0397 0.5623 0.4243 0.029 Uiso 1 1 calc R U
H5AB H -0.1159 0.4853 0.3314 0.029 Uiso 1 1 calc R U
C6 C -0.02383(13) 0.62618(11) 0.33082(9) 0.0208(3) Uani 1 1 d . .
C7 C -0.11294(14) 0.59750(12) 0.24486(9) 0.0254(3) Uani 1 1 d . .
H7A H -0.2054 0.5854 0.2527 0.038 Uiso 1 1 calc R U
H7B H -0.0892 0.5337 0.2018 0.038 Uiso 1 1 calc R U
H7C H -0.1010 0.6552 0.2253 0.038 Uiso 1 1 calc R U
C8 C -0.06883(14) 0.72205(11) 0.39875(9) 0.0249(3) Uani 1 1 d . .
H8A H -0.1604 0.7046 0.4058 0.037 Uiso 1 1 calc R U
H8B H -0.0628 0.7807 0.3801 0.037 Uiso 1 1 calc R U
H8C H -0.0120 0.7420 0.4537 0.037 Uiso 1 1 calc R U
C9 C 0.31826(13) 0.58796(11) 0.38601(9) 0.0215(3) Uani 1 1 d . .
C10 C 0.41863(15) 0.53611(11) 0.34197(10) 0.0260(3) Uani 1 1 d . .
C11 C 0.39084(16) 0.45063(12) 0.25208(10) 0.0306(3) Uani 1 1 d . .
H11 H 0.3027 0.4560 0.2247 0.037 Uiso 1 1 calc R U
C12 C 0.49354(17) 0.45795(14) 0.19415(12) 0.0397(4) Uani 1 1 d . .
H12A H 0.4623 0.4087 0.1349 0.059 Uiso 1 1 calc R U
H12B H 0.5771 0.4403 0.2144 0.059 Uiso 1 1 calc R U
H12C H 0.5069 0.5295 0.1960 0.059 Uiso 1 1 calc R U
C13 C 0.38583(18) 0.34143(13) 0.25606(13) 0.0403(4) Uani 1 1 d . .
H13A H 0.3564 0.2872 0.1985 0.060 Uiso 1 1 calc R U
H13B H 0.3240 0.3357 0.2952 0.060 Uiso 1 1 calc R U
H13C H 0.4740 0.3319 0.2771 0.060 Uiso 1 1 calc R U
C14 C 0.54745(15) 0.56043(12) 0.38472(11) 0.0302(3) Uani 1 1 d . .
H14 H 0.6155 0.5269 0.3553 0.036 Uiso 1 1 calc R U
C15 C 0.57861(15) 0.63187(12) 0.46856(11) 0.0311(3) Uani 1 1 d . .
H15 H 0.6674 0.6488 0.4959 0.037 Uiso 1 1 calc R U
C16 C 0.47934(15) 0.67863(12) 0.51248(10) 0.0278(3) Uani 1 1 d . .
H16 H 0.5005 0.7261 0.5708 0.033 Uiso 1 1 calc R U
C17 C 0.34891(14) 0.65773(11) 0.47319(9) 0.0229(3) Uani 1 1 d . .
C18 C 0.24464(14) 0.70725(11) 0.52836(9) 0.0250(3) Uani 1 1 d . .
H18 H 0.1561 0.6728 0.4948 0.030 Uiso 1 1 calc R U
C19 C 0.24997(16) 0.82549(12) 0.55159(10) 0.0303(3) Uani 1 1 d . .
H19A H 0.1883 0.8537 0.5927 0.045 Uiso 1 1 calc R U
H19B H 0.2254 0.8382 0.4995 0.045 Uiso 1 1 calc R U
H19C H 0.3397 0.8603 0.5775 0.045 Uiso 1 1 calc R U
C20 C 0.25550(16) 0.68691(13) 0.61166(10) 0.0328(4) Uani 1 1 d . .
H20A H 0.1784 0.7078 0.6408 0.049 Uiso 1 1 calc R U
H20B H 0.3359 0.7279 0.6496 0.049 Uiso 1 1 calc R U
H20C H 0.2591 0.6121 0.5977 0.049 Uiso 1 1 calc R U
C21 C 0.17253(13) 0.92071(10) 0.26753(8) 0.0186(3) Uani 1 1 d . .
H21 H 0.2690 0.9178 0.2646 0.022 Uiso 1 1 calc R U
C22 C 0.04344(14) 1.02165(11) 0.20300(9) 0.0233(3) Uani 1 1 d . .
C23 C 0.06144(18) 1.06953(13) 0.13656(11) 0.0344(4) Uani 1 1 d . .
H23A H 0.0141 1.1308 0.1494 0.052 Uiso 1 1 calc R U
H23B H 0.0262 1.0174 0.0790 0.052 Uiso 1 1 calc R U
H23C H 0.1556 1.0911 0.1386 0.052 Uiso 1 1 calc R U
C24 C -0.10604(15) 0.99676(12) 0.20293(10) 0.0311(3) Uani 1 1 d . .
H24A H -0.1444 1.0624 0.2250 0.047 Uiso 1 1 calc R U
H24B H -0.1203 0.9578 0.2396 0.047 Uiso 1 1 calc R U
H24C H -0.1483 0.9543 0.1441 0.047 Uiso 1 1 calc R U
C25 C 0.11098(15) 1.09536(11) 0.29302(9) 0.0249(3) Uani 1 1 d . .
H25A H 0.0489 1.1417 0.3242 0.030 Uiso 1 1 calc R U
H25B H 0.1885 1.1397 0.2886 0.030 Uiso 1 1 calc R U
C26 C 0.15455(14) 1.02697(11) 0.34130(9) 0.0230(3) Uani 1 1 d . .
C27 C 0.05365(17) 1.01455(12) 0.39942(10) 0.0322(4) Uani 1 1 d . .
H27A H 0.0478 1.0833 0.4440 0.048 Uiso 1 1 calc R U
H27B H 0.0819 0.9674 0.4265 0.048 Uiso 1 1 calc R U
H27C H -0.0330 0.9850 0.3648 0.048 Uiso 1 1 calc R U
C28 C 0.28561(17) 1.07767(13) 0.39981(11) 0.0386(4) Uani 1 1 d . .
H28A H 0.2750 1.1469 0.4419 0.058 Uiso 1 1 calc R U
H28B H 0.3536 1.0853 0.3650 0.058 Uiso 1 1 calc R U
H28C H 0.3121 1.0332 0.4300 0.058 Uiso 1 1 calc R U
C29 C 0.16188(14) 0.87263(11) 0.10941(9) 0.0223(3) Uani 1 1 d . .
C30 C 0.08403(15) 0.78418(11) 0.04451(9) 0.0255(3) Uani 1 1 d . .
C31 C -0.05649(15) 0.74826(11) 0.05284(9) 0.0263(3) Uani 1 1 d . .
H31 H -0.0734 0.7903 0.1125 0.032 Uiso 1 1 calc R U
C32 C -0.07637(17) 0.63218(12) 0.03906(11) 0.0337(4) Uani 1 1 d . .
H32A H -0.1670 0.6124 0.0464 0.051 Uiso 1 1 calc R U
H32B H -0.0144 0.6206 0.0811 0.051 Uiso 1 1 calc R U
H32C H -0.0604 0.5893 -0.0192 0.051 Uiso 1 1 calc R U
C33 C -0.15630(17) 0.76891(15) -0.00999(11) 0.0379(4) Uani 1 1 d . .
H33A H -0.2461 0.7501 -0.0006 0.057 Uiso 1 1 calc R U
H33B H -0.1439 0.7265 -0.0691 0.057 Uiso 1 1 calc R U
H33C H -0.1428 0.8434 -0.0004 0.057 Uiso 1 1 calc R U
C34 C 0.13671(18) 0.72758(13) -0.02966(10) 0.0348(4) Uani 1 1 d . .
H34 H 0.0833 0.6694 -0.0738 0.042 Uiso 1 1 calc R U
C35 C 0.26461(18) 0.75430(14) -0.04026(11) 0.0387(4) Uani 1 1 d . .
H35 H 0.2995 0.7137 -0.0905 0.046 Uiso 1 1 calc R U
C36 C 0.34135(17) 0.84042(13) 0.02264(11) 0.0342(4) Uani 1 1 d . .
H36 H 0.4295 0.8584 0.0154 0.041 Uiso 1 1 calc R U
C37 C 0.29194(15) 0.90186(11) 0.09697(10) 0.0259(3) Uani 1 1 d . .
C38 C 0.38079(15) 1.00034(11) 0.15926(10) 0.0276(3) Uani 1 1 d . .
H38 H 0.3282 1.0407 0.2044 0.033 Uiso 1 1 calc R U
C39 C 0.42785(19) 1.07106(13) 0.11357(12) 0.0385(4) Uani 1 1 d . .
H39A H 0.4731 1.1382 0.1564 0.058 Uiso 1 1 calc R U
H39B H 0.3516 1.0836 0.0812 0.058 Uiso 1 1 calc R U
H39C H 0.4888 1.0365 0.0740 0.058 Uiso 1 1 calc R U
C40 C 0.50192(16) 0.97574(13) 0.20412(12) 0.0349(4) Uani 1 1 d . .
H40A H 0.5538 1.0414 0.2448 0.052 Uiso 1 1 calc R U
H40B H 0.5562 0.9374 0.1611 0.052 Uiso 1 1 calc R U
H40C H 0.4734 0.9326 0.2352 0.052 Uiso 1 1 calc R U
C41 C 0.33501(13) 0.72821(11) 0.27472(9) 0.0213(3) Uani 1 1 d . .
C42 C 0.55024(15) 0.77663(13) 0.27114(12) 0.0335(4) Uani 1 1 d . .
C43 C 0.49915(16) 0.70894(13) 0.19179(12) 0.0358(4) Uani 1 1 d . .
C44 C 0.46207(16) 0.85899(13) 0.41033(11) 0.0328(4) Uani 1 1 d . .
H44A H 0.5070 0.9276 0.4176 0.049 Uiso 1 1 calc R U
H44B H 0.5140 0.8302 0.4455 0.049 Uiso 1 1 calc R U
H44C H 0.3745 0.8670 0.4285 0.049 Uiso 1 1 calc R U
C45 C 0.68440(16) 0.83720(16) 0.30715(15) 0.0486(5) Uani 1 1 d . .
H45A H 0.7454 0.8111 0.2652 0.073 Uiso 1 1 calc R U
H45B H 0.7156 0.8286 0.3602 0.073 Uiso 1 1 calc R U
H45C H 0.6802 0.9117 0.3198 0.073 Uiso 1 1 calc R U
C46 C 0.5593(2) 0.67085(18) 0.11036(14) 0.0551(6) Uani 1 1 d . .
H46A H 0.6515 0.7030 0.1216 0.083 Uiso 1 1 calc R U
H46B H 0.5103 0.6902 0.0674 0.083 Uiso 1 1 calc R U
H46C H 0.5555 0.5944 0.0887 0.083 Uiso 1 1 calc R U
C47 C 0.27545(17) 0.60615(14) 0.12182(11) 0.0374(4) Uani 1 1 d . .
H47A H 0.3131 0.5408 0.0957 0.056 Uiso 1 1 calc R U
H47B H 0.2597 0.6373 0.0793 0.056 Uiso 1 1 calc R U
H47C H 0.1919 0.5912 0.1411 0.056 Uiso 1 1 calc R U
B1 B 0.18778(15) 0.72778(12) 0.29833(10) 0.0187(3) Uani 1 1 d . .
B2 B 0.10978(15) 0.81803(12) 0.27996(9) 0.0180(3) Uani 1 1 d . .
H2 H -0.0017(16) 0.8136(12) 0.2738(10) 0.024(4) Uiso 1 1 d . .
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 1.00 2.00 0.2450
-1.00 -1.00 -2.00 0.1710
-1.00 2.00 -2.00 0.1790
1.00 -2.00 2.00 0.1970
-1.00 -2.00 -1.00 0.1720
1.00 2.00 1.00 0.2260
1.00 -2.00 1.00 0.1630
0.00 -1.00 0.00 0.1440
-2.00 -1.00 -2.00 0.1780
-1.00 1.00 -1.00 0.1980
-1.00 2.00 -1.00 0.1740
0.00 1.00 0.00 0.1570
-2.00 -2.00 -1.00 0.1730
2.00 2.00 1.00 0.2840
-2.00 1.00 0.00 0.2030
1.00 -2.00 0.00 0.1200
-1.00 2.00 0.00 0.1870
-1.00 -1.00 0.00 0.1700
1.00 2.00 0.00 0.2280
-2.00 0.00 1.00 0.2090
2.00 -1.00 -1.00 0.2480
1.00 -2.00 -1.00 0.1140
-1.00 2.00 1.00 0.1860
-2.00 -2.00 1.00 0.1650
2.00 -1.00 -2.00 0.2200
-1.00 -1.00 1.00 0.1720
1.00 1.00 -1.00 0.2740
1.00 -2.00 -2.00 0.1230
1.00 0.00 -2.00 0.2050
-1.00 0.00 2.00 0.2310
-1.00 -2.00 2.00 0.1430
0.00 1.00 -2.00 0.1340
0.00 -1.00 2.00 0.1530
0.00 -1.00 1.00 0.1360
0.00 1.00 -1.00 0.1340
0.00 -2.00 1.00 0.1340
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 N1 C9 122.24(11)
C1 N1 C2 112.81(11)
C9 N1 C2 122.64(11)
C29 N2 C22 124.20(11)
C29 N2 C21 117.51(11)
C22 N2 C21 112.81(10)
C41 N3 C42 111.68(13)
C41 N3 C44 124.62(13)
C42 N3 C44 123.68(13)
C41 N4 C43 110.98(13)
C41 N4 C47 124.54(13)
C43 N4 C47 124.47(14)
N1 C1 B1 128.06(12)
N1 C1 C6 106.44(11)
B1 C1 C6 125.50(12)
N1 C2 C4 112.67(12)
N1 C2 C5 101.37(11)
C4 C2 C5 111.64(12)
N1 C2 C3 111.42(12)
C4 C2 C3 109.75(12)
C5 C2 C3 109.76(12)
C2 C3 H3A 109.5
C2 C3 H3B 109.5
H3A C3 H3B 109.5
C2 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
C2 C4 H4A 109.5
C2 C4 H4B 109.5
H4A C4 H4B 109.5
C2 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C2 C5 C6 107.06(11)
C2 C5 H5A 110.3
C6 C5 H5A 110.3
C2 C5 H5AB 110.3
C6 C5 H5AB 110.3
H5A C5 H5AB 108.6
C8 C6 C7 108.54(12)
C8 C6 C5 108.27(11)
C7 C6 C5 110.98(11)
C8 C6 C1 112.07(11)
C7 C6 C1 112.51(11)
C5 C6 C1 104.36(11)
C6 C7 H7A 109.5
C6 C7 H7B 109.5
H7A C7 H7B 109.5
C6 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C6 C8 H8A 109.5
C6 C8 H8B 109.5
H8A C8 H8B 109.5
C6 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C17 C9 C10 119.62(13)
C17 C9 N1 119.61(12)
C10 C9 N1 120.74(13)
C14 C10 C9 118.66(14)
C14 C10 C11 118.42(14)
C9 C10 C11 122.82(13)
C10 C11 C12 113.63(14)
C10 C11 C13 110.50(14)
C12 C11 C13 107.60(14)
C10 C11 H11 108.3
C12 C11 H11 108.3
C13 C11 H11 108.3
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C11 C13 H13A 109.5
C11 C13 H13B 109.5
H13A C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C15 C14 C10 121.76(15)
C15 C14 H14 119.1
C10 C14 H14 119.1
C14 C15 C16 119.33(14)
C14 C15 H15 120.3
C16 C15 H15 120.3
C15 C16 C17 121.53(15)
C15 C16 H16 119.2
C17 C16 H16 119.2
C16 C17 C9 118.96(14)
C16 C17 C18 117.82(13)
C9 C17 C18 123.13(12)
C17 C18 C19 113.77(12)
C17 C18 C20 110.96(12)
C19 C18 C20 108.94(13)
C17 C18 H18 107.6
C19 C18 H18 107.6
C20 C18 H18 107.6
C18 C19 H19A 109.5
C18 C19 H19B 109.5
H19A C19 H19B 109.5
C18 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C18 C20 H20A 109.5
C18 C20 H20B 109.5
H20A C20 H20B 109.5
C18 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
N2 C21 C26 105.00(10)
N2 C21 B2 111.63(11)
C26 C21 B2 113.92(11)
N2 C21 H21 108.7
C26 C21 H21 108.7
B2 C21 H21 108.7
N2 C22 C23 112.83(12)
N2 C22 C25 102.44(11)
C23 C22 C25 111.79(12)
N2 C22 C24 111.03(12)
C23 C22 C24 107.96(13)
C25 C22 C24 110.79(12)
C22 C23 H23A 109.5
C22 C23 H23B 109.5
H23A C23 H23B 109.5
C22 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C22 C24 H24A 109.5
C22 C24 H24B 109.5
H24A C24 H24B 109.5
C22 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
C22 C25 C26 107.75(11)
C22 C25 H25A 110.2
C26 C25 H25A 110.2
C22 C25 H25B 110.2
C26 C25 H25B 110.2
H25A C25 H25B 108.5
C28 C26 C27 106.76(13)
C28 C26 C25 110.45(12)
C27 C26 C25 111.69(12)
C28 C26 C21 110.43(12)
C27 C26 C21 113.69(11)
C25 C26 C21 103.87(11)
C26 C27 H27A 109.5
C26 C27 H27B 109.5
H27A C27 H27B 109.5
C26 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C26 C28 H28A 109.5
C26 C28 H28B 109.5
H28A C28 H28B 109.5
C26 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C30 C29 C37 118.84(13)
C30 C29 N2 119.03(13)
C37 C29 N2 122.07(13)
C34 C30 C29 119.46(14)
C34 C30 C31 118.56(13)
C29 C30 C31 121.98(13)
C30 C31 C32 111.82(13)
C30 C31 C33 110.81(13)
C32 C31 C33 110.29(13)
C30 C31 H31 107.9
C32 C31 H31 107.9
C33 C31 H31 107.9
C31 C32 H32A 109.5
C31 C32 H32B 109.5
H32A C32 H32B 109.5
C31 C32 H32C 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
C31 C33 H33A 109.5
C31 C33 H33B 109.5
H33A C33 H33B 109.5
C31 C33 H33C 109.5
H33A C33 H33C 109.5
H33B C33 H33C 109.5
C35 C34 C30 121.48(15)
C35 C34 H34 119.3
C30 C34 H34 119.3
C36 C35 C34 119.49(15)
C36 C35 H35 120.3
C34 C35 H35 120.3
C35 C36 C37 121.32(15)
C35 C36 H36 119.3
C37 C36 H36 119.3
C36 C37 C29 119.34(14)
C36 C37 C38 117.27(14)
C29 C37 C38 123.35(13)
C37 C38 C40 112.78(12)
C37 C38 C39 111.42(13)
C40 C38 C39 108.49(13)
C37 C38 H38 108.0
C40 C38 H38 108.0
C39 C38 H38 108.0
C38 C39 H39A 109.5
C38 C39 H39B 109.5
H39A C39 H39B 109.5
C38 C39 H39C 109.5
H39A C39 H39C 109.5
H39B C39 H39C 109.5
C38 C40 H40A 109.5
C38 C40 H40B 109.5
H40A C40 H40B 109.5
C38 C40 H40C 109.5
H40A C40 H40C 109.5
H40B C40 H40C 109.5
N3 C41 N4 104.14(12)
N3 C41 B1 130.25(13)
N4 C41 B1 124.60(12)
C43 C42 N3 106.45(14)
C43 C42 C45 131.83(17)
N3 C42 C45 121.66(17)
C42 C43 N4 106.74(14)
C42 C43 C46 130.81(17)
N4 C43 C46 122.40(17)
N3 C44 H44A 109.5
N3 C44 H44B 109.5
H44A C44 H44B 109.5
N3 C44 H44C 109.5
H44A C44 H44C 109.5
H44B C44 H44C 109.5
C42 C45 H45A 109.5
C42 C45 H45B 109.5
H45A C45 H45B 109.5
C42 C45 H45C 109.5
H45A C45 H45C 109.5
H45B C45 H45C 109.5
C43 C46 H46A 109.5
C43 C46 H46B 109.5
H46A C46 H46B 109.5
C43 C46 H46C 109.5
H46A C46 H46C 109.5
H46B C46 H46C 109.5
N4 C47 H47A 109.5
N4 C47 H47B 109.5
H47A C47 H47B 109.5
N4 C47 H47C 109.5
H47A C47 H47C 109.5
H47B C47 H47C 109.5
C1 B1 C41 122.01(12)
C1 B1 B2 124.41(12)
C41 B1 B2 113.13(11)
C21 B2 B1 128.05(12)
C21 B2 H2 109.9(8)
B1 B2 H2 122.0(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.4159(17)
N1 C9 1.4353(17)
N1 C2 1.4955(17)
N2 C29 1.4258(18)
N2 C22 1.4824(17)
N2 C21 1.4934(17)
N3 C41 1.3528(18)
N3 C42 1.386(2)
N3 C44 1.448(2)
N4 C41 1.3530(19)
N4 C43 1.396(2)
N4 C47 1.452(2)
C1 B1 1.488(2)
C1 C6 1.5509(19)
C2 C4 1.526(2)
C2 C5 1.528(2)
C2 C3 1.534(2)
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 C6 1.5424(19)
C5 H5A 0.9900
C5 H5AB 0.9900
C6 C8 1.537(2)
C6 C7 1.5391(19)
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 C17 1.414(2)
C9 C10 1.417(2)
C10 C14 1.395(2)
C10 C11 1.518(2)
C11 C12 1.530(2)
C11 C13 1.541(2)
C11 H11 1.0000
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 C15 1.379(2)
C14 H14 0.9500
C15 C16 1.382(2)
C15 H15 0.9500
C16 C17 1.393(2)
C16 H16 0.9500
C17 C18 1.525(2)
C18 C19 1.533(2)
C18 C20 1.539(2)
C18 H18 1.0000
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 H20A 0.9800
C20 H20B 0.9800
C20 H20C 0.9800
C21 C26 1.5726(18)
C21 B2 1.609(2)
C21 H21 1.0000
C22 C23 1.528(2)
C22 C25 1.534(2)
C22 C24 1.544(2)
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C24 H24A 0.9800
C24 H24B 0.9800
C24 H24C 0.9800
C25 C26 1.540(2)
C25 H25A 0.9900
C25 H25B 0.9900
C26 C28 1.532(2)
C26 C27 1.538(2)
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
C29 C30 1.414(2)
C29 C37 1.420(2)
C30 C34 1.396(2)
C30 C31 1.522(2)
C31 C32 1.532(2)
C31 C33 1.533(2)
C31 H31 1.0000
C32 H32A 0.9800
C32 H32B 0.9800
C32 H32C 0.9800
C33 H33A 0.9800
C33 H33B 0.9800
C33 H33C 0.9800
C34 C35 1.380(2)
C34 H34 0.9500
C35 C36 1.379(2)
C35 H35 0.9500
C36 C37 1.399(2)
C36 H36 0.9500
C37 C38 1.525(2)
C38 C40 1.529(2)
C38 C39 1.538(2)
C38 H38 1.0000
C39 H39A 0.9800
C39 H39B 0.9800
C39 H39C 0.9800
C40 H40A 0.9800
C40 H40B 0.9800
C40 H40C 0.9800
C41 B1 1.600(2)
C42 C43 1.339(3)
C42 C45 1.493(2)
C43 C46 1.495(2)
C44 H44A 0.9800
C44 H44B 0.9800
C44 H44C 0.9800
C45 H45A 0.9800
C45 H45B 0.9800
C45 H45C 0.9800
C46 H46A 0.9800
C46 H46B 0.9800
C46 H46C 0.9800
C47 H47A 0.9800
C47 H47B 0.9800
C47 H47C 0.9800
B1 B2 1.655(2)
B2 H2 1.134(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
C9 N1 C1 B1 33.0(2)
C2 N1 C1 B1 -163.90(13)
C9 N1 C1 C6 -147.29(12)
C2 N1 C1 C6 15.85(14)
C1 N1 C2 C4 -146.64(12)
C9 N1 C2 C4 16.42(19)
C1 N1 C2 C5 -27.20(14)
C9 N1 C2 C5 135.87(13)
C1 N1 C2 C3 89.50(14)
C9 N1 C2 C3 -107.44(15)
N1 C2 C5 C6 27.19(14)
C4 C2 C5 C6 147.36(12)
C3 C2 C5 C6 -90.72(13)
C2 C5 C6 C8 -138.56(12)
C2 C5 C6 C7 102.41(13)
C2 C5 C6 C1 -19.02(14)
N1 C1 C6 C8 119.44(12)
B1 C1 C6 C8 -60.81(17)
N1 C1 C6 C7 -117.92(12)
B1 C1 C6 C7 61.84(17)
N1 C1 C6 C5 2.50(14)
B1 C1 C6 C5 -177.75(13)
C1 N1 C9 C17 70.22(17)
C2 N1 C9 C17 -91.27(16)
C1 N1 C9 C10 -111.61(15)
C2 N1 C9 C10 86.90(17)
C17 C9 C10 C14 -3.9(2)
N1 C9 C10 C14 177.97(13)
C17 C9 C10 C11 172.49(13)
N1 C9 C10 C11 -5.7(2)
C14 C10 C11 C12 -44.4(2)
C9 C10 C11 C12 139.26(15)
C14 C10 C11 C13 76.69(18)
C9 C10 C11 C13 -99.68(17)
C9 C10 C14 C15 1.1(2)
C11 C10 C14 C15 -175.44(14)
C10 C14 C15 C16 1.8(2)
C14 C15 C16 C17 -2.0(2)
C15 C16 C17 C9 -0.8(2)
C15 C16 C17 C18 175.99(13)
C10 C9 C17 C16 3.7(2)
N1 C9 C17 C16 -178.09(12)
C10 C9 C17 C18 -172.87(13)
N1 C9 C17 C18 5.3(2)
C16 C17 C18 C19 72.88(17)
C9 C17 C18 C19 -110.49(15)
C16 C17 C18 C20 -50.38(17)
C9 C17 C18 C20 126.25(14)
C29 N2 C21 C26 149.90(11)
C22 N2 C21 C26 -5.14(14)
C29 N2 C21 B2 -86.20(14)
C22 N2 C21 B2 118.77(12)
C29 N2 C22 C23 -11.92(19)
C21 N2 C22 C23 141.17(13)
C29 N2 C22 C25 -132.26(13)
C21 N2 C22 C25 20.83(14)
C29 N2 C22 C24 109.43(15)
C21 N2 C22 C24 -97.48(14)
N2 C22 C25 C26 -28.70(14)
C23 C22 C25 C26 -149.76(12)
C24 C22 C25 C26 89.77(14)
C22 C25 C26 C28 144.46(13)
C22 C25 C26 C27 -96.88(14)
C22 C25 C26 C21 26.05(14)
N2 C21 C26 C28 -131.28(13)
B2 C21 C26 C28 106.29(14)
N2 C21 C26 C27 108.76(13)
B2 C21 C26 C27 -13.67(17)
N2 C21 C26 C25 -12.85(14)
B2 C21 C26 C25 -135.28(12)
C22 N2 C29 C30 -96.10(16)
C21 N2 C29 C30 111.96(14)
C22 N2 C29 C37 86.80(17)
C21 N2 C29 C37 -65.14(17)
C37 C29 C30 C34 0.4(2)
N2 C29 C30 C34 -176.83(13)
C37 C29 C30 C31 -179.65(13)
N2 C29 C30 C31 3.2(2)
C34 C30 C31 C32 53.19(19)
C29 C30 C31 C32 -126.79(15)
C34 C30 C31 C33 -70.29(18)
C29 C30 C31 C33 109.72(16)
C29 C30 C34 C35 1.7(2)
C31 C30 C34 C35 -178.26(15)
C30 C34 C35 C36 -1.7(3)
C34 C35 C36 C37 -0.4(3)
C35 C36 C37 C29 2.4(2)
C35 C36 C37 C38 -175.25(15)
C30 C29 C37 C36 -2.4(2)
N2 C29 C37 C36 174.72(13)
C30 C29 C37 C38 175.16(13)
N2 C29 C37 C38 -7.7(2)
C36 C37 C38 C40 -68.40(18)
C29 C37 C38 C40 114.00(16)
C36 C37 C38 C39 53.90(19)
C29 C37 C38 C39 -123.70(16)
C42 N3 C41 N4 -0.52(15)
C44 N3 C41 N4 177.88(13)
C42 N3 C41 B1 -169.26(14)
C44 N3 C41 B1 9.1(2)
C43 N4 C41 N3 -0.21(16)
C47 N4 C41 N3 -179.11(14)
C43 N4 C41 B1 169.36(13)
C47 N4 C41 B1 -9.5(2)
C41 N3 C42 C43 1.07(17)
C44 N3 C42 C43 -177.34(14)
C41 N3 C42 C45 178.39(14)
C44 N3 C42 C45 0.0(2)
N3 C42 C43 N4 -1.13(17)
C45 C42 C43 N4 -178.07(16)
N3 C42 C43 C46 176.22(17)
C45 C42 C43 C46 -0.7(3)
C41 N4 C43 C42 0.87(17)
C47 N4 C43 C42 179.77(14)
C41 N4 C43 C46 -176.76(15)
C47 N4 C43 C46 2.1(2)
N1 C1 B1 C41 11.5(2)
C6 C1 B1 C41 -168.17(12)
N1 C1 B1 B2 -176.77(12)
C6 C1 B1 B2 3.5(2)
N3 C41 B1 C1 -104.46(17)
N4 C41 B1 C1 88.84(17)
N3 C41 B1 B2 82.98(17)
N4 C41 B1 B2 -83.71(16)
N2 C21 B2 B1 127.59(14)
C26 C21 B2 B1 -113.69(15)
C1 B1 B2 C21 169.51(13)
C41 B1 B2 C21 -18.14(19)
