#------------------------------------------------------------------------------
#$Date: 2019-11-25 20:26:39 +0200 (Mon, 25 Nov 2019) $
#$Revision: 241737 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/15/4131554.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_4131554
loop_
_publ_author_name
'Taylor, Jordan W.'
'McSkimming, Alex'
'Guzman, Camilo F.'
'Harman, W. Hill'
_publ_section_title
;
 N-Heterocyclic Carbene-Stabilized Boranthrene as a Metal-Free Platform
 for the Activation of Small Molecules.
;
_journal_issue                   32
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11032
_journal_page_last               11035
_journal_paper_doi               10.1021/jacs.7b06772
_journal_volume                  139
_journal_year                    2017
_chemical_formula_sum            'C86 H110 B2 Br2 N14'
_chemical_formula_weight         1521.31
_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   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90.8263(5)
_cell_angle_beta                 105.4512(5)
_cell_angle_gamma                100.8307(5)
_cell_formula_units_Z            1
_cell_length_a                   10.9914(4)
_cell_length_b                   12.4217(4)
_cell_length_c                   16.6359(6)
_cell_measurement_reflns_used    9990
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.22
_cell_measurement_theta_min      2.31
_cell_volume                     2145.25(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            54967
_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         28.282
_diffrn_reflns_theta_min         1.673
_exptl_absorpt_coefficient_mu    0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'prism frag'
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.487
_exptl_crystal_size_mid          0.456
_exptl_crystal_size_min          0.179
_exptl_transmission_factor_max   0.837
_exptl_transmission_factor_min   0.740
_refine_diff_density_max         0.801
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     482
_refine_ls_number_reflns         10640
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0319
_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)+(0.0403P)²+1.0894P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0790
_refine_ls_wR_factor_ref         0.0817
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9492
_reflns_number_total             10640
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja7b06772_si_001.cif
_cod_data_source_block           hh168JT81r_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4131554
_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   0.643
_shelx_estimated_absorpt_t_max   0.842
_shelxl_version_number           2013-4
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
Br1 Br 0.50601(2) 0.53392(2) 0.70014(2) 0.02209(5) Uani 1 1 d . .
B1 B 0.45440(13) 0.00446(11) 0.90245(9) 0.0117(3) Uani 1 1 d . .
C1 C 0.35586(11) -0.00832(10) 0.95955(8) 0.0120(2) Uani 1 1 d . .
C2 C 0.22287(12) -0.02409(11) 0.92030(9) 0.0160(3) Uani 1 1 d . .
H2 H 0.1948 -0.0217 0.8613 0.019 Uiso 1 1 calc R U
C3 C 0.13115(12) -0.04299(11) 0.96472(9) 0.0196(3) Uani 1 1 d . .
H3 H 0.0421 -0.0528 0.9365 0.023 Uiso 1 1 calc R U
C4 C 0.17117(13) -0.04743(12) 1.05086(9) 0.0197(3) Uani 1 1 d . .
H4 H 0.1100 -0.0591 1.0824 0.024 Uiso 1 1 calc R U
C5 C 0.30177(13) -0.03460(11) 1.09033(9) 0.0162(3) Uani 1 1 d . .
H5 H 0.3285 -0.0387 1.1492 0.019 Uiso 1 1 calc R U
C6 C 0.39600(12) -0.01582(10) 1.04646(8) 0.0122(2) Uani 1 1 d . .
N1A N 0.41626(10) 0.08983(9) 0.74779(7) 0.0144(2) Uani 1 1 d . .
C2A C 0.44072(11) 0.09984(10) 0.83290(8) 0.0123(2) Uani 1 1 d . .
N3A N 0.47341(10) 0.21052(9) 0.85225(7) 0.0131(2) Uani 1 1 d . .
C4A C 0.47181(13) 0.26741(11) 0.78096(9) 0.0178(3) Uani 1 1 d . .
H4A H 0.4919 0.3449 0.7786 0.021 Uiso 1 1 calc R U
C5A C 0.43669(13) 0.19255(11) 0.71621(9) 0.0185(3) Uani 1 1 d . .
H5A H 0.4274 0.2070 0.6592 0.022 Uiso 1 1 calc R U
C6A C 0.35778(13) -0.00432(11) 0.68741(8) 0.0160(3) Uani 1 1 d . .
C7A C 0.43688(14) -0.05594(11) 0.65288(8) 0.0183(3) Uani 1 1 d . .
C8A C 0.37644(15) -0.13928(12) 0.58978(9) 0.0232(3) Uani 1 1 d . .
H8A H 0.4274 -0.1769 0.5659 0.028 Uiso 1 1 calc R U
C9A C 0.24348(16) -0.16779(13) 0.56159(9) 0.0256(3) Uani 1 1 d . .
H9A H 0.2041 -0.2249 0.5188 0.031 Uiso 1 1 calc R U
C10A C 0.16762(15) -0.11352(12) 0.59541(9) 0.0233(3) Uani 1 1 d . .
H10A H 0.0765 -0.1339 0.5754 0.028 Uiso 1 1 calc R U
C11A C 0.22247(13) -0.02936(12) 0.65837(9) 0.0190(3) Uani 1 1 d . .
C12A C 0.58278(14) -0.02243(12) 0.67808(9) 0.0200(3) Uani 1 1 d . .
H12A H 0.6082 0.0394 0.7222 0.024 Uiso 1 1 calc R U
C13A C 0.64668(15) -0.11717(13) 0.71496(10) 0.0265(3) Uani 1 1 d . .
H13A H 0.6152 -0.1424 0.7627 0.040 Uiso 1 1 calc R U
H13B H 0.7403 -0.0916 0.7336 0.040 Uiso 1 1 calc R U
H13C H 0.6253 -0.1780 0.6722 0.040 Uiso 1 1 calc R U
C14A C 0.63092(16) 0.01921(14) 0.60334(10) 0.0269(3) Uani 1 1 d . .
H14A H 0.6119 -0.0413 0.5606 0.040 Uiso 1 1 calc R U
H14B H 0.7241 0.0472 0.6220 0.040 Uiso 1 1 calc R U
H14C H 0.5875 0.0783 0.5797 0.040 Uiso 1 1 calc R U
C15A C 0.13669(14) 0.03569(13) 0.68838(9) 0.0232(3) Uani 1 1 d . .
H15A H 0.1884 0.0771 0.7424 0.028 Uiso 1 1 calc R U
C16A C 0.09490(18) 0.11992(16) 0.62500(12) 0.0372(4) Uani 1 1 d . .
H16A H 0.1714 0.1689 0.6174 0.056 Uiso 1 1 calc R U
H16B H 0.0425 0.1632 0.6459 0.056 Uiso 1 1 calc R U
H16C H 0.0442 0.0812 0.5713 0.056 Uiso 1 1 calc R U
C17A C 0.01710(15) -0.03738(16) 0.70388(11) 0.0340(4) Uani 1 1 d . .
H17A H -0.0428 -0.0686 0.6503 0.051 Uiso 1 1 calc R U
H17B H -0.0253 0.0068 0.7330 0.051 Uiso 1 1 calc R U
H17C H 0.0430 -0.0969 0.7383 0.051 Uiso 1 1 calc R U
C18A C 0.49815(12) 0.27142(10) 0.93242(8) 0.0137(2) Uani 1 1 d . .
C19A C 0.39110(13) 0.28748(11) 0.95933(9) 0.0174(3) Uani 1 1 d . .
C20A C 0.41651(14) 0.35077(11) 1.03385(9) 0.0207(3) Uani 1 1 d . .
H20A H 0.3469 0.3599 1.0554 0.025 Uiso 1 1 calc R U
C21A C 0.54101(14) 0.40080(12) 1.07742(9) 0.0203(3) Uani 1 1 d . .
H21A H 0.5561 0.4434 1.1283 0.024 Uiso 1 1 calc R U
C22A C 0.64303(14) 0.38852(11) 1.04671(9) 0.0183(3) Uani 1 1 d . .
H22A H 0.7277 0.4245 1.0763 0.022 Uiso 1 1 calc R U
C23A C 0.62459(12) 0.32436(10) 0.97310(8) 0.0140(2) Uani 1 1 d . .
C24A C 0.25341(13) 0.24658(12) 0.90648(11) 0.0236(3) Uani 1 1 d . .
H24A H 0.2491 0.1734 0.8788 0.028 Uiso 1 1 calc R U
C25A C 0.21401(15) 0.32474(14) 0.83708(12) 0.0331(4) Uani 1 1 d . .
H25A H 0.2126 0.3960 0.8625 0.050 Uiso 1 1 calc R U
H25B H 0.1282 0.2930 0.8008 0.050 Uiso 1 1 calc R U
H25C H 0.2763 0.3348 0.8039 0.050 Uiso 1 1 calc R U
C26A C 0.15619(16) 0.23138(15) 0.95797(14) 0.0393(5) Uani 1 1 d . .
H26A H 0.1848 0.1871 1.0050 0.059 Uiso 1 1 calc R U
H26B H 0.0718 0.1939 0.9227 0.059 Uiso 1 1 calc R U
H26C H 0.1495 0.3034 0.9793 0.059 Uiso 1 1 calc R U
C27A C 0.73873(12) 0.32254(11) 0.93836(9) 0.0169(3) Uani 1 1 d . .
H27A H 0.7164 0.2582 0.8966 0.020 Uiso 1 1 calc R U
C28A C 0.85976(14) 0.31222(13) 1.00693(10) 0.0259(3) Uani 1 1 d . .
H28A H 0.8934 0.3816 1.0414 0.039 Uiso 1 1 calc R U
H28B H 0.9252 0.2955 0.9812 0.039 Uiso 1 1 calc R U
H28C H 0.8381 0.2529 1.0420 0.039 Uiso 1 1 calc R U
C29A C 0.76875(14) 0.42839(12) 0.89408(10) 0.0234(3) Uani 1 1 d . .
H29A H 0.6925 0.4354 0.8493 0.035 Uiso 1 1 calc R U
H29B H 0.8405 0.4251 0.8702 0.035 Uiso 1 1 calc R U
H29C H 0.7924 0.4920 0.9346 0.035 Uiso 1 1 calc R U
N1S N 0.41132(10) -0.10926(9) 0.84684(7) 0.0139(2) Uani 1 1 d . .
C2S C 0.36694(12) -0.19087(11) 0.80911(8) 0.0151(2) Uani 1 1 d . .
C3S C 0.30546(14) -0.29056(11) 0.75635(9) 0.0202(3) Uani 1 1 d . .
H3A H 0.2489 -0.3382 0.7835 0.030 Uiso 1 1 calc R U
H3B H 0.3714 -0.3290 0.7474 0.030 Uiso 1 1 calc R U
H3C H 0.2544 -0.2719 0.7024 0.030 Uiso 1 1 calc R U
N2S N 0.85055(16) 0.20828(14) 0.76461(11) 0.0428(4) Uani 1 1 d . .
C4S C 0.80485(16) 0.26798(15) 0.72066(11) 0.0319(4) Uani 1 1 d . .
C5S C 0.74548(18) 0.34391(16) 0.66386(12) 0.0370(4) Uani 1 1 d . .
H5B H 0.8127 0.3963 0.6484 0.055 Uiso 1 1 calc R U
H5C H 0.6975 0.3839 0.6917 0.055 Uiso 1 1 calc R U
H5D H 0.6865 0.3025 0.6135 0.055 Uiso 1 1 calc R U
N3S N 1.01133(18) 0.56248(18) 0.78034(13) 0.0541(5) Uani 1 1 d . .
C6S C 0.94009(18) 0.61699(17) 0.78333(12) 0.0386(4) Uani 1 1 d . .
C7S C 0.8499(2) 0.68586(19) 0.7919(2) 0.0692(8) Uani 1 1 d . .
H7A H 0.7618 0.6427 0.7737 0.104 Uiso 1 1 calc R U
H7B H 0.8580 0.7485 0.7572 0.104 Uiso 1 1 calc R U
H7C H 0.8694 0.7127 0.8505 0.104 Uiso 1 1 calc R U
N4S N 0.01567(19) 0.61368(15) 0.57350(12) 0.0514(5) Uani 1 1 d . .
C8S C 0.06580(19) 0.54369(16) 0.60024(12) 0.0385(4) Uani 1 1 d . .
C9S C 0.12936(19) 0.45616(18) 0.63435(12) 0.0407(4) Uani 1 1 d . .
H9B H 0.2228 0.4813 0.6467 0.061 Uiso 1 1 calc R U
H9C H 0.1017 0.3926 0.5936 0.061 Uiso 1 1 calc R U
H9D H 0.1067 0.4352 0.6859 0.061 Uiso 1 1 calc R U
N5S N 0.4227(2) 0.25405(15) 0.51844(10) 0.0481(4) Uani 1 1 d . .
C10S C 0.38084(18) 0.32988(16) 0.49808(10) 0.0334(4) Uani 1 1 d . .
C11S C 0.33007(18) 0.42783(17) 0.47262(12) 0.0373(4) Uani 1 1 d . .
H11A H 0.3598 0.4838 0.5195 0.056 Uiso 1 1 calc R U
H11B H 0.2357 0.4093 0.4559 0.056 Uiso 1 1 calc R U
H11C H 0.3605 0.4564 0.4253 0.056 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N1S B1 C1 102.89(10) . .
N1S B1 C6 107.66(10) . 2_657
C1 B1 C6 114.77(10) . 2_657
N1S B1 C2A 104.29(10) . .
C1 B1 C2A 116.64(10) . .
C6 B1 C2A 109.45(10) 2_657 .
C6 C1 C2 118.29(11) . .
C6 C1 B1 122.51(11) . .
C2 C1 B1 118.86(11) . .
C3 C2 C1 122.39(13) . .
C3 C2 H2 118.8 . .
C1 C2 H2 118.8 . .
C4 C3 C2 119.22(12) . .
C4 C3 H3 120.4 . .
C2 C3 H3 120.4 . .
C3 C4 C5 119.14(12) . .
C3 C4 H4 120.4 . .
C5 C4 H4 120.4 . .
C4 C5 C6 122.49(13) . .
C4 C5 H5 118.8 . .
C6 C5 H5 118.8 . .
C1 C6 C5 118.43(11) . .
C1 C6 B1 122.61(11) . 2_657
C5 C6 B1 118.96(11) . 2_657
C2A N1A C5A 110.54(11) . .
C2A N1A C6A 131.63(11) . .
C5A N1A C6A 117.17(11) . .
N3A C2A N1A 104.21(11) . .
N3A C2A B1 124.92(11) . .
N1A C2A B1 130.13(11) . .
C2A N3A C4A 110.91(11) . .
C2A N3A C18A 129.47(11) . .
C4A N3A C18A 119.45(11) . .
C5A C4A N3A 107.04(12) . .
C5A C4A H4A 126.5 . .
N3A C4A H4A 126.5 . .
C4A C5A N1A 107.29(12) . .
C4A C5A H5A 126.4 . .
N1A C5A H5A 126.4 . .
C7A C6A C11A 122.77(13) . .
C7A C6A N1A 119.20(12) . .
C11A C6A N1A 117.46(12) . .
C8A C7A C6A 117.43(13) . .
C8A C7A C12A 119.24(13) . .
C6A C7A C12A 123.28(12) . .
C9A C8A C7A 121.01(14) . .
C9A C8A H8A 119.5 . .
C7A C8A H8A 119.5 . .
C8A C9A C10A 120.34(14) . .
C8A C9A H9A 119.8 . .
C10A C9A H9A 119.8 . .
C9A C10A C11A 121.25(14) . .
C9A C10A H10A 119.4 . .
C11A C10A H10A 119.4 . .
C10A C11A C6A 117.13(13) . .
C10A C11A C15A 119.81(13) . .
C6A C11A C15A 122.94(13) . .
C7A C12A C13A 111.55(12) . .
C7A C12A C14A 110.62(12) . .
C13A C12A C14A 110.63(12) . .
C7A C12A H12A 108.0 . .
C13A C12A H12A 108.0 . .
C14A C12A H12A 108.0 . .
C12A C13A H13A 109.5 . .
C12A C13A H13B 109.5 . .
H13A C13A H13B 109.5 . .
C12A C13A H13C 109.5 . .
H13A C13A H13C 109.5 . .
H13B C13A H13C 109.5 . .
C12A C14A H14A 109.5 . .
C12A C14A H14B 109.5 . .
H14A C14A H14B 109.5 . .
C12A C14A H14C 109.5 . .
H14A C14A H14C 109.5 . .
H14B C14A H14C 109.5 . .
C11A C15A C17A 113.10(13) . .
C11A C15A C16A 110.17(13) . .
C17A C15A C16A 109.60(13) . .
C11A C15A H15A 107.9 . .
C17A C15A H15A 107.9 . .
C16A C15A H15A 107.9 . .
C15A C16A H16A 109.5 . .
C15A C16A H16B 109.5 . .
H16A C16A H16B 109.5 . .
C15A C16A H16C 109.5 . .
H16A C16A H16C 109.5 . .
H16B C16A H16C 109.5 . .
C15A C17A H17A 109.5 . .
C15A C17A H17B 109.5 . .
H17A C17A H17B 109.5 . .
C15A C17A H17C 109.5 . .
H17A C17A H17C 109.5 . .
H17B C17A H17C 109.5 . .
C23A C18A C19A 122.67(12) . .
C23A C18A N3A 118.79(11) . .
C19A C18A N3A 117.88(11) . .
C20A C19A C18A 117.05(13) . .
C20A C19A C24A 120.62(12) . .
C18A C19A C24A 122.13(13) . .
C21A C20A C19A 121.52(13) . .
C21A C20A H20A 119.2 . .
C19A C20A H20A 119.2 . .
C22A C21A C20A 119.85(13) . .
C22A C21A H21A 120.1 . .
C20A C21A H21A 120.1 . .
C21A C22A C23A 121.58(13) . .
C21A C22A H22A 119.2 . .
C23A C22A H22A 119.2 . .
C22A C23A C18A 117.08(12) . .
C22A C23A C27A 119.01(12) . .
C18A C23A C27A 123.74(12) . .
C19A C24A C26A 112.92(14) . .
C19A C24A C25A 111.19(12) . .
C26A C24A C25A 109.19(14) . .
C19A C24A H24A 107.8 . .
C26A C24A H24A 107.8 . .
C25A C24A H24A 107.8 . .
C24A C25A H25A 109.5 . .
C24A C25A H25B 109.5 . .
H25A C25A H25B 109.5 . .
C24A C25A H25C 109.5 . .
H25A C25A H25C 109.5 . .
H25B C25A H25C 109.5 . .
C24A C26A H26A 109.5 . .
C24A C26A H26B 109.5 . .
H26A C26A H26B 109.5 . .
C24A C26A H26C 109.5 . .
H26A C26A H26C 109.5 . .
H26B C26A H26C 109.5 . .
C23A C27A C28A 112.00(12) . .
C23A C27A C29A 110.24(11) . .
C28A C27A C29A 108.60(12) . .
C23A C27A H27A 108.6 . .
C28A C27A H27A 108.6 . .
C29A C27A H27A 108.6 . .
C27A C28A H28A 109.5 . .
C27A C28A H28B 109.5 . .
H28A C28A H28B 109.5 . .
C27A C28A H28C 109.5 . .
H28A C28A H28C 109.5 . .
H28B C28A H28C 109.5 . .
C27A C29A H29A 109.5 . .
C27A C29A H29B 109.5 . .
H29A C29A H29B 109.5 . .
C27A C29A H29C 109.5 . .
H29A C29A H29C 109.5 . .
H29B C29A H29C 109.5 . .
C2S N1S B1 171.90(12) . .
N1S C2S C3S 175.89(14) . .
C2S C3S H3A 109.5 . .
C2S C3S H3B 109.5 . .
H3A C3S H3B 109.5 . .
C2S C3S H3C 109.5 . .
H3A C3S H3C 109.5 . .
H3B C3S H3C 109.5 . .
N2S C4S C5S 179.6(2) . .
C4S C5S H5B 109.5 . .
C4S C5S H5C 109.5 . .
H5B C5S H5C 109.5 . .
C4S C5S H5D 109.5 . .
H5B C5S H5D 109.5 . .
H5C C5S H5D 109.5 . .
N3S C6S C7S 176.9(2) . .
C6S C7S H7A 109.5 . .
C6S C7S H7B 109.5 . .
H7A C7S H7B 109.5 . .
C6S C7S H7C 109.5 . .
H7A C7S H7C 109.5 . .
H7B C7S H7C 109.5 . .
N4S C8S C9S 179.6(2) . .
C8S C9S H9B 109.5 . .
C8S C9S H9C 109.5 . .
H9B C9S H9C 109.5 . .
C8S C9S H9D 109.5 . .
H9B C9S H9D 109.5 . .
H9C C9S H9D 109.5 . .
N5S C10S C11S 178.9(2) . .
C10S C11S H11A 109.5 . .
C10S C11S H11B 109.5 . .
H11A C11S H11B 109.5 . .
C10S C11S H11C 109.5 . .
H11A C11S H11C 109.5 . .
H11B C11S H11C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 N1S 1.5978(17) .
B1 C1 1.6089(18) .
B1 C6 1.6158(18) 2_657
B1 C2A 1.6670(19) .
C1 C6 1.4047(18) .
C1 C2 1.4076(17) .
C2 C3 1.3895(19) .
C2 H2 0.9500 .
C3 C4 1.388(2) .
C3 H3 0.9500 .
C4 C5 1.3878(19) .
C4 H4 0.9500 .
C5 C6 1.4059(17) .
C5 H5 0.9500 .
C6 B1 1.6158(18) 2_657
N1A C2A 1.3681(17) .
N1A C5A 1.3889(17) .
N1A C6A 1.4593(17) .
C2A N3A 1.3648(16) .
N3A C4A 1.3870(17) .
N3A C18A 1.4579(17) .
C4A C5A 1.337(2) .
C4A H4A 0.9500 .
C5A H5A 0.9500 .
C6A C7A 1.4007(19) .
C6A C11A 1.4076(19) .
C7A C8A 1.398(2) .
C7A C12A 1.5188(19) .
C8A C9A 1.384(2) .
C8A H8A 0.9500 .
C9A C10A 1.384(2) .
C9A H9A 0.9500 .
C10A C11A 1.396(2) .
C10A H10A 0.9500 .
C11A C15A 1.522(2) .
C12A C13A 1.535(2) .
C12A C14A 1.536(2) .
C12A H12A 1.0000 .
C13A H13A 0.9800 .
C13A H13B 0.9800 .
C13A H13C 0.9800 .
C14A H14A 0.9800 .
C14A H14B 0.9800 .
C14A H14C 0.9800 .
C15A C17A 1.535(2) .
C15A C16A 1.540(2) .
C15A H15A 1.0000 .
C16A H16A 0.9800 .
C16A H16B 0.9800 .
C16A H16C 0.9800 .
C17A H17A 0.9800 .
C17A H17B 0.9800 .
C17A H17C 0.9800 .
C18A C23A 1.4016(18) .
C18A C19A 1.4111(18) .
C19A C20A 1.392(2) .
C19A C24A 1.520(2) .
C20A C21A 1.387(2) .
C20A H20A 0.9500 .
C21A C22A 1.382(2) .
C21A H21A 0.9500 .
C22A C23A 1.3981(19) .
C22A H22A 0.9500 .
C23A C27A 1.5182(17) .
C24A C26A 1.526(2) .
C24A C25A 1.545(2) .
C24A H24A 1.0000 .
C25A H25A 0.9800 .
C25A H25B 0.9800 .
C25A H25C 0.9800 .
C26A H26A 0.9800 .
C26A H26B 0.9800 .
C26A H26C 0.9800 .
C27A C28A 1.532(2) .
C27A C29A 1.541(2) .
C27A H27A 1.0000 .
C28A H28A 0.9800 .
C28A H28B 0.9800 .
C28A H28C 0.9800 .
C29A H29A 0.9800 .
C29A H29B 0.9800 .
C29A H29C 0.9800 .
N1S C2S 1.1368(18) .
C2S C3S 1.4486(18) .
C3S H3A 0.9800 .
C3S H3B 0.9800 .
C3S H3C 0.9800 .
N2S C4S 1.139(3) .
C4S C5S 1.462(3) .
C5S H5B 0.9800 .
C5S H5C 0.9800 .
C5S H5D 0.9800 .
N3S C6S 1.137(3) .
C6S C7S 1.458(3) .
C7S H7A 0.9800 .
C7S H7B 0.9800 .
C7S H7C 0.9800 .
N4S C8S 1.148(3) .
C8S C9S 1.444(3) .
C9S H9B 0.9800 .
C9S H9C 0.9800 .
C9S H9D 0.9800 .
N5S C10S 1.141(2) .
C10S C11S 1.454(3) .
C11S H11A 0.9800 .
C11S H11B 0.9800 .
C11S H11C 0.9800 .
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_4
N1S B1 C1 C6 112.89(12) . .
C6 B1 C1 C6 -3.74(18) 2_657 .
C2A B1 C1 C6 -133.66(12) . .
N1S B1 C1 C2 -60.31(14) . .
C6 B1 C1 C2 -176.95(11) 2_657 .
C2A B1 C1 C2 53.14(16) . .
C6 C1 C2 C3 2.20(19) . .
B1 C1 C2 C3 175.69(12) . .
C1 C2 C3 C4 -0.5(2) . .
C2 C3 C4 C5 -1.0(2) . .
C3 C4 C5 C6 0.8(2) . .
C2 C1 C6 C5 -2.34(18) . .
B1 C1 C6 C5 -175.58(11) . .
C2 C1 C6 B1 177.28(11) . 2_657
B1 C1 C6 B1 4.0(2) . 2_657
C4 C5 C6 C1 0.9(2) . .
C4 C5 C6 B1 -178.72(12) . 2_657
C5A N1A C2A N3A 1.38(14) . .
C6A N1A C2A N3A -168.83(12) . .
C5A N1A C2A B1 -168.94(12) . .
C6A N1A C2A B1 20.9(2) . .
N1S B1 C2A N3A -176.81(11) . .
C1 B1 C2A N3A 70.54(15) . .
C6 B1 C2A N3A -61.85(15) 2_657 .
N1S B1 C2A N1A -8.27(16) . .
C1 B1 C2A N1A -120.93(14) . .
C6 B1 C2A N1A 106.68(14) 2_657 .
N1A C2A N3A C4A -1.23(14) . .
B1 C2A N3A C4A 169.75(11) . .
N1A C2A N3A C18A 173.76(11) . .
B1 C2A N3A C18A -15.26(19) . .
C2A N3A C4A C5A 0.64(15) . .
C18A N3A C4A C5A -174.93(11) . .
N3A C4A C5A N1A 0.24(15) . .
C2A N1A C5A C4A -1.05(15) . .
C6A N1A C5A C4A 170.74(12) . .
C2A N1A C6A C7A -103.83(16) . .
C5A N1A C6A C7A 86.48(15) . .
C2A N1A C6A C11A 84.58(17) . .
C5A N1A C6A C11A -85.11(15) . .
C11A C6A C7A C8A -3.2(2) . .
N1A C6A C7A C8A -174.32(12) . .
C11A C6A C7A C12A 174.14(13) . .
N1A C6A C7A C12A 3.0(2) . .
C6A C7A C8A C9A 1.3(2) . .
C12A C7A C8A C9A -176.17(13) . .
C7A C8A C9A C10A 0.3(2) . .
C8A C9A C10A C11A -0.1(2) . .
C9A C10A C11A C6A -1.7(2) . .
C9A C10A C11A C15A 174.27(14) . .
C7A C6A C11A C10A 3.4(2) . .
N1A C6A C11A C10A 174.66(12) . .
C7A C6A C11A C15A -172.44(13) . .
N1A C6A C11A C15A -1.18(19) . .
C8A C7A C12A C13A -63.43(17) . .
C6A C7A C12A C13A 119.27(15) . .
C8A C7A C12A C14A 60.17(17) . .
C6A C7A C12A C14A -117.13(15) . .
C10A C11A C15A C17A 45.79(18) . .
C6A C11A C15A C17A -138.48(14) . .
C10A C11A C15A C16A -77.24(17) . .
C6A C11A C15A C16A 98.49(16) . .
C2A N3A C18A C23A 109.50(15) . .
C4A N3A C18A C23A -75.87(15) . .
C2A N3A C18A C19A -79.56(17) . .
C4A N3A C18A C19A 95.07(14) . .
C23A C18A C19A C20A -6.1(2) . .
N3A C18A C19A C20A -176.68(12) . .
C23A C18A C19A C24A 168.70(13) . .
N3A C18A C19A C24A -1.87(19) . .
C18A C19A C20A C21A 3.4(2) . .
C24A C19A C20A C21A -171.48(13) . .
C19A C20A C21A C22A 0.2(2) . .
C20A C21A C22A C23A -1.5(2) . .
C21A C22A C23A C18A -1.0(2) . .
C21A C22A C23A C27A 174.43(12) . .
C19A C18A C23A C22A 4.95(19) . .
N3A C18A C23A C22A 175.43(11) . .
C19A C18A C23A C27A -170.29(12) . .
N3A C18A C23A C27A 0.20(19) . .
C20A C19A C24A C26A -27.97(19) . .
C18A C19A C24A C26A 157.40(13) . .
C20A C19A C24A C25A 95.16(16) . .
C18A C19A C24A C25A -79.46(17) . .
C22A C23A C27A C28A 43.84(17) . .
C18A C23A C27A C28A -141.02(13) . .
C22A C23A C27A C29A -77.20(15) . .
C18A C23A C27A C29A 97.95(15) . .
